Destination Photo

Portland, ME Vacation Rentals

Our Favorite Vacation Rentals in Portland

Portland Vacation Rentals with a Pool

Portland Vacation Rentals with Wi-Fi

Portland Pet-Friendly Vacation Rentals

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 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 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 Weather in Portland

93º 51º
93º 53º
92º 41º
84º 25º
50º -17º
67º 23º
90º 33º
91º 46º
Rainy days
This climate histogram shows you the weather patterns in Portland. The hottest month in Portland is June, when temperatures peak at 93 ˚F. The coolest month is January, when temperatures drop to -17 ˚F. The wettest month in Portland is November with 10.26 inches of rain, while the driest month is May with 0.79 inches of rain.

What Expert Travelers Think

Vacation Rentals in Portland

Pick the perfect vacation rental for your trip at We compare Airbnb, Priceline, Bed and Breakfast and more. We have 505 vacation rentals, hotels and other places to stay in Portland ranging from cheap options to extravagant places to stay. A vacation in Portland can be budget-friendly - our lowest price vacation rental is available at $10 a night. The average price of a rental is around $162 per night.

If you want an internet connection during your time in Portland, then you can choose from over 302 places to stay that have WiFi internet. We have 38 accommodations that come with breakfast included. Fitness addicts can get a workout in during their stay by choosing from 12 accommodations that have gyms. Driving to Portland? Then choose one of the 264 places to stay that comes with a parking spot included. 11 places to stay have a a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in any of 51 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 250 places to stay from Airbnb, 11 accommodations from Priceline and 10 places to stay from Bed and Breakfast.

399 of the accommodations in Portland have been reviewed by previous guests. They rated 94% as great. 99 places to stay in are instantly bookable.