Portland Vacation Rentals

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Vacation Rentals in Portland

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (54)
"Great hotel"
The price is CA $229
CA $353 total
includes taxes & fees
Apr 27 - Apr 28
The Weldon Hotel

Studio Apartment near downtown Walkable!

The price is CA $131
CA $231 total
includes taxes & fees
Apr 20 - Apr 21
Studio Apartment near downtown Walkable!

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 $278
CA $503 total
includes taxes & fees
Apr 20 - Apr 21
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, (76)
"Gorgeous and clean property. Can't wait to go again!"
The Globe House on Munjoy Hill - Walk to Breweries

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 $222
CA $590 total
includes taxes & fees
Apr 27 - Apr 28
Elegant condo - walk to Portland's best restaurants & Old Port

Rent a room in the gorgeous Holt House

8.0 out of 10, Very good, (24)
"This was a perfect place, close to everything in Portland! "
Rent a room in the gorgeous Holt House

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."
The price is CA $313
CA $629 total
includes taxes & fees
May 4 - May 5
Completely remodeled 2 bedroom apartment in Portland's West End

2 Bedroom Apartment on Top Floor in Portland's West End

9.8 out of 10, Exceptional, (59)
"We loved this apartment. Great location, beautifully decorated, loved the rooftop deck! Highly recommend! Will be back!"
The price is CA $346
CA $674 total
includes taxes & fees
May 7 - May 8
2 Bedroom Apartment on Top Floor in Portland's West End

Charming West End Hideaway. Private Parking

10.0 out of 10, Exceptional, (28)
"i think it is important to remark that:parking is assigned. for me this is far better than just available.the property has a private entrance. the property description left me wondering if this was a shared property.it is every bit as wonderful as the other reviews declare. thank you, jennifer and caitlin."
The price is CA $190
CA $338 total
includes taxes & fees
Apr 20 - Apr 21
Charming West End Hideaway. Private Parking

Charming Downtown Penthouse - The Cabana

9.0 out of 10, Wonderful, (13)
"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 $243
CA $501 total
includes taxes & fees
Apr 30 - May 1
Charming Downtown Penthouse - The Cabana

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (103)
"From the start, Matt communicated great with us. Was very accommodating and helpful. The property was great and as described! It was easy to get to different areas from property. Would highly recommend it and would stay there again! "
The price is CA $167
CA $382 total
includes taxes & fees
Apr 27 - Apr 28
City Amenities, Casco Bay Sunrises and Natural Beauty

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (97)
"The property was very nice and clean. Didn’t have any issues while there. Looking forward to another stay here next time I come to Portland. "
The price is CA $160
CA $292 total
includes taxes & fees
Apr 27 - Apr 28
Adorable Portland getaway on the Eastern Promenade

Huge Historic Downtown Townhome

10.0 out of 10, Exceptional, (1)
"From California, I put together a 21st birthday weekend in Portland for my daughter and five of her friends from Bates College. Tim, the manager, was communicative, helpful, and always available. The townhome is adorable, and the location is fantastic."
The price is CA $422
CA $717 total
includes taxes & fees
Apr 30 - May 1
Huge Historic Downtown Townhome

Historic Home in the West End. Private Parking.

9.8 out of 10, Exceptional, (29)
"We absolutely loved this apartment. It was the perfect location for walking to the downtown area and up and down Commercial Street. The apartment itself was exactly as it was described and shown in the listing. Super clean and had sheets, towels, dishes, etc. to make for a very easy stay. We generally like to eat out when traveling so the mini fridge, microwave, and electric kettle were exactly what we needed. The added touch of chocolates and bread sticks was very thoughtful. We will definitely...
The price is CA $176
CA $345 total
includes taxes & fees
Apr 20 - Apr 21
Historic Home in the West End. Private Parking.

West End's Diamond in the Rough 2-bedroom Apartment with Parking & WiFi

West End's Diamond in the Rough 2-bedroom Apartment with Parking & WiFi

Walk to Old Port ♦ West End Condo ♦ Parking

9.8 out of 10, Exceptional, (74)
"Everything was amazing!!"
The price is CA $152
CA $377 total
includes taxes & fees
Apr 28 - Apr 29
Walk to Old Port ♦ West End Condo ♦ Parking

Brand New 1 Bedroom Apartment in Portland

10.0 out of 10, Exceptional, (35)
"Fabulous location, top of the line amenities, excellent communication with the host, convenient parking. Couldn't ask for more."
The price is CA $277
CA $579 total
includes taxes & fees
Apr 20 - Apr 21
Brand New 1 Bedroom Apartment in Portland

Spacious 3 BR in Portland's Libbytown!

9.8 out of 10, Exceptional, (30)
"The apartment was just as described. Very comfortable and easy to get to. Very clean."
Spacious 3 BR in Portland's Libbytown!

Vintage Maine & Modern Convenience in Portlands Exclusive East End

9.8 out of 10, Exceptional, (42)
"Nikoline's home was a great home base for a fun weekend exploring downtown Portland. Super clean, well-furnished and in a great location just a short walk away from lots of cool restaurants and bars in Old Port.Nikoline was very friendly and responsive. Looking forward to going back and staying again for another Portland adventure."
Vintage Maine & Modern Convenience in Portlands Exclusive East End

Incredible Location! Heart of Old Port|Roomy Condo

10.0 out of 10, Exceptional, (28)
"This place was in the perfect location. Easy walk to delicious restaurants and stores. Apartment was very cozy and felt like home. The apartment was very clean. It had everything we needed. Beds were very comfortable "
Incredible Location! Heart of Old Port|Roomy Condo
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

The Westin Portland Harborview

4.0 star property
8.8 out of 10, Excellent, (1001)
"Great staff and facility. "
The price is CA $181
CA $203 total
includes taxes & fees
Apr 20 - Apr 21
The Westin Portland Harborview

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1480)
"We visited for a long weekend to celebrate our anniversary. Everything was amazing. Staff was courteous and friendly. We ate at many of the areas fine dining establishments but had breakfast each day at the hotel and ended each night with drinks and dessert at the bar. We will definitely be back soon!"
The price is CA $211
CA $287 total
includes taxes & fees
Apr 20 - Apr 21
Portland Harbor Hotel

Cambria Hotel Portland Downtown-Old Port

3.0 star property
9.4 out of 10, Exceptional, (845)
"So far we love everything! The 4th floor lounge is a great amenity when your family is taking up too much space in the room. Welcoming fire place and kind staff. I’ll see what the beds are like shortly. "
The price is CA $176
CA $233 total
includes taxes & fees
Apr 22 - Apr 23
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 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 & Secluded Estate on 7 acres, Boasting Fresh Renovations!: Visitors like this Portland vacation home rental. It is located by the ocean and has a balcony, a selection of games, and laundry facilities to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Portland?

Choose from 116 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.