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Holiday Homes in Oakland

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    Don't let other travellers get your favourite Oakland area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 24 Rentals in Oakland
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    Oakland Cottage w/Deck - Right on McGrath Pond!1 / 24
    (1)Excellent
    Oakland
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    The following rentals are within 30 kilometres of Oakland.
    Wymans Willa1 / 22
    (6)Excellent
    Madison
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Gorgeous Lakefront Cottage on Cobbessee Lake near Lighthouse1 / 37
    (1)Excellent
    East Winthrop
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Loon Call1 / 26
    (2)Excellent
    Belgrade
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2018
    Located in the heart of the Belgrade lakes region, the Loon Call Cabin offers the perfect getaway, at a reasonable price and in a cozy spot. My girl friends and I were looking...
    Reviewed 4 October 2017
    Loon Call Cabin is located down a beautifully groomed gravel road on a wooded lot overlooking majestic Great Pond. The house is new and clean and very comfortabe. We came to...
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    About this property
    This new camp is something special. Constructed in the traditional Maine camp style, it has been wonderfully put together by local craftsmen and has beautiful, bright varnished pine interior v-match walls. For maximum privacy the home is situated approximately 200 ft from the lake, surrounded...
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    Belgrade, Maine 04917
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Lakeside cottage w/dock,boat,gas fireplac,wash/dry1 / 18
    (14)Very good
    Mount Vernon
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Porch
    • Grill
    • Patio
    • Waterfront
    • DVD Player
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 March 2016
    My wife and I stayed at the cabin in mid October and it was incredibly relaxing and completely gorgeous. The weather was a bit chilly at night but we stayed nice and warm...
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    About this property
    Lake front ranch style cathedral ceiling cottage with two bedrooms,one with a queen bed and one with twin beds sleep 4.There is also a full pullout couch in the great room. Large great room with a propane stove with viewable flames, enclosed porch with jalousy windows,a bath with shower stall...
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    Mount Vernon, Maine 04352
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Mount Vernon
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lakefront relaxation with spectacular view of sunsets from the dock and the camp. All afternoon sun. 4 kayaks, a canoe, and a row boat. Sleep on the screened porch and listen to the loons! Quiet lake. Go for a walk on lovely private camp road. 2 miles from Apple Shed Bakery stocked with baked...
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    Mount Vernon, Maine 04352
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Clean Cozy house awaiting for you in the woods no neigjbors or eand ? 125.00 p/n1 / 53
    (4)Excellent
    Anson
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Porch
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Grill
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2016
    Hi I stayed at this home last week attended the Skowhegan State Fair, used their Kayaks to go Kayaking on the Kennebec River where we seen American bald eagle! The house was...
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    About this property
    Clean Cozy and Bright 3 bedroom home all inclusive: house is in the woods the fishing spots are a short drive from the house. Some of the Best Fishing in the North East. Embden Lake in Embden Maine is just down the street from us. Kennebec River in Madison Maine, Clear Water Lake in Industry all...
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    Anson, Maine 04911
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Belgrade
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Secure Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be one of the first families to stay in this spacious and comfy rustic Maine camp. It is furnished simply but comfortably. There is a deck with gas BBQ grill. Unlike most camps, the tap water comes from a well, not the lake. The home is situated as close to the water as new rules will allow,...
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    Belgrade, Maine 04917
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Villa on Cobbossee Lake, private beach, lake view,1 / 20
    (1)Excellent
    Manchester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxurious villa, sleeps 6 - 8, private beach, canoe, pool table, WiFi. If you are looking for an absolute quiet surrounding and beauty with unlimited privacy, this is the place. It is located on a point at the lake. The sandy beach is 100 feet from the house Private beach with 1500 feet of...
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    Manchester, Maine 04345
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Belgrade Me lake front1 / 19
    (1)Excellent
    Mount Vernon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Grill
    • Balcony
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 May 2016
    This is well kept vacation home on Long Pond in the Belgrade Lake Chain. Beautiful perinneal gardens, wild flowers along the 200 foot shore line facing west for great sunsets...
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    About this property
    West View for Beautiful sunsets off a 65 foot deck or water front deck. Enjoy covered hot tub, dock, float, perennial garden, recreational room with walk out cellar. Deck has sunsetter awning off an enclosed porch. Lake warms to 75-85 degrees. Washer & dryer; no linens, no smoking inside, no...
