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Wiscasset Holiday Homes

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    Travellers to Wiscasset are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    All 17 Rentals in Wiscasset
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    25 Middle-New Loft Apartment w.Water Views1 / 35
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Newly renovated quiet, cozy cottage1 / 21
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    Reviewed 25 August 2017
    Roni & Mario's rental cottage was very pretty, secluded, yet near all things touristy. The cottage is very roomy and was perfect for our family of four. Newly renovated...
    Reviewed 7 July 2016
    Want to get away from it all and still be close to everything? This is the place. Roni and Mario (owners) couldn't have been nicer to my family and I . Roni and Mario also own...
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    About this property
    Beautiful newly renovated cottage on a quiet dead end road. Centrally located to all points in Midcoast-Maine. Sits on 4 1/2 acres along with our own house, and has sweeping views of the Sheepscot River. 450 feet of waterfront on the river with use of the dock for great boating or canoe/kayak...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Victorian Cottage on Westport Island1 / 21
    (6)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
    • Waterfront
    • Porch
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    • Grill
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Go back in time and experience the unusual by staying in a turn-of-the-Century Victorian Cottage on the coast of Maine. Located on Westport Island, 10 minutes from Wiscasset, Maine. Sleeps 8, 4 bedrooms, 2 baths, 2 porches, in a quiet setting. $975.00/week, sec. deposit required,plus Maine tax,...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Smith House on Westport Island1 / 23
    (1)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Satellite TV
    • Patio
    • Wi-Fi
    • Ocean Views
    • Grill
    • DVD Player
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2017
    Our extended family of 11 has stayed here twice, for a week each time, and absolutely love it. Almost surrounded by water, Smith House has much to offer for each of us...
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    About this property
    Settled on a bridge-connected island off the town of Wiscasset, this inviting 18th century "get away from it all" property on a 5-acre peninsula surrounded by deep water on one side and a swimming pond on the other, is an idyllic setting for family reunions, yet cozy enough for singles or couples,...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    Water, Woods, Westport Island Tucked away on Westport Island with a spectacular view of and access to the Sheepscot River our 3-bedroom home welcomes you to mid-coast Maine. You are just 10 minutes from the town of Wiscasset with restaurants, antique stores, galleries and more, but you would...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    Vintage Summer Cottage on an Island in Mid coast Maine. Wonderful central location for access to all of the attractions, yet private and secluded on 3.5 grassy acres with 800 feet of DEEPWATER frontage. Dock, Mooring and Spectacular views! 4 Bedroom main cottage and attached unit with kitchen,...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    All the furniture in this clapboard house was carefully selected to recreate the feel of the ships' captains' residences that once filled Middle Street. Sit out on the covered porch or in the spacious, picket-fenced yard and eat lobster brought from the dock just over the bridge, or from the world...
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    Wiscasset, Mid Coast Maine 04578
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    OH WHAT A VIEW | WESTPORT ISLAND, MAINE | SALT WATER RIVER | ROMANTIC GETAWAY1 / 28
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Terrace
    • Balcony
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2013
    This house couldn't have been more perfect for me and my family if I had designed it myself. From the moment we walked in until we left we felt so at home. None of us wanted to...
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    About this property
    THIS PROPERTY RENTS FRIDAY-FRIDAY JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. A beautiful, contemporary waterfront property sitting among the salty pines is ready for you to settle in for a memorable Maine Vacation. This three bedroom, three bath home is equipped with all modern amenities and is...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    THIS PROPERTY RENTS FRIDAY-FRIDAY JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. Built in the 1800's, this classic Greek Revival farmhouse on Westport Island is ready for you to settle in for a memorable Maine Vacation. Enjoy the ambience of this gem perched on a hillside overlooking an historic stone...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    A LUCKY CAST | WESTPORT ISLAND | PET-FRIENDLY | SALT WATER RIVER | DEEP WATER1 / 31
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Reviewed 25 July 2017
    The house is exactly as advertised with the bonus of finding a well-provisioned kitchen and rest of home. Beautiful gardens greeted us on our arrival - followed by wonderful...
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    THIS PROPERTY RENTS FRIDAYS-FRIDAYS; JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. A modern family home on the Sheepscot River is ready for you to settle in for a memorable Maine Vacation. This four bedroom, three bath cottage is well equipped and thoughtfully furnished. Its airy and open floor plan...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    BELLA VISTA | WESTPORT ISLAND | SALT WATER RIVER | PRIVATE DOCK & FLOAT1 / 25
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 2015
    Bella Vista provided everything we wanted in a vacation - solitude, proximity to shopping, restaurants, and other events. The location was perfect for us - situated privately...
    Reviewed 30 June 2014
    Fantastic house, beautifully appointed and perfect location if you want to be private, quiet and do nothing but relax. Waterfront was great, too cold this early to do much...
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    About this property
    THIS PROPERTY RENTS FRIDAY-FRIDAY JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. A treasured family home on Westport Island is ready for you to settle in for a memorable Maine Vacation. This two bedroom, two bath cottage is well equipped and comfortably furnished throughout. Enjoy the uncluttered,...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy Summer Cottage with two decks. One overlooks a small cove and sandy beach. The other looks out to Sheepscot Bay with stunning views of the sunrise, boating traffic, seals on the ledges and lots of wildlife. Newly renovated. Gas fireplace. Large upstairs with a king, a double and a single...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vintage cottage on an island in mid coast Maine! Accessible by car. Wonderful central location to all of the tourist attractions, but private and secluded on 3.5 acres of lawns, 800 feet of deep water frontage, Dock, mooring, 4 bedrooms in main cottage and attached unit with kitchen, bath, deck,...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Wi-Fi
    • Private Garden
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This vintage summer cottage is located on Westport Island in mid coast Maine. The island is accessible by bridge. The main cottage has 4 bedrooms. There is an attached unit with full kitchen, bath, and private deck. The Views are spectacular! 800 feet of deep water frontage on 3.5 acres...Dock....
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Internet Access
    • Grill
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to shops and restaurants in charming downtown Wiscasset when you escape to this two-bedroom home, an atmospheric retreat with a well-equipped interior and a wonderful location for exploring Midcoast Maine. Conveniently situated in the heart of Wiscasset, this two-level home sits just a few...
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    Wiscasset, Mid Coast Maine 04578
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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