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Peaks Island Vacation Rentals

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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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    Peaks Island
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Peaks Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Peaks Island, Maine 04108
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Peaks Island
    5 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    Peaks Island, Maine 04108
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 15
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    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Satellite TV
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    Pet friendly
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    Peaks Island, Maine 04108
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
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    Peaks Island, Maine 04108
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Peaks Island
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
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    Pet friendly
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    Peaks Island, Maine 04108
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    Peaks Island, Maine 04108
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Peaks Island, Maine 04108
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Peaks Island
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Central Heating
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    Peaks Island, Maine 04108
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
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    Peaks Island, Maine 04108
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Internet Access
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    Peaks Island, Maine 04108
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Peaks Island
    10 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    • Internet Access
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    Pet friendly
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    Peaks Island, Maine 04108
    Rental Home - 10 Bedrooms, 3 Bathrooms, Sleeps 18
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    Peaks Island
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • DVD Player
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    • Satellite TV
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    • Patio
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    Pet friendly
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    Smoking allowed
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    Peaks Island, Maine 04108
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    The following rentals are within 5 miles of Peaks Island.
    Portland, Maine - East End Rental1 / 11
    (25)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 August 31, 2016
    The location is fabulous! Cozy kitchen, beds okay, bathroom could use a cleaning of all the previously used bars of soap, expired medications. The main problem was a burnt out...
    Reviewed September 12, 2015
    We stayed here with friends during a short getaway in Portland. The apartment is spacious, well-equipped, and very charming, and was the perfect size for two couples. It's...
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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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    WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!1 / 67
    (2)Excellent
    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
    • Private Yard
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    My husband, sister, two teenagers, and I stayed for 10 days in May. We loved it so much, we didn't want to leave. The cottage is beautifully decorated, with views of Casco...
    Reviewed October 28, 2016
    We stayed here for five days and thoroughly enjoyed our time at this place. Awesome house in a great neighborhood close to many restaurants and other activities. Marilys was...
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    About this property
    BRAND NEW TO MARKET! Accepting winter thru fall reservations now. Beautifully renovated 3 Bedroom, 1.5+ bath turn-of-the-century seaside home features beautiful views of the Portland shipping channel and the islands of Casco Bay and is just 100 yards to Willard Beach. Sleeps 7-9. This...
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    Location Information
    South Portland, Maine 04106
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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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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    • Outdoor Dining Area
    Suitability
    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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    Location Information
    Portland, Maine 04102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Balcony
    • Air Conditioning
    • Satellite TV
    • 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 6
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    2BR / 1B - Willard Beach -- South Portland1 / 27
    (2)Very good
    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Satellite TV
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    • Patio
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 2, 2016
    The apartment is well equipped and clean and has a real beach house feeling even when its not on the beach. The hosts are very friendly and helpful.
    Reviewed August 9, 2016
    tastefully done up flat in the upper floor (owners live ground floor). Nice , helpfull hosts. Basic food stuff for breakfast .... provided ( coffee, sugar.....), very clean
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    About this property
    Minimal And Clean - Ready For Travellers This second floor apartment - with its two bedrooms, one bathroom, kitchen, and more - offers plenty of space for up to four guests. Minimal, clean, and carefully appointed with traveller necessities. Guests have access to two off street parking spots, all...
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    Location Information
    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Terrace
    • Porch
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    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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    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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
    Kid friendly
    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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    South Portland
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for a Maine summer vacation. This completely renovated, 400 sq foot studio apartment is one house away from Willard Beach, 4 blocks to Willard Square, 1 mile from downtown South Portland, and a 5 minute drive to downtown Portland, ME. The apartment has a full bath, a kitchenette, air...
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    Location Information
    South Portland, Maine 04106
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Housekeeping Included
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    Pet friendly
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    Smoking allowed
    About this property
    This unique ocean side carriage house is just one house from the ocean. It has one bedroom with a king size bed. A full bath and kitchen. All linens, plates, utensils and glassware included. Air conditioned. Our beach is a quiet, sandy, mile long neighborhood beach on Casco Bay, with views to the...
