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Price: high to low
Number of reviews
237 apartments
Responds fast! avg. 1 hour 37 minutes
Price per night from
$229
“Enjoyed East End!” We and our friends celebrated both our 29th anniversaries the first weekend in Nov. the East End-er was a great choice... We sincerely recommend this option over any hotel...its more like staying at a good friend's home, with everything there you need, that makes it a home. You'll enjoy the great open kitchen and the "home" attached... we enjoyed making meals, drinks, conversation and laughs here, something you'd never do comfortably in a hotel...and even with so many great eateries nearby, we could have tried... Its on the hill, with views west to the Back Cove and east to the Port. and complete view south to downtown and the sun that keeps things cheery and bright. Easy .7 mile walk down Congress to India to Middle to the Old Port shopping/restaurant area. Close access to Franklin St. to pop down to Trader Joe's for great groceries and deals on wine :-) and easy on/off I-295 for day trips to Freeport. Portland area has so much to do, anytime of year, and this is the perfect home to really make your visit in! R&L;
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$413
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$176
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$287
Polished, modern condo w/ balcony - walk to Eastern Promenade & Casco Bay!
Portland house
2 bedrooms / 1 bathroom / sleeps 4
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$181
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$264
WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.
Portland house
4 bedrooms / 2 bathrooms / sleeps 9
Responds fast! avg. 2 hours 57 minutes
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$660
Responds fast! avg. 1 hour 37 minutes
Price per night from
$202
Sleek condo w/ private patio - less than two blocks from the beach/park
Portland condo
2 bedrooms / 1 bathroom / sleeps 6
Price per night from
$205
Responds fast! avg. 1 hour 37 minutes
Price per night from
$179
Charming Downtown 1BR w/ Parking, Short Walk to Old Port
Portland apartment
1 bedroom / 1 bathroom / sleeps 4
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$230
Responds fast! avg. 1 hour 37 minutes
Price per night from
$157
Elegant condo w/ gas fireplace - walk to Portland's best restaurants & Old Port!
Portland condo
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$162
Beautiful three-condo building w/ water views - walk to beach & Old Port!
Portland condo
6 bedrooms / 3 bathrooms / sleeps 14
Price per night from
$463
East End 3BR, Portland, - Great neighborhood - 2 blocks from ocean yet near town
Portland apartment
3 bedrooms / 1 bathroom / sleeps 9
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$407
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$203
Responds fast! avg. 1 hour 37 minutes
Price per night from
$136
Sleek condo w/ unbelievable water views - newly renovated, walk to bay!
Portland house
2 bedrooms / 1 bathroom / sleeps 4
Price per night from
$178
Classic, cozy family cottage with modern amenities and ocean view from porch
Peaks Island cottage
5 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 2 hours 28 minutes
Price per night from
$459
Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
Peaks Island cottage
4 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 2 hours 28 minutes
Price per night from
$459
Beautiful combo home located in downtown Portland - close to the beach!
Portland house
2 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$227
Great rentals within 20 miles that match your search
Price per night from
$407
New - 100 yards to beach - up to $300 off rental
Old Orchard Beach apartment
2 bedrooms / 1 bathroom / sleeps 5
Responds fast! avg. 2 hours 52 minutes
Price per night from
$171
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$213
Responds fast! avg. 2 hours 7 minutes
Price per night from
$286
Historic Captain York House: 7 Bed, 6.5 Bath
Bailey Island house
7 bedrooms / 6 bathrooms / sleeps 14
Price per night from
$567
Sand Piper Suite 9 - ATLANTIC OCEAN SUITES
Old Orchard Beach condo
2 bedrooms / 1 bathroom / sleeps 6
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$228
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$482
GRISLEY: 2 Foote Street, Unit #8, Old Orchard Beach.
Old Orchard Beach condo
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$213
Relaxing Private Hillsbeach ...steps to bech
Biddeford Pool house
3 bedrooms / 1 bathroom / sleeps 4
Responds fast! avg. 28 minutes
Price per night from
$229
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$1,031
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$149
Portland Area Cottage w/OCEAN VIEWS ~ pet friendly
Falmouth house
3 bedrooms / 1 bathroom / sleeps 6
Responds fast! avg. 3 hours 57 minutes
Price per night from
$567
NEW LISTING: Stunningly Renovated Beach House with OCEAN VIEWS-150 yds to beach
South Portland house
4 bedrooms / 3 bathrooms / sleeps 13
Responds fast! avg. 3 hours 57 minutes
Price per night from
$1,254
Price per night from
$171
Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ
Falmouth house
4 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$554
Responds fast! avg. 3 hours 22 minutes
Price per night from
$279
Viewing 38 of 237
rentals in Portland
About Portland
Portland is a quaint New England city located on the southern edge of the Casco Bay inlet, which runs from Cape Small to Cape Elizabeth. The Portland area is steeped in American history, as Casco Bay has been home to European settlers since 1623.
Today, Portland is the largest city in Maine, with a pronounced maritime feel befitting of its long and colorful past. Visit the city's central core as well as the busy waterfront and the quaint Old Port district, lined with narrow cobblestone streets and charming pubs and restaurants.
Other popular attractions and activities include:
- Eastern and Western Promenades: Enjoy spectacular views of Casco Bay and take in the splendor of the city's oldest and finest neighborhoods.
- Victoria Mansion: Considered one of the most sublime surviving examples of pre-Civil War-era residential architecture in America, this stately manor is a must-see.
- Go fishing: Portland offers many angling opportunities, for both deep-sea and freshwater fishing enthusiasts.
- Take a hike: Some of New England's most spectacular scenery lies just outside Portland, making for excellent hiking and camping.
- Portland Head Light and Museum: Open year-round, with free access to the grounds, the Portland Head Light and Museum is considered one of the most scenic lighthouses in the United States.
While the city is home to a complete range of major hotel chains as well as independently owned establishments and bed-and-breakfasts, the advantages of staying in condo or apartment style vacation rental should not be overlooked. These accommodations offer more privacy and more room, and include amenities like fully equipped kitchens and comfortable living rooms that make them feel like home.
The city is alive with activity during the warm-weather months, particularly in late spring and summer. If you visit Portland during the autumn, you'll be treated to some of the most brilliant displays of fall foliage anywhere in the world.
Nearby Cape Elizabeth makes a perfect day trip if you want to enjoy some beaches or see some of the region's other lighthouses. Old Orchard Beach is a resort town worth a visit if you're in the area during the summer, and to the north of the city, you'll find scenic Mackworth Island if you're in the mood for the outdoors.
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