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South Portland House Rentals

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    Don't let other travellers get your favourite South Portland area vacation rental. You're so close to securing your perfect getaway. Book today.
    26 Matching Rentals in the South Portland AreaView all 38 rentals
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    WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!1 / 72
    (3)Excellent
    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    South Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 10 kilometres of South Portland.
    Adorable Beach House Across the Street From Beach!1 / 16
    (1)Excellent
    Scarborough
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Come back and have a family BBQ in front of the firepit. Located within a block is a market and deli, restaurants,...
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    Scarborough, Maine 04074
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Cape Elizabeth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Waterfront
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    • Wi-Fi
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    • Central Heating
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surfside Spend the summer swimming, sunbathing, and dining on lobster rolls at this two-bedroom Cape Elizabeth home, a welcoming Maine escape with a beautiful oceanfront position, a private deck and lawn, and easy access to nearby beaches and lighthouses. This single-level home sits on the...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    The Bliss St Beach House in Pine Point, Maine1 / 32
    (1)Excellent
    Scarborough
    6 Bedrooms, 3 Bathrooms, Sleeps 19 Quick View
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    • Grill
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    Reviewed October 13, 2018
    Wow! What a great week (Labor Day 2018) spent at the Bliss St. beach house. The house is amazing: Tons of room, ocean views, steps from the beach path, an outdoor shower, and...
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    About this property
    Check out our video tour: Google 'The Bliss St Beach House' New 6 bedroom/3 bath listing with ocean views that accommodates 17 is now available for rental! This beach home features a bright, sunny, open & spacious living, dining and kitchen area, a perfect family gathering spot with tons of...
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    Scarborough, Maine 04074
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 19
    Cape Elizabeth
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
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    About this property
    Beautiful and spacious renovated colonial with 4 bedrooms plus a den with sleeper sofa. Sleeps 10+. 10 mins to downtown Portland. Private beach rights to gorgeous Casino Beach. Walk to all the shops in the Willard Square area. Walk to Portland headlight in 10 minutes. More information This...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    About this property
    Our beach house is the 3rd house back from the ocean! A quick 1 minute walk on a quiet dead end street and your feet are in the sand. The beach is wide with NO sloping so it is perfect for little kids. The waves are usually on the smaller side ,rarely is the surf rough.No big hotels in the area so...
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    Scarborough, Maine 04074
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Scarborough
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
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    • Hot Tub
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5,400 sq. ft. of living space with 4 stories, 2 balconies, 2 decks and patio, overlooking Pine Point harbor, protected marsh & wild life sanctuary at the estuary of the Scarborough River and Atlantic Ocean. There is a small beach in front of the house and miles of sandy beach (Pine Point Beach &...
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    Scarborough, Maine 04074
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
    Scarborough
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    The house is located across the street from the Harbor. The 7 mile white sand beach of Pine Point is a 5 minute walk. You can watch the boats coming an going from the living room picture window. The harbor is a major stopover site for migrating shorebirds. If you like paddling, fishing, birding,...
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    Scarborough, Maine 04074
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Cape Elizabeth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    • Sauna
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    • DVD Player
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SHORT-TERM, FURNISHED - A modern cottage among the esteemed Shore Road homesteads. The cozy backyard has a custom patio with a fire-pit built into the natural rock, nestled under a giant oak, string lights and perennials. The home is energy efficient with high tech, luxury features, including a hot...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Cape Elizabeth
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Legacy Properties Sotheby’s International Realty is proud to present to you, 16 2 Lights Terrace in Cape Elizabeth. This elevated home overlooks the Ocean with bold views from it’s deck. There are 3 bedrooms and 2 bathrooms. The home is furnished with lovely art pieces, a full sized pool...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cape Elizabeth
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Legacy Properties Sotheby’s International Realty is proud to present to you, 18 Angell Point Road in Cape Elizabeth. Find yourself conveniently located in Cape Elizabeth with access to a neighborhood beach and your very own heated pool and hot tub. Enjoy the beautiful views setback from the...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Cape Elizabeth
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    About this property
    Recently discounted weeks remaining this Summer - inquire today!. 402 Pulpit Rock Road in Cape Elizabeth also known as Garrison Field is one of the finest Oceanside estates in Maine.  Designed by Portland Architect John Pickering Thomas and completed in 1928 for Walter Goodwin Davis, President of...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Cape Elizabeth
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Legacy Properties Sotheby's International Realty is proud to present to you, 7 Point Road in Cape Elizabeth.  The home is tucked away off the main road and beautifully perched on a private peninsula on Pond Cove. Any closer to the ocean would require a boat! Being surrounded by ocean on...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Cape Elizabeth
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Legacy Properties Sotheby's International Realty is proud to present to you 24 McKenney Point in Cape Elizabeth. Available for only two weeks in Summer 2019. Bold ocean views, heated lap pool, hot tub, fire pit, beach access and oceanfront lawn space. This home seems to have it all....
