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Portland Vacation Rentals

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    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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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 17 Quick View
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    Sunny Historical West End 2BR1 / 16
    (18)Very good
    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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    Lovely Getaway In Portland1 / 8
    (5)Very good
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine 04103
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Lovely, Comfortable West End Apt1 / 6
    (4)Excellent
    Portland
    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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    Historic Downtown,  2 Bedroom Private Flat, w/Parking1 / 23
    (3)Excellent
    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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    Cozy Island Hideaway1 / 11
    (3)Very good
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Central Heating
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    Pet friendly
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    Portland, Maine 04108
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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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 2 weeks 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 4 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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    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
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    • Private Yard
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    Pet friendly
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    Smoking allowed
    Reviewed 2 weeks 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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    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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    Pet friendly
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    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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    Portland, Maine 04102
    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
    • Air Conditioning
    • 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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    Portland, Maine 04102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    • Central Heating
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    • Grill
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Portland, Maine 04109
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sophisticated Downtown Condo - Inquire For Special July Offer!1 / 22
    (17)Excellent
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Location Information
    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beautifully renovated upscale rental1 / 24
    (8)Very good
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Breathtaking Ocean Views | Victorian Terrace on the Prom | Ft. Allen Ste.1 / 24
    (5)Excellent
    Portland
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Vintage/Modern Urban Cottage in Portland, Maine1 / 24
    (13)Excellent
    Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Location Information
    Portland, Maine 04101
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    New Peaks Cottage: Modern amenities, island charm, steps to shore1 / 13
    (1)Excellent
    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Portland, Maine 04108
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Welcome To The 'Skybox'!!1 / 19
    (4)Very good
    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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    Luxury Old Port Penthouse Suite w/Stunning Harbor Views. Parking. Safe + Secure.1 / 20
    (33)Excellent
    Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    30% OFF LIMITED TIME ONLY Private Waterfront Lodge On Historic Island1 / 24
    (2)Excellent
    Portland
    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, 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, 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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    30% OFF LIMITED TIME ONLY Waterfront Private Lodge On Private Island1 / 24
    (1)Excellent
    Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Portland, Maine 04106
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Chic One Bedroom Apartment In Portland's Arts District1 / 24
    (48)Excellent
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Elegantly Lofted Former Church1 / 11
    (5)Excellent
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Portland, Maine 04102 2303
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Portland
    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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    Your Spring and Summer Getaway - Close to Downtown Portland!1 / 16
    (17)Excellent
    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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    Beautiful, Modern Loft Close to Ocean and Old Port1 / 22
    (11)Excellent
    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    The Woodbury Cottage: An Oceanfront Maine Island Escape1 / 24
    (8)Excellent
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Portland, Maine 04109
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Casco Bay-Eastern Prom,Ocean Views1 / 24
    (29)Excellent
    Portland
    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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    August Special: Comfortable Home In Quiet Neighborhood, near old port & the sea1 / 17
    (12)Excellent
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine 04103
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    NEW: Perfect Location in the Old Port w/ Beautiful Views & Access to Everything1 / 24
    (16)Very good
    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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    Stunning Victorian Townhouse in the heart of Portland's West End1 / 21
    (19)Very good
    Portland
    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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    Modern, Bright, Eclectic1 / 24
    (11)Excellent
    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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    Spacious, Hip Apartment in Portland's Coolest Neighborhood1 / 18
    (20)Excellent
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Custom Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure1 / 22
    (31)Excellent
    Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Exceptional East End Hill Top 3 Bedroom1 / 16
    (4)Excellent
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Portland, Maine 04101
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Wonderfully Located One Bedroom Executive Condo, Walk Everywhere!1 / 7
    (24)Very good
    Portland
    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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    Peas & Quiet: a happy quiet place to spend a week or more1 / 13
    (2)Excellent
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Portland, Maine 04108
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Portland, Maine 04102
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    Breathtaking Ocean Views | Victorian Terrace on the Prom | Casco Bay Ste.1 / 22
    (6)Excellent
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine 04102
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Summer Vacation! Great Location!1 / 15
    (2)Very good
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine 04101
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    Modern, Airy apartment in Portland's Desirable Munjoy Hill1 / 23
    (8)Excellent
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Portland, Maine 04101
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine 04101
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    Portland, Maine 04102
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    Elegant, Sunny, 2 Bedroom Townhouse Apartment1 / 24
    (26)Excellent
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine 04101
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    3 BR - most desirable neighborhood in Portland -walk to ocean, Old Port, & Parks1 / 23
    (8)Excellent
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Rare, Single-Family Home In Desirable Munjoy Hill Neighborhood Near To Ocean1 / 24
    (11)Excellent
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine 04101
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Portland, Maine 04103
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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