Vacation Rentals in Portland (ME)

Vacation Rentals in Portland (ME)

Start comparing over 8 rentals in Portland (ME) and book at the best price!

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Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
& higher
4.5
& higher

Popular Vacation Rentals in Portland (ME)

from
$120
per night
Bed and breakfast for 2 people
2 pers.1 bedroom800yd to the coast
FREE cancellation
4.6
(93 reviews)
from
$394
per night
Vacation rental for 5 people, with terrace
5 pers.3 bedrooms1,798ft²450yd to the coast
4.8
(12 reviews)
from
$443
per night
Vacation rental for 5 people
5 pers.2 bedrooms721ft²450yd to the coast
FREE cancellation
4.7
(10 reviews)
from
$250
per night
Vacation rental for 4 people, with balcony
4 pers.2 bedrooms1,098ft²0.7mi to the coast
FREE cancellation
5.0
from
$295
per night
Vacation rental for 4 people
4 pers.2 bedrooms350yd to the coast
FREE cancellation
from
$693
per night
Vacation rental for 8 people
8 pers.3 bedrooms1,249ft²250yd to the coast
FREE cancellation
4.6
(20 reviews)
from
$451
per night
Cottage for 8 people, with garden
8 pers.6 bedrooms2,691ft²40yd to the coast
FREE cancellation
5.0
(4 reviews)
from
$235
per night
Vacation rental for 4 people
4 pers.1 bedroom350yd to the coast
FREE cancellation
from
$135
per night
Vacation rental for 6 people, with garden
6 pers.3 bedrooms1,798ft²400yd to the coast
show all

Vacation Rentals with Internet

from
$248
per night
Vacation rental for 4 people, with garden
4 pers.2 bedrooms150yd to the coast
FREE cancellation
5.0
(6 reviews)
from
$199
per night
Vacation rental for 8 people
8 pers.3 bedrooms775ft²700yd to the coast
FREE cancellation
1.3
from
$755
per night
Vacation rental for 8 people
8 pers.3 bedrooms1,442ft²300yd to the coast
4.7
(22 reviews)
show all

Find Vacation Rentals in Portland (ME)

Map

Highlights Portland (ME)

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

Most popular in Portland (ME)

Pool 1
Internet 17
Pets allowed 1
Balcony/Terrace 6
TV 14
Air conditioning 12

Prices and availability

Prices

November
December
January
February
March
April
$598
Average price per week

Availabilities

November
December
January
February
March
April
52 %
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)

What was the average price for a vacation rental in Portland in 2020, during the corona crisis?

We can see from our data that Portland has an average price of $392.06 per night, a relatively high one under the cities in the USA.

During which months can you find the best price for vacation rentals in Portland?

If you want to save the maximum during your visit to Portland, go there in March ($304.61 per night on average), February ($308.72), or January ($335.53), to find the lowest prices for the whole year.

In which months is it more expensive to rent a vacation rental in Portland?

When it comes to looking for a vacation rental in Portland, the months when it is most expensive are, in order of highest to lowest, September, August and October, with average prices per night of $492.57, $480.33, and $429.16, respectively.

Is Portland a good location for a last-minute getaway?

It is better to plan ahead in Portland as only 17% of the accommodations are free throughout the year, following the data observed in 2020.

Which months offer the highest availability?

May, April and January are, in order of highest to lowest, the months offering the largest number of properties available, with respective average availability figures of 33.2%, 27.5%, and 25.5%.

When are there fewer vacation rental options available in Portland?

According to data from 2020, the months with the fewest housing options available in Portland are, in order, August (with 3.6% of available rentals), July (6.5%), and October (7.2%).

How many vacation rentals are there in Portland?

We have grouped together the offers from 4 different partners in Portland, so we can offer you around 140 properties. You're going to have a hard time choosing your favorite!

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

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