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

Portland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Portland vacation rentals

1 bedroom, WiFi, bed sheets

1. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very Good, (13 reviews)
"A perfectly decent place to stay, plenty of restaurants and bars within reasonable walking distance. Neighborhood is a bit rough, as the listing mentioned, but no problems while I was there. Response time on questions to the host could be better."
Canada
Brian
The price is AED 386
AED 653 total
includes taxes & fees
11 Aug - 12 Aug
Studio Apartment near downtown Walkable!
Deluxe Suite, 1 King Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

2. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (108 reviews)
"Really nice room and location"
United States
Victoria
The price is AED 1,168
AED 1,549 total
includes taxes & fees
1 Sep - 2 Sep
The Weldon Hotel
Exterior detail

3. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (105 reviews)
"Very nice place, clean, good location. On-street parking was available. Second floor kitchen & bath, so not for those with issues with stairs, but fine for us. Would stay again!"
United States
Gary
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Flat-screen TV, Netflix, books, streaming services

4. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (88 reviews)
"It was what we were looking for- in Portland, with a parking spot. Some nice restaurants nearby- walking distance! Note the bathroom is on the first floor, bedrooms are on second. Modest but had everything we needed! What we were disappointed in was we had no idea how many museums and local attractions in a city are closed till the end of April or May! "
United States
Susan R.
The price is AED 525
AED 1,565 total
includes taxes & fees
2 Sep - 3 Sep
Walk to Old Port ♦ West End Condo ♦ Parking
Property grounds

5. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (38 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is AED 513
AED 1,732 total
includes taxes & fees
25 Aug - 26 Aug
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Interior

6. Walkable near downtown 1 Bedroom

Walkable near downtown 1 Bedroom
West Bayside
5.2 out of 10, (5 reviews)
"Stay was ok! Not worth the listing price. Does the trick if you need a quick place to stay. Other than two mugs, very few supplies. "
United States
Thomas H.
The price is AED 424
AED 700 total
includes taxes & fees
16 Aug - 17 Aug
Walkable near downtown 1 Bedroom
Dining

7. Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (53 reviews)
"A wonderful stay with wonderful hosts. So cozy and quiet, not to mention charming. We will be back!"
United States
Anne G.
The price is AED 907
AED 1,397 total
includes taxes & fees
1 Sep - 2 Sep
Charming West End Hideaway. Private Parking
Interior

8. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very Good, (61 reviews)
"Nice place. Good location."
United States
Rob M.
The price is AED 625
AED 1,690 total
includes taxes & fees
3 Sep - 4 Sep
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
TV

9. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is AED 405
AED 485 total
includes taxes & fees
30 Aug - 31 Aug
Private Entrance Residential Portland
Dining

10. Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.4 out of 10, Exceptional, (81 reviews)
"I had a wonderful week at this perfect place. Met my expectations and way more. So walkable all over Portland. I will be back. Thank you so very much."
United States
Margaret H.
The price is AED 617
AED 1,884 total
includes taxes & fees
23 Aug - 24 Aug
Elegant condo - walk to Portland's best restaurants & Old Port
Dining

11. Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
West End
9.4 out of 10, Exceptional, (6 reviews)
"All was great...clean and convenient."
United States
Krista P.
The price is AED 750
AED 1,803 total
includes taxes & fees
17 Aug - 18 Aug
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Smart TV

12. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.2 out of 10, Wonderful, (29 reviews)
"Apartment was as described. Clean, walking distort downtown and parks. Enjoyed stay. Easy communication with host. "
United States
James R.
The price is AED 703
AED 1,103 total
includes taxes & fees
9 Aug - 10 Aug
Beautiful 1st Floor Apartment & Amazing Shower
Interior

13. Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.4 out of 10, Exceptional, (22 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is AED 709
AED 1,157 total
includes taxes & fees
31 Aug - 1 Sep
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

14. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (31 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is AED 724
AED 1,193 total
includes taxes & fees
1 Sep - 2 Sep
Sunny Spot with Private Parking.
Interior

15. East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (38 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is AED 802
AED 1,384 total
includes taxes & fees
1 Sep - 2 Sep
East end. Walk to food, beer and downtown fun.
Exterior

16. Luxury Condo Downtown Portland Old Port

Luxury Condo Downtown Portland Old Port
Downtown Portland
9.4 out of 10, Exceptional, (22 reviews)
"Portland is awesome, the house was in a great location, nice neighborhood and really conveniently located to an abundance of restaurants"
United States
Doug T.
The price is AED 1,025
AED 1,710 total
includes taxes & fees
18 Aug - 19 Aug
Luxury Condo Downtown Portland Old Port
Interior

17. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
The price is AED 635
AED 1,241 total
includes taxes & fees
30 Aug - 31 Aug
Cozy Two Bedroom on Munjoy Hill
TV

18. Great suburban location close to town!

Great suburban location close to town!
Deering Center
The price is AED 459
AED 743 total
includes taxes & fees
18 Aug - 19 Aug
Great suburban location close to town!
Front of property

19. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (8 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is AED 2,006
AED 2,738 total
includes taxes & fees
31 Aug - 1 Sep
Evalina Hotel
Bar (on property)

20. West End Bright Spot with Parking.

West End Bright Spot with Parking.
West End
10.0 out of 10, Exceptional, (21 reviews)
"The space was pristine, comfortable, homey with an excellent location situated to shops and restaurants. Jennifer was a welcoming and warm host and we had no issues at all during our stay!"
United States
Luke E.
The price is AED 907
AED 1,493 total
includes taxes & fees
1 Sep - 2 Sep
West End Bright Spot with Parking.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"The service was outstanding!"
Chris 2-night trip
Posted 1 hour ago
Portland Harbor Hotel

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 entertainment choices 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?

Cozy&Quiet Home in Portland ME. One Bedroom with dedicated Bathroom “No Kitchen”: Visitors like this Portland vacation home rental. It is located on the beach and offers a fireplace, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

How many vacation rentals are there in Portland?

Choose from 89 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.