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    Mount Vernon, Maine 04352
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Belgrade
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Waterfront
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend a week or more at Star Point, and experience summer in Maine, the way life should be! Our comfortable cottage is situated at the wide end of Messalonskee Lake (aka Snow Pond), in the famous Belgrade Lakes chain. Located at the waters edge, our camp was built in 2004 and features an open floor...
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    Belgrade, Maine 04330
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Waterville
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently Renovated with new kitchen. bathrooms, paint and floors. House currently being furnished (hence no pics of furniture). This lovely home will be completed for rentals April 1, 2018. 10 Country Way is envisioned to host and will be able to accommodate large parties. Set just minutes from...
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    Waterville, Maine 04901
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Belgrade Lakes
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large Front enclosed screen porch with see thru roof. Also a rear enclosed screen porch. All knotted pine walls. Home is completely insulated. Large master bedroom with private bath, and Large TV on wall, with stove fire place. Hardwood floors, private office, closet and large windows to see...
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    Location Information
    Belgrade Lakes, Maine 04917
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Sauna
    • Grill
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #2 with one queen size bed, en-suite private bath with shower and HUGE double whirlpool tub, fireplace, and private secluded deck. This spacious room has the original tin ceiling from the 1906 farmhouse, and views of the forest as well as the large solar energy array. There is...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Hot Tub
    • DVD Player
    • Central Heating
    • Sauna
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #6 with one queen size bed, gas fireplace, en-suite private bath with shower plus separate attached room with double whirlpool tub, making up a sort of mini-suite. This room has windows on three sides, with views of the hayfields (with wind turbine in the distance) and woods...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #1 with one king size bed, en-suite private bath with shower plus private HUGE double whirlpool tub, fireplace, and secluded private deck. This room is bright and sunny, with a view over the animal pasture with the barn beyond. There is convenient access from this second-floor...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Sauna
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #5 with one queen size bed and an en-suite private bath with shower. This is a bright and sunny corner room with a view over the front yard with huge sugar maples and unusual northern catalpa tree, as well as a view across the hayfield with the wind turbine in the distance....
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
    • Central Heating
    • Hot Tub
    • Sauna
    • Housekeeping Included
    • Balcony
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #8 with one king size bed, en-suite private bath with shower and HUGE double whirlpool tub, fireplace, and large private deck. This room is bright and sunny, with a view of the woods and front yard with the animal pasture and barn beyond. There is convenient access from this...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • Sauna
    • Hot Tub
    • Grill
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #3 with one full/double size bed, en-suite private bath with tub/shower combo, and gas fireplace. This cozy room is a favorite with many guests, with windows on both sides and a screen door for great cross-ventilation, plus a plush chair with ottoman. There is convenient access...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #4, our most affordable room, with one double/full size bed, and a private bath with shower located just across the small hallway from the room (this is NOT a shared bathroom, but a PRIVATE bath just across the hall). This room is bright and sunny, with a view over the 100-year...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Housekeeping Included
    • Hot Tub
    • DVD Player
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #7 with one double/full size bed plus a twin size day bed and an en-suite private bath with large double-headed roll-in shower and fold-down seat. The room and bathroom are ADA-compliant and suitable for disabled as well as able-bodied guests. This room has windows overlooking...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Canaan
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Moose Cottage is a quaint cottage in beautiful, Central Maine! Enjoy the views of Sibley pond from the first step through the door. This home features 2 bedrooms and one bath. There is a queen bed in one bedroom and bunk-beds (weight limit for top bunk) in the other. There is also a futon on...
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    Canaan, Maine 04924
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    East Winthrop
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a NEW OFFERING! This south facing home at water’s edge offers spectacular lakefront living, world class fishing right off the dock, and beautiful sunrises and sunsets. Many golf opportunities nearby, the closest being the Augusta Country Club, less than a mile away. Great for families. Just...
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    East Winthrop, Maine 04364
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Burnham
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate lakeside getaway at this wonderful Burnham vacation rental house. Nestled on the shores of Lake Winnecook, otherwise known as Unity Pond, this peaceful abode is perfect for travelers looking to experience the best of Maine! You'll feel right at home at this rustically charming...
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    Burnham, Maine 04922
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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