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Portland Vacation Rentals

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Our top choices for Portland vacation rentals

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (106 reviews)
"Highly recommended. Pricey but well worth it. The unit was clean, spacious, and exceptionally well appointed."
United States
Diane
The price is CA $490
CA $640 total
includes taxes & fees
Aug 26 - Aug 27
The Weldon Hotel

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (6 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is CA $866
CA $1,156 total
includes taxes & fees
Jul 28 - Jul 29
Evalina Hotel

Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (53 reviews)
"Great stay. The apartment is cute, clean, and in a perfect location. Parking was easy, and the mattress was very comfortable. Would definitely stay here again."
United States
Victoria M.
The price is CA $390
CA $592 total
includes taxes & fees
Jul 30 - Jul 31
Charming West End Hideaway. Private Parking

Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (104 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is CA $423
CA $653 total
includes taxes & fees
Aug 2 - Aug 3
Ocean View East End Studio in a Historic Victorian

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (11 reviews)
"A perfectly decent place to stay, plenty of restaurants and bars within reasonable walking distance. Neighborhood is a bit rough, as the listing mentioned, but no problems while I was there. Response time on questions to the host could be better."
Canada
Brian
The price is CA $155
CA $258 total
includes taxes & fees
Jul 28 - Jul 29
Studio Apartment near downtown Walkable!

Prime Old Port 3BR • Free Parking • Sleeps 8

Prime Old Port 3BR • Free Parking • Sleeps 8
Downtown Portland
9.8 out of 10, Exceptional, (163 reviews)
"Everything was great! Excellent location, clean and great communication. Thank you!"
United States
Stephanie W.
The price is CA $464
CA $1,060 total
includes taxes & fees
Jul 28 - Jul 29
Prime Old Port 3BR • Free Parking • Sleeps 8

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (181 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is CA $399
CA $638 total
includes taxes & fees
Jul 28 - Jul 29
Glorious getaway on Portland's Eastern Promenade.

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 CA $395
CA $656 total
includes taxes & fees
Jul 28 - Jul 29
Luxury Condo Downtown Portland Old Port

Vintage Maine & Modern Convenience in Portlands Exclusive East End

Vintage Maine & Modern Convenience in Portlands Exclusive East End
Munjoy Hill
9.8 out of 10, Exceptional, (54 reviews)
"Great location. Short walk to Old Port and shops restaurants. Host was great"
United States
Jeff P.
The price is CA $518
CA $797 total
includes taxes & fees
Aug 2 - Aug 3
Vintage Maine & Modern Convenience in Portlands Exclusive East End

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (138 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is CA $376
CA $565 total
includes taxes & fees
Aug 3 - Aug 4
Adorable Portland getaway on the Eastern Promenade

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (100 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is CA $586
CA $1,011 total
includes taxes & fees
Aug 18 - Aug 19
The Globe House on Munjoy Hill - Walk to Breweries

Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (234 reviews)
"Beautiful penthouse! Close to the harbor and all the shopping and restaurants. "
United States
Jessi F.
The price is CA $1,285
CA $1,864 total
includes taxes & fees
Aug 23 - Aug 24
Downtown Penthouse Suite - Stunning Harbor Views

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, (79 reviews)
"Lovely stay at a lovely place!"
United States
Bunny B.
The price is CA $562
CA $946 total
includes taxes & fees
Aug 3 - Aug 4
2 Bedroom Apartment on Top Floor in Portland's West End

Eastbayside/Munjoy - Charming Downtown Escape

Eastbayside/Munjoy - Charming Downtown Escape
East Bayside
9.8 out of 10, Exceptional, (37 reviews)
"Very nice location, clean and comfortable!"
United States
Ryan R.
The price is CA $839
CA $1,369 total
includes taxes & fees
Aug 14 - Aug 15
Eastbayside/Munjoy - Charming Downtown Escape

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)
"Jennifer’s VRBO is exactly as cute, clean and cozy as the listing’s photos depict. It is so well maintained that she has living house plants that are thriving 10/10. I can’t wait to stay again!"
United States
Liz P.
The price is CA $392
CA $615 total
includes taxes & fees
Aug 2 - Aug 3
Peaceful & minutes from the Old Port with private parking

Fall In Love With Portland!

Fall In Love With Portland!
Munjoy Hill
9.4 out of 10, Exceptional, (143 reviews)
"Host was great as well as the accommodations. The place was very clean ."
United States
Lisa B.
The price is CA $844
CA $1,403 total
includes taxes & fees
Aug 1 - Aug 2
Fall In Love With Portland!

1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (105 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 $284
CA $534 total
includes taxes & fees
Aug 9 - Aug 10
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

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
9.6 out of 10, Exceptional, (5 reviews)
"All was great...clean and convenient."
United States
Krista P.
The price is CA $324
CA $731 total
includes taxes & fees
Aug 17 - Aug 18
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Parkside Victorian 2BR — walk to Old Port, off-street parking, balcony

Parkside Victorian 2BR — walk to Old Port, off-street parking, balcony
Parkside
10.0 out of 10, Exceptional, (3 reviews)
"Location was perfect for our needs , exploring Portland! Easy check in process.Very clean !"
United States
veggies 2.
The price is CA $465
CA $773 total
includes taxes & fees
Aug 6 - Aug 7
Parkside Victorian 2BR — walk to Old Port, off-street parking, balcony

Penthouse Two Master Waterfront Suite with Rooftop

Penthouse Two Master Waterfront Suite with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (266 reviews)
"This was one of the most spectacular places we have ever stayed. The views are amazing and the place is just incredible. We really look forward to our next visit!"
United States
Daryl R.
The price is CA $1,394
CA $2,086 total
includes taxes & fees
Aug 9 - Aug 10
Penthouse Two Master Waterfront Suite with Rooftop
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 great live music 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?

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

How many vacation rentals are there in Portland?

Choose from 89 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.