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Holiday Rentals in Naples

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    All 59 Rentals in Naples
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    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Naples
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Naples
    3 Bedrooms, 1 Bathroom, Sleeps 6 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
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very secluded lot. Deck is right at the edge of the water. Docking for your boat right outside your door. Private association beach and boat ramp. Close to downtown, 1 mile. Many restaurants and water activities close by. Canoe and accessories come with. Charcoal grill and table on the deck for...
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    Naples, Maine 04055
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Skiing: Property Is In A Ski Resort
    • Terrace
    • Balcony
    • Waterfront
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll be in awe of this stunning 4-bed, 4-bath vacation rental house in central Naples! Boasting 8,000 square feet of living space, lake views, 2 living areas, & a game room, this home is a luxurious retreat that accommodates up to 8 with space for 2 more. Cool off with a swim just off the home's...
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    Naples, Maine 04055
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Naples
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
    • Grill
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Naples, Maine 04040
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    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 kilometers of Naples.
    Charming 4-bedroom on Beautiful Sebago Lake; Sept, Oct reduced rates1 / 26
    (11)Very good
    Sebago
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Porch
    • DVD Player
    • Washer
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2018
    Cottage is charming - incredible location on Lake Sebago with wonderful water views and lapping wave sound track right outside the doors and windows. Boating, fishing, golf...
    Reviewed 16 September 2017
    Very Quite Relaxing what a view. Adele very pleasant and particular about making the cabin comfortable . The flowers on the tables a great touch . Fire by the water at night was...
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    About this property
    Morningside, at the water's edge, is a delightful, classic, well-maintained rustic cottage with every modern convenience. Its spacious living room has a large stone fireplace (wood is provided) and dining area. The fully-equipped eat-in kitchen includes a dishwasher and microwave. The screened...
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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 15 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 8 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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    Sebago Breezin' Long Beach Sebago Lake Maine1 / 26
    (3)Excellent
    Sebago
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Porch
    • Outdoor Dining Area
    • Cable/satellite TV
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2019
    What a great week. Sid is an excellent host/owner who’s right nearby. He is friendly, knowledgeable about the area and super helpful. Perfect location and delightful place a...
    Reviewed 17 September 2015
    Very nice place to stay and Sid was a great host. We enjoyed our stay and the location was great for our day trips. Looking forward to our next visit.
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    About this property
    Summer rentals are Check in Saturdays at 3 PM and check out is Saturday at 10:AM Please leave the Camp broom clean so that you are not charged an extra cleaning fee..Remember NO smoking and NO pets..Keep trash in the cans with lids on....Please respect the beach and keep your things picked...
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    Sebago, Maine 04029
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    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
    Bridgton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy the timeless beauty of the Maine woods & water—plus all the modern amenities—in this historic log home located just 12’ from the shore of Woods Pond in Bridgton, Maine. It’s the perfect place to relax, unwind, and make memories with friends and family. Remaining Summer Availability:...
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    Bridgton, Maine 04009
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Highland Lake Access Authentic Log Home1 / 27
    (12)Excellent
    Bridgton
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Parking
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Washer
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 January 2018
    Rented this beautiful cabin for two nights as a Christmas gift to my parents. My parents have four children and four grandchildren and infrequently we can arrange for everyone...
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    About this property
    Beautiful real log home is a four season property on private quiet upscale community, 3 bedrooms 2 baths. Bring your boat or jet skis, slip available for a small fee. ITS snowmobile and 4 wheel trails are 100 yards away. Highland Lake is known for its crystal clear water and excellent fishing....
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    Bridgton, Maine 04088
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
    Glamping Plus!  Lovely, rustic lakefront cabin!1 / 8
    (1)Excellent
    North Bridgton
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Mountain Views
    • Wi-Fi
    • Outdoor Dining Area
    • Grill
    • Porch
    • Secure Parking
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2015
    We stayed at the cottage "Camp Catawamkieg" for 1 week 8/15-8/22 2015. From the moment the car door opened on arrival and the smell of pine hit me I was mesmorized by...
