Portland Holiday Rentals

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Check prices for these dates

Tonight
21 Nov - 22 Nov
Tomorrow
22 Nov - 23 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Holiday Rentals in Portland

Dining
Sunny Spot with Private Parking.

Apartment in Knightville

2.0 star property
9.8 out of 10, Exceptional, (24)
"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 HK$615
HK$1,392 total
includes taxes & fees
23 Nov - 24 Nov
Sunny Spot with Private Parking.
Living area
The Weldon Hotel

Aparthotel in Downtown Portland

4.5 star property
9.8 out of 10, Exceptional, (87)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is HK$1,534
HK$1,672 total
includes taxes & fees
1 Dec - 2 Dec
The Weldon Hotel
Outdoor dining
Peaceful & minutes from the Old Port with private parking

Apartment in Knightville

9.8 out of 10, Exceptional, (7)
"Super Cute little apartment! My only complaint, is the parking. It gets a little tight. And the bed is a little firm for my liking, but overall it was super nice and convenient!"
United States
Samantha
The price is HK$648
HK$1,521 total
includes taxes & fees
23 Nov - 24 Nov
Peaceful & minutes from the Old Port with private parking
Smart TV
Beautiful 1st Floor Apartment & Amazing Shower

Apartment in Parkside

9.0 out of 10, Wonderful, (26)
"My brother in law and I stayed here while my husband was hospitalized at the Maine Med and it was a lovely property. Everything was clean and organized, check in was easy and the hosts were responsive and kind. I would stay here again!"
United States
Lillian L.
The price is HK$462
HK$1,140 total
includes taxes & fees
26 Nov - 27 Nov
Beautiful 1st Floor Apartment & Amazing Shower
TV
Port City Nest: Beautiful 2bd w/ Balcony & Parking

Apartment in Parkside

The price is HK$615
HK$1,680 total
includes taxes & fees
30 Nov - 1 Dec
Port City Nest: Beautiful 2bd w/ Balcony & Parking
TV
In-town no frills 2 bedroom apt

Apartment in West Bayside

8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
The price is HK$654
HK$1,213 total
includes taxes & fees
23 Nov - 24 Nov
In-town no frills 2 bedroom apt
Fridge, microwave, oven, stovetop
Luxury on Back Cove - Three Gables

Apartment in Rosemont

10.0 out of 10, Exceptional, (8)
"GoodLocation, very clean. Would stay again "
United States
Carly B.
The price is HK$1,261
HK$3,224 total
includes taxes & fees
23 Nov - 24 Nov
Luxury on Back Cove - Three Gables
Interior
Adorable Portland getaway on the Eastern Promenade

Apartment in Munjoy Hill

9.6 out of 10, Exceptional, (125)
"So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future."
United States
Lorena
The price is HK$677
HK$1,374 total
includes taxes & fees
1 Dec - 2 Dec
Adorable Portland getaway on the Eastern Promenade
Interior
Charming West End Hideaway. Private Parking

Apartment in West End

10.0 out of 10, Exceptional, (46)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is HK$988
HK$1,807 total
includes taxes & fees
24 Nov - 25 Nov
Charming West End Hideaway. Private Parking
Interior
Charming Studio apartment with WiFi, AC in welcoming Portland

Apartment in Munjoy Hill

9.6 out of 10, Exceptional, (11)
"Easy check in and check out. Great neighborhood with good food and coffee close by. "
United States
Ryan W.
The price is HK$973
HK$1,790 total
includes taxes & fees
28 Nov - 29 Nov
Charming Studio apartment with WiFi, AC in welcoming Portland
Exterior detail
Glorious getaway on Portland's Eastern Promenade.

Apartment in Munjoy Hill

9.8 out of 10, Exceptional, (170)
"Great location, clean and cute."
United States
Erin M.
The price is HK$1,066
HK$2,096 total
includes taxes & fees
30 Nov - 1 Dec
Glorious getaway on Portland's Eastern Promenade.
1 bedroom, WiFi, bed sheets
Studio Apartment near downtown Walkable!

