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Vacation Rentals & Apartments in Portland

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125 apartments

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Portland apartment

5 bedrooms / 1 bathroom / sleeps 10

Price per night from

$323

WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.

Portland house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 25 minutes

Price per night from

$711

Bay Sunrise Vista Helmet

Portland condo

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$369

Classic, cozy family cottage with modern amenities and ocean view from porch

Peaks Island cottage

5 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 27 minutes

Price per night from

$454

Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

Peaks Island cottage

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 27 minutes

Price per night from

$455

The perfect refinement of vintage seduction

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$528

Victorian architecture dipped in refined modernity

Portland apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$499

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

Furnished Two-Bedroom Apartment

Yarmouth house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$168

Spectacular BEACHFRONT

Old Orchard Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$555

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

$349

Open Ocean Estate w/ path to neighborhood beach

Bailey Island house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,105

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

Windham condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$314

Waterfront villa, Coastal Southern Maine

Scarborough house

4 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$1,293

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

$348

Private Queen Bedroom Bath in Quiet Neighborhood Close to Beach & Interstate 95

Old Orchard Beach private room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$91

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

$268

Ocean Front Cottage, Harpswell, ME

Harpswell cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$277

Private cottage 3 blocks to beach

Old Orchard Beach cottage

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$286

Lake View Lodge

Windham condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$536

Oceanfront Cottage on Middle Bay

Harpswell house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$349

NEW!! Higgins Beach Farmhouse~15 mins to DT Portland, 1 minute to Higgins Beach!

Scarborough house

7 bedrooms / 5 bathrooms / sleeps 28

Responds fast! avg. 2 hours 38 minutes

Price per night from

$2,303

Summer Rental - Marguerite- Biddeford Pool ME

Biddeford Pool cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$350

Kellie Ann's Breakwater, Oceanfront living

Saco house

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$464

Ocean Park Cottage

Ocean Park cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$201

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

South Portland house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 37 minutes

Price per night from

$459

Beautiful Cottage on Crystal Lake

Gray house

3 bedrooms / 1 bathroom / sleeps 7

Price per night from

$172

Magnificent Seaside Castle , English style Estate with private beach.

Cape Elizabeth castle

6 bedrooms / 7 bathrooms / sleeps 12

Price per night from

$566

Steps away from the beach

Ocean Park house

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 13 minutes

Price per night from

$266

Coast of Maine House-1856 Shops Captains Mansion

Saco house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$424

Portland Area Cottage w/OCEAN VIEWS ~ pet friendly

Falmouth house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 47 minutes

Price per night from

$559

Sand Castle Suite 7 - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 44 minutes

Price per night from

$225

Sand Piper Suite 6 - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 44 minutes

Price per night from

$214

Sand Dollar Suite 8 - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 44 minutes

Price per night from

$225

Sand Dune Suite 10 (1 Bedroom) - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 44 minutes

Price per night from

$203

The Bliss St Beach House in Pine Point, Maine

Scarborough house

6 bedrooms / 3 bathrooms / sleeps 19

Price per night from

$1,775

Sand Piper Suite 9 - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 44 minutes

Price per night from

$225

Viewing 38 of 125
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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