Portland, Maine Vacation Rentals

Compare 1,529 available properties from 18 providers
Portland
Save up to 58%

Best Vacation Home Deals in Portland

-40%
e.g. 4/6 - 4/13
Cottage ∙ 2 guests ∙ 1 bedroom
Portland, Cumberland County, Maine, United States
from $316 $529
RedAwning
4.5
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-58%
e.g. 1/5 - 1/12
House ∙ 6 guests ∙ 3 bedrooms
Cash Corner, South Portland, Maine, United States
from $488 $1,169
RedAwning
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-54%
e.g. 1/5 - 1/12
House ∙ 5 guests ∙ 2 bedrooms
Willard, South Portland, Maine, United States
from $297 $646
RedAwning
4.9
View deal

Book a welcoming vacation rental for as little as $55 per night by exploring the 1,529 options listed in Portland. By comparing these vacation rentals, HomeToGo features the most economical offers as well as the most popular vacation homes in Portland.

Recommended Vacation Rentals in Portland

Rent a vacation accommodation in Portland: from $55 per night

Apartment ∙ 4 guests ∙ 2 bedrooms
Portland, Cumberland County, Maine, United States
from $504
VRBO
5.0
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Apartment ∙ 2 guests
Portland, Cumberland County, Maine, United States
from $183
VRBO
5.0
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Apartment ∙ 4 guests ∙ 1 bedroom
Portland, Cumberland County, Maine, United States
from $137
VRBO
4.9
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Apartment ∙ 3 guests ∙ 1 bedroom
Portland, Cumberland County, Maine, United States
from $94
VRBO
5.0
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Apartment ∙ 4 guests ∙ 1 bedroom
Portland, Cumberland County, Maine, United States
from $144
VRBO
4.9
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Apartment ∙ 4 guests ∙ 2 bedrooms
Portland, Cumberland County, Maine, United States
from $491
VRBO
5.0
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Apartment ∙ 6 guests ∙ 2 bedrooms
Portland, Cumberland County, Maine, United States
from $92
VRBO
5.0
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Apartment ∙ 2 guests
Portland, Cumberland County, Maine, United States
from $164
VRBO
5.0
View deal
Apartment ∙ 2 guests
Portland, Cumberland County, Maine, United States
from $59
Booking.com
4.8
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Vacation Homes With Fishing Spots Nearby

Fishing
Apartment ∙ 4 guests ∙ 2 bedrooms
Portland, Cumberland County, Maine, United States
from $598
VRBO
5.0
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Fishing
Apartment ∙ 4 guests ∙ 2 bedrooms
Portland, Cumberland County, Maine, United States
from $301
VRBO
5.0
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Fishing
Apartment ∙ 4 guests ∙ 2 bedrooms
Portland, Cumberland County, Maine, United States
from $301
VRBO
5.0
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Vacation Rentals With Fireplaces

Fireplace
Apartment ∙ 2 guests ∙ 1 bedroom
Portland, Cumberland County, Maine, United States
from $250
VRBO
4.8
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Fireplace
House ∙ 2 guests ∙ 1 bedroom
Portland, Cumberland County, Maine, United States
from $323
VRBO
5.0
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Fireplace
Apartment ∙ 4 guests ∙ 2 bedrooms
Portland, Cumberland County, Maine, United States
from $257
VRBO
4.8
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Dog-Friendly Vacation Rentals

Pet-friendly
Apartment ∙ 2 guests
Portland, Cumberland County, Maine, United States
from $166
VRBO
4.9
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Pet-friendly
Apartment ∙ 2 guests ∙ 1 bedroom
Portland, Cumberland County, Maine, United States
from $101
VRBO
5.0
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Pet-friendly
Apartment ∙ 5 guests ∙ 2 bedrooms
Portland, Cumberland County, Maine, United States
from $159
VRBO
4.8
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Popular Rental Amenities in Portland

  • Kitchen (1,108)
  • Internet (1,096)
  • No smoking (1,078)
  • TV (1,060)
  • Microwave (1,002)
  • Parking (975)
  • Washer (803)
  • Grill (783)
  • No pets (715)
  • Dishwasher (679)
  • AC (657)
  • Fishing (578)
Listed above are the most preferred filters in Portland and the number of vacation rentals that provide them. Portland is the right destination to look for a rental if you need internet access during your vacation or you want to tune out with some TV time, as the most common features are "internet" and "TVs." Plan your vacation in advance if you want a rental with a jacuzzi or you want a rental with a sauna. There are just 29 listed accommodations with "Jacuzzis" and 36 properties including "saunas."

Price and Availability Index in Portland

Vacation Rental Price Information in Portland

The graph shows average prices of rental prices in Portland for the next twelve months. The most expensive dates to travel to Portland are in June (6/29 - 7/6). The cheapest week is in January (1/26 - 2/2). Prices fall to an average of $285 per night.

Rental Availability Information in Portland

This graph shows the vacation rental availability rate for the next twelve months. In a week of December (12/22 - 12/29), 57% of the vacation rentals are booked. On the other hand, the week with the most available offers is in June (6/15 - 6/22).

The Weather in Portland

34°
18°
36°
16°
41°
25°
55°
36°
64°
46°
72°
54°
81°
61°
79°
59°
72°
52°
61°
43°
48°
30°
39°
23°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. July is the warmest month in Portland with average maximum temperatures of 80°. No heat wave is expected in February, where minimum average temperatures usally hit a 15° low. The rainiest month is July while the driest month is August.

Accommodations in Portland

776 of the 1,529 listed accommodations in Portland are house rentals. They account for more than half of the properties in this destination (52.43%). In addition, house rentals in Portland have an average price of $488 per night and an average size of 1,770 ft². Moreover, these properties are ideal if you're going in a group of 8, it represents the average number of guests house rentals can accommodate in Portland. You can also consider other types of accommodation in Portland. Apartment rentals are, for example, another popular type of accommodation in this destination, with 357 properties to compare. The average size of apartment rentals in Portland is 990 ft², and the average price is $321 a night.

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.

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Food & Drinks

Lobster lovers

No Maine food is more iconic than lobster, and Portland restaurants serve this delicacy up in just about every way imaginable. For a casual lunch, try the famous lobster roll at the Fishermen's Grill. For a less traditional take on the same dish, try Bite Into Maine. Their creative rolls are highly rated and a local favorite.

For a more refined dining experience, the Eventide Oyster Company serves a classic New England lobster dinner in a stylish setting. Other menu favorites include a wide variety of local and imported oysters dressed to order.

Art & Culture

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.

Local Attractions

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.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Portland VRBO Vacation Rentals in Portland HomeAway Vacation Rentals in Portland TripAdvisor Vacation Rentals in Portland VacationRentals.com Vacation Rentals in Portland HouseTrip Vacation Rentals in Portland FlipKey Vacation Rentals in Portland 9flats.com Vacation Rentals in Portland VaycayHero Vacation Rentals in Portland PerfectPlaces.com Vacation Rentals in Portland Homestay.com Vacation Rentals in Portland Only-apartments Vacation Rentals in Portland Interhome Vacation Rentals in Portland Bedycasa Vacation Rentals in Portland Novasol Vacation Rentals in Portland HomeEscape Vacation Rentals in Portland

Vacation Destinations Near Portland