Vacation Rentals in Portland (ME)

Vacation Rentals in Portland (ME)

Start comparing over 194 rentals in Portland (ME) and book at the best price!

Find Vacation Rentals in Portland (ME)

Highlights Portland (ME)

  • New England
  • Civil war forts
  • Lobster and seafood
  • lighthouses
  • Museums

Best Vacation Rentals in Portland (ME)

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 3 Guests in Portland (me), Cumberland County (maine)
Vacation Rental for 3 Guests in Portland (me), Cumberland County (maine), Picture 1
Vacation Rental for 3 Guests in Portland (me), Cumberland County (maine), Picture 2
Vacation Rental for 3 Guests in Portland (me), Cumberland County (maine), Picture 3
Vacation Rental for 3 Guests in Portland (me), Cumberland County (maine), Picture 4
more...
Portland (me), Cumberland County (maine)
Vacation Rental • 3 Guests • 1 Bedroom
8.0
(22 reviews)
Modern 1st floor one bedroom apartment in a walk up apt building which has been recently fully renovated. The apartment is located only half block from Main Medical Center, Sea dogs stadium, Portland Expo, and Deering Oaks Park. The apt is 10 min walk to vibrant downtown Portland. This apartment is just a short walk to all the best Portland has to offer, with attractions such as museums, theaters and many popular bars, Breweries, Bakeries and restaurants in walking distance. We have smart locks which give self check in at your convenience.
from $347 / night
Vacation Rental for 2 Guests in Portland (me), Cumberland County (maine)
Vacation Rental for 2 Guests in Portland (me), Cumberland County (maine), Picture 1
Vacation Rental for 2 Guests in Portland (me), Cumberland County (maine), Picture 2
Vacation Rental for 2 Guests in Portland (me), Cumberland County (maine), Picture 3
Vacation Rental for 2 Guests in Portland (me), Cumberland County (maine), Picture 4
more...
Portland (me), Cumberland County (maine)
Vacation Rental • 893 ft² • 1 Bedroom
9.0
(6 reviews)
Lovely apartment on Munjoy Hill with an amazing view of the bay. Perfect for couples visiting the city and just walking distance to downtown Portland. Enjoy all this nautical city has to offer while enjoying your oceanfront view! Charming duplex with master bedroom perfect for couples or individual travelers, with a nice kitchen well suited for cooking at home, hanging in the kitchen boasting large beautiful bay windows - or for chilling before heading for a night on the town.We take safety protocols extremely seriously and strongly prefer long term renters. We offer a very considerable dis...
from $252 / night
Vacation Rental for 2 Guests in Portland (me), Cumberland County (maine)
Vacation Rental for 2 Guests in Portland (me), Cumberland County (maine), Picture 1
Vacation Rental for 2 Guests in Portland (me), Cumberland County (maine), Picture 2
Vacation Rental for 2 Guests in Portland (me), Cumberland County (maine), Picture 3
Vacation Rental for 2 Guests in Portland (me), Cumberland County (maine), Picture 4
more...
Portland (me), Cumberland County (maine)
Vacation Rental • 592 ft² • 1 Bedroom
5.0
(2 reviews)
Modern top floor studio apartment in a walk up 3 floor building which has been recently fully renovated located in the heart of West End offers private exterior entrance from Rooftop deck with Portland Harbor views. The apt is couple blocks away from vibrant downtown Portland and Old Port. This apartment is just a short walk to all the best Portland has to offer, with attractions such as museums, theaters and many popular bars and restaurants. We have smart locks which give self check in at your convenience.This private space offers free WiFi and includes the latest technology, smart locks ...
from $364 / night

Prices and availability

Current Vacation rental prices Portland (ME)

$398for 20 Apr - 27 Apr
$576 annual average
May
Jun
Jul
Aug
Sep
Oct
Dec
Average price per week

Current vacation rental availability Portland (ME)

