Portland, ME Vacation Rentals

Our Favorite Vacation Rentals in Portland

  • New Light-Filled 3BR w/ Gourmet Kitchen & Patio
     3br Home/Apartment
    RedAwning
    From
    $643
  • Turner Apartments
    ExcellentCountry House
    Booking.com
    From
    $152
  • Downtown Old Port Penthouse
     2br Home/Apartment
    HolidayLettings
    From
    $282
  • Valhalla Cottage on Peaks Island!
     Country House
    Booking.com
    From
    $324
  • Portland, Maine - East End Rental
    Good3br Home/Apartment
    HolidayLettings
    From
    $612
  • Cottage by the Sea
     Country House
    Booking.com
    From
    $205
  • WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.
     4br Home/Apartment
    HolidayLettings
    From
    $1,048
  • Old Port Style & Luxury
     Home/Apartment
    Booking.com
    From
    $321

Check prices for these upcoming dates

Portland Vacation Rentals with a Pool

  • Loft Apartment on Tree-Lined Street in Falmouth
    ExcellentHome/Apartment
    Airbnb
    From
    $170
  • Private apt 3 minute drive to Higgins Beach
    Excellent2br Home/Apartment
    Airbnb
    From
    $206
  • Cabin 3: "First Mates' Cabin"
    GoodHome/Apartment
    Airbnb
    From
    $146

Portland Vacation Rentals with Wi-Fi

  • A Sunny 19th-Century Apartment
    ExcellentHome/Apartment
    Airbnb
    From
    $218
  • Large 1 BR apt Downtown w/ King Bed
    ExcellentHome/Apartment
    Airbnb
    From
    $170
  • Located in the heart of Portland!
    GoodHome/Apartment
    Airbnb
    From
    $123
  • Large 4 BR with Modern feel pkng for 6 cars
    Good4br Home/Apartment
    Airbnb
    From
    $150

Portland Pet-Friendly Vacation Rentals

  • WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $1,048
  • Portland Area Cottage w/OCEAN VIEWS ~ pet friendly
     3br Home/Apartment
    HolidayLettings
    From
    $885
  • Beautiful Seaside Island Home
     3br Home/Apartment
    HolidayLettings
    From
    $468
  • Cozy Apartment at Pride's Corner on 1rst floor!
     Home/Apartment
    HolidayLettings
    From
    $192

Portland Travel Guide

The vibrant city of Portland, Maine boasts a coastal location along the Casco Bay for vacationers to escape from the bright lights of the big cities and enjoy the fresh sea air instead. From outdoor recreation and museums to historic streets and laidback vibes, Portland is a vacation you can't miss. For shopping, visitors can head down Commercial Street, with cafés and restaurants, too, as well as stunning maritime scenes and charming buildings. There is also the Maine Mall for some shopping. Dining in Portland offers something for everyone with everything from casual cafés to upscale dining with a waterfront view. Of course, fresh seafood is a favorite here in Portland.

Things to Do in Portland

To enjoy beautiful views over Portland, head to the Portland Observatory. There are unforgettable views over the harbor from the lookout point, located right on Munjoy Hill. For art lovers, head over to the Portland Museum of Art, which has large collections of pieces from the 18th century onwards. To enjoy architecture and to see historic homes in Portland, visitors can tour Victoria Mansion, which was built in the 19th century. For railroad enthusiasts, check out the Maine Narrow Gauge Railroad Co and Museum to learn more about the railway system in the state. To enjoy beautiful views of the coast, head to Casco Bay and stroll along the Eastern Promenade.

Best Time to Visit Portland

The most popular time to visit Portland is during the summer and the fall for the colorful leaves.

Price and Availability in Portland

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The cheapest day to stay at a vacation rental in Portland tends to be Wednesday, while the most expensive day tends to be Saturday. Vacation homes in Portland tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Portland is in August, while the cheapest month is in February. The most popular time to book a vacation rental in Portland is in the high season in July. Portland has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Portland

Rainy days
92 º41
6
84 º25
5
61 º4
10
55 º7
4
50 º-17
3
68 º2
4
58 º8
3
67 º23
6
90 º33
1
91 º46
3
93 º51
4
93 º53
4
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Portland. The warmest months in Portland are May and June, when temperatures reach 93 ˚F. The coolest month is December, when temperatures drop to -17 ˚F. The wettest month in Portland is February with 10.26 inches of rain, while the driest month is August with 0.79 inches of rain.

What Expert Travelers Think

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide

Vacation Rentals in Portland

Browse vacation rentals from all the leading providers including Airbnb, Priceline, Bed and Breakfast and more at AllTheRooms.com. AllTheRooms has 527 rentals, hotels and other great places to stay while you enjoy Portland, with everything from inexpensive hostels and homestays to luxury Airbnbs and hotels. When traveling on a budget, the most economical place to stay in Portland is available at $38 per night. In general, an accommodation in Portland will cost you $170 per night.

Those looking to get some work done during their trip to Portland can pick from 316 places to stay that include WiFi. We have 36 accommodations that include a breakfast included. You can maintain your workout regime by staying at one of 12 accommodations that provide gym facilities. If you're planning on getting to Portland by car, be sure to choose from 280 accommodations that provide parking. We have 11 places to stay that have a pool or jacuzzi.

If you're traveling with your best friend, then be sure to choose one of the 54 pet-friendly accommodations available.

In Portland AllTheRooms currently compares hotels, vacation rentals, hostels from more than 4 providers, including 256 places to stay from Airbnb, 10 accommodations from Priceline and 10 places to stay from Bed and Breakfast.

418 of our rentals in Portland have been rated by previous guests. They rated 94% as great. You can instantly book any of 109 places to stay right now.

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