A cityscape with a prominent church steeple, various buildings, and lush green trees.

Portland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Portland vacation rentals

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

1. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (121 reviews)
"Really nice room and location"
United States
Victoria
The price is ￥57,641
￥74,735 total
includes taxes & fees
Oct 25 - Oct 26
The Weldon Hotel
A multi-story building with a stone facade, large windows, and a corner entrance.

2. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (12 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is ￥80,641
￥111,712 total
includes taxes & fees
Oct 25 - Oct 26
Evalina Hotel
A living room with a gray sofa, a wooden coffee table, a ceiling fan, and a standing heater.

3. 1/2 Mi to Pier: Wfh-friendly Apt in Maine!

1/2 Mi to Pier: Wfh-friendly Apt in Maine!
3.0 star property
Old Orchard Beach
The price is ￥20,003
￥53,555 total
includes taxes & fees
Sep 27 - Sep 28
1/2 Mi to Pier: Wfh-friendly Apt in Maine!
A modern living room with a large sofa set, a coffee table, and a view of the ocean through large windows.

4. Oceanfront Home - Beach Access - Deck + Ping Pong

Oceanfront Home - Beach Access - Deck + Ping Pong
3.5 star property
Old Orchard Beach
Oceanfront Home - Beach Access - Deck + Ping Pong
A spacious living room with large windows, a sofa, a chair, and a small table.

5. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is ￥16,193
￥43,052 total
includes taxes & fees
Oct 20 - Oct 21
1 Mi to Maine Street! Mcm-style Home in Brunswick

6. 'beachfront 9' Condo on Old Orchard Beach

'beachfront 9' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is ￥22,860
￥45,026 total
includes taxes & fees
Sep 29 - Sep 30
'beachfront 9' Condo on Old Orchard Beach
A picnic table by a lake with trees and a white fence in the background.

7. Couple's Glamping Getaway on Bonny Eagle Pond

Couple's Glamping Getaway on Bonny Eagle Pond
3.0 star property
Buxton
Couple's Glamping Getaway on Bonny Eagle Pond
A two-story house with a covered patio area featuring a table and chairs, a blue umbrella, and a 'Tenant Parking' sign.

8. Walk to Pier & Ocean: Apt in Old Orchard Beach!

Walk to Pier & Ocean: Apt in Old Orchard Beach!
4.0 star property
Old Orchard Beach
6.0 out of 10, (1 review)
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer “high” setting was broken and could only be used on “low”. For only a...
United States
Lawrence
The price is ￥18,043
￥51,322 total
includes taxes & fees
Oct 14 - Oct 15
Walk to Pier & Ocean: Apt in Old Orchard Beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent
"Exactly what you expect. Very nice good location"
Emily 1-night trip
Posted less than an hour ago
Hilton Garden Inn Portland Downtown Waterfront

Find out more about Portland

Search for holiday rentals in Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Portland!

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, we give you a choice of vacation rentals in Portland close to Maine Narrow Gauge Railroad, or you can choose a more remote option if you're looking for extra privacy while you relax. Tourists who visit Portland speak highly of the bustling port and array of shops. The acclaimed theater scene and great live music are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Portland?

Backyard Paradise: Visitors like this Portland vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a patio and a garden. Our travelers also rate Cozy&Quiet Home in Portland ME. One Bedroom with dedicated Bathroom “No Kitchen” as a favorite home for rent in Portland.

How many vacation rentals are there in Portland?

Choose from 92 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Maine Narrow Gauge Railroad and Bayside Bowl are a couple of family-friendly sights, whereas cultural attractions include Merrill Auditorium and Portland Museum of Art. While here, Casco Bay Lines Ferry Terminal and Cross Insurance Arena are other places worth a visit.

What are vacation rentals like in Portland?

Vacation rentals are privately owned properties you can reserve for several days or more in Portland. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.