Vacation Rentals in Portland - HomeToGo base64Hash Vacation Rentals in Portland - HomeToGo

Vacation Rentals in Portland

Find 1,208 available house rentals from 11 partners
Anytime
1 guest
Anytime
1 guest

Top 15 Recommended vacation rentals in Portland

Find your perfect vacation rental in Portland from just $122 per night!

House Portland
Jun 7 - Jun 14
House ∙ 6 guests ∙ 2 bedrooms

Children-friendly house

Portland, Cumberland County, Maine, United States
$484
per night
Excellent(29 ratings)
$484
per night
View deal
House Portland
Jun 21 - Jun 28
House ∙ 8 guests ∙ 3 bedrooms

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

Portland, Cumberland County, Maine, United States
$880
per night
Outstanding(40 ratings)
$880
per night
View deal
House Portland
Sep 14 - Sep 21
House ∙ 7 guests ∙ 3 bedrooms

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

Portland, Cumberland County, Maine, United States
$430
per night
Outstanding(40 ratings)
$430
per night
View deal
Apartment Portland
Aug 30 - Sep 6
Apartment ∙ 5 guests ∙ 3 bedrooms

Family-oriented holiday apartment | Nature view | Good for workation

Portland, Cumberland County, Maine, United States
$371
per night
Outstanding(191 ratings)
$371
per night
View deal
Cottage Portland
Jun 21 - Jun 28
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with barbecue & terrace | Nature view

Portland, Cumberland County, Maine, United States
$507
per night
Outstanding(37 ratings)
$507
per night
View deal
Apartment Portland
Aug 9 - Aug 16
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with barbeque, terrace & yard

Portland, Cumberland County, Maine, United States
$379
per night
Outstanding(66 ratings)
$379
per night
View deal
Cottage Portland
Jun 7 - Jun 14
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with yard & grill

Portland, Cumberland County, Maine, United States
$153
per night
Outstanding(14 ratings)
$153
per night
View deal
House Portland
Aug 30 - Sep 6
House ∙ 6 guests ∙ 5 bedrooms

Vacation home with BBQ, patio & yard

Portland, Cumberland County, Maine, United States
$1,346
per night
Outstanding(34 ratings)
$1,346
per night
View deal
Aparthotel Portland
-33%
Jun 14 - Jun 21
Aparthotel ∙ 2 guests ∙ 1 bedroom

Aparthotel with yard

Portland, Cumberland County, Maine, United States
$524$370
per night
Outstanding(44 ratings)
$524$370
per night
View deal
House Portland
Jul 5 - Jul 12
House ∙ 6 guests ∙ 3 bedrooms

House with BBQ

Portland, Cumberland County, Maine, United States
$497
per night
Excellent(26 ratings)
$497
per night
View deal
House Portland
Aug 30 - Sep 6
House ∙ 10 guests ∙ 6 bedrooms

Vacation home with yard, terrace & barbeque | Nature view

Portland, Cumberland County, Maine, United States
$703
per night
Outstanding(24 ratings)
$703
per night
View deal
House Portland
-20%
Sep 14 - Sep 21
House ∙ 4 guests ∙ 1 bedroom

House with barbeque, yard & terrace

Portland, Cumberland County, Maine, United States
$307$182
per night
Outstanding(51 ratings)
$307$182
per night
View deal
Condo Portland
Aug 30 - Sep 6
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with grill

Portland, Cumberland County, Maine, United States
$1,025
per night
Outstanding(15 ratings)
$1,025
per night
View deal
House Portland
Jun 21 - Jun 28
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with garden & patio | Nature view

Portland, Cumberland County, Maine, United States
$742
per night
Outstanding(27 ratings)
$742
per night
View deal
House Portland
Jul 27 - Aug 3
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented nice vacation home with barbecue, garden & terrace | Nature view | Suitable for remote work

Portland, Cumberland County, Maine, United States
$716
per night
Outstanding(21 ratings)
$716
per night
View deal