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    About this property
    This amazing four bedroom cottage comes complete with field-stone fireplace and an out door fire pit. Camping at its best! Sleep in comfortable beds while listening to the loons sing their lovely songs. Grill and eat at the outdoor charcoal grill and picnic table. Fish in the pond, kayak, hike...
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    North Bridgton, Maine 04040
    Cabin Holiday Rental - 4 Bedrooms, 1 Bathroom, Sleeps 8
    Highland Point, Bridgton, MAINE1 / 28
    (2)Very good
    Bridgton
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Porch
    • Central Heating
    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2018
    Condo very well situated to lake ski trails, & town of Bridgton , North Coneay 20" away Condo well stocked, is: plates, serving dishes pots& pans new linens for...
    Reviewed 12 August 2015
    This was a perfect rental for us. Traveled to Bridgton to visit family who had recently moved there and did not want to burden them with putting up an additional 5 guests. My...
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    About this property
    Year round, very Private Single Family home that sits on 3.5 acres in upscale neighborhood Highland Point, includes 3 bedrooms, 2 full baths, dining room, large kitchen, including a electric range, microwave, refridg, & dishwasher, along with all kitchen supplies to make you feel at home, sliding...
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    Bridgton, Maine 04009
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Pleasant Camp Pleasant1 / 7
    (3)Excellent
    North Bridgton
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Porch
    • Grill
    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Outdoor Dining Area
    • Waterfront
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2016
    Priceless!! I woke up to views only steps from the lakes edge, that only my eyes could capture.We had some rain, some wind and lots of sunshine! During the wind and rain I was...
    Reviewed 15 September 2015
    I can't begin to tell how perfect this vacation was for our family; there was no room for improvement. The cabin, the pond, the location, the weather; everything was beyond our...
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    About this property
    This pleasant turn of the century cottage is located in a quiet setting directly on the lake. This is the ideal spot for fishing, swimming, relaxing, and enjoying nature at its very best. Listen to the loons as their delightful communication enchants you. Fish, swim, boat, kayak, pick berries,...
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    North Bridgton, Maine 04040
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Lux. Spacious 4 BR Chalet - Min. to Beach & Skiing1 / 24
    (2)Very good
    Bridgton
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Grill
    • Internet Access
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2018
    A one minute walk to the private beach, and less than a 20 minute drive to town, we couldn’t have asked for a more perfect location. The house itself was beautiful and it’s four...
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    About this property
    Luxury spaceous, modern and open design house in beautiful, private, wooded area within exclusive Knight's Hill community. Located 150 ft from shorefront and one minutes walk to private, sandy beach on Moose Pond (13 mile long lake), docks, pools (kiddie and 90 ft adult), tennis, basketball, and...
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    Bridgton, Maine 04009
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    LONG LAKE CAMP Maine Naples -Waterfront,Cable,W/D1 / 54
    (9)Excellent
    Harrison
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Central Heating
    • Parking
    • Waterfront
    • Porch
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LONG LAKE CAMP - Waterfront, cable TV, washer/dryer, HUGE porch. I have a 4 season camp on Long Lake in Harrison Maine by Naples half way up Long Lake (and Sebago Lake/Brandy Pond). I am NOT a realtor and thus have NO hidden fees. It is on Cape Monday Cove and has a private dock...great for...
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    Harrison, Maine 04040
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
    Sebago
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This very spacious, centrally heated three bedroom house is 60 feet from the lake with lawn opening onto a secluded sandy beach cove. In the summer months, the house is rented on a weekly basis. In the Fall, rentals are limited to 3 days or more. It is very private with vivid colors and spectacular...
