Vacation rentals in Portland - HomeToGo base64Hash Vacation rentals in Portland - HomeToGo

Vacation rentals in Portland

Find 1,283 available house rentals from 12 partners
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Top 15 Recommended vacation rentals in Portland

Find your perfect vacation rental in Portland from just $135 per night!

House Portland
House ∙ 14 guests ∙ 6 bedrooms

Family-oriented house with patio, jacuzzi & yard | Nature view | Perfect for remote work

Portland, Cumberland County, Maine, United States
from $746
per night
Outstanding(71 ratings)
from $746
per night
View deal
House Portland
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly lovely house | City view

Portland, Cumberland County, Maine, United States
from $525
per night
Very good(25 ratings)
from $525
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 $225
per night
Excellent(59 ratings)
from $225
per night
View deal
House Portland
House ∙ 6 guests ∙ 5 bedrooms

Vacation home with BBQ, patio & yard

Portland, Cumberland County, Maine, United States
from $846
per night
Outstanding(37 ratings)
from $846
per night
View deal
Cottage Portland
Cottage ∙ 14 guests ∙ 6 bedrooms

Family-friendly wonderful cottage with BBQ, garden & terrace | Nature view

Portland, Cumberland County, Maine, United States
from $884
per night
Outstanding(52 ratings)
from $884
per night
View deal
Apartment Portland
Apartment ∙ 6 guests ∙ 3 bedrooms

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

Portland, Cumberland County, Maine, United States
from $386
per night
Outstanding(38 ratings)
from $386
per night
View deal
Apartment Portland
Apartment ∙ 8 guests ∙ 4 bedrooms

Holiday apartment | City view | Suitable for remote work

Portland, Cumberland County, Maine, United States
from $703
per night
Outstanding(26 ratings)
from $703
per night
View deal
Apartment Portland
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment with garden | City view

Portland, Cumberland County, Maine, United States
from $282
per night
Good(39 ratings)
from $282
per night
View deal
Cottage Portland
Cottage ∙ 12 guests ∙ 7 bedrooms

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

Portland, Cumberland County, Maine, United States
from $695
per night
Outstanding(38 ratings)
from $695
per night
View deal
Cottage Portland
Cottage ∙ 6 guests ∙ 3 bedrooms

Pleasant cottage with barbecue, garden & patio | Nature view

Portland, Cumberland County, Maine, United States
from $233
per night
Outstanding(111 ratings)
from $233
per night
View deal
Condo Portland
Condo ∙ 4 guests ∙ 1 bedroom

Condo with 1 room for 4 persons

Portland, Cumberland County, Maine, United States
from $233
per night
Excellent(84 ratings)
from $233
per night
View deal
Apartment Portland
Apartment ∙ 4 guests ∙ 3 bedrooms

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

Portland, Cumberland County, Maine, United States
from $250
per night
Outstanding(87 ratings)
from $250
per night
View deal
Condo Portland
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with grill | City view

Portland, Cumberland County, Maine, United States
from $790
per night
Outstanding(16 ratings)
from $790
per night
View deal
Apartment Portland
Apartment ∙ 8 guests ∙ 4 bedrooms

Family-friendly holiday apartment with yard | Perfect for remote work | Pets allowed

Portland, Cumberland County, Maine, United States
from $732
per night
Outstanding(45 ratings)
from $732
per night
View deal
Cottage Portland
Cottage ∙ 8 guests ∙ 5 bedrooms

Child-friendly nice cottage with barbeque, garden & patio | Perfect for remote work

Portland, Cumberland County, Maine, United States
from $580
per night
Outstanding(39 ratings)
from $580
per night
View deal

Vacation rentals and apartments with air conditioning

Condo  Portland
from $319
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo | Nature view

4.7
Excellent(84 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
View deal
House  Portland
from $592
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
Apartment  Portland
from $792
per night
Apartment ∙ 8 guests ∙ 4 bedrooms

