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Portland Vacation Rentals

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    Travelers to Portland are booking August dates now. Secure your vacation rental today, and have the perfect trip.
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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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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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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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    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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    Pet friendly
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    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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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
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    • Porch
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    • Terrace
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    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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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 17 Quick View
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    • Terrace
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    Pet friendly
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    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, Maine - East End Rental1 / 11
    (26)Very good
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Terrace
    • Satellite TV
    • DVD Player
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    • Outdoor Dining Area
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Perfect apt, loved the layout . Kitchen was amazing, beds were comfy enough. The location for us was spectacular to the Main Street area and the location of the wedding, all...
    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...
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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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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
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    Pet friendly
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
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    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
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
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    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Hot Tub
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    Portland, Maine 04103
    Rental Home - 3 Bedrooms, 2 Bathrooms, 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
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    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
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Portland
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Private Yard
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    Pet friendly
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    Smoking allowed
    About this property
    This magnificent California style 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 with us in...
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    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    • Balcony
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    Pet friendly
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    Portland, Maine 04106
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Portland, Maine 04101
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
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    Portland, Maine 04102
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Portland, Maine 04109
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Portland
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine 04102
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Portland, Maine 04108
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Portland, Maine 04109
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine 04103
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
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    Portland, Maine 04108
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine 04102
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine 04102
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Portland, Maine 04102
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland, Maine 04101
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Portland, Maine 04102
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Portland, Maine 04101
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine 04102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    Portland, Maine 04106
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 20
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    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Portland, Maine 04103
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Portland, Maine 04108
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Portland, Maine 04102
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Air Conditioning
    • Grill
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    • DVD Player
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    Location Information
    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Portland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Satellite TV
    • Patio
    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Portland, Maine 04101
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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