16%for 20 Apr - 27 Apr
35% annual average
May
Jun
Jul
Aug
Sep
Oct
Dec
Percentage of available rentals

Vacation rentals in Portland

Experience Portland with a comfy vacation rental

Set on a peninsula in Maine’s Casco Bay, Maine is a quintessential slice of New England on the US Atlantic Coast. The town has all the trappings of a nostalgic coastal town where seagulls cry and the smell of fish & chips waft through the salty air. The Old Port district is quite reminiscent of an old European town thanks to its 19th century streets, bookstores, and intimate pubs. When you tire of all those historic landside distractions and museums, take off on a lobster-hunting excursion, a sunset cruise or a boat ride to the nearby islands. Maine’s largest city is best enjoyed with a vacation rental as your base.

Breezy vacation properties for all

A true four-season destination, Portland is easily accessible from Boston – it’s just a 2 hour drive up north. Vacation rentals in Portland are well-equipped with amenities such as high-speed Wi-Fi, television, sunny patios, and fully-functional kitchens. The best part is you can choose from a range of sea-facing rentals with divine Atlantic Ocean views. Families with kids and dogs, solo travelers, and honeymooners will feel right at home here. With regards to the best area to live in, the Old Port district in Downtown Maine is quite popular owing to its proximity to popular lobster houses, bars, and museums – it’s also right by the Casco Bay waterfront. The Arts District will appeal to museum-goers as Portland’s Museum of Art and the Children’s Museum are both located here. For cheaper prices on accommodation, look for vacation rentals around the Portland International Airport, and those off the highway.

Travelers and activities

A destination for museum fiends

Maine’s history has been wonderfully preserved through its historic parks, mansions, and lighthouses. Rent a car and set about exploring the coast. Hard to miss is the picturesque Portland Head Light which is America’s most photographed lighthouse having guided ancient mariners since 1791! While it is closed to the public, visitors can certainly enjoy views of the craggy coastline and working harbor from here. Nearby is the Fort Williams Park, a historic artillery base where you can stroll through the ruins and check out the WWII bunkers on the lawns. Food trucks at the park sell tasty lobster rolls. Finally, on a nice day consider kayaking out to Fort Gorges on Hog Island Ledge where you can explore the ruins of the former US military fort.

Museum-hopping can be just as fun!

Start at the Portland Museum of Art (PMA) opened in 1882 in the iconic Arts District. This is Maine’s oldest and largest public art institution, and it houses important European, American, and Contemporary art – look out for Renoir and Monet’s works, as well as those of local Maine artists. The Maine Jewish Museum in the East End district offers visitors a crash course in the contribution of Jewish immigrants to the region – there are art exhibitions to be enjoyed here as well. Finally, don’t miss the immersive and thoroughly engaging Children’s Museum & Theater where kids can milk fake cows, navigate replica lobster boats, and even try some dress-up theater! If possible, catch a show at Maddy’s Theater, America’s oldest continuously operating theater for children.

Travelers and activities

A destination for culture seekers

Fuel yourself with a hearty breakfast at Becky’s Diner, local favorite since 1991. Their luscious chocolate chip pancakes, pastrami omelets, and sausage patties are highly sought after and the prices are honest too. Bang on the pier is DiMillo's On The Water, a bit of a Portland institution, opened in 1954 by Tony DiMillo. Their Lobster Mac & Cheese, fried clams, and Angus beef preparations are excellent. Five minutes away is another heavyweight on the town’s culinary scene – the Portland Lobster Company. Enjoy their famous steamed lobster dinners, and mussels in romantic waterfront setting. A memorable meal in a lighthouse setting awaits at The Lobster Shack at Two Lights. Savor their classic warm clam chowder to the sounds of the crashing surf. What about drinks? Don't forget Portland’s brewery of choice since 1988, the award-winning Gritty’s Portland Brew Pub – you’ll love their classic pale ales and pub fare.

