Vacation Rentals & Apartments in Portland

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Bay Sunrise Vista Helmet

Portland condo

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$332

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

$524

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

$524

The perfect refinement of vintage seduction

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$605

Victorian architecture dipped in refined modernity

Portland apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$506

Ultra cool new modern flat

Portland apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$239

The Fredric 3 Bedroom Apartment With Outside And Free Parking

Portland apartment

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$483

Stunning - modern 2 bedroom Victorian mansion pad

Portland apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$239

Great rentals within 20 miles that match your search

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

Old Orchard Beach apartment

3 bedrooms / 1 bathroom / sleeps 10

Responds fast! avg. 2 hours 59 minutes

Price per night from

$416

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 59 minutes

Price per night from

$416

The Bliss St Beach House in Pine Point, Maine

Scarborough house

6 bedrooms / 3 bathrooms / sleeps 19

Price per night from

$2,326

The Coast of Maine House - 1856 ships captains mansion

Saco house

11 bedrooms / 4 bathrooms / sleeps 28

Price per night from

$1,512

Beautiful Seaside Island Home

Long Island house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$349

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 31 minutes

Price per night from

$250

The Point, Where the Land Meets the Sea

Harpswell house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$931

Ocean view condo in heart of OOB

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 13 minutes

Price per night from

$152

Ocean View Condo steps to the Beach

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 13 minutes

Price per night from

$146

Price per night from

$756

Lake View Lodge

Windham condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$499

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

Windham condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$283

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

Old Orchard Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$291

Luxury Coastal Home w2 Living Rooms, Pool, Rooftop

Falmouth house

6 bedrooms / 4 bathrooms / sleeps 13

Price per night from

$1,163

A Commanding View of Old Orchard Beach

Old Orchard Beach house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$838

Perfect Location & Best Prices! 5th house to beach

Old Orchard Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$192

Great Location! Best Prices! 5th house to Beach

Old Orchard Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$175

Palace / MerVeille

Biddeford cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$192

Cozy 3 BR Cottage On Hills Beach - Available from July 17 to July 24.

Biddeford Pool cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$416

Excellent location 10 minutes from Portland

Falmouth house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$345

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. 35 minutes

Price per night from

$406

Grace Cottage

Long Island house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$419

Nature with in-town living that feels a world away

Westbrook house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$535

The Beach is Calling!

Old Orchard Beach house

4 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$494

Fox Crossing - Riverside, walk to restaurants, breweries

Westbrook house

5 bedrooms / 4 bathrooms / sleeps 20

Price per night from

$1,744

Highland House

Westbrook house

7 bedrooms / 3 bathrooms / sleeps 23

Price per night from

$1,744

Tentrr Signature Site - An Island view at Kiwanis Beach - Coleman Cooking Site

Limington tented camp

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 42 minutes

Price per night from

$157

Tentrr State Park Site - Maine Bradbury State Park - Site 1 - Single Camp

Pownal tented camp

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 42 minutes

Price per night from

$115

Tentrr Signature Site - Two Eagles Campsite

Gray tented camp

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 42 minutes

Price per night from

$111

Tentrr State Park Site - Maine Bradbury State Park - Site 2 - Single Camp

Pownal tented camp

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 42 minutes

Price per night from

$115

Viewing 38 of 76
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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