Portland Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Portland vacation rentals

Luxury Penthouse, 2 Bedrooms, Partial Ocean View | Living room

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (1 review)
"Beautiful new boutique hotel in Portland! Easy access to the Old Port and everything Portland has to offer. Very quiet, clean and well appointed rooms. The kitchen makes all the difference, even for a short stay! We loved our visit so much that we've booked a second trip!"
United States
Allison
The price is ￥51,644
￥80,183 total
includes taxes & fees
May 31 - Jun 1
Evalina Hotel
Fitness facility

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

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
10.0 out of 10, Exceptional, (1 review)
"We really appreciated our stay!"
United States
Anonymous traveler
The price is ￥24,233
￥29,885 total
includes taxes & fees
May 31 - Jun 1
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
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.
Charming Studio apartment with WiFi, AC in welcoming 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, (132 reviews)
"The host was very friendly and it was an easy apartment to check into. "
United States
Kendall M.
The price is ￥18,547
￥33,584 total
includes taxes & fees
May 31 - Jun 1
Adorable Portland getaway on the Eastern Promenade
Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (101 reviews)
"Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again"
United States
Roberta
The price is ￥35,090
￥38,248 total
includes taxes & fees
May 31 - Jun 1
The Weldon Hotel
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 ￥28,191
￥47,915 total
includes taxes & fees
Jun 10 - Jun 11
Sunny Spot with Private Parking.
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 ￥15,051
￥26,487 total
includes taxes & fees
May 31 - Jun 1
Studio Apartment near downtown Walkable!
Smart TV

Willard Beach–Private Apt Near Portland & Parks

Willard Beach–Private Apt Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (5 reviews)
"Excellent in every way."
United States
Robert B.
The price is ￥19,816
￥44,516 total
includes taxes & fees
Jun 2 - Jun 3
Willard Beach–Private Apt Near Portland & Parks
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.
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Exterior detail

1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.4 out of 10, Exceptional, (100 reviews)
"Screen door was broke, would not close properly. Inside was very clean and comfortable beds. We just slept there and is fine for 2 people but not more. "
United States
Carolyn S.
The price is ￥16,554
￥41,131 total
includes taxes & fees
Jun 4 - Jun 5
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Interior

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.
The price is ￥15,051
￥26,487 total
includes taxes & fees
May 31 - Jun 1
Walkable near downtown 1 Bedroom
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 ￥16,723
￥28,159 total
includes taxes & fees
Jun 8 - Jun 9
Private Entrance Residential Portland
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, (34 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is ￥34,283
￥59,312 total
includes taxes & fees
Jun 16 - Jun 17
East end. Walk to food, beer and downtown fun.
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, (10 reviews)
"Great little place in south Portland! Close to many parks, lighthouses, and driving distance to downtown. Parking downtown and in the old port area can be tricky and expensive though. "
United States
Christopher R.
The price is ￥30,735
￥52,942 total
includes taxes & fees
Jun 7 - Jun 8
Peaceful & minutes from the Old Port with private parking
Interior

NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (4 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
NEW 1 BDR-Heart of Munjoy Hill
Property grounds

South Portland Beach area rental

South Portland Beach area rental
Willard Beach
10.0 out of 10, Exceptional, (1 review)
"Great place, just like pictures "
United States
Evan M.
The price is ￥24,426
￥49,366 total
includes taxes & fees
Jun 2 - Jun 3
South Portland Beach area rental
Beach

THE RALEIGH BnB APARTMENT SELF CHECK-IN / Free Off-Street Parking

THE RALEIGH BnB APARTMENT SELF CHECK-IN / Free Off-Street Parking
Munjoy Hill
10.0 out of 10, Exceptional, (4 reviews)
"Great place, so close to everything and a clean, quiet spot to sleep."
United States
Dan K.
The price is ￥39,818
￥78,470 total
includes taxes & fees
Jun 1 - Jun 2
THE RALEIGH BnB APARTMENT SELF CHECK-IN / Free Off-Street Parking
Dining

Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (51 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.
Charming West End Hideaway. Private Parking
Smart TV

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.2 out of 10, Wonderful, (29 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is ￥20,498
￥35,710 total
includes taxes & fees
May 31 - Jun 1
Beautiful 1st Floor Apartment & Amazing Shower
Interior

Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
The price is ￥20,661
￥45,263 total
includes taxes & fees
Jun 23 - Jun 24
Cozy Two Bedroom on Munjoy Hill
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

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

8/10 Good
"Great location and place"
Eric 1-night trip
Posted 1 hour ago
Hyatt Place Portland Downtown - Old Port Square

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
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  • 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 vacation rental in Portland?

Yes, we give you a choice of vacation rentals in Portland close to Bayside Bowl, or you can choose a more remote option if you're looking for extra privacy while you relax. Tourists who visit Portland speak highly of the bustling port and array of shops. The acclaimed theater scene and great live music are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Portland?

Cozy & Quiet Home in Portland, Maine 1Bedroom, Private Bathroom “No Kitchen”: Visitors like this Portland vacation home rental. It is located on the beach and offers a fireplace, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

How many vacation rentals are there in Portland?

Choose from 88 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Bayside Bowl and Portland Observatory are a couple of family-friendly sights, whereas cultural attractions include Merrill Auditorium and Maine Narrow Gauge Railroad. While here, Casco Bay Lines Ferry Terminal and Cross Insurance Arena are other places worth a visit.

What are vacation rentals like in Portland?

Vacation rentals are privately owned properties you can reserve for several days or more in Portland. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.