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Vacation Rentals & Apartments in Portland

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$10 - $500

Vacation Rentals & Apartments in Portland

About Portland

297 apartments

Quanit 1 bedroom on Portland's Munjoy HIll

Portland apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$153

1 / 16

Old Port Style & Luxury

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 48 minutes

Price per night from

$139

1 / 43

Responds fast! avg. 3 hours 30 minutes

Price per night from

$68

1 / 19

Responds fast! avg. 1 hour 6 minutes

Price per night from

$130

1 / 24

Portland, Maine - East End Rental

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Enjoyed East End!” We and our friends celebrated both our 29th anniversaries the first weekend in Nov. the East End-er was a great choice... We sincerely recommend this option over any hotel...its more like staying at a good friend's home, with every

Responds fast! avg. 3 hours 17 minutes

Price per night from

$347

1 / 11

Also Close to Everything

Portland apartment

5 bedrooms / 1 bathroom / sleeps 10

Price per night from

$250

1 / 24

Polished, modern condo w/ balcony - walk to Eastern Promenade & Casco Bay!

Portland house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 6 minutes

Price per night from

$64

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Close to EVERYTHING!

Portland apartment

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$200

1 / 24

Portland, ME - East End Garden Suite

Portland apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 17 minutes

Price per night from

$229

1 / 6

Remodeled 3BR Munjoy Hill w/ Home Theater, 2 Blocks to Eastern Promenade

Portland house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$108

1 / 25

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

Portland house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 36 minutes

Price per night from

$493

1 / 71

Comfort | Location | Charm

Portland house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$177

1 / 6

Downtown Old Port Luxury

Portland apartment

3 bedrooms / 6 bathrooms / sleeps 8

Responds fast! avg. 3 hours 48 minutes

Price per night from

$147

1 / 36

Sleek condo w/unbelievable water views - newly renovated, walk to the bay!

Portland house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 6 minutes

Price per night from

$102

1 / 24

Great rentals within 20 miles that match your search

Relaxing Private Hillsbeach ...steps to bech

Biddeford Pool house

3 bedrooms / 1 bathroom / sleeps 4

Price per night from

$200

1 / 12

New - 100 yards to beach - up to $300 off rental

Old Orchard Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$149

1 / 9

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 w

Price per night from

$75

1 / 24

Higgins Beach Maine

Scarborough cottage

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$299

1 / 8

Open and Modern 3BR Yarmouth Home, Bikes Provided!

Yarmouth house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 42 minutes

Price per night from

$254

1 / 30

Adorable 2 Bdr Cottage Apartment _ Casino Beach

Cape Elizabeth apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$190

1 / 12

Kellie Ann's Breakwater, Oceanfront living

Saco house

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$356

1 / 20

Beautiful Saco Bay

Saco apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$140

1 / 15

Great Family Beach House OOB

Old Orchard Beach house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$237

1 / 6

Oceanfront Cottage in Freeport

Freeport house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$420

1 / 23

Located In The Heart Of Old Orchard Beach!

Old Orchard Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 15 minutes

Price per night from

$274

1 / 16

2BR / 1B - Willard Beach -- South Portland

South Portland apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 54 minutes

Price per night from

$150

1 / 31

2 bedroom, 1.5 bath townhouse in Ocean Park Meadows, short walk to 7 mile beach

Old Orchard Beach condo

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$249

1 / 24

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

$175

1 / 24

Camp Card Cove

Harpswell house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$463

1 / 156

Panoramic Ocean Views!

Cape Elizabeth house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$399

1 / 19

2 Bedroom Apartment at Moody Beach

Wells apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 10 minutes

Price per night from

$171

1 / 8

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

$165

1 / 21

Multi-Level Cottage

Old Orchard Beach cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 11 minutes

Price per night from

$324

1 / 23

Schooner Landing

Harpswell cottage

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$355

1 / 161

Steps to the Beach and 4 Blocks from OOB Pier!

Old Orchard Beach cottage

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 2 hours 11 minutes

Price per night from

$150

1 / 11

Waterfront Fun Pet Friendly Vacation Rental Camp

Gorham log cabin

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 23 minutes

Price per night from

$150

1 / 23

Old Orchard Beach Vacation House-FRANKEL

Old Orchard Beach house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$186

1 / 20

FOGARTY Pets Okay, WIFI, A/C & Walk to Beach

Old Orchard Beach house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$228

1 / 8
Viewing 38 of 297

About Portland

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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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