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Portland Vacation Rentals

Find 1,086 available home rentals from 9 partners
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Top 15 Recommended vacation rentals in Portland

Find your perfect vacation rental in Portland from just $148 per night!

House Portland
House ∙ 12 guests ∙ 4 bedrooms

House

Portland, Cumberland County, Maine, United States
from $1,055
per night
Outstanding(30 ratings)
from $1,055
per night
View deal
Apartment Portland
Apartment ∙ 8 guests ∙ 3 bedrooms

112 m² Apartment

Portland, Cumberland County, Maine, United States
from $241
per night
Outstanding(133 ratings)
from $241
per night
View deal
House Portland
House ∙ 14 guests ∙ 6 bedrooms

325 m² House

Portland, Cumberland County, Maine, United States
from $1,069
per night
Outstanding(72 ratings)
from $1,069
per night
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Cabin Portland
Cabin ∙ 8 guests ∙ 4 bedrooms

Cabin

Portland, Cumberland County, Maine, United States
from $800
per night
Outstanding(39 ratings)
from $800
per night
View deal
House Portland
House ∙ 8 guests ∙ 2 bedrooms

House

Portland, Cumberland County, Maine, United States
from $762
per night
Very good(25 ratings)
from $762
per night
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House Portland
House ∙ 8 guests ∙ 3 bedrooms

House

Portland, Cumberland County, Maine, United States
from $367
per night
Excellent(59 ratings)
from $367
per night
View deal
House Portland
House ∙ 7 guests ∙ 4 bedrooms

House

Portland, Cumberland County, Maine, United States
from $295
per night
Outstanding(4 ratings)
from $295
per night
View deal
House Portland
House ∙ 7 guests ∙ 3 bedrooms

House

Portland, Cumberland County, Maine, United States
from $560
per night
Outstanding(29 ratings)
from $560
per night
View deal
Apartment Portland
Apartment ∙ 8 guests ∙ 4 bedrooms

200 m² Apartment

Portland, Cumberland County, Maine, United States
from $1,174
per night
Outstanding(44 ratings)
from $1,174
per night
View deal
Cabin Portland
Cabin ∙ 6 guests ∙ 3 bedrooms

149 m² Cabin

Portland, Cumberland County, Maine, United States
from $332
per night
Outstanding(107 ratings)
from $332
per night
View deal
House Portland
House ∙ 7 guests ∙ 3 bedrooms

149 m² House

Portland, Cumberland County, Maine, United States
from $528
per night
Outstanding(45 ratings)
from $528
per night
View deal
House Portland
House ∙ 12 guests ∙ 4 bedrooms

186 m² House

Portland, Cumberland County, Maine, United States
from $821
per night
Outstanding(43 ratings)
from $821
per night
View deal
Apartment Portland
Apartment ∙ 8 guests ∙ 3 bedrooms

112 m² Apartment

Portland, Cumberland County, Maine, United States
from $278
per night
Outstanding(148 ratings)
from $278
per night
View deal
House Portland
House ∙ 8 guests ∙ 3 bedrooms

139 m² House

Portland, Cumberland County, Maine, United States
from $1,007
per night
Outstanding(41 ratings)
from $1,007
per night
View deal
House Portland
House ∙ 6 guests ∙ 2 bedrooms

102 m² House

Portland, Cumberland County, Maine, United States
from $466
per night
Outstanding(116 ratings)
from $466
per night
View deal

Vacation rentals and apartments with air conditioning

Cabin  Portland
from $740 per night
Cabin ∙ 8 guests ∙ 3 bedrooms

149 m² Cabin

4.9
Outstanding(36 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
View deal
Apartment  Portland
from $494 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment

4.9
Outstanding(37 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
View deal
Apartment  Portland
from $480 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

1300 m² Apartment

4.6
Excellent(26 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
View deal
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Apartments with a balcony or patio

Cabin  Portland
from $803 per night
Cabin ∙ 8 guests ∙ 4 bedrooms

232 m² Cabin

5.0
Outstanding(44 ratings)
Portland, Cumberland County, Maine, United States
Balcony/Patio
View deal
Cabin  Portland
from $693 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Cabin

5.0
Outstanding(37 ratings)
Portland, Cumberland County, Maine, United States
Balcony/Patio
View deal
Cabin  Portland
from $909 per night
Cabin ∙ 12 guests ∙ 3 bedrooms

