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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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, (115 reviews)
"Really nice room and location"
United States
Victoria
The price is AU$623
includes taxes & fees
7 Sept - 8 Sept
The Weldon Hotel
A multi-story building with a stone facade, large windows, and a corner entrance.

2. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (11 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is AU$969
includes taxes & fees
8 Sept - 9 Sept
Evalina Hotel
A grand room with ornate chandeliers, a fireplace, and classical furniture.

3. Historic Home in the West End. Private Parking.

Historic Home in the West End. Private Parking.
West End
10.0 out of 10, Exceptional, (61 reviews)
The price is AU$506
includes taxes & fees
7 Sept - 8 Sept
Historic Home in the West End. Private Parking.
A modern living room with a wooden dining table, a sofa, and a coffee table.

4. 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
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay - lovely building and really nicely kept, and it’s a perfect location if you want to walk down to Old Port, about 20 minutes. Would love to come back!"
United States
Cate
The price is AU$652
includes taxes & fees
6 Sept - 7 Sept
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
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, (30 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is AU$403
includes taxes & fees
30 Aug - 31 Aug
Beautiful 1st Floor Apartment & Amazing Shower
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

6. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very good, (15 reviews)
"I will admit the location and surrounding areas are a bit sketchy, but, once inside, we felt super secure. There are multiple doors and gates with locks to ensure safety. Place was clean and had everything we needed for a quick stay."
United States
Krysta
The price is AU$234
includes taxes & fees
1 Sept - 2 Sept
Studio Apartment near downtown Walkable!
A street lined with buildings, one with a red door and a sign that reads "MINATO".

7. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (143 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is AU$423
includes taxes & fees
27 Sept - 28 Sept
Adorable Portland getaway on the Eastern Promenade
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

8. 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, (26 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is AU$420
includes taxes & fees
17 Sept - 18 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland

9. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
10.0 out of 10, Exceptional, (111 reviews)
"Lovely home in a beautiful location and Dan is a fantastic host. Ask him about his hot sauce!"
United States
Elliott H.
The price is AU$629
includes taxes & fees
30 Aug - 31 Aug
Ocean View East End Studio in a Historic Victorian
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

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, (83 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 AU$708
includes taxes & fees
31 Aug - 1 Sept
Elegant condo - walk to Portland's best restaurants & Old Port
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

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

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (89 reviews)
"Was great for our few days in Portland! Having a designated parking space was great and the location was convenient for everything we wanted to do."
United States
Britney G.
The price is AU$507
includes taxes & fees
7 Sept - 8 Sept
Walk to Old Port ♦ West End Condo ♦ Parking
A room with a white table, a chair, a colorful rug, and a ceiling fan.

12. 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.
Walkable near downtown 1 Bedroom
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, (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 AU$604
includes taxes & fees
9 Sept - 10 Sept
Luxury Condo Downtown Portland Old Port

14. Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist

Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist
Downtown Portland
10.0 out of 10, Exceptional, (69 reviews)
The price is AU$748
includes taxes & fees
30 Aug - 31 Aug
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist
A living room with a sofa, a coffee table, a lamp, and a potted plant.

15. Cozy West End apartment

Cozy West End apartment
West End
10.0 out of 10, Exceptional, (1 review)
"Artistically decorated apartment, easy and free street parking, Smalls coffee short walk away."
United States
Ed R.
Cozy West End apartment
A house with a wooden staircase leading to a door marked with the number 50.

16. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (106 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
A modern house with a wooden exterior, a small garden, and a visible window.

17. 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, (39 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is AU$638
includes taxes & fees
31 Aug - 1 Sept
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
A kitchen with wooden cabinets, a stainless steel sink, and a potted plant.

18. Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.6 out of 10, Excellent, (23 reviews)
"Very good communication, kind hosts, and a lovely stay. A cozy space, no doubt about that!"
United States
Haroon A.
The price is AU$403
includes taxes & fees
30 Aug - 31 Aug
Bright & Spacious Apartment with Amazing Shower
A modern apartment with a living room, dining area, and kitchen.

19. 2 Bedroom Apartment on Top Floor in Portland's West End

2 Bedroom Apartment on Top Floor in Portland's West End
West End
10.0 out of 10, Exceptional, (85 reviews)
"Lovely stay at a lovely place!"
United States
Bunny B.
The price is AU$838
includes taxes & fees
1 Sept - 2 Sept
2 Bedroom Apartment on Top Floor in Portland's West End
A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

20. 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 AU$510
includes taxes & fees
3 Sept - 4 Sept
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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
"We had a wonderful stay - I would recommend this venue - clean rooms and courteous staff!"
john 2-night trip
Posted 7 hours ago
Canopy by Hilton Portland Waterfront

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$234 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, 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?

Cozy&Quiet Home in Portland ME. One Bedroom with dedicated Bathroom “No Kitchen”: This highly rated holiday home rental in Portland 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. Our travellers also rate Backyard Paradise as a favourite home for rent in Portland.

How many holiday rentals are there in Portland?

Choose from 89 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.