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Long Island Vacation Rentals

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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Long Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    Pet friendly
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    About this property
    Wake each morning to a beautiful Maine sunrise from this gorgeous 4 bedroom (1 king, 1 queen, 2 full, 2 full plus twin) 2 1/2 bath home. This is just the place to spend your Diamond Cove vacation! Sunrise Cottage is over 3000 sq ft, sleeps 8, and is located in a prime location in sight of the ferry...
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    Long Island, Maine
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Long Island
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
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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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    Long Island, Maine
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    Pet friendly
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    About this property
    End unit townhouse with beautiful wooded views. Offers 3 bedrooms, 1.5 baths, impressive hand crafted wood floors throughout, and a wood burning stove. Enjoy cooking in this updated kitchen with granite counter tops, stainless steel appliances, and custom built cabinetry. A finished basement offers...
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    Long Island, Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Long Island, Maine 04050
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Long Island, Maine 04050
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amazing Views from Beachfront Home1 / 17
    (1)Excellent
    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Long Island, Maine 04050
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean View Cottage Falmouth Foreside1 / 24
    (6)Excellent
    Long Island
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
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    Long Island, Maine 04105
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Cozy Beach Cottage Just Minutes Walk From South Beach, Private, Screened Porch1 / 19
    (7)Very good
    Long Island
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
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    Long Island, Maine 04050
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Cozy Cottage Near Fowler's Beach1 / 7
    (2)Excellent
    Long Island
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
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    Long Island, Maine 04050
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Charming Maine Seaside Cottage near private beach1 / 22
    (7)Very good
    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
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    Long Island, Maine 04105
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    The following rentals are within 5 miles of Long Island.
    Dog-friendly home with a game room and patio, close to parks, trails & downtown!1 / 27
    (1)Excellent
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 15, 2017
    We had a fantastic time at this property. It was close to downtown, barely a 10 minute drive by car to a wide variety of restaurants, shopping, grocery stores, and parks. The...
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    About this property
    Discover classic New England charm within walking distance of downtown Portland at this three-bedroom home, where you'll enjoy a private patio, a lovely remodeled kitchen, and a wonderful location close to dining and shopping. Built in 1910, this dog-friendly home is located in a quiet neighborhood...
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    Portland, Maine 04103
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 17 Quick View
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    • Terrace
    • Grill
    • Patio
    • Balcony
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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
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 17
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Balcony
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    • Porch
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Visit Portland, Maine: Very comfortable updated apartment in vintage building 2 blocks from the Eastern Prom and the East End Beach, and a 15 minute walk from Portland's Old Port and downtown. This is a vintage fully renovated, second floor, 1 flight walk-up, 3-bedroom living space. There is...
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
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    Pet friendly
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    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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Portland, Maine - East End Rental1 / 11
    (30)Very good
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Terrace
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Outdoor Dining Area
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Apartment was clean, comfortable and nice for our stay. The location was convenient to restaurants, pubs and other attractions in the city. we were able to walk to everywhere...
    Reviewed 3 weeks ago
    We had a great girls weekend on the third floor of the East End rental. The house was so clean and spacious and was in walking distance (a mile) of the downtown area. Thank you...
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    About this property
    Visit Portland, Maine!!! We offer a newly renovated, quirky, third floor, 2 flight walk-up, 3-bedroom, living space for weekly rentals. There are two bathrooms - one bath (vintage tub plus separate shower) and second half bath is off front bedroom. East end - Congress Street, foot of Munjoy Hill,...
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 BR 1.5 BA COTTAGE WITH WATER VIEWS OF CASCO BAY1 / 13
    (1)Average
    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
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    • Porch
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    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 19, 2016
    This cottage is in a wonderful walk to beach location and close to ferry in sweet little Peaks Island. The owners seem to be very nice and generous with information. The...
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    About this property
    A BEAUTIFUL WATER VIEW OF CASCO BAY OFF THE COAST OF PORTLAND IN THIS 3 BR / 1.5 BA COTTAGE NEWER KITCHEN WITH GRANITE COUNTER TOPS, FULL SIZED DISHWASHER AND 6 BURNER COMMERCIAL GAS OVEN. THE KITCHEN ALSO HAS A LARGE AMOUNT OF POTS, PANS, KITCHEN GADGETS AND LOTS OF PLATES AND SILVERWARE. Island...
