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Vacation Rentals in New Gloucester, ME and nearby

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    1 / 24
    New Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    The following rentals are within 25 kilometres of New Gloucester, Maine.

    1 / 21
    5 of 5 stars (1) Excellent
    Freeport
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 11
    Raymond
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 21
    Casco
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Wi-Fi
    • Outdoor Dining Area
    • Waterfront
    • Parking
    • Terrace
    • Balcony
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful home in Casco, Maine with 3 bedrooms and 2 bathrooms. Tucked away in the pines overlooking the water, it's a great getaway destination for any season. Enjoy 160 feet of waterfront on Parker Pond, a large, clear lake deep enough for boating, but much quieter than busy Lake Sebago. The home... View all property information
    Location Information
    Casco, Maine
    1 / 28
    Casco
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Patio
    • Satellite TV
    • Wi-Fi
    • Parking
    • Washer
    • Grill
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    When you're ready to take the kids away for a family vacation in Maine... Just minutes from Sebago Lake with beaches, boat launches, golf and more... Raymond Beach, Sebago Lake State Park, Point Sebago Golf Club & Resort, Bray's Brew Pub & Eatery, the Naples Causeway with restaurants, ice cream,... View all property information
    Location Information
    Casco, Maine
    1 / 13
    Frye Island
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Shared Outdoor Pool...
    • Washer
    • Waterfront
    • Parking
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Stay in our beautiful, lakefront, rustic-elegant log cabin and unwind from the hustle and bustle of life. The cabin is located on Frye Island on Sebago Lake where serenity abounds. Spend a week in this 3 bedroom, 2.5 bath authentic log cabin. This is just the ticket for the rest and relaxation... View all property information
    Location Information
    Frye Island, Maine
    1 / 16
    Windham
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Grill
    • Waterfront
    • Porch
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Cabin located at the shore of Sebago Lake Basin. The property is near the heart of North Windham and provides easy access for vacation needs at the local Wal-Mart, Shaw's and Hannaford. The cabin was updated and partially renovated in 2012. This location represents the closest point to... View all property information
    Location Information
    Windham, Maine
    1 / 6
    Pownal
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
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    • ?
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    • x
    About this property
    Affordable, private entrance, close to Freeport and LL Beans Just minutes away from down town Freeport restaurants and shopping Sleeps up to a family of 4 Queen size bed, and queen size mattress available for children Downstairs apartment space Full kitchen, stove, refrigerator, dishes etc Large... View all property information
    Location Information
    Pownal, Maine
    1 / 14
    Gray
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Garden
    • Outdoor Dining Area
    • Parking
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A charming lake cottage with knotty pine and a big picture window overlooking beautiful Little Sebago Lake. Don't let the approximate two hour drive from Boston or the four mile distance from the highway fool you...you feel as though you are miles away from the hustle and bustle. The sound of the... View all property information
    Location Information
    Gray, Maine
    1 / 11
    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    In the heart of Yarmouth, Mill Reach offers the perfect setting for a great holiday, with off-street parking for one car. Relax in the modern open plan living, kitchen and dining area which is furnished to a high standard throughout. The living area leads out onto the private decking area perfect... View all property information
    Location Information
    Yarmouth, Maine
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    1 / 29
    Raymond
    8 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    Amenities & Details
    • DVD Player
    • Central Heating
    • Grill
    • Waterfront
    • Patio
    • Washer
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Raymond, Maine
    1 / 12
    Casco
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    • Satellite TV
    • Central Heating
    • Waterfront
    • Balcony
    • Grill
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This quaint cottage is nestled on an awesome lot, plenty of privacy, both sun & shaded spots, amazing view of the lake from both the enclosed porch as well as the dock that sits over the water. Lower dock also that you can swim off of, (deep water frontage) or use the beach to hang out (about... View all property information
    Location Information
    Casco, Maine
    1 / 8
    Raymond
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
    • Parking
    • Porch
    • Satellite TV
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    One week left. 8/29-9/5. You cannot get any closer to the water than CampRedwing. Magical two bedroom cottage on beautiful, clean, Panther Pond in Raymond, Maine. Cottage includes, gas grill, tv/dvd,canoe,,microwave, dock, private sandy swimming area, outdoor fireplace, and trash pickup. Wireless... View all property information
    Location Information
    Raymond, Maine
    1 / 16
    Casco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Satellite TV
    • DVD Player
    • Grill
    • Air Conditioning
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 2BR/2BA vacation home located on the golf course in Point Sebago Resort which rated the #1 family outdoor resort in the Northeast. The 775-acre 4-season gated resort is located on the pristine shores of Sebago Lake, southern Maine's largest lake. The 18-hole championship golf course rated #1... View all property information
    Location Information
    Casco, Maine
    1 / 30
    Yarmouth
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
    • Patio
    • Grill
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Decompress with family and friends by escaping to this beautiful Yarmouth vacation rental house, nestled among a scenic backdrop of tall pines on Maine’s picturesque coast. Located on 2 acres of private tidal front property in the town of Yarmouth, this quiet and secluded residence will serve as... View all property information
    Location Information
    Yarmouth, Maine
    1 / 12
    Raymond
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Porch
    • Patio
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    All booked for summer of 2016. Two waterfront cottages side by side on beautiful, clean, quiet, Panther Pond in Raymond, Maine. Panther Pond is three miles long and one mile wide. Larger cottage has one bedroom with a full, one bedroom with a twin, and a loft bedroom with a twin. Queen size sofa... View all property information
    Location Information
    Raymond, Maine
    1 / 6
    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Newly renovated fully-furnished 1,000 square-foot apartment with new wood floors and dishwasher, all-utilities included, washer and dryer in building, off-street parking, in owner-occupied two-family home, walking distance to bakery, restaurants, grocer, riverfront walking trail, harbor. Quiet... View all property information
    Location Information
    Yarmouth, Maine
    1 / 12
    Frye Island
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Shared Outdoor Pool...
