Portland Holiday Rentals

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Our top choices for Portland holiday rentals

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
2.0 star property
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 AU$276
includes taxes & fees
15 Jan - 16 Jan
Sunny Spot with Private Parking.

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (128 reviews)
"Tidy place in a great location! "
United States
Mary M.
The price is AU$278
includes taxes & fees
15 Jan - 16 Jan
Adorable Portland getaway on the Eastern Promenade

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (91 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is AU$383
includes taxes & fees
2 Feb - 3 Feb
The Weldon Hotel

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 AU$240
includes taxes & fees
19 Jan - 20 Jan
Beautiful 1st Floor Apartment & Amazing Shower

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (7 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 AU$324
includes taxes & fees
25 Jan - 26 Jan
Peaceful & minutes from the Old Port with private parking

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

Port City Nest: Beautiful 2bd w/ Balcony & Parking
Parkside
10.0 out of 10, Exceptional, (1 review)
"Loved staying at your Nest! All was great but maybe a couple of cozy blanks in living room for lounging? Thanks again-Ruth"
United States
Ruth R.
The price is AU$333
includes taxes & fees
18 Jan - 19 Jan
Port City Nest: Beautiful 2bd w/ Balcony & Parking

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (7 reviews)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
The price is AU$205
includes taxes & fees
15 Jan - 16 Jan
Studio Apartment near downtown Walkable!

Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (47 reviews)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is AU$307
includes taxes & fees
15 Jan - 16 Jan
Charming West End Hideaway. Private Parking

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52 reviews)
"Great location and cozy."
United States
Heather G.
The price is AU$411
includes taxes & fees
21 Jan - 22 Jan
Cozy, Elegant and Bright 2 bed in the East End

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 AU$319
includes taxes & fees
15 Jan - 16 Jan
Charming Studio apartment with WiFi, AC in welcoming Portland

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (172 reviews)
"Great location for our visit to Portland. Very nice, very clean apartment. "
United States
Charles C.
The price is AU$342
includes taxes & fees
15 Jan - 16 Jan
Glorious getaway on Portland's Eastern Promenade.

Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.4 out of 10, Very good, (18 reviews)
"Super cute. Enjoyed our stay"
United States
Amber T.
The price is AU$240
includes taxes & fees
19 Jan - 20 Jan
Bright & Spacious Apartment with Amazing Shower

1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.4 out of 10, Exceptional, (98 reviews)
"Great location with easy parking"
United States
Lauren J.
The price is AU$391
includes taxes & fees
20 Jan - 21 Jan
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

Cozy 1-bedroom apartment in awesome Portland with WiFi, AC

Cozy 1-bedroom apartment in awesome Portland with WiFi, AC
Parkside
8.0 out of 10, Very good, (4 reviews)
"Everything was perfect."
United States
Edward J.
The price is AU$224
includes taxes & fees
19 Jan - 20 Jan
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC

Urban studio in an amazing, central location

Urban studio in an amazing, central location
West End
10.0 out of 10, Exceptional, (1 review)
"It was perfect for what we were looking for, would absolutely stay there again. The stairs to the property are fire escape stairs, they are metal and steep. Overall great place to stay."
United States
Leslie P.
The price is AU$372
includes taxes & fees
15 Jan - 16 Jan
Urban studio in an amazing, central location

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (123 reviews)
"Great location for an our trip; laundry in basement "
United States
maria h.
The price is AU$452
includes taxes & fees
15 Jan - 16 Jan
City Amenities, Casco Bay Sunrises and Natural Beauty

Skyline 138: Charming West End Mansard Penthouse

Skyline 138: Charming West End Mansard Penthouse
Parkside
9.2 out of 10, Wonderful, (24 reviews)
"Nice easy process, clean place, cute decor, easy to walk and uber to hot spots we wanted to see"
United States
Faith E.
The price is AU$550
includes taxes & fees
20 Jan - 21 Jan
Skyline 138: Charming West End Mansard Penthouse

Entire ideally located home in Cape Elizabeth’s coveted seaside community

Entire ideally located home in Cape Elizabeth’s coveted seaside community
Cape Elizabeth
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming and it was an easy and smooth check in and check out process. Place was a great spot for my friends and I during our stay for a pond hockey tournament."
United States
Kerry W.
The price is AU$566
includes taxes & fees
17 Jan - 18 Jan
Entire ideally located home in Cape Elizabeth’s coveted seaside community

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AU$499
includes taxes & fees
15 Jan - 16 Jan
Modern & Sunny House Steps from the Promenade. Private Parking!

The Coastal Connection

The Coastal Connection
2.0 star property
Thorton Heights
The price is AU$444
includes taxes & fees
15 Jan - 16 Jan
The Coastal Connection
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

Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Portland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as AU$204 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 entertainment choices 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?

Beautiful, single story ranch. Next to city park with ocean view!: This highly rated holiday home rental in Portland offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind. Our travellers also rate Back yard paradise as a favourite home for rent in Portland.

How many holiday rentals are there in Portland?

Choose from 87 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 Bayside Bowl 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.