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South Portland House Rentals

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    Travellers to South Portland are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    33 Matching Rentals in the South Portland AreaView all 61 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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    Large Home Walk to Beach! Close to all amenities!1 / 26
    (10)Very good
    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    My home is brand new and was completed at the end of the Summer in 2015. I designed and furnished the home with a lot of thought, attention to detail and aesthetic appeal. Floors are hardwood and Carrara marble in two baths and Brazilian black slate in the half bath. There are 3 bedrooms and 2...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    South Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    This dreamy Willard Beach cottage offers a spacious and sunlit retreat for your crew of five. Newly renovated, restored, and decorated with a fresh nautical theme, your 2BR/2BA rental offers a memorable retreat in South Portland. Windows wrap the open-concept kitchen, where stainless steel...
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    South Portland, Maine 04106
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    You'll be steps from the soft sand of Willard Beach at this South Portland family home, a dog-friendly Maine escape with a private patio and yard, gorgeous views of Casco Bay and the Bug Light, and an unbeatable location near picturesque lighthouses and beloved eateries. What's nearby: This...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    The following rentals are within 10 kilometres of South Portland.
    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Beautiful views of the Spurwink River & ocean combined with a fabulous beach house with private back yard with easy access to the ocean. Not many Higgins Beach properties allow you the freedom where you can Kayak or canoe right from the back of the beach house and still have the closeness of the...
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    Scarborough, Maine 04074
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Scarborough
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    A bright and cheerful beach Beach House with modern updates; suitable for a family of 4. This cozy beach cottage has 2 bedrooms with full size beds and a full size bathroom. The outside porch and yard is nicely designed to give you an enjoyable quiet vacation. There is a gas grill outside for you...
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    Scarborough, Maine 04074
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 bedroom home near beaches1 / 5
    (2)Very good
    Cape Elizabeth
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed August 9, 2017
    Yearly we look forward to our run in the B2B and family reunion (this year 22 of us made it). We requrie a lot of space for out if Maine family like ourselves from Florida. 8 of...
    Reviewed September 21, 2016
    Great location near Old Port, Portland and Crescent Beach plus Fort Williams. House has great potential but needs more attention to details....as in window coverings for...
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    About this property
    Home ideally located near many beaches(higgins, Crescent, Ferry, Scarborough and ft williams, two lights state park). Steps from the greenbelt trail, near a large fresh water pond with a boardwalk around it that is full of fish and fun to kayak on. Town has many restaurants: sea glass, rudys,...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cape Elizabeth
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
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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
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    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, newly renovated bungalow in the WIllard Beach neighborhood is the latest creation of the well-known and highly respected SoPo Cottage team! Completed in August 2016, It is now being offered for the first time as a vacation rental home. This beautiful home is comfortable for 2...
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    Portland, Maine 04106
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 16
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    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Nicely furnished townhome has 3 bedrooms (Queen, Queen, Bunk beds) and 1 1/2 baths.  Inviting and comfortable furnishings, nice open floor plan, finished room in basement, and a great covered porch with pretty views of the landscaped grounds. This unit also offers bikes and kayaks for your use. All...
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    Peaks Island, Maine 04109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Scarborough
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    About this property
    This charming L-shaped Beach House features a sunroom across the front, and a small deck off the master bedroom. There are 2 more bedrooms, full kitchen, full size bathroom and beautiful back yard to enjoy your evenings sitting out and enjoying the beauty of Higgins Beach. Accommodates up to 7....
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    Scarborough, Maine 04074
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This 4 bedroom, 2 1/2 bath home is a beautifully crafted Victorian home with a cottage feel.  Comfy couches and chairs in the living area, a generous size dining area, and a cute efficient kitchen with nice soapstone farm sink.  Small porch off the kitchen with grill and spacious front porch with...
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    Peaks Island, Maine 04109
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cape Elizabeth
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    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
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    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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    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    The perfect island getaway.  This cozy historic property is filled with charm and character. Originally the Gatehouse, this quiet duplex offers one floor living and is convenient to both sides of the island, and  just a short stroll to tennis, pool, store, and other island amenities. This one...