    • Porch
    • Internet Access
    • Washer
    • Grill
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Many prime summer weeks are still available! $1225/week. Escape to this beautiful island for a week's vacation with your family. Enjoy the spectacular western view of Lake Sebago and the White Mountains. Play some golf, tennis basketball or tennis. Go for a nature walk or try your luck at bass... View all property information
    Location Information
    Frye Island, Maine
    1 / 23
    5 of 5 stars (6) Excellent
    Freeport
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Internet Access
    • Satellite TV
    • Waterfront
    • DVD Player
    • Central Heating
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A vacation for all and something for all to do! You name it this house has it all - LOCATION -For gazing at sunrises and sunsets (2 porches and water on two sides!) -For kayaking and canoeing at your back door (canoe, kayak and life vests included) -For renowned shopping at L.L. Bean and... View all property information
    Location Information
    Freeport, Maine
    5 of 5 stars Reviewed 12 November 2014
    This "cottage" is so perfect! Comfortable, spacious and the ocean views are spectacular. Casco bay is right outside your windows. Darlene was excellent to work with and my mom...
    5 of 5 stars Reviewed 17 December 2013
    This is one of the most beautiful places we've ever been! Even in the dead of winter - sub zero temps outside right now - you could not find anywhere nicer. We are comfortably...
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    1 / 11
    3 of 5 stars (1) Average
    Raymond
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
    • Patio
    • Balcony
    • Satellite TV
    • Waterfront
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Relaxation takes over as you pull into the driveway and see the lake water of beautiful Thomas Pond. The clear water is almost always calm enough to waterski, tube, kayak or just watch the loons and fishing is excellent. The waterfront has a 20' dock that is 5' deep at the end, the swimming area... View all property information
    Location Information
    Raymond, Maine
    3 of 5 stars Reviewed 4 weeks ago
    I will start with the positives view and pond were wonderful! Owner was argumentative when I told her I had to clean bathroom of hair that were on and around the toilet she told...
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    1 / 22
    Windham
    5 Bedrooms, 5 Bathrooms, Sleeps 17 | Quick View
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    • Grill
    • Porch
    • Wi-Fi
    • Washer
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Three cabins located near the shores of Sebago Lake Basin. The property is near the heart of North Windham and provides easy access for vacation needs at the local Wal-Mart, Shaw's and Hannaford. The cabins have been fully modernized and were renovated in 2012. This location represents the... View all property information
    Location Information
    Windham, Maine
    1 / 14
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Grill
    • Terrace
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Windham, Maine
    1 / 20
    Freeport
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
    • Waterfront
    • Wi-Fi
    • Patio
    • Satellite TV
    • Ocean Views
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This bright and spacious, comfortable home offers sweeping ocean views from nearly every window. Two master bedrooms at opposite ends of the house makes it ideal for two couples - with or without children. Set on a beautiful, forested 5 acre lot near one of Maine's most popular state parks, and... View all property information
    Location Information
    Freeport, Maine
    1 / 23
    Freeport
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Parking
    • DVD Player
    • Patio
    • Private Garden
    • Wi-Fi
    • Waterfront
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This charming four bedroom cottage features 350’ of unobstructed ocean views toward Casco Bay and the islands, located just 5 miles from Freeport's hundreds of outlet stores and restaurants, and just 30 minutes from Portland. The cottage is set just 75 feet from the shoreline, with ocean views... View all property information
    Location Information
    Freeport, Maine
    1 / 12
    Freeport
    5 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    • Internet Access
    • Grill
    • Waterfront
    • Satellite TV
    • Washer
    • Central Heating
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This oceanfront home boasts a private beach and mooring and an outdoor pizza oven that overlooks the bay & islands. Have a brush in with a local shopping legend and come spend a few days in a house featured in the Spring 2011 LL Bean Home Catalog! ! ! Breathtaking sunrises abound for the early... View all property information
    Location Information
    Freeport, Maine
    1 / 23
    Freeport
    6 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Patio
    • Parking
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    NEW: Sweeping Ocean Views from Three Suites, Private Swimming Cove and Dock. Available for weekly rentals (Sun-Sun) in summer and fall and 3+ day rentals off-season. Gather your family and friends for an authentic Maine vacation to remember. This gorgeous country home sits on 1,000+ feet of... View all property information
    Location Information
    Freeport, Maine
    1 / 15
    Raymond
    5 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    • Patio
    • Grill
    • Housekeeping...
