Portland, ME Vacation Rentals

Our Favorite Vacation Rentals in Portland

  • A Foodie’s Delight
     Country House
    Booking.com
    From
    $145
  • Sleek condo w/unbelievable water views-newly renovated, walk to bay
     Home/Apartment
    HolidayLettings
    From
    $151
  • Turner Apartments
     Country House
    Booking.com
    From
    $64
  • Downtown Old Port Luxury Penthouse
     2br Home/Apartment
    HolidayLettings
    From
    $241
  • Arbor Lane Delight
     Country House
    Booking.com
    From
    $211
  • WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $1,048
  • Cottage by the Sea
     Country House
    Booking.com
    From
    $126
  • Luxurious, Fully Renovated house with Private Beach rights.
     5br Home/Apartment
    HolidayLettings
    From
    $1,201

Check prices for these upcoming dates

Portland Vacation Rentals with a Pool

  • Loft Apartment on Tree-Lined Street in Falmouth
    ExcellentHome/Apartment
    Airbnb
    From
    $139
  • Private apt 3 minute drive to Higgins Beach
    Excellent2br Home/Apartment
    Airbnb
    From
    $182

Portland Vacation Rentals with Wi-Fi

  • A Sunny 19th-Century Apartment
    ExcellentHome/Apartment
    Airbnb
    From
    $126
  • Studio Room Downtown
    GoodHome/Apartment
    Airbnb
    From
    $114
  • Downtown one bedroom, hardwood, W/D in unit.
    ExcellentHome/Apartment
    Airbnb
    From
    $90
  • Sweet studio in downtown Portland
    GoodHome/Apartment
    Airbnb
    From
    $77

Portland Pet-Friendly Vacation Rentals

  • Portland Area Cottage w/OCEAN VIEWS ~ pet friendly
     3br Home/Apartment
    HolidayLettings
    From
    $885
  • Sleek condo w/ private patio - less than 2 blocks to beach/park, small dogs OK!
     2br Home/Apartment
    HolidayLettings
    From
    $182
  • Backcove 1st fl 2BR apt with private entrance.
     2br Home/Apartment
    Airbnb
    From
    $113
  • The Carriage House at Libbytown
    ExcellentHome/Apartment
    Airbnb
    From
    $147

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

Most expensive
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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
61°
10
55°
4
50° -17°
3
68°
4
58°
3
67° 23°
6
90° 33°
1
91° 46°
3
93° 51°
4
93° 53°
4
92° 41°
6
84° 25°
5
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Portland. The hottest month in Portland is May, when temperatures peak at 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

  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels

Vacation Rentals in Portland

At AllTheRooms.com we have accommodations from all of your favorite providers - Airbnb, Priceline, Bed and Breakfast and others. Portland has 531 hotels, vacation rentals and other special places to stay, with prices to suit careful travellers, extravagant travelers and everything in between. A trip to Portland can be affordable - our lowest price rental is available at $35 a night. A typical accommodation in Portland costs on average $168 a night.

Those looking to get some work done during their trip to Portland can choose from 277 places to stay that provide WiFi. 34 places to stay include a breakfast. You can keep up with your workout routine by staying at one of 12 accommodations that provide gym facilities. If you're planning on arriving in Portland by car, be sure to choose from 245 accommodations that provide parking. 11 vacation rentals have a a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in any of 44 accommodations that are designated as pet-friendly.

We combine a wide variety of Portland accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 4 providers, including 259 places to stay from Airbnb, 11 accommodations from Priceline and 10 places to stay from Bed and Breakfast.

401 of our rentals in Portland have been rated by previous guests. They rated 94% as great. You can instantly book any of 110 places to stay right now.

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