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Vacation rentals in Portland

Find 1,279 available vacation homes from 12 partners
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Top 15 Recommended vacation rentals in Portland

Find your perfect vacation rental in Portland from just $140 per night!

House Portland
House ∙ 8 guests ∙ 3 bedrooms

Family-friendly nice house with yard & barbeque | Dogs allowed

Portland, Cumberland County, Maine, United States
from $766
per night
Outstanding(41 ratings)
from $766
per night
View deal
Apartment Portland
Apartment ∙ 6 guests ∙ 2 bedrooms

Family-friendly pleasant rental apartment | City view | Pets allowed

Portland, Cumberland County, Maine, United States
from $326
per night
Outstanding(38 ratings)
from $326
per night
View deal
House Portland
House ∙ 12 guests ∙ 3 bedrooms

Vacation home with patio, barbeque & yard

Portland, Cumberland County, Maine, United States
from $502
per night
Very good(5 ratings)
from $502
per night
View deal
House Portland
House ∙ 8 guests ∙ 3 bedrooms

Family-friendly nice vacation home with yard & barbeque | Good for workation | Dogs allowed

Portland, Cumberland County, Maine, United States
from $278
per night
Outstanding(1 rating)
from $278
per night
View deal
House Portland
House ∙ 7 guests ∙ 4 bedrooms

House with patio & barbecue | Good for workation

Portland, Cumberland County, Maine, United States
from $286
per night
Outstanding(4 ratings)
from $286
per night
View deal
Condo Portland
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with grill | City view

Portland, Cumberland County, Maine, United States
from $828
per night
Outstanding(18 ratings)
from $828
per night
View deal
Cabin Portland
Cabin ∙ 6 guests ∙ 3 bedrooms

Pleasant cottage with barbecue, garden & patio | Nature view

Portland, Cumberland County, Maine, United States
from $226
per night
Outstanding(107 ratings)
from $226
per night
View deal
House Portland
House ∙ 12 guests ∙ 4 bedrooms

House with BBQ & terrace | Perfect for remote work

Portland, Cumberland County, Maine, United States
from $858
per night
Outstanding(30 ratings)
from $858
per night
View deal
Apartment Portland
Apartment ∙ 4 guests ∙ 2 bedrooms

Family-friendly pleasant holiday apartment | City view | Pets allowed

Portland, Cumberland County, Maine, United States
from $261
per night
Outstanding(89 ratings)
from $261
per night
View deal
House Portland
House ∙ 6 guests ∙ 2 bedrooms

House with garden & grill | City view

Portland, Cumberland County, Maine, United States
from $353
per night
Outstanding(118 ratings)
from $353
per night
View deal
Apartment Portland
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment with garden | City view

Portland, Cumberland County, Maine, United States
from $322
per night
Good(41 ratings)
from $322
per night
View deal
House Portland
House ∙ 7 guests ∙ 3 bedrooms

Child-friendly house with terrace, barbecue & garden | Nature view

Portland, Cumberland County, Maine, United States
from $369
per night
Outstanding(42 ratings)
from $369
per night
View deal
Condo Portland
Condo ∙ 4 guests ∙ 1 bedroom

Child-friendly charming condo

Portland, Cumberland County, Maine, United States
from $236
per night
Very good(38 ratings)
from $236
per night
View deal
House Portland
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with BBQ, patio & yard

Portland, Cumberland County, Maine, United States
from $812
per night
Outstanding(38 ratings)
from $812
per night
View deal
House Portland
House ∙ 8 guests ∙ 3 bedrooms

Family-friendly vacation home with barbecue & yard | Nature view | Dogs allowed

Portland, Cumberland County, Maine, United States
from $247
per night
Excellent(60 ratings)
from $247
per night
View deal

Vacation rentals and apartments with air conditioning

House  Portland
from $573
per night
House ∙ 10 guests ∙ 4 bedrooms

Children-friendly vacation home with hot tub, grill & garden | City view

4.5
Excellent(2 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
View deal
House  Portland
from $462
per night
House ∙ 4 guests ∙ 3 bedrooms

Family-friendly vacation home with patio, yard & barbeque | Nature view | Pets are welcome

4.9
Outstanding(103 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
View deal
House  Portland
from $376
per night
House ∙ 12 guests ∙ 3 bedrooms

House with garden, barbecue & terrace

5.0
Outstanding(3 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Cabin  Portland
from $743
per night
Cabin ∙ 12 guests ∙ 3 bedrooms

Family-friendly charming cottage with garden, jacuzzi & terrace | City view | Perfect for remote work

4.9
Outstanding(24 ratings)
Portland, Cumberland County, Maine, United States
Balcony/Patio
View deal
Cabin  Portland
from $550
per night
Cabin ∙ 8 guests ∙ 3 bedrooms

Family-friendly cottage with garden, terrace & barbecue | Suitable for remote work | Pets allowed

4.9
Outstanding(36 ratings)
Portland, Cumberland County, Maine, United States
Balcony/Patio
View deal
Cabin  Portland
from $533
per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Cottage with barbecue & terrace | Nature view

5.0
Outstanding(37 ratings)
Portland, Cumberland County, Maine, United States
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