    • Mountain Views
    • Waterfront
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spectacular lakefront retreat has recently been featured on New England Cable News Dream House show. It was also used by LL Bean for their Home Catalog photo shoot in Oct 05 and Dunkin Donuts photo shoot in Oct 07. This incredible home boasts 4500 sq. ft. of authentic Maine lodge charm... View all property information
    Location Information
    Raymond, Maine
    1 / 8
    2 of 5 stars (1) Poor
    Freeport
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • DVD Player
    • Patio
    • Grill
    • Waterfront
    • Satellite TV
    • Central Heating
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    “Downeast... So close...” Located on the harbor in South Freeport, Maine, less than 30 minutes from the Portland airport, you’ll find the quintessential “Downeast” Maine experience typically only found much further north and the Harraseeket Boathouse Cottages. Actually situated over the... View all property information
    Location Information
    Freeport, Maine
    1 / 9
    Poland
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Waterfront
    • Satellite TV
    • DVD Player
    • Balcony
    • Central Heating
    • Grill
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Spacious open concept...Living room, dining room and kitchen. 3 bedrooms 1 bath. Huge outdoor deck, right on the lake.Private, sandy shallows beach area with Large dock to deep water. Use of canoe, kayak, outdoor firepit, & grill. Beds: 1 King Bed, 1 Queen Bed, 1 Double Bed, 2 Twin Beds, 1 Crib View all property information
    Location Information
    Poland, Maine
    1 / 26
    Casco
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Porch
    • Satellite TV
    • Patio
    • Waterfront
    • DVD Player
    • Grill
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    In the Sebago Lake Region of the Western Maine Mountains, the Crooked Cottage is absolutely adorable. Maine Western Mountains and Lakes Region waterfront cabin cottage on the Crooked River, from here you can paddle to either Sebago Lake or Long Lake/Brandy Pond through the Songo Locks. A short... View all property information
    Location Information
    Casco, Maine
    1 / 20
    5 of 5 stars (1) Excellent
    Raymond
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Porch
    • Washer
    • Internet Access
    • Central Heating
    • Satellite TV
    • Grill
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Loon's Call is a beautiful, year-round, lakefront cottage on peaceful Thomas Pond in Raymond, ME. Located 100 feet from the water's edge, the cottage is completely equipped with all modern conveniences, including wireless internet, yet retains the feel and ambience of a vacation get-away. Enjoy... View all property information
    Location Information
    Raymond, Maine
    5 of 5 stars Reviewed 29 August 2015
    From the moment we walked into the cottage until the time we left we felt so relaxed! This cottage is very well maintained and very clean! We felt right at home in the cottage...
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    1 / 28
    Raymond
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Porch
    • Grill
    • Patio
    • Satellite TV
    • Central Heating
    • DVD Player
    • Waterfront
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Check availability calendar. This property is a seasonal rental. Fishing is great in season 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 sleeping loft for 2 and 1st Floor sleep sofa and a... View all property information
    Location Information
    Raymond, Maine
    1 / 2
    Gray
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Porch
    • Satellite TV
    • Washer
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A hundred feet from one of 2 beautiful sandy deeded access beach on Little Sebago Lake stands this gorgeous 3-story home with all amenities: modern kitchen, eat-in screened-in porch with large gas grill, pool room with bar, movie room with wall size projection screen and stadium seating, laundry... View all property information
    Location Information
    Gray, Maine