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Cape Elizabeth
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    We are proud to present to you 133 Two Lights Road in Cape Elizabeth. Offered at $10,000 per week in 2019. This impeccable property is just minutes away from Two Lights State Park, the famous oceanfront Lobster Shack restaurant, and only a short walk to a semi-private beach bordering Kettle Cove...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Cape Elizabeth
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Legacy Properties Sotheby's International Realty is proud to present to you 6 Point Road in Cape Elizabeth. Available weekly this Summer! A beautifully constructed home by Craig Cooper, owner of Rainbow Construction since 1978 on the shoreline of Cape Elizabeth. With the expansive ocean...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Peaks Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Peaks Island was once a World War II outpost. It is now a haven for ocean lovers and vacation getaways. This home has almost 2000 square feet of outdoor deck space and even more for interior living space, so you will have plenty of room for your family at this Peaks Island Oasis. With the home's...
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    Peaks Island, Portland 04108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Cape Elizabeth
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Balcony
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    • Central Heating
    • Patio
    • Wi-Fi
    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Legacy Properties Sotheby's International Realty is proud to present you with 1175 Shore Road in Cape Elizabeth. Offered weekly this Summer. Newly updated and furnished in 2017 by the incredible designers at Whitney + Fish Staging + Design. This three bedroom (fourth room pull out sofa if...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cape Elizabeth
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Custom built eco-friendly home set on 2 acres in seaside Cape Elizabeth. Relax & recharge in a home designed for optimal wellness. Central to all area beaches & only 7 minutes to Portland's fine dining, shopping, & culture. Come enjoy this home's ideal location! This home was designed out of a...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Cape Elizabeth
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    This gorgeous five bedroom home offers all of the amenities your family  needs to enjoy a relaxing trip to the Maine coast. Situated on Shore road in Cape Elizabeth this home is only three miles from the Old Port of  Portland where you have access to world class restaurants, shopping, and...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Cape Elizabeth
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    A short five minute walk from the peaceful Trundy Beach in Cape Elizabeth, you'll find an amazing home to bring generations of your family for a Maine summer vacation. Offered at $7,000 per week in 2019. Enjoyed by the owners and their family for many years, they're opening their home to give...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Cape Elizabeth
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This ranch style home is located at 4 Two Lights Terrace, in Cape Elizabeth, Maine. It sleeps 6 people and offers 2 bedrooms and 2 baths. The master bedroom offers an in suite bathroom, as well as a king bed with Ralph Lauren bedding for optimal comfort. The guest bedroom is located just off the...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Westbrook
    7 Bedrooms, 3 Bathrooms, Sleeps 23 Quick View
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    About this property
    Spacious renovated antique farmhouse with 7 bedrooms and 15 beds, 10 minute drive to Portland. Three minutes to the turnpike so you can get everywhere: Airport, coastal Maine. Short drive to Sebago region. Parking for 8 cars. Very private countryside location but walk to Westbrook center, Mast...
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    Westbrook, Maine 04092
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 23
    Westbrook
    5 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • Terrace
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    About this property
    Riverside home, walk to restaurants and brewery -- Two acre, secluded property with path to the private dock (and boats) on the Presumpscot river, for swimming, boating, and fishing. Five minute walk to restaurants and breweries (see map). A huge, flat lawn, (with lawn games), stretches in front...
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    Westbrook, Maine 04092
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 20
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