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Holiday Rentals in Raymond

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    All 27 Rentals in Raymond
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    Raymond
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Secluded & Serene Location for Families to Reconnect with Great Fishing All Year1 / 29
    (4)Excellent
    Raymond
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Multi-Family Vacations-Anniversaries-Reunions. 8 Spacious Bedrooms1 / 29
    (3)Excellent
    Raymond
    8 Bedrooms, 5 Bathrooms, Sleeps 21 Quick View
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    The following rentals are within 15 kilometers of Raymond.
    Charming 4-bedroom on Beautiful Sebago Lake; 20% Savings in May, June, Sept, Oct1 / 26
    (10)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 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...
    Reviewed 17 July 2017
    We arrived at the lake and were overwhelmed by the coziness and the warmth of the cottage on the lake at Highland Road. The kitchen is adorable with all things that we needed to...
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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
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    Peace on High1 / 9
    (1)Excellent
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • Terrace
    • Secure Parking
    • Private Garden
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2017
    Laurie was the perfect host - she was always easy to reach and was always responsive to queries both before and during our stay. The barn is beautiful and had everything we needed.
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    About this property
    this is a two floor space in a post and beam barn.It has a wraparound deck with great views of Mt Washington and Sebago Lake. The upstairs is mainly bedrooms a sitting area and full bathroom.All the rooms have windows with nice views. The deck has a gas grill and plenty of chairs. This is a great...
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    Naples, Maine 04055
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Naples
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Private Garden
    • Wi-Fi
    • Grill
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recharge for a week at this relaxing authentic Maine cottage, with an amazing view of Long Lake seen from the living room, dining room, kitchen and front porch. You'll enjoy only a 150 feet walk to the lake to access your clean sand-based swimming area and rock wall with a wooden dock. The Naples...
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    Naples, Maine 04055
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    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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    Sebago Breezin' Long Beach Sebago Lake Maine1 / 26
    (2)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 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.
    Reviewed 2 June 2015
    We thoroughly enjoyed our stay at Sebago Breezin'! The house is very comfortable with a fully equipped kitchen, screened in front porch and nice deck with a grill out back. The...
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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
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    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
    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
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    South Casco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Central Heating
    • DVD Player
    Suitability
    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
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    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Washer
    • Wi-Fi
    • Balcony
    • DVD Player
    • Grill
    • Terrace
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 2005 on peaceful Little Duck Pond in Windham, Maine, this hidden gem is 10 miles from Portland yet is secluded on a 44-acre spring-fed pond. The property is over an acre with 262 feet of waterfront. A private dirt road leads to a small community of summer homes. 

Our all-season home, just...
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    Windham, Maine 04062
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    WindWhistle Farm 3br/1 loft/ 2ba1 / 19
    (2)Very good
    Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Parking
    • Grill
    • Mountain Views
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 December 2014
    You will love it here no matter what time of the year you plan a stay. The location is fantastic and the house is gorgeous, inside and out. Laurie is wonderful!
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    About this property
    You could be here if you want a fabulous vacation in the south western foothills of Maine- available year round. Panoramic views of the muddy river valley flowing into Sebago Lake from front deck. Views of Mt. Washington from the back deck. Pristine natural setting on 80 acres with trails for...
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    Location Information
    Naples, Maine 04055
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Beautiful Cottage on Crystal Lake1 / 23
    (8)Excellent
    Gray
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Waterfront
    • Porch
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2017
    What can I say? The cottage is everything you could ask for and more. It was very clean and well kept. The lake was as its name, crystal clean. It was close to restaurants...
    Reviewed 15 August 2017
    What a wonderful week-long stay we had at the Crystal Cottage in Gray! The property is very easy to find and the house is right on the lake. Susan was great to work with and was...
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    About this property
    Quiet retreat with western exposure on crystal clear lake. Furnished in a comfortable rustic style. Bedrooms have queen bed, full bed and bunk over a futon. The living room showcases a wall of glass overlooking the lake. Ambiance completed by a propane stove on opposing wall. Newly remodeled...
