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South Portland House Rentals

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    Don't let other travellers get your favourite South Portland area holiday rental. You're so close to securing your perfect getaway. Book today.
    29 Matching Rentals in the South Portland AreaView all 51 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
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Large Home Walk to Beach! Close to all amenities!1 / 26
    (9)Excellent
    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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    • Ocean Views
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully renovated house was stripped down to the studs for a full-scale renovation. Beautifully designed and completely renovated by a highly recognized designer, the house retains the original 1906 Dutch Colonial charm, but was creatively reimagined for today's open-concept and luxurious...
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    South Portland, Maine 04106
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    South Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this quaint cape cod style house. A fun eclectic space to land after a day of shopping in Portland's Old Port, the Maine Mall, the infamous Freeport LL Bean, or dinner out in one of downtown Portland's stellar restaurants. 3 Bedrooms, 1 Bathroom, House features open concept kitchen/living...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    The following rentals are within 10 kilometres of South Portland.
    3 bedroom home near beaches1 / 5
    (2)Very good
    Cape Elizabeth
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed 10 August 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 22 September 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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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Terrace
    • Patio
    • Grill
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Secure Parking
    Suitability
    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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    Scarborough
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    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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    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Ocean Views
    • Washer
    • Private Garden
    Suitability
    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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    Peaks Island
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Internet Access
    • Patio
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    Pet friendly
    Kid friendly
    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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    Cape Elizabeth
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    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
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Hot Tub
    • Grill
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a large 4 bedroom house that is perfectly located in Ogunquit. Fully stocked kitchen, dining room, living room with 50' TV, 2 full baths, two porches, parking and limited housekeeping service. Also included is use of our pool and hot tub and complimentary continental breakfast for all...
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    Scarborough, Maine 04106
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Scarborough
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    • Private Garden
    • Parking
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Peaks Island
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 3rd level has 2 bedrooms, 1 full bath, pool table and comfy area to watch movies.  Located at...
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    Peaks Island, Maine 04109
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Peaks Island
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
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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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    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Scarborough
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
    • DVD Player
    • Patio
    • Washer
    • 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
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    Cape Elizabeth
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    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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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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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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    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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    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Internet Access
    • Patio
    • Washer
    • Balcony
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    Pet friendly
    Kid friendly
    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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    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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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Designed by renowned architect John Calvin Stevens, this 4BR, 2.5BA Portland home (dating back to the 1920s) feels truly unique with vintage furnishings and period features throughout. Alongside its historic charms, the home features modern comforts including a nicely updated chef’s kitchen. On...
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    Portland, Maine 04102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cape Elizabeth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Cape Elizabeth
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make yourself at home amid the wonders of Cape Elizabeth at this four-bedroom condo, a dog-friendly Maine escape with a sun-splashed private deck, a spacious interior, and an outstanding location close to beaches, lighthouses, and the excitement of downtown Portland. Ideally situated between...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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