A booming performing arts scene

Portland boasts a fun line-up of events be it theater, cinema, or live music. With Moorish and Art Deco architectural elements, the historic State Theater is Portland’s top choice performing arts venue with a capacity of 1,870 spectators. Close on its heels is the Portland House Of Music and Events (H0ME) where some of the region’s best tribute bands perform – they have an expansive dance space too. Next is Portland’s original dive bar, the dimly lit Gino’s Rock Club which has welcomed both newbie bands and established ones over the years. If punk, metal, and mosh pits are your idea of a good time, hit Gino’s! Mellow things down a bit at Blue, a live music venue known for its jazz, bluegrass, and blues concerts. Looking to catch a movie with that someone special? Book tickets at the super comfy Nickelodeon Cinema.

Did you know that in 2009, Portland’s folks put together the world’s largest lobster roll at 61 feet using 48 pounds of lobster flesh?

Top 5 travel tips for Portland

1. Cruise Maine’s colorful coastline

One of the best ways to experience the famed New England coastline is with a Maine coastal cruise. Knowledgeable captains will regale you with tidbits of information on the islands, lighthouses, and historic districts of coastal towns you’ll cruise by!

2. Nature and art at Scarborough town

Fifteen minutes south of Portland lies the town of Scarborough whose top attraction is the Prouts Neck Cliff Walk – make sure to photograph the genteel old homes en route. You can also visit the erstwhile home of one of America’s greatest landscape artists, Winslow Homer.

3. A trip to Ferry Beach State Park

Set on the pristine Saco Bay, Ferry Beach State Park merits mention for its sweeping vistas of white sand beaches along the Saco River. Well-marked natural trails and guided programs are a fun and informative way to reconnect with nature.

4. Lobster hunting excursions

Having tried all those tasty lobsters at Maine’s coastal cafes, how about catching some of your own? A lobster cruise is a fantastic way to get acquainted with local lobster men and pick up some hunting skills.

5. Arcade fun at Palace Playland

Get in touch with your inner child at New England’s only beachfront amusement park where over 250 games await. Classic rides such as Tilt-a-Whirl, Dodgem Cars, and carousels make this a mandatory stop for the family.

FAQs: Vacation Rentals in Portland (ME)

How much do you pay, on average, for vacation rentals in Portland?

Our data shows that Portland had an average price of $462 per night, a relatively high one for a city in the USA.

Which months allow you to save the most on vacation rentals?

Those who want to save as much as possible visit Portland in February, March, or May, the cheapest months of the year, with average prices of $376, $409, and $416 per night, respectively, based on the previous year.

During which months are vacation rentals more expensive in Portland?

Following the data observed last year, costs per night for accommodation here are usually higher, on average, during the months of October ($548), November ($501), and June ($497).

Is it necessary to plan a trip to Portland well in advance?

So you don't run out of accommodation options in Portland, we recommend you to plan ahead as 87% of rentals are usually booked, according to last year's data.

What are the best months for a last-minute getaway?

Last year, the months with the largest number of accommodations available of the year in Portland were June, July and October, with average availabilities of 25%, 23%, and 18%, respectively.

How many rentals are there in Portland?

Holidu works with 3 different partners to offer you an inventory to choose between 60 properties we have in Portland.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

Booking.com Vacation Rentals in Portland (ME)Booking.com Vacation Rentals in Portland (ME)
Airbnb Vacation Rentals in Portland (ME)Airbnb Vacation Rentals in Portland (ME)
Vrbo Vacation Rentals in Portland (ME)Vrbo Vacation Rentals in Portland (ME)
Bookiply Vacation Rentals in Portland (ME)Bookiply Vacation Rentals in Portland (ME)
FeWo-direkt Vacation Rentals in Portland (ME)FeWo-direkt Vacation Rentals in Portland (ME)
Abritel Vacation Rentals in Portland (ME)Abritel Vacation Rentals in Portland (ME)
HRS Vacation Rentals in Portland (ME)HRS Vacation Rentals in Portland (ME)
500+ more