Vacation Rentals With Fireplaces

House  Portland
Jan 11 - Jan 18
$670
per night
House ∙ 8 guests ∙ 1 bedroom

Vacation Home with Yard & Barbecue

Portland, Cumberland County, Maine, United States
Fireplace
View deal
House  Portland
Jul 9 - Jul 16
$182
per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home with Patio, Yard & Barbecue

5.0
Outstanding(50 ratings)
Portland, Cumberland County, Maine, United States
Fireplace
View deal
House  Portland
Jun 29 - Jul 6
$484
per night
House ∙ 6 guests ∙ 2 bedrooms

Child-Friendly Vacation Home

4.7
Excellent(28 ratings)
Portland, Cumberland County, Maine, United States
Fireplace
View deal
See all offers

Best Vacation Home Deals in Portland

Save up to 25%

House Portland
Jun 21 - Jun 28
-22%
$1,057
$544
per night
House ∙ 4 guests ∙ 3 bedrooms

Family-Oriented House with BBQ, Garden & Terrace | Nature View | Dogs Allowed

4.9
Outstanding(104 ratings)
Portland, Cumberland County, Maine, United States
View deal
House Portland
Sep 18 - Sep 25
-25%
$1,189
$751
per night
House ∙ 10 guests ∙ 4 bedrooms

Pleasant Vacation Home with Patio

5.0
Outstanding(9 ratings)
Portland, Cumberland County, Maine, United States
View deal
Apartment Portland
Jun 28 - Jul 5
-18%
$600
$415
per night
Apartment ∙ 4 guests ∙ 3 bedrooms

Rental Apartment | City View

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

Choose among 1,208 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 22%!

Budget-friendly Vacation Rentals in Portland

Find Fantastic yet Inexpensive Offers

Condo Portland
Apr 12 - Apr 19
$273
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Children-Friendly Condo with Patio, Yard & BBQ | Nature View | Pet-Friendly

4.9
Outstanding(132 ratings)
Portland, Cumberland County, Maine, United States
View deal
House Portland
Apr 12 - Apr 19
$693
per night
House ∙ 6 guests ∙ 3 bedrooms

House with Patio, Barbecue & Garden | City View

4.3
Very good(30 ratings)
Portland, Cumberland County, Maine, United States
View deal
Apartment Portland
Apr 12 - Apr 19
$501
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Holiday Apartment with Patio & Garden | Good for Workation

4.9
Outstanding(51 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

Apartment Portland
Aug 16 - Aug 23
$219
per night
Apartment ∙ 3 guests ∙ 2 bedrooms

Apartment with terrace | Nature view

4.9
Outstanding(125 ratings)
Portland, Cumberland County, Maine, United States
View deal
House Portland
Sep 14 - Sep 21
$472
per night
House ∙ 6 guests ∙ 3 bedrooms

House with garden & grill | City view

5.0
Outstanding(116 ratings)
Portland, Cumberland County, Maine, United States
View deal
Cottage Portland
Aug 16 - Aug 23
$216
per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Pleasant cottage with barbecue, garden & patio | Nature view

4.9
Outstanding(111 ratings)
Portland, Cumberland County, Maine, United States
View deal

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

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

Popular Rental Amenities in Portland

  • Pet-friendly (476)
  • WiFi (1,172)
  • Pool (290)
  • Kitchen (542)
  • TV (1,038)
  • Air conditioning (1,096)
  • Parking (126)
  • Washing machine (446)
  • Balcony/patio (302)
  • Hot tub (33)
  • No smoking (1,172)
  • Fireplace (388)

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 $358 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 1,208 rentals
💳 Possible discounts up to 22%
🌙 Nightly prices starting at $122
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 476 homes
🏊 Vacation rentals with pools 288 homes
368,777 reviews
Portland vacation rentals have an average rating of 4.4/5 on 368,777 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 $122. $550 is the average nightly price for apartment rentals in Portland. House rentals in Portland cost on average $648 per night.

How many vacation rentals are available to book in Portland?

Currently there are 1,208 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 288 vacation homes across 11 providers in Portland.

Are pets allowed in vacation homes in Portland?

If traveling with a dog in Portland, 39% 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.

Discover more vacation accommodations

Top Vacation Destinations in Portland

Show more

Top cities to visit

image-tag