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Winterport Vacation Rentals

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    Don't let other travellers get your favourite Winterport area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 16 Rentals in Winterport
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    The following rentals are within 15 kilometres of Winterport.
    NEW! Lovely 4BR Sandy Point House Close to Beach1 / 26
    (1)Excellent
    Sandy Point
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    The Riverhouse1 / 35
    (7)Excellent
    Orland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Bayside Retreat: Panoramic Views of Penobscot Bay1 / 26
    (3)Excellent
    Bucksport
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Orland
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Waterfront
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you in search of a relaxing getaway? If so, then East Orland, Maine is the perfect destination for you! At this 3-bedroom, 2-bathroom home with room for 6, you can truly escape the hustle and bustle of everyday life while enjoying lake activities, historic sites, a charming downtown area, and...
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    Orland, DownEast and Acadia Maine 04431
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Lakeside Cabin Near Belfast Bay w/ Kayaks & Canoe1 / 21
    (4)Average
    Swanville
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Mountain Views
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2017
    This was a typical maine cabin, water is from the lake but the owner provides bottled water. Cabin upkeep (torn screen door) could have been better but the kids had a good time
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    About this property
    Located on a quiet dirt road, this rustic lakeside cottage has charm to spare, with interior pine walls and a woodstove if things ever get chilly. It's fully furnished with two bedrooms, and a single bath. Sleeps five comfortably (plus a pullout couch if needed.) Enjoy crystal clear Swan Lake with...
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    Swanville, Mid Coast Maine 04915
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Private Sandy Beach, Sleeps 24+ large family's, Retreats and Weddings   5 star1 / 59
    (10)Excellent
    Sandy Point
    7 Bedrooms, 3 Bathrooms, Sleeps 26 Quick View
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    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Mountain Views
    • Internet Access
    • Washer
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2017
    It was the best place for a big group like us that 's 17 adults,2 kids and a havanese dog. We stayed from Sep. 1 -4, 2017. We love the retreat house,the long hardwood dining...
    Reviewed 26 September 2017
    We had a nice week in the house with all the family (8 adults and 9 children). Plenty of room for everyone and had everything we needed for a fantastic stay. The time down on...
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    About this property
    The Retreat House Sandy Point, Maine has been a vacation rental for the past 20 years under the name Chateau Mer with over 40 Five Star Review on Trip Advisor. In spring of 2017 new owners have acquired the property and given it a face lift and refreshing. Private sandy beach and waterfront deck...
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    Sandy Point, Mid Coast Maine 04981
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 26
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    Bucksport
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    William’s Wonder is a newly constructed 1,200sqft 1 bedroom plus loft, 2 bathroom cottage located on William’s Pond in Bucksport. The cottage if charmingly decorated with coastal decor and very bright, open and airy. On the first floor you will find a fully stocked kitchen, cozy living room,...
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    Location Information
    Bucksport, DownEast and Acadia Maine 04416
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Tranquility on Penobscot Bay Private Retreat:  A Place to Relax and Renew1 / 42
    (2)Excellent
    Stockton Springs
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Patio
    • Washer
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2017
    We had a great time staying at Fort Point Cove Cottage. From Darlene's clear and quick communication to the great location and wonderful accommodations, it was all perfectly...
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    About this property
    Off the beaten path nestled along the banks of the historic Penobscot Bay, a sunny, tranquil home offers room to gather with loved ones for renewal and relaxation. You’ll know you’ve arrived at Fort Point Cove Cottage (FPCC) when you catch your breath at the scenery upon entering its front door....
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    Stockton Springs, Mid Coast Maine 04981
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Seacroft1 / 19
    (16)Very good
    Stockton Springs
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Patio
    • Grill
    • Internet Access
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2016
    This is a very quiet cabin with a full-width lovely deck and comfortable deck furniture, ideal for long reading sessions. Short rides lead to coastal state parks (Sandy Point...
    Reviewed 3 October 2014
    Cottage was wonderful and hosts were excellent...even laid a fire the first night. Cottage is near enough to multiple water access so we were able to kayak in a variety of...
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    About this property
    Rustic Maine Cottage in a semi-wooded garden landscape with a glimpse of the sea. Perfect for a couple or family with up to two children. Kitchen with range, refrigerator, sink, microwave, toaster and coffee maker. New energy efficient wood stove guaranteed to keep you toasty on the chilliest of...
