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Pet Friendly Holiday Rentals in Oakland

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    Travellers to Oakland are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    90 Matching Rentals in OaklandView all 258 rentals
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    Red Run Cabin1 / 22
    (27)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Appealing 5 Bedroom lakefront home close to all area attractions with hot tub1 / 30
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the Magic of Deep Creek Lake in a Comfortable & Cozy Log Cabin in Yellowstone Village! $50 off a Weekend/$100 off a Week! From the minute you arrive at this warm and inviting 2 bedroom, 1 full bath home, you will escape to a simpler time with all the modern conveniences you desire. The...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Divided Sky-Pet Friendly!1 / 24
    (2)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Patio
    • Hot Tub
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2016
    The cabin was clean, well equipped, roomy, had the feel of a home, not just a hotel room, and we loved being able to have an evening fire outside and watch the stars. We also...
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    About this property
    Divided Sky - 220 Woodlands Hill Lane, Oakland, Maryland 21550 - Deep Creek Lodging Company Are you Looking for a Mountain Chalet Very Close to Everything at Deep Creek Lake? You have found it in this stunning 3 level, 5 bedroom, 3 full bath home with a hot tub, two fireplaces, and a wrap around...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If luxury is what you have in mind, then look no further. Serenity Summit is an extravagant 5 bedroom duplex that boasts an immaculate interior. With 3 master suites available, this home is ideal for the multi-family or couple's retreat. Your Great Room boasts lustrous hardwood floors, stylish...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This chalet is the ideal place to relax and enjoy the spectacular views of the mountains. Located in a private, peaceful community of Mountainside, this home is just right for your vacation needs. Beautiful decor and attention to detail accent the cathedral ceiling and fireplace of the relaxing...
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    Oakland, Garrett County 21541
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get the much deserved break that you crave when you stay at Bear Paws. This charming log cabin pairs total comfort with a convenient location! Featuring an open floorplan, the spacious main level is highlighted by vaulted ceilings and polished hardwood floors. Bear themed décor adds a playful...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Patio
    • Grill
    • Hot Tub
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reserve Today - 3rd Night FREE! Step Back in Time and Find Peace and Quiet in this Cozy, Rustic Cabin, yet be Surrounded by All the Deep Creek Lake Resort Area has to Offer! This Deep Creek Lake Cabin is in the heart of the resort area within minutes to all restaurants and resort activities! From...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    The Evergreen-Near Deep Creek Lake1 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 2016
    We had a girls weekend at this wonderful cabin. There were just 2 of us and it rained and was very cold and windy for 2 days, but we had 2 fireplaces and a great hot tub. It...
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    About this property
    Don't Miss Out on Staying in a Cute Log Cabin with a Year-Round Hot Tub Room and Two Fireplaces! This adorable log cabin is waiting to make your Deep Creek Lake vacation memorable! Walk up the path and around the bushy pine tree to find a cozy, covered front porch peeking out between even more...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Cable/satellite TV
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    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What an Adorable Log Cabin! Home Layout: * Living Room - Wood Burning Fireplace * Kitchen * Dining Area * Bedroom - King Bed * Full Bath * Sunroom - Wood Burning Fireplace & Hot Tub * Laundry Area Upper Level: * Loft - Queen Bed * Bedroom - King Bed * Full Bath Lower Level: * Recreation Room -...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When you step through the doors of Boxer Overlook, you will immediately be taken in by the unparalleled elegance this home showcases. Ideally located in a quiet community, this 5 bedroom chalet is perfect for large or multi-family gatherings. Offering an open concept floor plan, this home showcases...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Waterfront
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Do you find yourself daydreaming about a romantic getaway in a charming lakefront home? Golden Retreat is perfect for a couple but is large enough for a small family. You’ll adore the comfortable furnishings and alluring appeal of the interior. Conveniently located a mere 5 minutes from Swallow...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    7 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pure vacation fun is what you will find when you choose St. Bart’s Retreat for your Deep Creek Lake getaway! This spacious lakefront home is close to favorite activities and offers lots of on-site amenities too. Upon entering the great room, the towering wall of windows with lake views will...
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    Oakland, Garrett County 21550
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 18
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Experience the beauty of Deep Creek Lake at Fox Den, a charming A-frame cottage that offers a treasured chance to unwind. Both romance-seekers and those in pursuit of inner peace will relish time spent at this classic mountain getaway. Highlighted by a wall of windows, wood accents, tasteful decor...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Whitetail-3rd Night FREE!1 / 52
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2016
    Very clean, easy access to areas of interest, great place to stay!! Loved the key access entry, and the welcome bag with info! Wish we didn't have backyard neighbors, but area...
