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Vacation Rentals & Apartments in Portland

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88 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 23 minutes

Price per night from

$516

Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

Peaks Island cottage

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 23 minutes

Price per night from

$516

The perfect refinement of vintage seduction

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$596

Victorian architecture dipped in refined modernity

Portland apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$498

Ultra cool new modern flat

Portland apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$235

Stunning - modern 2 bedroom Victorian mansion pad

Portland apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$235

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

$172

Summer Rental - Marguerite- Biddeford Pool ME

Biddeford Pool cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$393

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

$164

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

Price per night from

$982

Great Family Beach House OOB

Old Orchard Beach house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 19 minutes

Price per night from

$304

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

$156

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 56 minutes

Price per night from

$409

Ocean Front Cottage, Harpswell, ME

Harpswell cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$253

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

$263

Kellie Ann's Breakwater, Oceanfront living

Saco house

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$344

Beachfront Condo with Great Views

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 53 minutes

Price per night from

$241

Classic Maine Beach Cottage, private beach access

Falmouth cottage

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$344

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

$310

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. 3 hours 58 minutes

Price per night from

$295

"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

Steps away from the beach

Ocean Park house

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 12 minutes

Price per night from

$281

New House, Walk to the Pier, Super-Host

Old Orchard Beach house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$178

Beautiful Seaside Island Home

Long Island house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$344

3 BR Ocean Ave Cottage Just Steps from the Beach

Old Orchard Beach house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 26 minutes

Price per night from

$304

Centerview, deep water, tie up your boat to the dock, fish, swim or just relax

Harpswell house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 53 minutes

Price per night from

$400

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

Old Orchard Beach apartment

3 bedrooms / 1 bathroom / sleeps 10

Responds fast! avg. 2 hours 56 minutes

Price per night from

$409

The Bliss St Beach House in Pine Point, Maine

Scarborough house

6 bedrooms / 3 bathrooms / sleeps 19

Price per night from

$2,127

The Coast of Maine House - 1856 ships captains mansion

Saco house

11 bedrooms / 5 bathrooms / sleeps 28

Price per night from

$1,603

Price per night from

$745

Ocean view condo in heart of OOB

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 53 minutes

Price per night from

$138

Viewing 38 of 88
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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