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    Peaks Island, Maine 04109
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Peaks Island
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Charming 3+ BR (1 queen, 1 single w/trundle, 1 bunk bed + single, 1 queen)  1 1/2 BA townhome. Enjoy this beautifully furnished home with all the charm and character of an island cottage. Original hardwood floors, open floor concept, soaring ceilings, and light filled rooms. A great basement with...
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    Peaks Island, Maine 04109
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Portland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Located in Portland’s Munjoy Hill neighborhood, this 3BR/3BA property is a homey respite for your East Coast adventure. The prime location is two blocks to the Eastern Promenade, with an amazing view of Casco Bay’s islands. Completely renovated inside and out, this...
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    Portland, Maine 04101
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This is a gem.  This cozy historic property is filled with charm and character. Originally the Gatehouse, this quaint duplex offers one floor living and is convenient to both sides of the island, and just a short stroll to tennis, pool, general store, and other island amenities. This one bedroom is...
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    Peaks Island, Maine 04109
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Scarborough
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    • Waterfront
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    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
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    Peaks Island
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    August weeks still available! Weekly discount when reservation is booked in the month of July! Victorian historic home that sleeps 12. Impressive craftsmanship throughout, including large living/dining area ideal for a large group.  6 bedrooms, 2 1/2 baths offers lots of room for all.  A finished...
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    Peaks Island, Maine 04109
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Scarborough
    6 Bedrooms, 3 Bathrooms, Sleeps 19 Quick View
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    • Grill
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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
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    Peaks Island
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    About this property
    Nicely appointed with 4 levels of living space.  This home is nicely decorated and furnished with an updated kitchen, butlers pantry with wine cooler, 2 porches, bedrooms and full baths on every level, master bedroom suite, and 3rd floor has an open bunk room, sitting area, and a full bath…ideal...
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    Peaks Island, Maine 04109
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This historic patio home has a charming cottage feel with all the updated amenities that you want on vacation.  This tastefully furnished 3 bedroom (1 Queen, 1 Queen, 1 bunk bed), 1 1/2 bath home offers hardwood floors throughout, soaring ceilings, open living space ideal for entertaining, a...
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    Portland, Maine 04109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Comfort | Location | Charm1 / 6
    (1)Excellent
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed 2 weeks ago
    Portland is a wonderful city and Kim's apartment is the perfect home base. All we hoped for and more... reflected accurately on the website.
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    About this property
    This 1100 sqft apartment in an 1850 house mixes modern comfort with an Asian flair given by curios and mementos gathered during my many journeys to Asia. Unlike many listings, this really is my home, and I hope to find guests who will enjoy its uniqueness, and respect all that I have gathered over...
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    Portland, Maine 04102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Scarborough
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    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
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    Cape Elizabeth
    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Patio
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    About this property
    Luxury amenities abound at this exquisite 6BR/4.5BA home in Cape Elizabeth, offering an idyllic oceanside setting and direct beach access. Spread across three spacious levels, this home boasts a private hot tub and multiple outdoor sitting areas. A rooftop deck has lounge furniture, 2 four person...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    Experience the historic charm of Portland in contemporary style at this two-bedroom condo, where you'll enjoy a sparkling living space, a private balcony, and a tranquil-yet-convenient location for exploring this beautiful city. This modern condo is located in Portland's East End, just two blocks...
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    Location Information
    Portland, Maine 04101
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Discover a bright, airy escape in the heart of downtown Portland at this three-bedroom condo, a simple, modern retreat with a private deck and an unbeatable location within steps of the Old Port and fantastic restaurants. You'll find this condo in one of the classic red brick buildings that...
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    Portland, Maine 04101
    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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    About this property
    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 northern shores...
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    Location Information
    Cape Elizabeth, Maine 04107
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Come to Portland for your upcoming New England getaway and revel in a luxurious home base when you stay in this sleek one-bedroom condo near Casco Bay. Enjoy unbelievable water views from the patio and easy access to a greenbelt and park offering a number of outdoor activities. Walk to Casco Bay...
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    Location Information
    Portland, Maine 04101
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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