Apartment in West Bayside

7.6 out of 10, Good, (5)
"The listing said "Studio Apartment," but it is really just a bedroom with a bath. A mini-fridge, coffeemaker and microwave oven do not make this a "Studio" in the sense that I understand that word (i.e., a one-room apartment with kitchen and bath). When I went back and looked at the photos in the listing, that should have been obvious to me, but I got hung up on the word "Studio."That said, it was a comfortable room, although the bathroom was stingy on towels (no face cloths, only one hand...
United States
Eric G.
The price is HK$531
HK$1,090 total
includes taxes & fees
23 Nov - 24 Nov
Studio Apartment near downtown Walkable!
Exterior detail
West End Bright Spot with Parking.

Apartment in West End

10.0 out of 10, Exceptional, (16)
"Super cute spot! Wonderful girls weekend!"
United States
Diana M.
The price is HK$833
HK$1,807 total
includes taxes & fees
25 Nov - 26 Nov
West End Bright Spot with Parking.
Dining
Roof Deck - Parking - 5 Min Downtown

Apartment in Oakdale

2.0 star property
10.0 out of 10, Exceptional, (3)
"Excellent stay! 3rd floor unit so walk up the stairs is needed. The space was beautifully decorated, and the hosts even had flowers waiting upon arrival. Very cozy with the fireplace and huge outdoor patio. Would love to stay again!"
United States
Ilyna W.
The price is HK$1,454
HK$2,773 total
includes taxes & fees
25 Nov - 26 Nov
Roof Deck - Parking - 5 Min Downtown
TV, books
Back Cove Gem ★ 5 Min to Old Port ★ Bright and New

Apartment in Oakdale

10.0 out of 10, Exceptional, (43)
"Very clean, updated, safe and comfortable! Great location for exploring Portland. "
United States
Eden R.
The price is HK$1,051
HK$2,443 total
includes taxes & fees
23 Nov - 24 Nov
Back Cove Gem ★ 5 Min to Old Port ★ Bright and New
Microwave, oven, coffee/tea maker, cookware/dishes/utensils
Walk to Old Port ♦ West End Condo ♦ Parking

Condo in West End

9.6 out of 10, Exceptional, (79)
"Great location. Nice and clean!"
United States
Anonymous traveller
The price is HK$850
HK$2,123 total
includes taxes & fees
2 Dec - 3 Dec
Walk to Old Port ♦ West End Condo ♦ Parking
Property grounds
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Holiday Home in West End

8.4 out of 10, Very good, (58)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is HK$1,161
HK$2,470 total
includes taxes & fees
22 Dec - 23 Dec
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Holiday Home in Munjoy Hill

10.0 out of 10, Exceptional, (36)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is HK$1,237
HK$2,579 total
includes taxes & fees
23 Nov - 24 Nov
Modern & Sunny House Steps from the Promenade. Private Parking!
TV
East end. Walk to food, beer and downtown fun.

Apartment in Munjoy Hill

9.8 out of 10, Exceptional, (32)
"Perfect spot for our trip! Walking distance to a ton of amazing restaurants etc. host was awesome and super helpful. Will definitely stay again. "
United States
Joseph R.
The price is HK$1,796
HK$3,000 total
includes taxes & fees
26 Nov - 27 Nov
East end. Walk to food, beer and downtown fun.
TV
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC

Apartment in Parkside

8.0 out of 10, Very good, (4)
"Everything was perfect."
United States
Edward J.
The price is HK$471
HK$1,150 total
includes taxes & fees
25 Nov - 26 Nov
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC
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

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"Awesome stay. I will definitely return "
MAURICE 2-night trip
Posted 23 hours ago
Canopy by Hilton Portland 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:

  • 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 Company and Museum, 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 fascinating museums and acclaimed theatre scene 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?

Quintessential Maine Beach Cottage: This holiday home rental outside of Portland is located on the beach, and has a private garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Portland?

Choose from 90 Expedia holiday rentals in Portland for a memorable holiday.

What can I see and do in Portland?

Maine Narrow Gauge Railroad Company and Museum and Children's Museum and Theatre of Maine are a couple of the family-friendly sights, whereas cultural attractions include Merrill Auditorium and Portland Museum of Art. While here, Fore Street Gallery and Casco Bay Lines Ferry Terminal 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.