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

Portland Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Portland holiday 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, (125 reviews)
"Really nice room and location"
United States
Victoria
The price is HK$1,546
HK$2,274 total
includes taxes & fees
2 Nov - 3 Nov
The Weldon Hotel
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

2. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (21 reviews)
"We had a great stay in Portland! The place was just as described and the hosts were easy to communicate with. A good place for a couple nights within walking distance of all Portland has to offer."
United States
Lucy T.
The price is HK$618
HK$1,181 total
includes taxes & fees
1 Nov - 2 Nov
Studio Apartment near downtown Walkable!
A multi-story building with a stone facade, large windows, and a corner entrance.

3. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (15 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
The price is HK$2,507
HK$3,910 total
includes taxes & fees
3 Nov - 4 Nov
Evalina Hotel
A kitchen with wooden cabinets, a stainless steel sink, and a potted plant.

4. Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.6 out of 10, Excellent, (27 reviews)
"Lovely apartment, in a pristine location. Very spacious and comfortable all around. Highly recommended this place for your next stay in Portland, Maine!"
United States
Gintare V.
The price is HK$699
HK$1,404 total
includes taxes & fees
4 Nov - 5 Nov
Bright & Spacious Apartment with Amazing Shower
A living room with a sofa, armchairs, a coffee table, and a potted plant.

5. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (32 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is HK$672
HK$1,375 total
includes taxes & fees
4 Nov - 5 Nov
Beautiful 1st Floor Apartment & Amazing Shower
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

6. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (31 reviews)
"Had a wonderful stay. Very clean and great location."
United States
Aimee S.
The price is HK$981
HK$1,813 total
includes taxes & fees
1 Nov - 2 Nov
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
A modern house with a wooden exterior, a small garden, and a visible window.

7. 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, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is HK$1,096
HK$3,691 total
includes taxes & fees
18 Oct - 19 Oct
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
A house with a wooden staircase leading to a door marked with the number 50.

8. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (107 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
The price is HK$890
HK$2,116 total
includes taxes & fees
3 Nov - 4 Nov
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
A nighttime street view with a building featuring a storefront with a sign that reads 'Beauty Joy.'

9. Renovated Exchange St. Loft w/Free Parking

Renovated Exchange St. Loft w/Free Parking
Downtown Portland
The price is HK$899
HK$2,075 total
includes taxes & fees
4 Nov - 5 Nov
Renovated Exchange St. Loft w/Free Parking
A living room with a brown leather sofa, a wooden coffee table, a white armchair, a framed painting, and a clock on the wall.

10. West End apartment with parking

West End apartment with parking
West End
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! The apartment was very clean, comfortable, and exactly as described. Everything we needed was available, and the space felt welcoming and well taken care of. The location was convenient, and the entire stay was easy and enjoyable. We would definitely stay here again and highly recommend it to anyone visiting the area. Thank you for a great experience!"
United States
Yoanna V.
West End apartment with parking
A kitchen with wooden cabinets, a stainless steel dishwasher, a coffee maker, and a potted plant.

11. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
The price is HK$730
HK$1,882 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Two Bedroom on Munjoy Hill
A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

12. Great suburban location close to town!

Great suburban location close to town!
Deering Center
10.0 out of 10, Exceptional, (1 review)
"Small but cozy space, well kept, good value for the price and has all the amenities you could expect. Would be happy to stay here again."
United States
Peter H.
The price is HK$589
HK$760 total
includes taxes & fees
25 Oct - 26 Oct
Great suburban location close to town!
A theater with a marquee reading "STATE" and a classic architectural design.

13. Luxury Condo Downtown Portland Old Port

Luxury Condo Downtown Portland Old Port
Downtown Portland
9.4 out of 10, Exceptional, (23 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 HK$1,519
HK$2,819 total
includes taxes & fees
2 Nov - 3 Nov
Luxury Condo Downtown Portland Old Port
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

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

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.4 out of 10, Exceptional, (93 reviews)
"Excellent property in Portland. Clean with amenities needed for any stay. Easy access to downtown. Hosts communicate exceptionally well and property is everything it promotes!"
United States
Adam Y.
The price is HK$808
HK$2,856 total
includes taxes & fees
1 Nov - 2 Nov
Walk to Old Port ♦ West End Condo ♦ Parking
A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

15. 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 and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
The price is HK$890
HK$3,049 total
includes taxes & fees
20 Oct - 21 Oct
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
A narrow pathway leading to a wooden house with a porch, surrounded by lush greenery and trees.

16. King Size Bed - West End Studio - Walk to Old Port

King Size Bed - West End Studio - Walk to Old Port
West End
The price is HK$667
HK$1,788 total
includes taxes & fees
2 Nov - 3 Nov
King Size Bed - West End Studio - Walk to Old Port
A street lined with buildings, one with a red door and a sign that reads "MINATO".

17. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (153 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is HK$1,389
HK$2,164 total
includes taxes & fees
20 Oct - 21 Oct
Adorable Portland getaway on the Eastern Promenade
A room with a wooden floor, a round table, two chairs, a sofa, and a patterned rug.

18. NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (15 reviews)
"Fantastic little spot. Great location and easy to find parking even if not using what is reserve. Home had everything necessary for a stay. Hosts were prompt with communication."
United States
Susan
The price is HK$1,562
HK$3,293 total
includes taxes & fees
20 Oct - 21 Oct
NEW 1 BDR-Heart of Munjoy Hill
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

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

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (85 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
The price is HK$1,318
HK$4,000 total
includes taxes & fees
12 Oct - 13 Oct
Elegant condo - walk to Portland's best restaurants & Old Port
A gym with treadmills, elliptical machines, and exercise balls.

20. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.2 out of 10, Wonderful, (21 reviews)
"We really appreciated our stay!"
United States
Anonymous traveller
The price is HK$902
HK$1,155 total
includes taxes & fees
5 Nov - 6 Nov
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
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

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent
"Good location, nice spacious 2 queen beds room, friendly helpful staff at frontdesk valet and bar, no complaints."
suyash 2-night trip
Posted 2 hours ago
Cambria Hotel Portland Downtown-Old Port

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:

  • View our selection of featured holiday rentals in Portland
  • Use the map to find apartments and other holiday homes in the Portland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Portland while they last

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

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals in Portland close to Maine Narrow Gauge Railroad, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Portland speak highly of the bustling port and array of shops. The acclaimed theatre scene and great live music are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Portland has to offer?

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port: This highly rated holiday home rental in Portland is located on a river, and has a fireplace, a furnished patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Our travellers also rate Cozy&Quiet Home in Portland ME. One Bedroom with dedicated Bathroom “No Kitchen” as a favourite home for rent in Portland.

How many holiday rentals are there in Portland?

Choose from 91 Expedia holiday rentals in Portland for a memorable holiday.

What can I see and do in Portland?

Maine Narrow Gauge Railroad and Bayside Bowl are a couple of the 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 holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for small groups.