Portland Vacation Rentals

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Our top choices for Portland vacation rentals

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
The price is CA $139
CA $152 total
includes taxes & fees
Mar 22 - Mar 23
HomeAwhile

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 $86
CA $185 total
includes taxes & fees
Mar 3 - Mar 4
Studio Apartment near downtown Walkable!

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (93 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is CA $231
CA $252 total
includes taxes & fees
Mar 9 - Mar 10
The Weldon Hotel

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 $72
CA $170 total
includes taxes & fees
Mar 2 - Mar 3
Private Entrance Residential Portland

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 CA $83
CA $202 total
includes taxes & fees
Feb 26 - Feb 27
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC

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 $116
CA $330 total
includes taxes & fees
Mar 12 - Mar 13
Port City Nest: Beautiful 2bd w/ Balcony & Parking

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 $154
CA $292 total
includes taxes & fees
Feb 26 - Feb 27
Charming Studio apartment with WiFi, AC in welcoming Portland

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 $133
CA $275 total
includes taxes & fees
Mar 1 - Mar 2
Sunny Spot with Private Parking.

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (125 reviews)
"Perfect location and the host was immediately repsonsive and always friendly!"
United States
Jon L.
The price is CA $148
CA $354 total
includes taxes & fees
Mar 2 - Mar 3
City Amenities, Casco Bay Sunrises and Natural Beauty

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 CA $134
CA $293 total
includes taxes & fees
Mar 3 - Mar 4
Peaceful & minutes from the Old Port with private parking

Skyline 138: Charming West End Mansard Penthouse

Skyline 138: Charming West End Mansard Penthouse
Parkside
9.4 out of 10, Exceptional, (26 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 CA $148
CA $439 total
includes taxes & fees
Feb 26 - Feb 27
Skyline 138: Charming West End Mansard Penthouse

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 $151
CA $279 total
includes taxes & fees
Mar 8 - Mar 9
Adorable Portland getaway on the Eastern Promenade

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 CA $246
CA $467 total
includes taxes & fees
Feb 26 - Feb 27
Cozy, Elegant and Bright 2 bed in the East End

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, (58 reviews)
"Nice place. Good location."
United States
Rob M.
The price is CA $193
CA $417 total
includes taxes & fees
Feb 26 - Feb 27
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

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 $142
CA $355 total
includes taxes & fees
Feb 26 - Feb 27
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

State of Charm | Historic West End Haven

State of Charm | Historic West End Haven
Parkside
8.8 out of 10, Excellent, (9 reviews)
"We had a wonderful time, loved the home, relaxed and enjoyed the sights of Portland! "
United States
Nancy H.
The price is CA $161
CA $413 total
includes taxes & fees
Feb 26 - Feb 27
State of Charm | Historic West End Haven

Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (48 reviews)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is CA $170
CA $310 total
includes taxes & fees
Mar 2 - Mar 3
Charming West End Hideaway. Private Parking

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)
"Property is clean quiet."
United States
Spencer S.
The price is CA $219
CA $687 total
includes taxes & fees
Feb 26 - Feb 27
Elegant condo - walk to Portland's best restaurants & Old Port

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 CA $96
CA $217 total
includes taxes & fees
Feb 26 - Feb 27
Bright & Spacious Apartment with Amazing Shower

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Downtown Portland
9.6 out of 10, Exceptional, (22 reviews)
"A great location for exploring the city. The apartment was clean and comfortable. The coffee shop across the street was an added perk! "
United States
abbey b.
The price is CA $200
CA $537 total
includes taxes & fees
Feb 26 - Feb 27
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
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 acclaimed theater scene and fascinating museums are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Portland?

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough: You might want to consider this Portland vacation home rental for your stay. It is on the beach and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Portland?

Choose from 84 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 Wadsworth-Longfellow House. 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.