Vacation Rentals & Apartments in Portland

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68 apartments

Bay Sunrise Vista Helmet

Portland condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$327

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 10 minutes

Price per night from

$573

Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

Peaks Island cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 10 minutes

Price per night from

$573

The perfect refinement of vintage seduction

Portland apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 53 minutes

Price per night from

$619

Victorian architecture dipped in refined modernity

Portland apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 53 minutes

Price per night from

$550

Ultra cool new modern flat

Portland apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 53 minutes

Price per night from

$235

The Fredric 3 Bedroom Apartment With Outside And Free Parking

Portland apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$476

Stunning - modern 2 bedroom Victorian mansion pad

Portland apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 53 minutes

Price per night from

$235

Great rentals within 20 miles that match your search

Beachfront Condo with Great Views

Old Orchard Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$252

Classic Maine Beach Cottage, private beach access

Falmouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$344

Summer Vacation Rental Old Orchard Beach

Old Orchard Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$360

"DISCOUNTED PRICE FOR ANY WEEK IN JUNE" Townhouse in Ocean Park Meadows, OOB

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$291

Great Location! Best Prices! 5th house to Beach

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$172

Palace / MerVeille

Biddeford cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$189

LARGE 3 BEDROOM W/AIR COND. & FREE BEACH PARKING

Old Orchard Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

Responds fast! avg. 2 hours 41 minutes

Price per night from

$409

Ocean Front Cottage, Harpswell, ME

Harpswell cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$253

Camp Forever

Harpswell studio

  • Studio
  • 1 bathroom
  • sleeps 3

Price per night from

$315

Beautiful, sunny Hills Beach cottage

Biddeford house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$253

Beautiful Cottage on Crystal Lake

Gray house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$229

Condo on Grand Beach(OOB)-Steps to Beach, Pool

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$295

Kellie Ann's Breakwater, Oceanfront living

Saco house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$458

Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$686

Single Family Home minutes from the beach

Old Orchard Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Pleasant stay at Old Orchard Beach” Great place to stay with kids, nice yard and deck. I like that it's away from the noise and congestion but still has nearby restaurants to walk to . Had a very pleasant stay.

Price per night from

$161

Summer Rental - Marguerite- Biddeford Pool ME

Biddeford Pool cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$492

Great Location - Waterview Apartment

Old Orchard Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

“Five Stars Plus” An excellent weeks stay in Old Orchard Beach. Our rental stay was great. Clean and comfortable for our group of 7. Close to beach and quiet, yet close enough to enjoy the downtown action.

Price per night from

$206

Waterfront villa, Coastal Southern Maine

Scarborough house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$1,145

Updated BEACH HOUSE at Island View Ave in Saco. Mike Wiley

Saco house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 56 minutes

Price per night from

$982

Private cottage 3 blocks to beach

Old Orchard Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$263

Perfect Location & Best Prices! 5th house to beach

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$189

Highland House

Westbrook house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 23

Price per night from

$1,718

Fox Crossing - Riverside, walk to restaurants, breweries

Westbrook house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 20

Price per night from

$1,718

Ocean view condo in heart of OOB

Old Orchard Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$115

Ocean View Condo steps to the Beach

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$148

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$916

Lake View Lodge

Windham condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$492

Lake View Lodge Unit #2 Can be rented w/ Unit # 1

Windham condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$279

Walk to The Pier, steps to Cascade Plaza, Super-Host

Old Orchard Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 9 minutes

Price per night from

$138

Price per night from

$745

Viewing 38 of 68
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.

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