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    Sebago, Maine 04029
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    ★Very Private Shawnee Accommodations★200+ 5-Star Reviews★1-6 Guest♥Dogs Welcome1 / 49
    (4)Excellent
    Denmark
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Certificate of Excellence
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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 4 November 2019
    WOW! The Shawnee Suite exceeded our expectations with the heated toilet seat, waffle/omelet maker, three televisions, ALEXA, pet friendly and so much more! The owner Deborah...
    Reviewed 24 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...
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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
    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 13 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
    Moose Lake Ranch -Perfect for Weddings or Reunions - ID1 / 20
    (1)Excellent
    Otisfield
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Sauna
    • Mountain Views
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 December 2016
    My Husband and I had out wedding here, back in September 2015... I had no gotten around to making a review, as I think it was taken off the tripadvisor website for a little...
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    About this property
    Moose Lake Ranch is a lovely year-round vacation rental great for Weddings, Family Reunions, Friend Gatherings, and Office Retreats! During summer months, the home is great for swimming, going out on the water, using the playground, doing outdoor sports, boat rentals 30 min. away. During winter...
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    Otisfield, Maine 04270
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
    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
    North Bridgton
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on the waterfront on pristine Long Lake in Bridgton, Maine. Warm and inviting, 2800-square-foot, beautifully-maintained condominium. The perfect place to relax and unwind! One of twelve units on 20 acres of private, landscaped grounds. Unwind on the back deck and enjoy the view of the...
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    North Bridgton, Maine 04057
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    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
    Bridgton
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Central Heating
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Loft Chalet This beautiful lodging surrounded by trees and outdoor activities has everything to make the most of your Bridgeton vacation! Take a walk down to the lake to paddle a few onsite kayaks on the lake or stay in and cozy up on the large sectional watching a movie with the family. The...
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    Bridgton, Maine 04009
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Bridgton
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Terrace
    • Washer
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peak Retreat Tucked away in the forest and close to Moosehead Pond, this large mountain retreat will offer its guests a rustic escape without sacrificing modern conveniences. The updated kitchen gives you ample opportunity to make a delicious home-cooked meal, and the fireplace keeps the home nice...
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    Location Information
    Bridgton, Maine 04009
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    South Casco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Central Heating
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Point Sebago Destiny Treat your loved ones to a classic Maine experience when you retreat to this darling cottage at Point Sebago, one of the most widely recognized family outdoor resorts in New England! You'll enjoy a private deck and firepit on pristine summer evenings, nights of board games and...
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    Location Information
    South Casco, Maine 04015
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    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 28 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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    Location Information
    Denmark, Maine 04022
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 8
    Raymond Retreat Brand New Luxury Lake House on Panther Pond1 / 44
    (1)Excellent
    Raymond
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Patio
    • Grill
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2019
    Raymond Retreat has not missed one detail in making our vacation simply wonderful! They have everything from a perfectly outfitted kitchen to stacks of movies and games to...
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    About this property
    Luxury lake house on tranquil Panther Pond available for year-round vacation rental. Enjoy swimming, kayaking, fishing, boating, and relaxing with friends and family on 2+ acres of secluded lake front property and more than 200 feet of pristine waterfront. Everything about this property is BRAND...
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    Raymond, Maine 04071
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
    South Casco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideal for entertaining 4-season getaway for friends or family! Freshly painted, well-maintained, 2 bedroom, 1.5 bathroom home is located within the 775 acre Point Sebago Resort. The master bedroom has a king sized bed, large closet and a full bathroom. The second bedroom has 2 - twin beds, closet...
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    South Casco, Maine 04015
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Luxury Log Home-Raymond,Naples,Windham,Bridgton1 / 17
    (7)Excellent
    Harrison
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Grill
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    • Balcony
    • Internet Access
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2015
    This vacation exceeded our expectations ! The beautiful log cabin had everything you could want inside and out. Private large yard with fire bit, picnic tables, grill and hot...
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    About this property
    Sebago and Long Lake area - Beautiful 5,000 sq ft authentic log home in the friendly village of Harrison, ME, the heart of the Sebago Lakes region. This kid friendly, all season home has cathedral ceilings, magnificent loft, game room with ping pong, air hockey, foosball, darts, etc. multi-media...