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    About this property
    Enjoy this Quaint and Cozy Deep Creek Lake Log Cabin for Your Vacation Getaway! Reserve TODAY for a 3rd Night FREE! This cute white washed home located in the Deep Creek Lake log cabin community of Yellowstone Village is waiting for your small family or romantic getaway. The covered front porch...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked among towering trees, Knotty Pines offers you a classic mountain getaway with lots of opportunities to make lasting memories with your favorite people. Tastefully decorated, the great room will be a popular place to gather whether you are curling up on the sectional sofa to watch TV or...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vivid and lively are two words that can describe the character displayed in Retro Lake Landing. Its originality is definitely one of a kind and will certainly put that extra little kick into your vacation. If you are looking for something different, fun and exciting, this would be the perfect...
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    Oakland, Garrett County 21541
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Invite your friends and family to Heavenly Grove, where convenience, comfort and style come together to create an amazing setting for Deep Creek Vacations. Located in the popular Blakeslee Community, you are off-the-beaten path but still close to the best of the area. This contemporary home makes...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    About this property
    Lakeside Chalet offers the most a mountain chalet setting can offer. Stay at this beautiful split lakefront property and enjoy the lush shades of green throughout the spring and summer seasons; then a backdrop bursting of colors in the fall. Entertain family and friends in the large open living...
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    Oakland, Garrett County 21541
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    • Mountain Views
    • Skiing: Property Is In A Ski Resort
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    Pet friendly
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    About this property
    3rd Night FREE! Reserve this adorable stone cottage with everything you will need to enjoy a quaint visit to Deep Creek Lake! Feel right at home at Water in the Sky! A wooden door opens to the cozy interior that is truly an original cottage to our area. Step back in time and let the stresses of...
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    Oakland, Garrett County 21550
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 7
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    Wonderful Upscale Cabin at Deep Creek Lake.1 / 14
    (3)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Mountain Views
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    • Porch
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2017
    Had a great time at the cabin! Very clean, peaceful, and relaxing! We would love to stay again! We are talking about going in the winter when we can use the fireplace. The...
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    About this property
    Our log home is situated on our private 1.5 acre lot so as to capture the best views of farm land and mountains. Enjoy your own peaceful getaway knowing that all lake and sport activities are just minutes away. We designed our cabin with comfort in mind--the first floor includes an inviting great...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    If you want a classic Deep Creek Lake vacation with convenient lake access, look no further than Lakeview Cottage. This A-frame style home is ideal for a family getaway or a couples’ trip. Wood-lined walls create a warm ambiance in the great room, and a wall of windows lets in lots of natural...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Smoking allowed
    About this property
    Treat your family and friends to an exceptional vacation experience at Golden Memories, a Deep Creek Lake vacation home that offers comfort, convenience and lots of charm! Relaxation comes naturally at this well-kept retreat. There is plenty of room for everyone to gather together in the spacious...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    So close to it all, yet just far enough away, Friday’s Escape is a Deep Creek retreat that is perfect for all seasons. Providing spacious accommodations for friends and family looking to spend quality time together, there is plenty of room to spread out in the large great room, which features a...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 18
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy chalet is tucked among the trees offering a quiet setting for the peaceful escape that you deserve. Relax on the deck while taking in the beauty of the woodlands at this mountain getaway. Hummingbird Hill offers the restful atmosphere and comfortable surroundings that make you feel right...
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    Oakland, Garrett County 21541
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Smoking allowed
    About this property
    Ready to discover your favorite Deep Creek vacation home? Everyone in your group will love the style, spaciousness and comfort of Just About Paradise! Offering plenty of indoor and outdoor gathering spaces, it is the perfect place for get-togethers.  Start your day with a home cooked breakfast --...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Classic Americana is a marvelous 4 bedroom/ 2.5 bath lake access home that will surprise and delight you from the moment that you pull into the driveway. Enter from the covered front porch into the majestic Great Room. Embrace the country charm of the hardwood floors, the white washed wooden beamed...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    7 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    If you are seeking a large spacious lakefront home, brimming with all desirable amenities, then we have the perfect home for you. Wynsome Run Lodge is a spectacular 7 bedroom home ideally located close to Deep Creek State Park, a movie theater, and area restaurants. The expansive Great Room,...
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    Oakland, Garrett County 21550
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 18
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    About this property
    If you are looking for a home that goes “Above and Beyond”, this 4 bedroom mountain home is the ideal choice for you and your family! Located on top of a quiet mountaintop, here you will find the privacy you need but still relish the close proximity to all area shopping, dining, and state parks!...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Fond, family memories will truly be made when you spend your Deep Creek getaway in the charismatic home known as Finn McCool's. This 5 bedroom home boasts a phenomenal lakefront with a private dock, ideal for swimming on hot summer days. After an exciting day of hiking and biking at Swallow Falls...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Explore…relax…and take a well-deserved break at Lake View! Centrally located, this is the perfect place to start your dream vacation at Deep Creek Lake. Situated on a gently sloping lakefront lot, this charming cottage offers beautiful views from almost every room. Friends and family will feel...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare to be dazzled by the sophistication and grandeur that is Cedar Ridge. This alluring 3 bedroom split level lakefront is the perfect choice for the small family escape or for the couple's retreat. Located on the western end of the lake, the home provides you with a tranquil, serene setting, a...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    About this property
    Enjoy fresh mountain air, tall trees, and stunning lakefront views at Paradise Lodge. This classic lodge-style lake home offers seclusion and privacy, yet boasts a location close to many stores, restaurants, and area hot spots. Paradise Lodge offers a multitude of amenities including a private...