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    Location Information
    South Portland, Maine 04106
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 17 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
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 17
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    Welcome to the Skybox!! Now renting for July!1 / 19
    (2)Average
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Terrace
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2013
    Good The location was great, in the east end with tons of restaurants and an easy walk to the old port area. Nice modern building, clean design and nice views. Lots of...
    Reviewed July 12, 2013
    We stayed here for three nights with another couple. The location is great and the view is beautiful. It is on the 4th floor of the building so keep that in mind when packing...
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    About this property
    Ultra Modern Penthouse in Portland's Old Port. Posted 8/23/2015: We have found our renter for this year. We are now accepting reservations for bookings starting July 2016. Uber Modern Flats. Just completing construction and ready for you to rent. This is the 3rd floor of a 4 story building....
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    • Ocean Views
    • Balcony
    • Satellite TV
    • Wi-Fi
    • Terrace
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    Pet friendly
    Kid friendly
    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    South Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Large Home Walk to Beach! Close to all amenities!1 / 26
    (8)Excellent
    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Washer
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    • Housekeeping Included
    • DVD Player
    • Private Yard
    • Satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 4, 2017
    Great house with updated kitchen and large open living/kitchen area and spacious dining room. Perfect for a large group looking for a comfortable, laid-back getaway. We rented...
    Reviewed January 30, 2017
    This home is so wonderful. It has everything you need! The beds were comfortable and the entire place was so clean! It's very close to downtown Portland, only about a $10 uber...
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    About this property
    This property is ideal for providing an excellent accommodation for a family or groups that want to live in comfort for their stay. There are 3 bedrooms and 2.5 baths, with an additional finished basement area that can be used as another bedroom and play area. The house is meticulously cared for...
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    South Portland, Maine 04106
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Dog-friendly home with a game room and patio, close to parks, trails & downtown!1 / 24
    (1)Excellent
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    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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    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This new 1BR South Portland cottage is perfect for a couple but offers plenty of space for entertaining. You’re just 10 minutes from all of the historical buildings and restaurants of downtown Portland. Take a boat cruise or stroll through town. Sleeps 2. ABOUT THE COTTAGE Enter this brand-new,...
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    Location Information
    South Portland, Maine 04106
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    New and gorgeous home with private beach access nearby and a shared pool!1 / 24
    (1)Very good
    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    This is a neatly arranged house with all new everything. 10 minutes to Old Port..10 minutes to a private beach in Cape Elizabeth. The owner still has some work to do in making...
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    About this property
    This brand-new, 1,000-square-foot home built for two offers modern appliances and designer decor as well as cutting edge in-home entertainment and access to a private beach a short drive away. Located on Cape Elizabeth, just 10 minutes from downtown Portland, you're close to shopping, dining, and...
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    Location Information
    South Portland, Maine 04106
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll be only one block from Willard Beach at this two-bedroom South Portland condo, a charming and comfortable getaway with a dog-friendly interior, a private outdoor deck, and a wonderful location near lighthouses, shops, restaurants, and the gorgeous shores of Casco Bay. The building, which...
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    Location Information
    South Portland, Maine 04016
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a revitalizing retreat to the charming city of Portland when you stay at this lovely vintage condo. You'll have updated amenities inside, plus a deck and gas grill, and you'll be in close proximity to lots of restaurants nearby in Willard Square. Conveniently located in Willard Square, this...
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    Location Information
    South Portland, Maine 04106
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    Location Information
    Portland, Maine 04102
    Rental Home - 3 Bedrooms, 4 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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    • Washer
    • Grill
    • Wi-Fi
    Suitability
    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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    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Grill
    • Parking
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For an amazing stay in a lively area of Portland, this inviting dog-friendly condo has plenty to offer. You'll have a wood stove, a great deck with a gas grill, and a top-notch location within walking distance to lots of fantastic eateries. Located in the heart of Willard Square just a short drive...
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    Location Information
    South Portland, Maine 04016
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Peaks Island Flight and Weather Info
    Airports nearby (1)
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    PWM
    Portland Intl Jetport
    5.8 miles from Peaks Island
    Low airfares recently found by TripAdvisor travelers
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