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 CA $457
CA $602 total
includes taxes & fees
Aug 19 - Aug 20
The Weldon Hotel

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

9.0 out of 10, Wonderful, (2)
"This apartment is great- the furnishings are cute and the bed is comfy. It has a kitchen with all of the cookware I needed, and off-street parking is awesome. I liked that it was really convenient to downtown, but outside of the busy, touristy parts of town. The owners were communicative, but not intrusive. It was overall a great experience. I would definitely stay here again."
The price is CA $174
CA $280 total
includes taxes & fees
Aug 17 - Aug 18
Private Entrance Residential Portland

Studio Unit Walkable Everywhere

6.0 out of 10, (1)
"Before check in the host was kind and incredibly communicative. Upon check out they asked how our stay was and I wrote them a message saying I’d rather discuss this before leaving a bad review but they left me on read… When we arrived there were so many unhoused folx outside the apt we didn’t feel safe entering. we literally saw a woman being chased/harassed while we were pulling up. If I wasn’t with my partner I would’ve had to cancel due to feeling unsafe. I have no bad feelings about unhoused...
The price is CA $181
CA $287 total
includes taxes & fees
Aug 24 - Aug 25
Studio Unit Walkable Everywhere

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (108)
"Unit was very clean"
The price is CA $271
CA $428 total
includes taxes & fees
Sep 1 - Sep 2
Adorable Portland getaway on the Eastern Promenade

Walkable near downtown 1 Bedroom

The price is CA $173
CA $280 total
includes taxes & fees
Sep 10 - Sep 11
Walkable near downtown 1 Bedroom

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

Elegant and efficient Island home 4 miles from downtown Portland

Elegant and efficient Island home 4 miles from downtown Portland

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 CA $181
CA $289 total
includes taxes & fees
Sep 8 - Sep 9
Studio Apartment near downtown Walkable!

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 CA $1,488
CA $2,905 total
includes taxes & fees
Aug 16 - Aug 17
Spacious Historic Home | 7BR West End for Groups

Knock on Wood | Airy Charm in Heart of Downtown

9.0 out of 10, Wonderful, (19)
"This apartment is so well situated to walk to parks, restaurants and shopping. It’s a very large space and quite comfortable. "
The price is CA $365
CA $662 total
includes taxes & fees
Sep 2 - Sep 3
Knock on Wood | Airy Charm in Heart of Downtown

Island View House BnB Self Check-In # 4 / Free Off-Street Parking

10.0 out of 10, Exceptional, (9)
"This was the perfect spot to stay for me and my husband! We were able to walk everywhere we wanted while avoiding staying in the more touristy areas. We felt like locals and we would definitely stay here again! "
The price is CA $310
CA $632 total
includes taxes & fees
Aug 24 - Aug 25
Island View House BnB Self Check-In # 4 / Free Off-Street Parking

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

9.0 out of 10, Wonderful, (13)
"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 CA $387
CA $782 total
includes taxes & fees
Sep 8 - Sep 9
Luxury on Back Cove - Three Gables

Charming Brownstone Downtown Free St|Perfect Getaway for 2

10.0 out of 10, Exceptional, (27)
"It is a beautiful apartment across the street from the art museum. "
Charming Brownstone Downtown Free St|Perfect Getaway for 2

Back yard paradise

9.8 out of 10, Exceptional, (20)
"We had a wonderful weekend with family at this nicely appointed space that is close to downtown Portland. We all enjoyed swimming in the pool and hanging out on the deck."
Back yard paradise

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 CA $227
CA $590 total
includes taxes & fees
Aug 17 - Aug 18
Elegant condo - walk to Portland's best restaurants & Old Port

Ocean view Victorian

9.8 out of 10, Exceptional, (92)
"Everything about the stay was fantastic. Great location and responsive host. "
Ocean view Victorian

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (112)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
The price is CA $304
CA $543 total
includes taxes & fees
Aug 14 - Aug 15
City Amenities, Casco Bay Sunrises and Natural Beauty

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

10.0 out of 10, Exceptional, (60)
"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 CA $1,222
CA $1,821 total
includes taxes & fees
Aug 26 - Aug 27
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
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 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 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 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 123 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.