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Holiday Homes in Sebago

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    All 24 Rentals in Sebago
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    Enjoy September and October Days at Charming 4-bedroom on Beautiful Sebago Lake1 / 26
    (11)Very good
    Sebago
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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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    Sebago
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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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    04029, Sebago, Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    BOOKING 2019 BIG SEBAGO LAKE  5 - STAR COTTAGE - SEE REVIEW STORIES1 / 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
    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, BIKE, WALK, fish, tour, relax, boat, dine and explore the incredible beauty of the area. Here are some events that...
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    04071, Sebago, Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    The following rentals are within 15 kilometres of Sebago.
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    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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    04084, Windham, Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Peace on High1 / 18
    (1)Excellent
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    04055, Naples, Maine
    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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    Amenities & Details
    • 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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    04055, Naples, Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    04015, South Casco, Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Standish
    6 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • Washer
    • Porch
    • DVD Player
    • Secure Parking
    • Central Heating
    • Grill
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally built in the late 1700's this post and beam home was solidly built from hand hewn timbers upon a field stone granite foundation. Beginning 1800's a second cape style home was added on to the original colonial house, expanding it into a very unique and large country home. This combination...
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    04084, Standish, Maine
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 22
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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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    04055, Naples, Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Raymond
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Patio
    • Grill
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    04071, Raymond, Maine
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    04062, Windham, Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lakeside Cottage just added to the rental market. Refinished and ready for you to enjoy the summer. 1 bedroom, loft area, and sleeper sofa for sleeping arrangements. Boat dock, fishing, swimming, enjoying the lake and nearby Portland are just a taste of what this getaway will provide. Have the...
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    04062, Windham, Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    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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    04055, Naples, Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Standish
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Beautiful Sebago Lakes Region Enjoy a quiet, serene property on Maine's second biggest lake, all while being only minutes away from an abundance of shopping and attractions The property is close to all the shops in North Windham which is the shopping hub of the area. It is less than...
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    04084, Standish, Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Windham
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Cable/satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • 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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    04062, Windham, Maine
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    Windham
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Parking
    • 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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    04062, Windham, Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    20 PERCENT DISCOUNT all open time $240/nite & $1640 for full week.1 / 29
    (4)Excellent
    Raymond
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Parking
    • Porch
    • Grill
    • DVD Player
    • Waterfront
    • Patio
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    My family and I just returned from our first stay in One A-Frame of Mine and it was just perfect! The location is wonderful, quiet and relaxing but close to store, towns if...
    Reviewed 7 August 2017
    My parents brought my brother and me to the A-Frame as young kids for years beginning in 1980. It was the highlight of our summers and the magic is still here. I have been...
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    About this property
    20 PERCENT DISCOUNT now offered on open time remaining. 6/16/18--7/14/18 & 7/21/18--7/28/18 Also 8/25/18/18 -9/15/18. Now offered at $240 per night. OR $1680 FOR FULL WEEK Check availability calendar. This property is a seasonal rental. Aframe is closed from mid October to early May Fishing is...
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    04071, Raymond, Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Multi-Family Vacations-Anniversaries-Reunions. 8 Spacious Bedrooms1 / 58
    (3)Excellent
    Raymond
    8 Bedrooms, 5 Bathrooms, Sleeps 21 Quick View
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    Amenities & Details
    • DVD Player
    • Central Heating
    • Grill
    • Waterfront
    • Patio
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    18 of us COMFORTABLY stayed at the spacious and immaculate Kossow Lodge the last week of July/August 2017. I was completely overwhelmed with the lodge's well kept grounds as we...
    Reviewed 2 August 2017
    My entire family has rented this house for 2 years in a row, and have had 2 excellent vacations. We will be returning next year as well. We have 9 adults and 11 children ages...
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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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    04071, Raymond, Maine
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 21
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    Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 10 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're sure to 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 10 travelers. Cool off with a swim just off the home's...
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    04055, Naples, Maine
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Naples
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    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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    04055, Naples, Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Standish
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay ** Enjoy a lake getaway to remember in this 1-bedroom, 1-bathroom vacation rental apartment in Standish. Located just 2 miles from Lake Sebago's top-notch water sports and gorgeous...
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    04084, Standish, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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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    Location Information
    04055, Naples, Maine
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 8
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