Portland Vacation Rentals

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Vacation Rentals in Portland

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (68)
"Absolutely beautiful place to stay. "
The price is ¥53,046
¥69,126 total
includes taxes & fees
Aug 24 - Aug 25
The Weldon Hotel

Studio Unit Walkable Everywhere

The price is ¥19,346
¥30,733 total
includes taxes & fees
Aug 24 - Aug 25
Studio Unit Walkable Everywhere

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

Private Entrance Residential Portland

8.0 out of 10, Very Good, (1)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is ¥15,828
¥26,815 total
includes taxes & fees
Aug 4 - Aug 5
Private Entrance Residential Portland

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (106)
"Lovely place in the top floor of a multi property house. Everything you need in a cozy space. It is a walk up so pack up light. Clean, charming and comfy. Highly recommend. "
The price is ¥29,696
¥46,828 total
includes taxes & fees
Sep 1 - Sep 2
Adorable Portland getaway on the Eastern Promenade

Studio Apartment near downtown Walkable!

6.0 out of 10, (1)
"The listing said "Studio Apartment," but it is really just a bedroom with a bath. A mini-fridge, coffeemaker and microwave oven do not make this a "Studio" in the sense that I understand that word (i.e., a one-room apartment with kitchen and bath). When I went back and looked at the photos in the listing, that should have been obvious to me, but I got hung up on the word "Studio."That said, it was a comfortable room, although the bathroom was stingy on towels (no face cloths, only one hand...
The price is ¥17,410
¥28,726 total
includes taxes & fees
Aug 5 - Aug 6
Studio Apartment near downtown Walkable!

In-town no frills 2 bedroom apt

8.0 out of 10, Very Good, (6)
The price is ¥18,993
¥30,638 total
includes taxes & fees
Aug 10 - Aug 11
In-town no frills 2 bedroom apt

Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist

10.0 out of 10, Exceptional, (47)
"This was a great property and even better host. We had a great time staying in downtown Portland. The apartment has great finishes. I will definitely plan to stay here again."
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist

East end. Walk to food, beer and downtown fun.

9.8 out of 10, Exceptional, (26)
"Great spot in Portland. Close to dozens of food options, breweries, and sites. Clean, comfortable, and spacious."
The price is ¥29,034
¥50,854 total
includes taxes & fees
Aug 26 - Aug 27
East end. Walk to food, beer and downtown fun.

Beautiful, single story ranch. Next to city park with ocean view!

9.0 out of 10, Wonderful, (12)
"Great vacation rental!"
Beautiful, single story ranch. Next to city park with ocean view!

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
The price is ¥41,839
¥84,545 total
includes taxes & fees
Aug 26 - Aug 27
Luxury on Back Cove - Three Gables

Skyline 138: Charming West End Mansard Penthouse

9.2 out of 10, Wonderful, (17)
"Myself and a few friends stayed one night and the apartment was clean and comfortable and just what we needed."
The price is ¥70,329
¥115,764 total
includes taxes & fees
Aug 14 - Aug 15
Skyline 138: Charming West End Mansard Penthouse

Ocean view Victorian

9.8 out of 10, Exceptional, (91)
"Everything about the stay was fantastic. Great location and responsive host. "
Ocean view Victorian

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
The price is ¥26,380
¥66,899 total
includes taxes & fees
Aug 10 - Aug 11
Elegant condo - walk to Portland's best restaurants & Old Port

Walkable near downtown 1 Bedroom

The price is ¥18,993
¥30,473 total
includes taxes & fees
Aug 11 - Aug 12
Walkable near downtown 1 Bedroom

Charming Studio apartment with WiFi, AC in welcoming Portland

10.0 out of 10, Exceptional, (3)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is ¥18,843
¥34,669 total
includes taxes & fees
Aug 20 - Aug 21
Charming Studio apartment with WiFi, AC in welcoming Portland

Vintage Maine & Modern Convenience in Portlands Exclusive East End

9.8 out of 10, Exceptional, (44)
"Nice, quiet street. Great location. Sweet apartment."
Vintage Maine & Modern Convenience in Portlands Exclusive East End

Charming Brownstone Downtown Free St|Perfect Getaway for 2

10.0 out of 10, Exceptional, (25)
"Great location, in the property manager was a huge help in excellent communicator"
Charming Brownstone Downtown Free St|Perfect Getaway for 2

Stunning and Spacious 6 BR Waterfront House with Hot Tub

10.0 out of 10, Exceptional, (59)
"Very clean, lots of room for gathering. Perfect location on a quiet street with great views of the lake. Plenty of towels, bedding, water, etc. Would come back!"
The price is ¥144,599
¥212,239 total
includes taxes & fees
Aug 11 - Aug 12
Stunning and Spacious 6 BR Waterfront House with Hot Tub

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (5)
"Seven of us stayed at this beautiful home in a perfect location by the Western Promenade. Everyone had a comfortable bed, bathrooms and showers were plentiful, and the kitchen was perfectly appointed. Both cars we had fit into the garage (an added luxury). The beds were very comfortable and had soft sheets and fluffy towels. We loved every minute of our stay and made great use of the family room. Can't thank our hosts enough...very easy to work with and I would certainly rent from them again...
The price is ¥113,959
¥249,438 total
includes taxes & fees
Aug 3 - Aug 4
Spacious Historic Home | 7BR West End for Groups
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

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 great live music and acclaimed theater scene are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Portland?

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.: Visitors like this Portland vacation home rental. It is located on the beach and offers a fireplace, air-conditioning, and a Smart TV 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 145 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, Fore Street Gallery and Casco Bay Lines Ferry Terminal 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.