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    Location Information
    Harrison, Maine 04040
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    Multi-Family Vacations-Anniversaries-Reunions. 8 Spacious Bedrooms1 / 29
    (9)Excellent
    Raymond
    8 Bedrooms, 5 Bathrooms, Sleeps 21 Quick View
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    • DVD Player
    • Central Heating
    • Porch
    • Waterfront
    • Grill
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2019
    I can’t say enough about our family vacation at Kossow Lodge. You would think with a dozen of us, things would get crowded but this place is huge and had so many different...
    Reviewed 24 September 2018
    For the past 40 years 13 of us have been gathering for our yearly "Annual." In the past we have gone to Cape Cod and Martha's Vineyard. To celebrate our 40th year, we...
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    About this property
    Welcome to Kossow Lodge, Located on Crescent Lake in Raymond, Maine. Ideal for multi-family or large reunions, Kossow Lodge is a four-season, private home located on beautiful Crescent Lake, in the Sebago Lakes Region of Maine. With eight bedrooms and five bathrooms, Kossow Lodge comfortably...
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    Raymond, Maine 04071
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 21
    Sebago
    6 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • Wi-Fi
    • Washer
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    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shiloh Villa:6 Suites/6.5 Baths: 5 STAR Gorgeous Rustic Luxury on Sebago Lake with two private moorings! Booking: Summer/Fall Seasons (June 1st - October 31st, 2020) SPECIAL Packages: Send Inquiry for details and rates: Yoga and Meditation (Vinyasa and Yin, Ayurveda Restorative Meals, T.L.C....
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    Location Information
    Sebago, Maine 04029
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 22
    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 22 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 18 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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    Denmark, Maine 04022
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    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
    Off-The-Grid Solar Powered Retreat Cabin1 / 29
    (1)Excellent
    Denmark
    1 Bedroom, Sleeps 4 Quick View
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    • Central Heating
    • Parking
    • Outdoor Dining Area
    • Porch
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2016
    This was the perfect retreat. Silent, in the middle of the woods, fire stove in the cabin, intimate. My wife and I had a great time here - made barbecue, hiked around, relaxed...
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    About this property
    Retreat in 'Robin's Nest Eco Cabin', tucked in the woods for your private nature getaway. Enjoy the back country feeling with easy access…Inspired by Thoreau’s one room cabin, our most popular eco~cabin retreat. Come to write, read, create, connect or find stillness and silence. Enjoy the woods...
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    Location Information
    Denmark, Maine 04022
    Cabin Holiday Rental - 1 Bedroom, Sleeps 4
    Sebago Lake Cottage w/ Patio + Beach Access!1 / 24
    (1)Excellent
    Sebago
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
    • Mountain Views
    • Waterfront
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    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2019
    We loved the proximity to the beach, and the house was cozy and clean. We could come and go to the beach and back to grill up some lunch and back to swim some more with no...
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    About this property
    Gather the family for a lakeside retreat to this 2-bedroom, 1-bath Sebago cottage! A perfect place to reconnect with the kids, this vacation rental offers a fully equipped kitchen, spacious patio, and a furnshed sunroom to relax in. Whether simply lounging on the beach or renting a boat at Long...
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    Sebago, Maine 04029
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Denmark
    1 Bedroom, Sleeps 6 Quick View
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    • Mountain Views
    • Parking
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    • Sauna
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This yurt is for the nature lover looking for quiet getaway. Come to write, read, create, connect or find stillness with our spring-fed mountain brook and the forest as your mesmerizing backdrop. Enjoy this quiet respite, under a canopy of trees, and nestle into your private yurt getaway on the...
