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Portland Vacation Rentals

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Our top choices for Portland vacation rentals

1. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (125 reviews)
"Really nice room and location"
United States
Victoria
The price is CA $281
CA $413 total
includes taxes & fees
Nov 2 - Nov 3
The Weldon Hotel

2. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (21 reviews)
"We had a great stay in Portland! The place was just as described and the hosts were easy to communicate with. A good place for a couple nights within walking distance of all Portland has to offer."
United States
Lucy T.
The price is CA $112
CA $215 total
includes taxes & fees
Nov 1 - Nov 2
Studio Apartment near downtown Walkable!

3. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (15 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
The price is CA $476
CA $732 total
includes taxes & fees
Nov 9 - Nov 10
Evalina Hotel

4. Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.6 out of 10, Excellent, (27 reviews)
"Lovely apartment, in a pristine location. Very spacious and comfortable all around. Highly recommended this place for your next stay in Portland, Maine!"
United States
Gintare V.
The price is CA $127
CA $255 total
includes taxes & fees
Nov 4 - Nov 5
Bright & Spacious Apartment with Amazing Shower

5. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (32 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is CA $122
CA $250 total
includes taxes & fees
Nov 4 - Nov 5
Beautiful 1st Floor Apartment & Amazing Shower

6. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (31 reviews)
"Had a wonderful stay. Very clean and great location."
United States
Aimee S.
The price is CA $178
CA $326 total
includes taxes & fees
Nov 1 - Nov 2
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

7. 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, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is CA $199
CA $669 total
includes taxes & fees
Oct 19 - Oct 20
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

8. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (107 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
The price is CA $161
CA $388 total
includes taxes & fees
Nov 3 - Nov 4
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

9. Renovated Exchange St. Loft w/Free Parking

Renovated Exchange St. Loft w/Free Parking
Downtown Portland
The price is CA $179
CA $400 total
includes taxes & fees
Nov 10 - Nov 11
Renovated Exchange St. Loft w/Free Parking

10. West End apartment with parking

West End apartment with parking
West End
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! The apartment was very clean, comfortable, and exactly as described. Everything we needed was available, and the space felt welcoming and well taken care of. The location was convenient, and the entire stay was easy and enjoyable. We would definitely stay here again and highly recommend it to anyone visiting the area. Thank you for a great experience!"
United States
Yoanna V.
The price is CA $212
CA $362 total
includes taxes & fees
Oct 21 - Oct 22
West End apartment with parking

11. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
The price is CA $132
CA $341 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Two Bedroom on Munjoy Hill

12. Great suburban location close to town!

Great suburban location close to town!
Deering Center
10.0 out of 10, Exceptional, (1 review)
"Small but cozy space, well kept, good value for the price and has all the amenities you could expect. Would be happy to stay here again."
United States
Peter H.
The price is CA $107
CA $138 total
includes taxes & fees
Oct 26 - Oct 27
Great suburban location close to town!

13. Luxury Condo Downtown Portland Old Port

Luxury Condo Downtown Portland Old Port
Downtown Portland
9.4 out of 10, Exceptional, (23 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 CA $276
CA $512 total
includes taxes & fees
Nov 2 - Nov 3
Luxury Condo Downtown Portland Old Port

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

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.4 out of 10, Exceptional, (93 reviews)
"Excellent property in Portland. Clean with amenities needed for any stay. Easy access to downtown. Hosts communicate exceptionally well and property is everything it promotes!"
United States
Adam Y.
The price is CA $146
CA $538 total
includes taxes & fees
Nov 1 - Nov 2
Walk to Old Port ♦ West End Condo ♦ Parking

15. 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 CA $162
CA $557 total
includes taxes & fees
Oct 20 - Oct 21
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

16. King Size Bed - West End Studio - Walk to Old Port

King Size Bed - West End Studio - Walk to Old Port
West End
The price is CA $121
CA $326 total
includes taxes & fees
Nov 2 - Nov 3
King Size Bed - West End Studio - Walk to Old Port

17. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (153 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is CA $252
CA $411 total
includes taxes & fees
Oct 21 - Oct 22
Adorable Portland getaway on the Eastern Promenade

18. NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (15 reviews)
"Fantastic little spot. Great location and easy to find parking even if not using what is reserve. Home had everything necessary for a stay. Hosts were prompt with communication."
United States
Susan
The price is CA $283
CA $602 total
includes taxes & fees
Oct 20 - Oct 21
NEW 1 BDR-Heart of Munjoy Hill

19. 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, (85 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 CA $240
CA $725 total
includes taxes & fees
Oct 12 - Oct 13
Elegant condo - walk to Portland's best restaurants & Old Port

20. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.2 out of 10, Wonderful, (21 reviews)
"We really appreciated our stay!"
United States
Anonymous traveller
The price is CA $164
CA $209 total
includes taxes & fees
Nov 7 - Nov 8
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
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.

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Frequently asked questions

Can I find a vacation rental in Portland?

Yes, we give you a choice of vacation rentals in Portland close to Maine Narrow Gauge Railroad, 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?

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port: Visitors like this Portland vacation home rental. It is located on a river and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation. Our travelers also rate Cozy&Quiet Home in Portland ME. One Bedroom with dedicated Bathroom “No Kitchen” as a favorite home for rent in Portland.

How many vacation rentals are there in Portland?

Choose from 91 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Maine Narrow Gauge Railroad and Bayside Bowl 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.