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

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (25)
"This was a perfect place, close to everything in Portland! "
Rent a room in the gorgeous Holt House

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (23)
"The reclining furniture was our favorite after running around all day! Very comfortable beds! Great place to stay!"
The price is AED 1,377
AED 3,111 total
includes taxes & fees
3 Jul - 4 Jul
Convenient Portland home 3 miles from Downtown

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!

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!!!

Luxury Coastal Retreat: 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! "
Luxury Coastal Retreat: Hot Tub, Firepit, Garden

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

9.0 out of 10, Wonderful, (20)
"Walkable area"
Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (121)
"John was great and the view was a amazing"
Charming 110-year former Inn 10' from the Ocean!

Spacious Portland Home: Walk Downtown!

10.0 out of 10, Exceptional, (20)
"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!

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

8.4 out of 10, Very Good, (7)
"Great vacation rental!"
Beautiful, single story ranch. Next to city park with ocean view!

Huge Historic Downtown Townhome

10.0 out of 10, Exceptional, (3)
"The location was great and we were able to walk to a lot of the restaurants. Cute house stairs can be a bit much if you are not used to them. The landlord was very accommodating. Thank you. "
Huge Historic Downtown Townhome

Prime City Living Townhouse by RedAwning

2.0 star property
8.0 out of 10, Very Good, (3)
"It was very convenient. "
Prime City Living Townhouse by RedAwning

Luxurious Penthouse with Modern Design in Downtown

9.6 out of 10, Exceptional, (10)
" Cool loft. Convenient location. Nice amenities. Family enjoyed. Would return."
Luxurious Penthouse with Modern Design in Downtown

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (15)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (77)
"Just as advertised. Fun and happy space. Incredibly well located. Would return in an instant."
The price is AED 1,146
AED 2,202 total
includes taxes & fees
22 Jun - 23 Jun
The Globe House on Munjoy Hill - Walk to Breweries

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

8.6 out of 10, Excellent, (56)
"Quiet neighborhood. Nice place"
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

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!!!

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!

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

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...
The price is AED 4,760
AED 8,806 total
includes taxes & fees
19 Jun - 20 Jun
Entire Historic Home - Portland West End

Art Filled East End Home a short walk to waterfront, restaurants and shops

9.8 out of 10, Exceptional, (28)
"Gorgeous property, responsive host, excellent location! All around a great experience. We would not hesitate to stay here again."
Art Filled East End Home a short walk to waterfront, restaurants and shops
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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