Portland Vacation Rentals

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Our top choices for Portland vacation rentals

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.4 out of 10, Exceptional, (21 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
The price is CA $136
CA $148 total
includes taxes & fees
Apr 21 - Apr 22
HomeAwhile

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (98 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 CA $238
CA $363 total
includes taxes & fees
Apr 26 - Apr 27
The Weldon Hotel

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 CA $116
CA $157 total
includes taxes & fees
Apr 14 - Apr 15
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

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 CA $155
CA $297 total
includes taxes & fees
Apr 14 - Apr 15
Charming Studio apartment with WiFi, AC in welcoming Portland

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 CA $102
CA $201 total
includes taxes & fees
Apr 14 - Apr 15
Private Entrance Residential Portland

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 CA $175
CA $348 total
includes taxes & fees
Apr 23 - Apr 24
Peaceful & minutes from the Old Port with private parking

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 CA $109
CA $208 total
includes taxes & fees
Apr 19 - Apr 20
Studio Apartment near downtown Walkable!

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 CA $148
CA $297 total
includes taxes & fees
Apr 13 - Apr 14
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, (129 reviews)
"Tidy place in a great location! "
United States
Mary M.
The price is CA $139
CA $268 total
includes taxes & fees
Apr 13 - Apr 14
Adorable Portland getaway on the Eastern Promenade

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
The price is CA $374
CA $615 total
includes taxes & fees
May 3 - May 4
Evalina 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 CA $108
CA $231 total
includes taxes & fees
Apr 12 - Apr 13
Beautiful 1st Floor Apartment & Amazing Shower

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 CA $128
CA $504 total
includes taxes & fees
Apr 14 - Apr 15
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

The Coastal Connection

The Coastal Connection
Thorton Heights
The price is CA $120
CA $405 total
includes taxes & fees
Apr 12 - Apr 13
The Coastal Connection

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 CA $293
CA $513 total
includes taxes & fees
Apr 14 - Apr 15
East end. Walk to food, beer and downtown fun.

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 CA $221
CA $696 total
includes taxes & fees
Apr 14 - Apr 15
Elegant condo - walk to Portland's best restaurants & Old Port

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 CA $185
CA $333 total
includes taxes & fees
Apr 13 - Apr 14
Charming West End Hideaway. Private Parking

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, (37 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is CA $184
CA $646 total
includes taxes & fees
Apr 14 - Apr 15
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

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 CA $108
CA $231 total
includes taxes & fees
Apr 12 - Apr 13
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, (99 reviews)
"Great location with easy parking"
United States
Lauren J.
The price is CA $144
CA $360 total
includes taxes & fees
Apr 27 - Apr 28
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

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 CA $200
CA $440 total
includes taxes & fees
Apr 14 - Apr 15
Port City Nest: Beautiful 2bd w/ Balcony & Parking
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Portland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 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 vacation rentals in Portland?

Steps from Old Port. New, Beautifully Appointed Home. Sleeps up to 11.: Visitors like this Portland vacation home rental. It is located in the city center and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Portland?

Choose from 87 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 Portland Museum of Art. 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.