Apartment  Portland
from $297
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Fully equipped rental apartment with garden | Dogs allowed

4.4
Very good(3 ratings)
Portland, Cumberland County, Maine, United States
Balcony
View deal
Cabin  Portland
from $531
per night
Cabin ∙ 7 guests ∙ 4 bedrooms

Child-friendly wonderful cottage with yard

5.0
Outstanding(1 rating)
Portland, Cumberland County, Maine, United States
Balcony
View deal
Apartment  Portland
from $330
per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Apartment with yard | Good for workation

Portland, Cumberland County, Maine, United States
Balcony
View deal
See all offers

Budget-friendly Vacation Rentals in Portland

Find Fantastic yet Inexpensive Offers

Condo Portland
from $310
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo | Nature view

4.7
Excellent(85 ratings)
Portland, Cumberland County, Maine, United States
View deal
House Portland
from $545
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with garden, grill & terrace | Nature view | Suitable for remote work

5.0
Outstanding(43 ratings)
Portland, Cumberland County, Maine, United States
View deal
Condo Portland
from $539
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Child-friendly condo with patio

5.0
Outstanding(233 ratings)
Portland, Cumberland County, Maine, United States
View deal

Top-Rated Rentals and Accommodations in Portland

Book Vacation Rental Offers with the Highest User Rating

Condo Portland
from $277
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Family-oriented condo with garden, barbeque & terrace | Nature view | Pets allowed

4.9
Outstanding(147 ratings)
Portland, Cumberland County, Maine, United States
View deal
Apartment Portland
from $207
per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Child-friendly charming holiday apartment with BBQ, terrace & garden | Close to the beach

4.8
Outstanding(143 ratings)
Portland, Cumberland County, Maine, United States
View deal
Condo Portland
from $373
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with barbeque | City view

4.7
Excellent(56 ratings)
Portland, Cumberland County, Maine, United States
View deal

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Popular Rental Amenities in Portland

  • Pet-friendly (514)
  • WiFi (1,223)
  • Pool (296)
  • Kitchen (640)
  • TV (1,106)
  • Air conditioning (1,144)
  • Parking (128)
  • Washing machine (604)
  • Balcony/patio (327)
  • Hot tub (32)
  • No smoking (1,230)
  • Fireplace (399)

Many users spend more time comparing vacation homes offering pools. Nearly a quarter of the rentals have a pool for guests. Also, more hotel room include a pool than cabin. Most of the hotel room with pools in Portland accommodate 9 people and have an average cost of $380 a night. You can also find and book a vacation rental providing a pool near the water, which is the case for more than half of the rentals in this destination.

Discover Maine's Finest From Your Portland Vacation Home

Portland is the biggest city in the state of Maine. It's known for its seaport, hip atmosphere, and vibrant nightlife. Visitors to this trendy port city love what it has to offer, from museums and historic buildings to lively markets and a strong food culture. Best of all, there's a wide variety of accommodation to host you.

By the seaside, stay in spacious well-furnished beach houses, or rent a modern condominium. Inland, there's plenty of fine houses and apartments to suit groups and families. No matter the location, Portland offers many amenities and conveniences to make your stay smooth and enjoyable.



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.



What are the must-see attractions in Portland?

3 Great Tours in Portland, Maine

1. The Maine Brew Bus

Craft beer is a local favorite, so don't forget to book a brewery tour with these folks. Hop in one of the green brew buses for one of many great tour options. You’ll stop at local breweries and distilleries, where you can chat with the brewmasters and sample different ales and lagers.

2. City Walking Tour

Experienced tour guides provide valuable insights on the history and culture of both Portland and Maine, showing you where the most notable sights are, including top dining and shopping areas. Walk along the Old Port, visit historic mansions, or climb up the hill to the Portland Observatory.

3. Lighthouse Tour

Maine is also known for its pretty coastline and lovely lighthouses, six of which are located in Portland. Arrange a lighthouse tour to admire these amazing beacons, including the Portland Head Light and Ram Island Light.



Information about vacation rentals in Portland

🏡 Vacation rentals available 1,279 rentals
💳 Possible discounts up to 15%
🌙 Nightly prices starting at $140
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 510 homes
🏊 Vacation rentals with pools 296 homes

Frequently Asked Questions

What is the typical price per night for a vacation rental in Portland?

The nightly price of accommodations in Portland starts at $140. $559 is the average nightly price for apartment rentals in Portland. House rentals in Portland cost on average $682 per night.

How many vacation rentals are available to book in Portland?

Currently there are 1,279 vacation homes to choose from for your vacation.

What amenities are most popular for vacation homes in Portland?

Travelers search for Internet, Pets allowed, and Pool when booking a vacation rental in Portland.

How many vacation rentals with a pool are in Portland?

There are 296 vacation homes across 12 providers in Portland.

Are pets allowed in vacation homes in Portland?

If traveling with a dog in Portland, 40% of vacation rentals are pet-friendly.

What's the best time to travel to Portland?

The warmest months in Portland are July and August, with temperatures around 79 °F. January and February in Portland are the coldest, with 11 °F on average.

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