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    Peaks Island, Maine 04108
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Majestic Garden Condo Featuring Private Outdoor Space Downtown/West-End Portland1 / 21
    (3)Very good
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This quaint cottage house just behind a historic home in the West End is updated with a nice kitchen, bathroom, and luxurious new furniture. The covered, fenced patio, just off...
    Reviewed 4 weeks ago
    Was able to confirm last minute rental quickly. Easy to work with Owner and he made it seem that it would be easy to reach him if we had any issues (we didn't which is always...
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    About this property
    This magnificent California style, private condo is located in the heart of the West End of Portland, couple blocks from the heart of Downtown and The Old-Port, walking distance to anywhere around galleries, restaurants, coffee shops, pubs, microbreweries, retails stores, and the museums. Stay at...
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    Location Information
    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Peaks Island
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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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
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great Sergeant’s Quarters offers 3 Bedrooms and 2 Baths. Guest suite on 3rd level with large skylight for star gazing. Front and back porches with lovely gardens in backyard. The backyard also has a nice patio with table, chairs, and grill… ideal for a summer cookout. Ask about renting the entire...
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    Peaks Island, Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Falmouth Foreside Maine Contemporary Cottage Home - indoor lap pool, roof deck1 / 29
    (1)Terrible
    Falmouth
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Indoor Pool
    • Washer
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    • Central Heating
    • Hot Tub
    • DVD Player
    • Ocean Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5+ Bedrooms, 3 Full Baths Sleeps 10-14 Just up the hill from one of the largest mooring harbors on the East Coast, and across the street from Maine's most famous General Store is this newly completed property designed and built by one of New England's up and coming Architects. Featuring and...
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    Falmouth, Maine 04105
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Portland, ME - East End Garden Suite1 / 6
    (2)Average
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Shared Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 3, 2014
    We stayed here for 3 days while in Portland. The apartment was fairly clean and we were about a eight to ten minute drive from downtown. We didn't have very many options because...
    Reviewed October 25, 2013
    Very nice, cute, and tasteful, yet simple, first floor apartment in a great location. Plenty of space and natural light with separate rooms, versus open design, which I found to...
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    About this property
    Visit Portland, Maine!!! We offer a sweet, quirky, first floor, 1-bedroom, one bath (vintage tub with shower) living space for weekly rentals. East end - Congress Street, foot of Munjoy Hill, city side, (near Otto's Pizza Cafe) great area!!! Very sunny, non-smoking building with courtyard access! A...
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    Portland, Maine 04102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Peaks Island
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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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
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Falmouth
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Central Heating
    • Ocean Views
    • Waterfront
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note: Our checkin time is 3pm and checkout is 11am, but we can often accommodate other arrangements! Andy's Retreat is a comfortable, spacious and convenient home-base to relax and explore Portland & Coastal Maine. We're located right off Exit 53 of the Maine Turnpike, just 15 minutes...
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    Falmouth, Maine 04105
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Portland, Maine 04102
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Falmouth
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Washer
    • Balcony
    • Terrace
    • Ocean Views
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large, spacious, home on National Register allows plenty of room for guests to socialize inside and out. Walking distance to Portland Yacht Club, Handy Boat launch, town dock facility, walking trails, town beach, Town Landing Market, and Dockside Restaurant. Short drive to Freeport shopping and...
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    Location Information
    Falmouth, Maine 04105
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Portland
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the city's historic West End. Just 1-2 blocks from some of the best restaurants, bakeries, coffee shops, bars and music venues in the city. The perfect home base to explore Portland's foodie scene and all the city has to offer. Our historic home was renovated in 2008 into...
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    Portland, Maine 04102
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Private Yard
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    Pet friendly
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    Smoking allowed
    About this property
    1,400 SF of Living Space with a Fenced back yard Fantastic space with high ceilings, modern kitchen and room for 8. Washer & Dryer on site, close to all things Portland without being directly in the bustle of downtown. Great for families with dogs or folks in town for all of the amazing music...
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    Location Information
    Portland, Maine 04103
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Terrace
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Why stay in a hotel when you can enjoy a fully equipped 500 square foot apartment in downtown Portland for half the price? North Street is often regarded as the one of the nicest streets on the 'Hill' and you will not be disappointed in this compact but well equipped urban apartment with driveway...
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    Location Information
    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Falmouth
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable, quaint and ideally located Maine Beach cottage. Fully furnished with updated furniture, comfortable beds, and all the necessary amenities. Steps from private beach - bring your kayak, paddleboard or other water craft or just relax and watch the sailboats on the Bay and go fishing from the...
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    Location Information
    Falmouth, Maine 04105
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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