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Vacation Rentals & Apartments in Portland

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104 apartments

Bay Sunrise Vista Helmet

Portland condo

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$326

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 39 minutes

Price per night from

$520

Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

Peaks Island cottage

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 39 minutes

Price per night from

$517

The perfect refinement of vintage seduction

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$529

Victorian architecture dipped in refined modernity

Portland apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$500

Ultra cool new modern flat

Portland apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$236

Stunning - modern 2 bedroom Victorian mansion pad

Portland apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$236

Great rentals within 20 miles that match your search

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

$171

Summer Rental - Marguerite- Biddeford Pool ME

Biddeford Pool cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$343

Waterfront villa, Coastal Southern Maine

Scarborough house

4 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$1,141

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

Saco house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$897

Great Family Beach House OOB

Old Orchard Beach house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$303

Private cottage 3 blocks to beach

Old Orchard Beach cottage

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$262

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

Old Orchard Beach apartment

3 bedrooms / 1 bathroom / sleeps 10

Responds fast! avg. 3 hours 30 minutes

Price per night from

$408

Pine Point Beach Studio condo

Scarborough condo

1 bedroom / 1 bathroom / sleeps 2

“Cute,very clean rental which is really close to the beach.” Location to the beach is great. Close to small convenience store. Also within walking distance is a restaurant, The Garage ,which has a variety of good quality meals. Owners of the rental were very accommodating and helpful. Everyone was very friendly and the weather co-operated which made for a very nice vacation.

Price per night from

$126

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

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 22 minutes

Price per night from

$262

Kellie Ann's Breakwater, Oceanfront living

Saco house

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$458

Very Private Oceanfront ** KENEBUNKPORT AREA**

Biddeford guest house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$743

Great Location! 5 min Walk to Beach/Pier-Quaint Cottage Sleeps 6; 12 w/back unit

Old Orchard Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$309

Great Location! 5 min Walk to Beach/Pier-Quaint Cottage Sleeps 6;12 w/front unit

Old Orchard Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$308

Summer Vacation Rental Old Orchard Beach

Old Orchard Beach house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 38 minutes

Price per night from

$294

Steps away from the beach

Ocean Park house

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 12 minutes

Price per night from

$280

Ocean Views - 3rd from Water - Cable/wifi Internet & A/C

West Scarborough house

2 bedrooms / 1 bathroom / sleeps 8

Price per night from

$315

3 BR Ocean Ave Cottage Just Steps from the Beach

Old Orchard Beach house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 55 minutes

Price per night from

$338

BEACH RENTAL WITH 3 BEDROOMS,A/C & FREE BEACHFRONT PARKING

Old Orchard Beach apartment

3 bedrooms / 1 bathroom / sleeps 10

Responds fast! avg. 3 hours 30 minutes

Price per night from

$408

The Bliss St Beach House in Pine Point, Maine

Scarborough house

6 bedrooms / 3 bathrooms / sleeps 19

Price per night from

$2,123

Cute Vintage Cottage, 5 min Walk to Beach (1/4 Mile), 15 min to Pier, Sleeps 4-6

Old Orchard Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$237

Spectacular BEACHFRONT

Old Orchard Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$491

ADA Compliant - Sand Castle Suite 1 Atlantic Ocean Suites

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 48 minutes

Price per night from

$468

Sand Piper Suite 9 - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 48 minutes

Price per night from

$479

Sand Piper Suite 3 - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 48 minutes

Price per night from

$456

Sand Dune Suite 11 (1 Bedroom) - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 48 minutes

Price per night from

$445

Sand Dune Suite 13 (1 Bedroom) - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 48 minutes

Price per night from

$456

Sand Dune Suite 14 (1 Bedroom) - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 48 minutes

Price per night from

$456

Sand Castle Suite 7 - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 48 minutes

Price per night from

$491

Sand Dune Suite 12 (1 Bedroom) - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 48 minutes

Price per night from

$445

Sand Piper Suite 6 - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 48 minutes

Price per night from

$445

Sand Dollar Suite 5 - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 48 minutes

Price per night from

$445

Viewing 38 of 104
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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