Portland Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Portland holiday rentals

Fitness facility

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.4 out of 10, Exceptional, (22 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
The price is HK$901
HK$982 total
includes taxes & fees
19 Apr - 20 Apr
HomeAwhile
TV

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.8 out of 10, Excellent, (6 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 HK$494
HK$1,056 total
includes taxes & fees
21 Apr - 22 Apr
Private Entrance Residential Portland
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (129 reviews)
"Tidy place in a great location! "
United States
Mary M.
The price is HK$924
HK$1,665 total
includes taxes & fees
19 Apr - 20 Apr
Adorable Portland getaway on the Eastern Promenade
1 bedroom, WiFi, bed sheets

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (7 reviews)
"Maine Oyster Company was a highlight of the trip! "
United Kingdom
Tyler P.
The price is HK$617
HK$1,179 total
includes taxes & fees
19 Apr - 20 Apr
Studio Apartment near downtown Walkable!
Smart TV

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (27 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is HK$715
HK$1,420 total
includes taxes & fees
19 Apr - 20 Apr
Beautiful 1st Floor Apartment & Amazing Shower
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is HK$881
HK$1,661 total
includes taxes & fees
19 Apr - 20 Apr
Charming Studio apartment with WiFi, AC in welcoming Portland
Private kitchen

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (99 reviews)
"The hotel is in an ideal location in downtown Portland. The staff is so kind and very accommodating! The stay was beyond comfortable and is the place we will stay every time we return to Portland!"
United States
Lauren
The price is HK$1,494
HK$2,216 total
includes taxes & fees
3 May - 4 May
The Weldon Hotel
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (8 reviews)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is HK$995
HK$1,921 total
includes taxes & fees
27 Apr - 28 Apr
Peaceful & minutes from the Old Port with private parking
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (25 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 HK$987
HK$1,844 total
includes taxes & fees
27 Apr - 28 Apr
Sunny Spot with Private Parking.
Dining

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, (3 reviews)
"All was great...clean and convenient."
United States
Krista P.
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Dining

Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (50 reviews)
"Great stay in the heart of Portland, the bathtub was so good for a warming soak after a cool day of exploring the arts district! The host was very accommodating and we will be considering staying here again, for sure! "
United States
James S.
The price is HK$1,230
HK$2,118 total
includes taxes & fees
21 Apr - 22 Apr
Charming West End Hideaway. Private Parking
Exterior detail

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, (77 reviews)
"We will certainly be back! Came here for an anniversary trip and had the best time. House was very clean and beautiful! Loved the fireplace and the reading options! "
United States
Emily L.
The price is HK$1,253
HK$3,897 total
includes taxes & fees
17 Apr - 18 Apr
Elegant condo - walk to Portland's best restaurants & Old Port
Private kitchen

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

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
The price is HK$859
HK$1,107 total
includes taxes & fees
24 Apr - 25 Apr
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
Outdoor dining

Port City Nest: Beautiful 2bd w/ Balcony & Parking

Port City Nest: Beautiful 2bd w/ Balcony & Parking
Parkside
10.0 out of 10, Exceptional, (2 reviews)
"Very nice apartment. Had everything we needed. "
United States
Bob S.
The price is HK$1,136
HK$2,459 total
includes taxes & fees
27 Apr - 28 Apr
Port City Nest: Beautiful 2bd w/ Balcony & Parking
Fridge, microwave, oven, stovetop

Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.6 out of 10, Excellent, (19 reviews)
"Wonderful stay! Place was amazing and host is very responsive. Thank you so much "
United States
Logan R.
The price is HK$715
HK$1,429 total
includes taxes & fees
20 Apr - 21 Apr
Bright & Spacious Apartment with Amazing Shower
Interior

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, (59 reviews)
"Nice place. Good location."
United States
Rob M.
The price is HK$725
HK$2,857 total
includes taxes & fees
21 Apr - 22 Apr
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Interior

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, (32 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is HK$1,662
HK$2,873 total
includes taxes & fees
28 Apr - 29 Apr
East end. Walk to food, beer and downtown fun.
Flat-screen TV, Netflix, books, streaming services

Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (81 reviews)
"Great location and very spacious! Easy commutation - must stay! "
United States
Courtney H.
The price is HK$725
HK$2,857 total
includes taxes & fees
20 Apr - 21 Apr
Walk to Old Port ♦ West End Condo ♦ Parking
Living area

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
The price is HK$2,106
HK$3,471 total
includes taxes & fees
3 May - 4 May
Evalina Hotel
Interior

Skyline 138: Charming West End Mansard Penthouse

Skyline 138: Charming West End Mansard Penthouse
Parkside
9.4 out of 10, Exceptional, (26 reviews)
"Great place. Had everything we needed and close to everything."
United States
Bill P.
The price is HK$1,320
HK$3,078 total
includes taxes & fees
28 Apr - 29 Apr
Skyline 138: Charming West End Mansard Penthouse
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

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Convenient location and well decorated with excellent dining facility. staff is charming."
John 1-night trip
Posted 3 hours ago
Portland Harbor Hotel

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 Bayside Bowl, 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 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 holiday rentals that Portland has to offer?

Steps from Old Port. New, Beautifully Appointed Home. Sleeps up to 11.: This highly rated holiday home rental in Portland is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Portland?

Choose from 86 Expedia holiday rentals in Portland for a memorable holiday.

What can I see and do in Portland?

Bayside Bowl and Portland Observatory 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.