Portland, ME Vacation Rentals

Our Favorite Vacation Rentals in Portland

  • New Light-Filled 3BR w/ Gourmet Kitchen & Patio
     3br Home/Apartment
    RedAwning
    From
    $762
  • A Foodie’s Delight
     Country House
    Booking.com
    From
    $92
  • Sleek condo w/ unbelievable water views - newly renovated, walk to bay!
     2br Home/Apartment
    HolidayLettings
    From
    $197
  • Old Port Class & Style
     Home/Apartment
    Booking.com
    From
    $123
  • WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $1,048
  • Turner Apartments
     Country House
    Booking.com
    From
    $97
  • Luxurious, Fully Renovated house with Private Beach rights.
     5br Home/Apartment
    HolidayLettings
    From
    $1,201
  • Arbor Lane Delight
     Country House
    Booking.com
    From
    $227

Check prices for these upcoming dates

Portland Vacation Rentals with a Pool

  • Loft Apartment on Tree-Lined Street in Falmouth
    ExcellentHome/Apartment
    Airbnb
    From
    $104
  • Andy's Retreat-Heated pool, Hot Spring jacuzzi, AC
    Excellent4br Home/Apartment
    Airbnb
    From
    $451
  • Swim spa under the starry night with hot tub/sauna
    Excellent3br Home/Apartment
    Airbnb
    From
    $466

Portland Vacation Rentals with Wi-Fi

  • Large 1 BR apt Downtown w/ King Bed
    ExcellentHome/Apartment
    Airbnb
    From
    $119
  • West End One Bed/Bath Urban Retreat w/ Parking
    ExcellentHome/Apartment
    Airbnb
    From
    $92
  • Great unit walkable to all in town amenities/areas
    GoodHome/Apartment
    Airbnb
    From
    $90
  • Backcove 1st fl 2BR apt with private entrance.
    Excellent2br Home/Apartment
    Airbnb
    From
    $130

Portland Pet-Friendly Vacation Rentals

  • Portland Area Cottage w/OCEAN VIEWS ~ pet friendly
     3br Home/Apartment
    HolidayLettings
    From
    $998
  • Sunny, Stylish & Spacious Apt on Back Cove
    Excellent2br Home/Apartment
    Airbnb
    From
    $112
  • Walk to Old Port ♦ West End Condo ♦ Parking
    Excellent3br Home/Apartment
    Airbnb
    From
    $214
  • Portland's Best Old Port & Beaches
    Excellent3br Home/Apartment
    Airbnb
    From
    $325

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
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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
50°
6
62° -2°
4
55°
3
73° 24°
5
84° 37°
4
84° 47°
6
94° 57°
3
85° 47°
4
89° 38°
0
71° 32°
6
63° 13°
3
58°
8
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Portland. The hottest month in Portland is June, when temperatures peak at 94 ˚F. The coolest month is November, when temperatures drop to -2 ˚F. The wettest month in Portland is January with 8.27 inches of rain, while the driest month is April with 0.42 inches of rain.

What Expert Travelers Think

  • — 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
  • — 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

Vacation Rentals in Portland

Pick the perfect accommodation for your trip at AllTheRooms.com. We compare Airbnb, Priceline, Agoda and many more. Portland has 527 hotels, vacation rentals and other special places to stay, with prices to suit budget travelers, luxury travelers and everything in between. If you are wanting to keep costs down, the cheapest place to stay in Portland is just $25 per night. The average price of a vacation rental is generally $200 per night.

Those looking to get some work finished during their trip to Portland can choose from 276 places to stay that have WiFi. 40 of our accommodations include a breakfast in the price. You can keep up with your workout routine by staying at one of 12 accommodations that provide gym facilities. If you are driving to Portland, you'll want to pick from 241 places to stay that provide parking. We track 11 accommodations that have a pool or jacuzzi.

If you're traveling with a furry friend, then make sure to choose one of the 47 pet-friendly accommodations available.

In Portland AllTheRooms currently compares hotels, vacation rentals, hostels from more than 3 providers, including 262 places to stay from Airbnb, 8 accommodations from Priceline and 8 places to stay from Agoda.

389 of our accommodations in Portland have been reviewed and rated. 91% are rated great. 119 accommodations allow instant booking.

Destinations near Portland

  • Old Orchard Beach1,776 Properties
  • Bar Harbor1,099 Properties
  • Ogunquit1,022 Properties
  • Rangeley979 Properties
  • Newry873 Properties
  • Wells858 Properties
  • Boothbay Harbor845 Properties
  • Kennebunkport791 Properties
  • York Beach644 Properties
  • Southwest Harbor527 Properties
  • Camden522 Properties
  • Bangor469 Properties
  • Bethel453 Properties
  • Scarborough437 Properties
  • Carrabassett Valley419 Properties
  • Ellsworth415 Properties
  • Kennebunk410 Properties
  • Belfast399 Properties
  • Freeport351 Properties
  • East Boothbay346 Properties
  • York341 Properties
  • Stonington310 Properties
  • Rockland302 Properties
  • Bridgton291 Properties
  • Greenville261 Properties
  • South Portland260 Properties
  • Brunswick231 Properties
  • Kittery222 Properties
  • Mount Desert220 Properties
  • Deer Isle219 Properties
  • Saco218 Properties
  • Cape Elizabeth216 Properties
  • Rockport212 Properties
  • Edgecomb209 Properties
  • Bath208 Properties
  • Boothbay206 Properties
  • Phippsburg205 Properties
  • Tenants Harbor190 Properties
  • New Harbor185 Properties
  • Franklin184 Properties
  • Biddeford171 Properties
  • Georgetown139 Properties
  • Denmark74 Properties