Portland Vacation Rentals

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Vacation Rentals in Portland

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (46)
"Brand new. Love the apartment. Large tv, comfortable sofa, modern kitchen and bath, comfortable bed. "
The price is CA $222
CA $243 total
includes taxes & fees
Apr 10 - Apr 11
The Weldon Hotel

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (36)
"Very clean. Nice walk along bikepath to downtown. Will look to stay here again. Loved the neighborhood and parking was easy. Kitchen had everything we needed to cook. "
The price is CA $286
CA $510 total
includes taxes & fees
Mar 27 - Mar 28
Cozy, Elegant and Bright 2 bed in the East End

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (75)
"Just as advertised. Fun and happy space. Incredibly well located. Would return in an instant."
The Globe House on Munjoy Hill - Walk to Breweries

Completely remodeled 2 bedroom apartment in Portland's West End

10.0 out of 10, Exceptional, (60)
"We had a very nice stay in this apartment. I would definitely recommend it to others. The owners were friendly and it was easy to get into the unit. The only drawback for anyone who's not quite so agile is the steep staircase to get to the bedrooms. It worked out fine for our family of four, so I just list this for anyone with mobility issues."
Completely remodeled 2 bedroom apartment in Portland's West End

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (100)
"Just a few days to relax and see a new area of Maine. Our place had terrific decor, very clean, great location to get to everything in the area. Mat was very receptive to any questions and very accommodating. "
The price is CA $279
CA $524 total
includes taxes & fees
Apr 16 - Apr 17
City Amenities, Casco Bay Sunrises and Natural Beauty

Rent a room in the gorgeous Holt House

8.0 out of 10, Very good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House

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

9.4 out of 10, Exceptional, (60)
"Great layout, well-appointed and super walkable to Old Port, the great restos on Washington and the Eastern Promenade. Only downside was communication with Vacasa: they always answered but didn’t necessarily address the issue, ie I struggled with the electronic door lock, was leaving for the weekend, they said the owner would come address it but when I returned 3 days later it had been left unlocked all weekend. Unreliable WiFi & I work remotely. Several times had to work from cafes.beautifully...
The price is CA $229
CA $600 total
includes taxes & fees
Mar 26 - Mar 27
Elegant condo - walk to Portland's best restaurants & Old Port

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is CA $135
CA $264 total
includes taxes & fees
Mar 26 - Mar 27
Adorable Portland getaway on the Eastern Promenade

Charming Downtown Penthouse - The Cabana

9.2 out of 10, Wonderful, (12)
"Spacious 3 bedroom apartment. Large living room, with good lighting. Clean and stocked with everything we needed. Corresponding with property manager was extremely easy and straightforward. "
The price is CA $199
CA $427 total
includes taxes & fees
Mar 26 - Mar 27
Charming Downtown Penthouse - The Cabana

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (146)
"We loved our stay at this beautiful, clean and highly functional home. The short walk to the beach was refreshing and we would stay here again in a heartbeat."
The price is CA $140
CA $314 total
includes taxes & fees
Mar 26 - Mar 27
Glorious getaway on Portland's Eastern Promenade.

Inviting apartment with full kitchen, porch, convenient location, & fast WiFi

7.4 out of 10, Good, (20)
"After a bit of confusion getting into the house, we found a nice, very well lit, spacious home with lots of windows. The beds were pretty comfy. The location was great, easy walk to the state theater, easy to walk to lots of cool bars and restaurants. The harbor and that touristy area were about 20 to 25 minute walk away, which was lovely in the nice weather. Overall, it Served well, for four people wanting to explore Portland. "
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi

Incredible Location! Heart of Old Port|Roomy Condo

10.0 out of 10, Exceptional, (26)
"Literally the MOST perfect location to stay in Portland. Everything was beautiful, clean, comfortable, and right in the heart of Old Port. We wish we could rent here haha! "
Incredible Location! Heart of Old Port|Roomy Condo

Prime City Living Townhouse by RedAwning

2.0 star property
8.0 out of 10, Very good, (1)
"It was very convenient. "
The price is CA $235
CA $738 total
includes taxes & fees
Mar 31 - Apr 1
Prime City Living Townhouse by RedAwning

Studio Apartment In-town Walkable!

The price is CA $135
CA $240 total
includes taxes & fees
Mar 26 - Mar 27
Studio Apartment In-town Walkable!

Luxury Condo Downtown Portland Old Port

9.4 out of 10, Exceptional, (15)
"Loved the the location. Really nice shower. Super easy check and check out. "
Luxury Condo Downtown Portland Old Port

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (102)
"The place was even nicer than it looked on line. Right on the beach!!! You could hear the waves crashing in the home with the windows shut. Doesn't get much better!the windows closedwas rea"
Gorgeous ocean-front home with stunning beach views

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (124)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is CA $122
CA $318 total
includes taxes & fees
Mar 26 - Mar 27
Oceanfront Condo! Spectacular Views From Private Large Balcony

Large 2BD cottage 10 min to Pier & Beach Pets ok

9.4 out of 10, Exceptional, (26)
"This 2 bedroom cottage was perfect for our 3 day stay.Location was a 10 minute walk to the boardwalk.Would like to come back in the summer."
The price is CA $142
CA $307 total
includes taxes & fees
Mar 26 - Mar 27
Large 2BD cottage 10 min to Pier & Beach Pets ok

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

9.8 out of 10, Exceptional, (200)
"Upon entering, you'll be welcomed by a beach-themed interior, a clean and comfortable atmosphere. Further inside, a magnificent, large sliding door reveals a stunning ocean view.I experienced a minor difficulty connecting the television to the Wi-Fi network, but Wendy promptly assisted me, and we resolved the problem within minutes. Its the ideal overnight escape."
The price is CA $251
CA $482 total
includes taxes & fees
Mar 26 - Mar 27
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
100 feet from the ocean 3 bedroom cottage 420 friendly
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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Other types of properties in Portland you may be interested in

Ramada Plaza by Wyndham Portland

3.0 star property
7.6 out of 10, Good, (1030)
"My son and I were visiting the breweries nearby. The hotel was clean, quiet, and convenient. "
The price is CA $128
CA $141 total
includes taxes & fees
Apr 1 - Apr 2
Ramada Plaza by Wyndham Portland

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1465)
"Portland Harbor Hotel is a beautiful hotel. The rooms are large and comfortable. The staff is friendly and helpful. We had dinner at the hotel one night - it was pouring, and were disappointed. The food was fine, but not up to par in a great food city. There was always coffee available, and snack areas on some floors - even bottled water. Valet was very fast. They should make sure the snack areas are stocked. They were a wonderful amenity when they were. I would stay here over any other hotel...
The price is CA $169
CA $242 total
includes taxes & fees
Mar 30 - Mar 31
Portland Harbor Hotel

Cambria Hotel Portland Downtown-Old Port

3.0 star property
9.4 out of 10, Exceptional, (816)
"Updated and good location"
The price is CA $149
CA $204 total
includes taxes & fees
Apr 1 - Apr 2
Cambria Hotel Portland Downtown-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.

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, we give you a choice of vacation rentals in Portland close to Portland Observatory, 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?

The Globe House on Munjoy Hill - Walk to Breweries: Visitors like this Portland vacation home rental. It is located in the city center and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Our travelers also rate Elegant condo - walk to Portland's best restaurants & Old Port as a favorite home for rent in Portland.

How many vacation rentals are there in Portland?

Choose from 117 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Portland Observatory and Bayside Bowl 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.