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    Location Information
    Gray, Maine 04039
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
    • Parking
    • Internet Access
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reconnect with your friends, family, and loved ones at this charming Windham property, a comfortable and convenient summer escape with three separate cabins, a gorgeous deck that overlooks Sebago Lake Basin, and easy access to a neighborhood beach, moorings, and a boat launch on the lakeshore....
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    Windham, Maine 04062
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    BIG SEBAGO LAKE (2 WEEK SPECIALS) $125/NIGHT - See available dates below.1 / 54
    (3)Excellent
    Sebago
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Waterfront
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • Porch
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 WEEK SPECIALS $125/NIGHT - Available Dates: May 12-26, May 26 - June 9, September 15 - 29, and October 6 - 20. RELAX IN PARADISE ON BIG SEBAGO LAKE - Fish, Boat, Swim, Day-trips, Dining-Out, plus much more. SPRING is a special time to visit Portland, coastal towns, and Big Sebago Lake. HIKE,...
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    Sebago, Maine 04071
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Casco
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Waterfront
    • Internet Access
    • Central Heating
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore the heart of Maine’s Lakes Region from ‘Stone Cottage on Rippling Water Ranch’, a 3-bedroom, 1.5-bathroom Casco vacation rental cottage featuring 1,600-square feet of living space and sleeping accommodations for 7. Nestled on 40 acres of private land, enjoy kayaking on the picturesque 4...
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    Casco, Maine 04015
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Windham
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Parking
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    • Washer
    • Grill
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a memorable family getaway on the shores of Sebago Lake Basin at this Windham cottage, a renovated Maine retreat with a deck that overlooks the lake, an outdoor fireplace, and an expansive piece of property just a few steps from a deeded beach. This charming summer cottage sits on nearly an...
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    Windham, Maine 04062
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    Naples
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Secure Parking
    • Wi-Fi
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    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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    Location Information
    Naples, Maine 04055
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Wi-Fi
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hillside Cottage is a cottage at Sebago Lake Lodge and Cottages. On the first floor you will find two bedrooms (with full size beds), dinning area, 1/2 bath and kitchen. Escape down the spiral stairs to the master suite with two sofas (one is a pullout sofa) wall mounted tv, electric fireplace, and...
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    Windham, Maine 04084
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sebago
    3 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Waterfront
    • Internet Access
    • Air Conditioning
    • Patio
    • DVD Player
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find luxurious comfort on the shores of Sebago Lake at this three-bedroom Maine escape, a beautiful lakefront home with a private hot tub, its very own dock and sandy beach, and a spacious, secluded property ideal for all-seasons recreation. This multi-level home sits on three private acres at...
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    Sebago, Maine 04029
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 11
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    Windham
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the simple joys of summer in Maine at this one-bedroom (plus a loft) Windham cabin, a cozy and atmospheric retreat with lovely views of Sebago Lake Basin, a public dock and mooring for your use near the beach, and a wonderful location just a few steps from a sun-splashed beach....
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    Windham, Maine 04062
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Hot Tub
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    • Waterfront
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A real 'at the lake' feeling exudes from this charming waterside cottage on inlet to Little Sebago. Lovely waterviews from all windows. Dock and waterside deck with bistro table complete the setting. Launch kayaks from the dock or swim from private gorgeous sandy beach a few steps away. Ideal for...
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    Windham, Maine 04062
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Windham
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
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    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the family vacation of your dreams at this three-bedroom North Windham cottage, a lakefront cabin on the shores of Sebago Lake Basin with a private dock, a screened-in porch with stunning sunset views, and a wonderful location near the heart of town. Perched at the water's edge and...
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    Windham, Maine 04062
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Gray
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 provided beach chairs to one of...
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    Gray, Maine 04039
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Casco
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
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    • Grill
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    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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    Naples
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The location of this 2-bedroom, 1-bathroom vacation rental cottage simply can’t be beat! Four lucky guests will be located in the heart of the lakes region, right next door to the Naples Marina and only ¼ mile from the famous Naples causeway. Relish all of the amenities of home, like free wifi,...
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    Location Information
    Naples, Maine 04055
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Naples
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
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    • Balcony
    • Air Conditioning
    • Grill
    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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    Location Information
    Naples, Maine 04055
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 8
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