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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 89 Vacation Homes in Portland with updated reviews, rates, and availability.

The Globe House on Munjoy Hill - Walk to Breweries
Fridge, microwave, oven, stovetop

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (77)
"Great historic house in a terrific location. "
The Globe House on Munjoy Hill - Walk to Breweries
Rent a room in the gorgeous Holt House
Exterior

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
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (60)
"Great location, walkable to everything we wanted to do in Portland"
The price is AED 588
AED 1,538 total
includes taxes & fees
11 May - 12 May
Elegant condo - walk to Portland's best restaurants & Old Port
Prime City Living Townhouse by RedAwning
Fridge, microwave, oven, dishwasher

Prime City Living Townhouse by RedAwning

2.0 star property
9.0 out of 10, Wonderful, (2)
"It was very convenient. "
The price is AED 678
AED 1,989 total
includes taxes & fees
12 May - 13 May
Prime City Living Townhouse by RedAwning
Convenient Portland home 3 miles from Downtown
Fridge, microwave, oven, stovetop

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (21)
"The reclining furniture was our favorite after running around all day! Very comfortable beds! Great place to stay!"
Convenient Portland home 3 miles from Downtown
Huge Historic Downtown Townhome
Exterior detail

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 AED 976
AED 1,696 total
includes taxes & fees
12 May - 13 May
Huge Historic Downtown Townhome
Luxurious Penthouse with Modern Design in Downtown
Fridge, microwave, oven, stovetop

Luxurious Penthouse with Modern Design in Downtown

9.6 out of 10, Exceptional, (7)
"We had an amazing stay and it was an immense pleasure to call this charming place homebase for a long weekend during the holidays and a family wedding! Many thanks to the owners for hosting us!!"
Luxurious Penthouse with Modern Design in Downtown
Dreamy Coastal Stay | Hot Tub, Firepit & Garden
Outdoor spa tub

Dreamy Coastal Stay | Hot Tub, Firepit & Garden

9.0 out of 10, Wonderful, (2)
"We were in Portland for my parents anniversary. We left the area in 1986 and moved to NC but we love to come visit. Our stay here was absolutely perfect. There were 6 adults and 1 teen in the group. We were all very comfortable. Our hosts kept in touch, were informative, and handled any questions I had. We would love to stay again! "
The price is AED 1,058
AED 2,156 total
includes taxes & fees
11 May - 12 May
Dreamy Coastal Stay | Hot Tub, Firepit & Garden
Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade
1 bedroom, internet, bed sheets

Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade

9.0 out of 10, Wonderful, (19)
"Walkable area"
Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade
Two Beautiful apartment
Fridge, microwave, oven, stovetop

Two Beautiful apartment

10.0 out of 10, Exceptional, (20)
"Lovely place and well appointed!"
Two Beautiful apartment
Victorian architecture dipped in refined modernity. May-June-July special!!!
Interior

Victorian architecture dipped in refined modernity. May-June-July special!!!

9.4 out of 10, Exceptional, (19)
"Great property right in the thick of things. "
Victorian architecture dipped in refined modernity. May-June-July special!!!
Top Deck - Portland Property with Views!
3 bedrooms, desk, iron/ironing board, WiFi

Top Deck - Portland Property with Views!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing location, loved the decks. It’s nicer than the photos! "
Top Deck - Portland Property with Views!
Nature with in-town living that feels a world away. May-June-July special!!!
Property grounds

Nature with in-town living that feels a world away. May-June-July special!!!

8.8 out of 10, Excellent, (16)
"Very quiet neighborhood and closely located to old port and stores. Quick response from owner on questions "
Nature with in-town living that feels a world away. May-June-July special!!!
Modern & Sunny House Steps from the Promenade. Private Parking!
Terrace/patio

Modern & Sunny House Steps from the Promenade. Private Parking!

10.0 out of 10, Exceptional, (29)
"Pleasant house in excellent location. Jennifer was great to work with."
The price is AED 797
AED 1,477 total
includes taxes & fees
12 May - 13 May
Modern & Sunny House Steps from the Promenade. Private Parking!
The best place for the money!!!
Fridge, microwave, oven, stovetop

The best place for the money!!!

8.8 out of 10, Excellent, (21)
"It was a great Portland spot, good location"
The best place for the money!!!
Spacious Portland Home: Walk Downtown!
Fridge, microwave, stovetop, dishwasher

Spacious Portland Home: Walk Downtown!

10.0 out of 10, Exceptional, (19)
"Absolutely loved our stay here. The home is bright, spacious, comfortable, and beautiful. Jen was such a wonderful host - helpful and accessible for anything we needed. Looking forward to staying here again!"
Spacious Portland Home: Walk Downtown!
Stunning and Spacious 6 BR Waterfront House with Hot Tub
View from property

Stunning and Spacious 6 BR Waterfront House with Hot Tub

10.0 out of 10, Exceptional, (55)
"The accommodations were great. Ideal location. Easy access to downtown Portland."
Stunning and Spacious 6 BR Waterfront House with Hot Tub
Cozy and Quiet beautiful home 1 Bedroom private bathroom Portland with WiFi, AC
1 bedroom, in-room safe, iron/ironing board, free WiFi

Cozy and Quiet beautiful home 1 Bedroom private bathroom Portland with WiFi, AC

2.0 star property
Cozy and Quiet beautiful home 1 Bedroom private bathroom Portland with WiFi, AC
Entire Historic Home - Portland West End
Marina

Entire Historic Home - Portland West End

10.0 out of 10, Exceptional, (3)
"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...
Entire Historic Home - Portland West End
Beautiful, Spacious Home, minutes to the Old Port!
Property grounds

Beautiful, Spacious Home, minutes to the Old Port!

10.0 out of 10, Exceptional, (3)
"We stayed for night with couples and friends. We had an amazing time and the place was so clean and exactly as described. "
Beautiful, Spacious Home, minutes to the 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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Other property types in Portland

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (57)
"Great hotel"
The price is AED 773
AED 1,118 total
includes taxes & fees
14 May - 15 May
The Weldon Hotel
Completely remodeled 2 bedroom apartment in Portland's West End
Exterior

Completely remodeled 2 bedroom apartment in Portland's West End

10.0 out of 10, Exceptional, (60)
"This was a great place for our family to relax and enjoy Portland. There are so many places to eat nearby and the reserved parking was much appreciated."
The price is AED 826
AED 1,645 total
includes taxes & fees
11 May - 12 May
Completely remodeled 2 bedroom apartment in Portland's West End
Studio Apartment near downtown Walkable!
1 bedroom, WiFi, bed sheets

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 AED 309
AED 572 total
includes taxes & fees
10 May - 11 May
Studio Apartment near downtown Walkable!
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.