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Vacation Rentals & Apartments in Portland

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237 apartments

Old Port Style & Luxury

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 37 minutes

Price per night from

$229

Portland, Maine - East End Rental

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 6

“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;

Price per night from

$413

Quanit 1 bedroom on Portland's Munjoy HIll

Portland apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$176

Also Close to Everything

Portland apartment

5 bedrooms / 1 bathroom / sleeps 10

Price per night from

$287

Polished, modern condo w/ balcony - walk to Eastern Promenade & Casco Bay!

Portland house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$181

Portland, ME - East End Garden Suite

Portland apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$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

Price per night from

$660

Downtown Old Port Luxury

Portland apartment

3 bedrooms / 6 bathrooms / sleeps 9

Responds fast! avg. 1 hour 37 minutes

Price per night from

$202

Bay Sunrise Vista Helmet

Portland condo

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$327

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

Downtown Old Port Luxury Penthouse

Portland condo

2 bedrooms / 1 bathroom / sleeps 6

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

Price per night from

$230

Downtown Old Port Luxury Loft

Portland condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 37 minutes

Price per night from

$157

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

Price per night from

$407

Comfort | Location | Charm

Portland house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$203

Old Port Class, Style & Luxury.

Portland condo

2 bedrooms / 1 bathroom / sleeps 6

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

Children and Pet Friendly

Old Orchard Beach house

4 bedrooms / 2 bathrooms / sleeps 8

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

CHUCK - YOUR PET IS WELCOME HERE

Old Orchard Beach house

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$213

Relaxing Maine Likeside Cottage Vacation

Windham cottage

3 bedrooms / 2 bathrooms / sleeps 6

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

Price per night from

$228

Oceanfront Cottage in Freeport

Freeport house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$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

Awesome Ocean Views

Old Orchard Beach house

6 bedrooms / 3 bathrooms / sleeps 23

Price per night from

$1,031

Furnished Two-Bedroom Apartment

Yarmouth house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$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

Beautiful Cottage on Crystal Lake

Gray house

3 bedrooms / 1 bathroom / sleeps 7

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

OLD ORCHARD PRIVATE HOME

Old Orchard Beach house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 22 minutes

Price per night from

$279

Viewing 38 of 237
rentals in Portland

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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.

Top Destination reviews

Portland, Maine - East End Rental
Great spot! Perfect size!

I had a guys weekend with 5 of my friends and this place was perfect. Gregory and Coralee were extremely accommodating and easy to get in touch with. … see more

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