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    Location Information
    Stockton Springs, Mid Coast Maine 04981
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Round House on 53 Private Wooded Acres1 / 30
    (3)Excellent
    Swanville
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Sauna
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Central Heating
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2016
    The Round House was above and beyond what I was expecting. The house is beautiful. The trails on the property are awesome. Everything about the house was fantastic and the Tall...
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    About this property
    Sleeps up to 10 people : 3 Bedrooms (1K-1Q-3F), Game Room, 2 baths, Sauna Looking for a Getaway? Our home is a perfect place for a quiet weekend retreat or fun filled family vacation. Enjoy the open concept of this custom built round house in beautiful wooded views throughout. The long tree...
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    Location Information
    Swanville, Mid Coast Maine 04915
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Cape Jellison Waterfront!!  Incredible Views!!1 / 12
    (14)Very good
    Stockton Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Ocean Views
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2016
    The best part of this place was the view. Walk out on to the back deck and just go "WOW" It's incredibly peaceful and quiet here The mosquitos can get thick around dusk...
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    About this property
    Come sit on the deck and enjoy the incredible views of this recently renovated waterfront property!! This home sits on 450 feet of private waterfront and is about 75 feet from the high water mark and has easy beach access. Spend your days enjoying the view or enjoy days trips to nearby Searsport...
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    Location Information
    Stockton Springs, Mid Coast Maine 04981
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    SWAN LAKE COTTAGE,  PRIVATE BEACH, DOCK1 / 16
    (10)Excellent
    Swanville
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Private Garden
    • Cable/satellite TV
    • Grill
    • Patio
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2017
    This sweet little cabin had it all! The perfect location for all lake activities and all the necessary amenities - kayak, SUP, dock, floating dock, fire pit etc... The cabin...
    Reviewed 6 September 2017
    Sitting out on the porch or under the tree overlooking the lake was so restful. Our dog loved running full speed off the end of the dock and diving into the water to chase his...
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    About this property
    Located on Swan Lake, this one bedroom cottage has a queen size bed with a separate day bed and a sleep sofa. It is located on a private road with easy access from US RT. 1 & 3 to the Mid-coast area and Bar Harbor. Everything you need is here, including your own private sandy beach, a swim float,...
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    Location Information
    Swanville, Mid Coast Maine 04915
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Lake House Private Beach(Swanlake) Swanville1 / 13
    (9)Excellent
    Swanville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Balcony
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This three bedroom lake house is located on a private road with easy access from US RT. 1 & 3 in Belfast. Fully furnished with what you need and also has a Gas BBQ grill on the deck overlooking your own private beach area as well as lawn chairs and picnic table and 2 kayaks . This home has...
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    Swanville, Mid Coast Maine 04915
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautiful Lake Front Cottage on Swan Lake1 / 20
    (14)Excellent
    Swanville
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Waterfront
    • DVD Player
    • Parking
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come spend a week at one of the best kept secrets on Swan Lake. Our cottage has a private dock, swim float, kayak and canoe (exclusively yours for the week). Our two bedroom cottage is completely furnished with everything you need for an enjoyable week at the lake. We also supply cable and...
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    Location Information
    Swanville, Mid Coast Maine 04915
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Orland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Camp Linger is as the name implies....a place where you will want to linger. In fact, you will never want to leave! The cottage is a beautifully remodeled camp on much sought after Toddy Pond. The cottage has been lovingly decorated with a gentle country charm. Beadboard, wood floors,...
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    Orland, DownEast and Acadia Maine 044
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Verona Island Retreat - Private Pool!1 / 8
    (1)Excellent
    Sandy Point
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2015
    Everything that you could possibly need was available and it was a great location for side trips, including the lobster fest.
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    About this property
    This newly renovated 3700+ sq ft farmhouse and barn with 3 - car garage rests on 38+ acres of shore frontage with lush field, pasture and woodland. Beautifully landscaped with gardens, patio, decking and pool. Watch deer and other birds and wildlife, or walk the extensive acreage and shoreline....
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    Location Information
    Sandy Point, Mid Coast Maine 04416
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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