Rental apartment with patio | City view

5.0
Outstanding(24 ratings)
Portland, Cumberland County, Maine, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Cottage  Portland
from $508
per night
Cottage ∙ 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
House  Portland
from $660
per night
House ∙ 10 guests ∙ 6 bedrooms

Vacation home with yard, terrace & barbeque | Nature view

5.0
Outstanding(24 ratings)
Portland, Cumberland County, Maine, United States
Balcony/Patio
View deal
Apartment  Portland
from $256
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Fully equipped apartment with patio & yard | Good for workation

4.7
Excellent(25 ratings)
Portland, Cumberland County, Maine, United States
Balcony/Patio
View deal
See all offers

Vacation Rentals With Saunas

Condo  Portland
from $299
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped condo with sauna & private pool | City view | Beach nearby

Portland, Cumberland County, Maine, United States
Sauna
View deal
Condo  Portland
from $611
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with patio, heated pool & sauna

4.8
Outstanding(43 ratings)
Portland, Cumberland County, Maine, United States
Sauna
View deal
Condo  Portland
from $514
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with heated pool & sauna | City view

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

Best Vacation Home Deals in Portland

Save up to 11%

Condo Portland
-11%
$335
from $297
per night
Condo ∙ 10 guests ∙ 3 bedrooms

Child-friendly condo with patio | Beach nearby

4.0
Very good(28 ratings)
Portland, Cumberland County, Maine, United States
View deal

Choose among 1,283 rentals available in Portland and find the perfect place for your getaway. HomeToGo, a vacation rental search engine, instantaneously compares all of these offers so you can save up to 41%!

Budget-friendly Vacation Rentals in Portland

Find Fantastic yet Inexpensive Offers

House Portland
from $819
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly big house with barbecue & yard | Water view

5.0
Outstanding(6 ratings)
Portland, Cumberland County, Maine, United States
View deal
House Portland
from $511
per night
House ∙ 8 guests ∙ 3 bedrooms

House with yard, BBQ & terrace

5.0
Outstanding(2 ratings)
Portland, Cumberland County, Maine, United States
View deal
House Portland
from $648
per night
House ∙ 8 guests ∙ 3 bedrooms

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

4.9
Outstanding(40 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 $253
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 $216
per night
Apartment ∙ 3 guests ∙ 2 bedrooms

Apartment with terrace | City view

4.9
Outstanding(132 ratings)
Portland, Cumberland County, Maine, United States
View deal
Apartment Portland
from $257
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Holiday apartment with terrace

5.0
Outstanding(54 ratings)
Portland, Cumberland County, Maine, United States
View deal

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

Popular Rental Amenities in Portland

  • Pet-friendly (509)
  • WiFi (1,227)
  • Pool (304)
  • Kitchen (641)
  • TV (1,097)
  • Air conditioning (1,160)
  • Parking (122)
  • Washing machine (607)
  • Balcony/patio (325)
  • Hot tub (34)
  • No smoking (1,231)
  • Fireplace (404)

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 $382 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.

Price and Availability Index in Portland

Click on any bar to see price and availability information

Vacation Rental Price Information in Portland

We gathered the average prices for accommodations in Portland for the next year. The average nightly rate for vacation homes can go up to $491 (7/26 – 8/2) in Portland. Portland is most affordable in May (5/24 – 5/31), when nightly prices are $418 on average.

Rental availability information in Portland

Our availability graph helps you identify the most competitive months to book a vacation rental in Portland. The busiest time to book a rental in Portland so far is in December (12/13 – 12/20), where only 14% rentals are available. It will be easier to find accommodations in August (8/30 – 9/6), as 58% of vacation rentals are still available for rent.

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 1,283 rentals
💳 Possible discounts up to 41%
🌙 Nightly prices starting at $135
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 507 homes
🏊 Vacation rentals with pools 304 homes
359,117 reviews
Portland vacation rentals have an average rating of 4.4/5 on 359,117 reviews left by travelers.

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 $135. $552 is the average nightly price for apartment rentals in Portland. House rentals in Portland cost on average $684 per night.

How many vacation rentals are available to book in Portland?

Currently there are 1,283 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 304 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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