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Pet Friendly Holiday Rentals in Naples

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    Don't let other travellers get your favourite Naples area holiday rental. You're so close to securing your perfect getaway. Book today.
    21 Matching Rentals in the Naples AreaView all 57 rentals
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    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Naples
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Naples
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home to the 2nd largest lake in Maine - Naples offers solitude and stunning natural beauty during every season! Experience the serene terrain while staying at this 3-bed, 1-bath vacation rental cottage that sleeps 8 and includes a deeded mooring for water access. Enjoy the alpine air and Sebago...
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    Naples, Maine 04055
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Wi-Fi
    • Balcony
    • Patio
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fall in love with Western Maine from this home in the picturesque town of Naples! Set overlooking Brandy Pond (the Bay of Naples Lake), enjoy stunning views from this vacation rental's open deck. Be sure to take advantage of private beach access just minutes away! With tasteful decor, updated...
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    Naples, Maine 04055
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    The following rentals are within 15 kilometres of Naples.
    Lake House with over 200 feet of private waterfront beach!1 / 43
    (12)Very good
    Denmark
    5 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
    • Porch
    • Balcony
    • Mountain Views
    • Patio
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2018
    Spent last week here with my family and we had a wonderful time. Plenty of room for everyone. The lake and Mount Pleasant are beautiful! Very relaxing. The lake front beach...
    Reviewed 29 May 2018
    We spent a week here last summer and our stay was perfect. Waking up every morning with an amazing (tranquil) view from the back deck set the tone for a relaxing and enjoyable...
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    About this property
    Our family-owned house in Denmark, Maine is available for weekly rentals. You'll have 200+ feet of private water frontage and sandy beach on Long Pond with a view of Pleasant Mountain - amazing sunrise, private swim dock, 2 kayaks and a canoe. The house includes a screened-in porch, large...
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    Denmark, Maine 04022
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 8
    WELCOME Summer*Bridgton Bungalow Cottage*Bring Fido! Denmark Stage Stop House1 / 49
    (6)Excellent
    Denmark
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Air Conditioning
    • Parking
    • DVD Player
    • Mountain Views
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2018
    For 5 years, my husband and I have loved staying at this warm, cozy rental. Deb goes out of her way to give her guests the very best accommodations!
    Reviewed 25 September 2018
    Great location, charming, value, clean, a nice stay. We visited Moose Pond, Shawnee Peak and Bridgeton center.
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    About this property
    Denmark Stage Stop House an equestrian estate cradled between Mt Washington Valley & Bridgton Maine. Perfect location for winter sports with Shawnee Peak Ski and Snowboard Resort is 5.4 miles away. Surrounded by Maine towns such as Bridgton, Fryeburg, Sebago, Naples and Brownfield, Maine. New this...
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    Denmark, Maine 04022
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    ★Very Private Shawnee Accommodations★200+ 5-Star Reviews★1-6 Guest♥Dogs Welcome1 / 49
    (3)Excellent
    Denmark
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    This B&B is newly renovated and located amongst all of the Lakes Region attractions- very close to the town of Bridgton and Shawnee Peak. We are return visitors and have...
    Reviewed 24 September 2018
    Last minute change of plans and asked if I could bring my dog. No problem! I was amazed at how clean it was. Being single my home is not always 'company clean' (in fact only...
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    About this property
    The Denmark Stage Stop House's 2 Bedroom Shawnee Suite is very popular for those looking for a full modern kitchen. This is a 2 bedroom with private large full bath with antique clawfoot tub/shower and private entrance and dedicated parking. Denmark Stage Stop House an equestrian estate cradled...
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    Denmark, Maine 04022
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Breezy Cottage1 / 14
    (1)Excellent
    Sebago
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Wi-Fi
    • Grill
    • Washer
    • Parking
    • Waterfront
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2018
    Amazing location! A lot to do for kids and adults. House felt like vacation with the deck overlooking the beach. Wonderful breeze in the afternoon. Owner was super nice and...
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    About this property
    Spacious 4 bedroom shorefront cottage on Sebago Lake! Large, sunny kitchen and cozy living room. 2 full baths, entertainment room, washer and dryer. Beautiful views, sandy beach, private lakeside dock and boat mooring. Great fishing and boating. Short drive to hiking, biking and local general...
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    Sebago, Maine 04029
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Private Lake Front Home. Enjoy all that Fall has to offer! Shawnee Peak 10 min1 / 21
    (3)Very good
    Bridgton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Central Heating
    • Mountain Views
    • Patio
    • Wi-Fi
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2019
    This charming home is beautifully situated on the lake and perfectly located for families in need of accommodations for Bridgton Academy events. The lake house is peaceful yet...
    Reviewed 9 August 2017
    Wonderful home on Highland Lake with spectacular views!! We loved the amount of living space. The owners were very helpful, and quick to respond when texted. Would go back!