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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    About this property
    When you are ready to experience the best of Deep Creek Lake, make Wright Off the Lake your destination for family fun and relaxation! From the moment you enter, you will appreciate the stylish décor and attention to detail throughout this five bedroom townhome. An open concept means that it is...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Duffy's Oar House is the perfect Deep Creek Lake Cottage. It has the charm and charisma of original DCL,and the modern amenities that we have all grown to know and love! Situated on the western end of the lake, this home has a large level yard with a private dock that sits in a quiet cove with...
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    Location Information
    Oakland, Garrett County 21541
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Located in the popular Blakeslee Community, Blue Waters is the perfect starting point for a great Deep Creek Lake vacation! Surrounded by a level lawn that is dotted with trees, you will love having outdoor space where the kids can run and play while staying within your sight as you relax on the...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Nestled in the woods, Hideaway is an adorable A-frame mountain chalet that is the perfect getaway for a small family or a couple’s retreat. Recently renovated, this home offers a cozy Great Room with stylish furnishing and glistening hardwood floors. Family time will be spent watching your favorite...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Smoking allowed
    About this property
    Majestically situated right along the lakefront, this premier property will provide you with long lasting vacation memories. Enjoy star gazing and amazing views from the many decks or leave your stress behind while relaxing in the bubbling outdoor hot tub overlooking Deep Creek Lake. The spacious...
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    Location Information
    Oakland, Garrett County 21541
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Your Deep Creek Lake adventure begins the moment you choose to stay in the delightful 3 bedroom lakefront cottage known as Nestled Hideaway. You and your guests will enter on the main level of the home and immediately embrace the open concept of the home that radiates warmth and beauty. Emphasis is...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Relaxing Location with Private Dock1 / 33
    (1)Average
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Create new traditions and share special experiences with your favorite people when you vacation at Lakeside Memories! Overlooking Deep Creek Lake, this chalet-style home offers plenty of space for family gatherings or a couples’ retreat. The main level great room offers beautiful views of the lake...
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    Location Information
    Oakland, Garrett County 21541
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    A lifetime of family memories is just a phone call away when you choose to stay in the lovely 3 bedroom chalet known as Timber Trails. Truly a get away from it all home, you will love the private and peaceful setting while cherishing your close proximity to Oakland, Wisp Resort, and area shopping...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    Enjoy the feeling of rustic mountain living in this cedar chalet. Cozy and inviting, this home is perfect for accommodating the extended family or group of friends. Wood-lined walls, cathedral ceilings and a beautiful stone fireplace greet you upon entering the main level. The open floorplan...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    5 Bedroom Immaculate Chalet with Dock Slip and Community Indoor Pool1 / 51
    (37)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 February 2015
    We stayed at this location with 10 adults (5 couples) and it was perfect. For a group who loves to cook the kitchen was stocked with everything that was needed. The home felt...
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    About this property
    American Pride is an inviting 5 bedroom 3 bath chalet nestled among the trees in one of the most requested communities in Deep Creek Lake. A few steps into the home and you will find yourself entering into the elegantly decorated Great Room which features large cathedral ceilings, a massive stone...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Brimming with charm, By the Stream is Deep Creek Lake area vacation home that is ready to host your next getaway! So close to it all, yet just far enough away, you will love the wooded location that’s just around the corner from Wisp Resort. Enter the roomy main level to discover lots of living...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy having Mother Nature as your neighbor at Fancy Free. This lakefront chalet is tucked away in the private, small Heron Cove West community. Providing a much-needed break from everyday life, your vacation will be the source of wonderful memories you'll reflect on for years to come. The...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore the great outdoors or just sit back and relax at Creekside Cove, the perfect getaway for a fun-filled, memorable vacation.  Everyone in your group will love the style, spaciousness and classic mountain feel of this spacious chalet. The spacious main level has an open layout that is ideal...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Want to try and solve a vacation riddle? What's charming and irresistible, immensely private, with 2 streams running on either side, and guaranteed to refresh your spirit? Here’s a hint: it's tucked away just off a winding country lane, surrounded by a magnificent age-old oaks and laurel? Answer:...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    About this property
    Windsor House is the perfect choice for vacationers interested in Deep Creek Lake’s numerous attractions. Thanks to its convenient location, you’re within a short drive from state parks, skiing, restaurants, shops and many other lake activities. This home of distinction features tasteful décor...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mountain memories start here! Highland Retreat is a marvelous 5 bedroom lakefront home that combines elegant décor with a bevy of fun amenities. Located on the western end of the lake, you and your guests will love cooling off on hot summer days by swimming and splashing from your very own private...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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