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    Location Information
    Denmark, Maine 04022
    Holiday Rental House - 1 Bedroom, Sleeps 6
    Sebago
    8 Bedrooms, 8 Bathrooms, Sleeps 23 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Legacy Properties Sotheby's International Realty is proud to present to you, Rockcraft Lodge in East Sebago. Offered weekly for Summer 2020. Rockcraft Lodge is newly renovated historic home with 850 feet of frontage on the Western shore of Sebago Lake. The details of this home are pristine...
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    Sebago, Maine 04029
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 23
    Denmark
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note that there are 2 cabins on the property that are both rented simultaneously in this package * Experience a one-of-a-kind, private Maine getaway on Walden Pond with these 2 charming Denmark vacation rental cottages, boasting 4 bedrooms, a sleeping loft, and 1.5 bathrooms altogether....
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    Denmark, Maine 04022
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
    Bridgton
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Central Heating
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Break away from your traditional vacation plans to this rustic 5-bedroom, 3-bathroom vacation rental condo in Maine's scenic countryside! This 2,000-square-foot Bridgton abode is just a short walk down to Moose Pond and boasts a tastefully furnished interior with new carpeting and flooring, and...
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    Location Information
    Bridgton, Maine 04009
    Condo/Apartment - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Harmony Off-The-Grid Solar Cabin1 / 17
    (1)Excellent
    Denmark
    1 Bedroom, Sleeps 4 Quick View
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    • Central Heating
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    • Mountain Views
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2017
    We stayed two nights in Harmony and had the most relaxing, enjoyable weekend in a long time. Harmony had all the amenities we needed including WiFi. At first I was surprised...
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    About this property
    Harmony eco-cabin has solar~powered electricity and wi~fi. Although we invite our guests to take advantage of an opportunity to unplug from electronics, wifi allows you the option to bring your laptop to plug in for a special project you may be working on. Come to write, read, create, connect or...
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    Denmark, Maine 04022
    Holiday Rental House - 1 Bedroom, Sleeps 4
    Bridgton
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    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
    Secluded & Serene location. Just perfect for your Family to reconnect.1 / 29
    (6)Excellent
    Raymond
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Parking
    • Porch
    • Grill
    • DVD Player
    • Waterfront
    • Patio
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2019
    Crescent Lake is the perfect vacation spot and Nancy and Derek are the best hosts. The place is quiet, relaxing and there are so many things to do between swimming, kayaking or...
    Reviewed 13 August 2019
    One of the best vacations I’ve had with the family. We look forward to visiting every year and hope to for years to come . Truly a vacation , yet it still feels like a home away...
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    About this property
    Check availability calendar. This property is a seasonal rental. Aframe is closed from mid October to early May Fishing is great year round. Our A-frame is secluded and just perfect for families to reconnect. Located on the waterfront of Crescent Lake,Raymond, Maine.This cottage has 2 BR plus...
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    Raymond, Maine 04071
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Otisfield
    1 Bedroom, 1 Bathroom, Sleeps 9 Quick View
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    • Patio
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Otisfield, Maine 04270
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 9
    Casco
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fall in love with the natural beauty of Maine when you stay in this spacious, pet-friendly vacation rental! This 2-bed, 1-bath home features a loft for additional sleeping accommodations and a bright, open layout. Recently renovated and complete with a dock, gas grill, and picnic area, this home...
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    Casco, Maine 04015
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Raymond
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get out on the water with a stay at this 2-bedroom, 1-bathroom Raymond vacation rental cabin. Sitting on Panther Pond, this property features a 200 ft sandy beach complete with a dock, beach chairs and grill area. If you need more lake views, explore Sebago Lake State Park or cast a line in...
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    Location Information
    Raymond, Maine 04071
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Raymond
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Ocean Views
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sitting on Panther pond with a sandy beach and dock, this 2-bedroom, 1-bath Raymond vacation rental makes for a peaceful lake getaway. Spend sunny days reeling in a catch from the dock or explore other nearby waters like Sebago Lake or Raymond Pond. Take a hike through Tassel Top Park, catch a...
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    Location Information
    Raymond, Maine 04071
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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