130 m² Cabin

4.8
Outstanding(35 ratings)
Portland, Cumberland County, Maine, United States
Balcony/Patio
View deal
See all offers

Vacation homes and cottages with a garden

Cabin  Portland
from $620 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Cabin

5.0
Outstanding(26 ratings)
Portland, Cumberland County, Maine, United States
Yard
View deal
House  Portland
from $719 per night
House ∙ 8 guests ∙ 3 bedrooms

House

5.0
Outstanding(3 ratings)
Portland, Cumberland County, Maine, United States
Yard
View deal
House  Portland
from $572 per night
House ∙ 12 guests ∙ 3 bedrooms

168 m² House

5.0
Outstanding(4 ratings)
Portland, Cumberland County, Maine, United States
Yard
View deal
See all offers

Budget-friendly Rentals in Portland

Find Fantastic yet Inexpensive Rentals

Apartment Portland
from $536 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Apartment

4.6
Excellent(4 ratings)
Portland, Cumberland County, Maine, United States
View deal
Apartment Portland
from $381 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment

4.8
Outstanding(100 ratings)
Portland, Cumberland County, Maine, United States
View deal
Apartment Portland
from $314 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

1350 m² Apartment

Portland, Cumberland County, Maine, United States
View deal

Top-Rated Offers and Accommodations in Portland

Book Vacation Rentals with the Highest User Rating

Apartment Portland
from $278 per night
Apartment ∙ 3 guests ∙ 1 bedroom

51 m² Apartment

4.9
Outstanding(135 ratings)
Portland, Cumberland County, Maine, United States
View deal
Condo Portland
from $448 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo

4.7
Excellent(86 ratings)
Portland, Cumberland County, Maine, United States
View deal
Apartment Portland
from $341 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment

4.9
Outstanding(42 ratings)
Portland, Cumberland County, Maine, United States
View deal

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Find your dream stay

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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Portland

  • Pet-friendly (461)
  • Pool (293)
  • WiFi (1,045)
  • Kitchen (462)
  • Air conditioning (1,000)
  • TV (950)
  • Washing machine (480)
  • Parking (127)
  • Balcony/patio (319)
  • Dishwasher (259)
  • No smoking (1,047)
  • Fireplace (360)

Finding a vacation home with a pool shouldn't be too difficult in Portland. More than a quarter of the rentals provide one. In addition, more Apartment rental have pools than any other type of property. They are a great choice if you go in a group of 9, as that is the number of people they can accommodate on average. Among these accommodations, 58 of them are within 2 kilometres of water.

Discover Maine's finest from your Portland vacation home

Portland's historic sites, stunning Atlantic scenery, and exciting dining scene make it a great East Coast vacation destination. Choose a bright condo in downtown, or a family home in a quiet neighborhood as your base for exploring this classic American city.

What are the best places to discover the arts and culture of Portland?

Old Portland

Portland's Old Port is a lively historic district-cum-tourist strip. A multitude of shops, bars, and restaurants line the winding alleys amid cobblestone streets and historic architecture. Best explored on foot, this part of town is great for a sunny day.

The best views in the city can be captured from the Portland Observatory. The tower has a fascinating history, dating back to 1807. Guided tours are available daily and a sunset photo tour is available during summer months.

Where are the unique attractions in Portland?

Portland's great outdoors

The Fort Williams Park makes an outstanding day trip. You can enjoy hours of hiking trails including a cliffside loop, arboretum, and a rocky beach, all in one park. The adjacent Portland Head Light lighthouse is one of the most photographed in the nation, and the oldest in Maine.

For some of Maine's best scenery, a ferry tour of the Casco Bay Islands is perfect. Photographers can capture lighthouses, civil war forts, and lovely coastal scenes, as well as seals, eagles, and the occasional whales. Most ferries allow you to bring a picnic lunch and alcoholic drinks.

Information about vacation rentals in Portland

🏡 Vacation rentals available 1,086 rentals
🌙 Nightly prices starting at $148
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 457 homes
🏊 Vacation rentals with pools 293 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Portland?

We found 1,086 vacation homes in Portland available for your next trip.

What are the most popular vacation home amenities in Portland?

Many travellers are searching for Pets allowed, Pool, and Internet when booking a vacation home in Portland.

Are there pet-friendly vacation rentals in Portland?

If you're travelling with a dog, over 42% of vacation rentals in Portland are pet-friendly.

What's the best month to book a vacation rental in Portland?

The warmest time of year in Portland is July and August, with the nightly price of a vacation home starting at $148.

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