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    About this property
    Enjoy lake front living with dock access. Great for family get togethers or a weekend getaway. Home is 3 floors with a lake level family room. Large great room with bar and library. 3 bedrooms with formal living room and den. Large deck overlooking the lake views of both Shawnee Peak AND Mount...
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    Bridgton, Maine 04009
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Raymond
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Grill
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Little Sebago Landing Come to Maine for a reprieve from life's busy pace and stay in this spacious, dog-friendly home in Gray, featuring easy access to two beaches at Little Sebago Lake and close proximity to town. Your lovable family dog is also welcome for a small nightly fee! Take the...
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    Raymond, Maine 04039
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Raymond
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cabin on the Water Cozy, rustic, and gorgeously situated on the western shores of Little Sebago Lake, this Windham cabin is perfect for a quiet lakefront getaway to the Maine countryside. Bring along your kayaks to launch from the private dock, take an afternoon nap in the hammock after a day out...
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    Raymond, Maine 04062
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Maine Lakefront Cottage on Moose Pond, Denmark1 / 26
    (2)Excellent
    Denmark
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Waterfront
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Porch
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2016
    This is our 4th year staying in the red cottage on Moose Pond. The cottage was cozy and sweet the first few years we stayed there. Last year they updated the bathroom with a...
    Reviewed 19 July 2016
    We had such a great stay at Moose Pond! My husband, 1.5 year old son, and I loved the lake, the deck, and the comforts of the cabin. It was really nice to be so close to the...
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    About this property
    Located on Moose Pond in Denmark Maine with direct lake frontage and dock for your boat just across the road. Canoe with cottage and feel free to bring your own boat. A great place to just kick back and relax, but close to so many activities and great hiking trails! The lake is superb for...
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    Location Information
    Denmark, Maine 04022
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    The Hive Luxury Mountain Log Home at Shawnee Peak / Moose Pond1 / 33
    (1)Terrible
    Bridgton
    5 Bedrooms, 3 Bathrooms, Sleeps 22 Quick View
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    • Patio
    • Grill
    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Updated 2/10/15 'The Hive' Luxury Mountain Log Home: Is a Spectacular Window Studded & Spacious New Log Home offering Hikers prime access to Pleasant Mountain's 10 Mile Network of Hiking Trails, Shawnee Peaks 40+ Ski Trails, and easy Boating Access to Moose Pond's 17 Miles of Shoreline. Our...
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    Bridgton, Maine 04009
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 22
    Denmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Denmark Getaway, a dog friendly serene vacation rental is very private on a 2 acre wooded lot complete with your own babbling brook directly behind our family friendly home, located in Denmark Maine only 2.6 miles outside Bridgton Maine and only 8 miles from Fryeburg Maine and 5.6 miles from...
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    Denmark, Maine 04022
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Denmark
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tentrr Pleasant Mountain Stream Camp is perfect. If you enjoy the forest & the sights & sounds of nature of a mt stream, this camp is for you. This is an exclusive Tentrr site. Tentrr offers fully-equipped individual campsites on beautiful private land. We are located in the heart of western...
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    Denmark, Maine 04022
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Otisfield
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tentrr Retreat on the Crooked River After a day of exploring the local farmers markets, craft breweries and quaint area boutiques, slip back to your beautiful and secluded riverside retreat nestled in the foothills of Western Maine.This is an exclusive Tentrr site. Tentrr offers fully-equipped...
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    Otisfield, Maine 04270
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Harrison
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tentrr Mountain View Farm Camp Site is the perfect spot to enjoy spending time in the woods by the pond with all the wildlife. Try and catch a fish in the pond. This is an exclusive Tentrr site. Tentrr offers fully-equipped individual campsites on beautiful private land. Camp in the foothills...
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    Harrison, Maine 04040
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Otisfield
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tentrr Valhalla Farm campsite is a woodland farm retreat minutes from lakes and hiking trails! This is an exclusive Tentrr site. Tentrr offers fully-equipped individual campsites on beautiful private land. Private camp on small sheep farm in Western Maine. Enjoy some peace and quiet in your...
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    Otisfield, Maine 04270
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Casco
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sit back and relax at this 2-bedroom, 1-bathroom vacation rental cottage situated on Coffee Pond. Boasting over 1,000 square feet with accommodations for and 6, this charming, waterfront cottage offers stunning views, and is sure to help you unwind from your busy life! Jump into the crystal clear...
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    Casco, Maine 04015
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bridgton
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The Tentrr Maine Stay Campsite is a great place to experience the outdoors! There are so many cool animals to say hi to, including some rabbits. Enjoy a swim in the pond on those hot, summer days! This is an exclusive Tentrr site. Tentrr offers fully-equipped individual campsites on beautiful...
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    Bridgton, Maine 04009
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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