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Compare 68 Vacation Homes in Portland with updated reviews, rates, and availability.

Rent a room in the gorgeous Holt House
8.4 out of 10, Very Good, (19)
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
Luxurious Penthouse with Modern Design in Downtown
Luxurious Penthouse with Modern Design in Downtown
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
The price is $198
$470 total
includes taxes & fees
Jun 3 - Jun 4
Elegant condo - walk to Portland's best restaurants & Old Port
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Rent a room in the gorgeous Holt House
7.8 out of 10, Good, (12)
"This was such a cool house to stay in. The host was very responsive and the check in/out process couldn't have been easier."
Rent a room in the gorgeous Holt House
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
10.0 out of 10, Exceptional, (117)
"We had a wonderful stay. The property was beautiful and the hosts were very accommodating. They always made sure we had everything we needed. We could not have asked for a more comfortable stay in such a beautiful neighborhood. If we travel that way in the future, we will definitely try to stay again. Thank you."
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (10)
"We were so happy with this property, it was the perfect space for three busy moms to get away and relax together. So clean and well thought out, appreciated all the little touches. Easily walkable to everywhere we wanted to go in Portland. We will always remember getting to see the northern lights from the balcony! Will definitely come back here again, thanks for everything."
The price is $297
$507 total
includes taxes & fees
Jun 10 - Jun 11
Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill- Immaculately restored antique 1874 New Englander with private patio
10.0 out of 10, Exceptional, (8)
"We loved our stay and great house for my family to stay in. Christine was very responsive to my questions/emails. I would highly recommend this house!"
Munjoy Hill- Immaculately restored antique 1874 New Englander with private patio
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (99)
"Lovely home in a beautiful location. Very welcoming, cozy, and friendly. Easy check-in and check-out process. The owner was very accommodating and helpful. Made amazing memories and look forward to returning soon. Thank you so much!"
Charming 110-year former Inn 10' from the Ocean!
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.4 out of 10, Exceptional, (23)
"This property was perfect for our group of 10 girls!!! It was much bigger than I was even anticipating, beautiful home and very clean. *Very* safe and nice neighborhood, which was incredibly important for us girls. The hot tub was the best part and the fireplace was great too. No complaints with our stay at all, though I wish it was a walking distance to downtown. It was about a 10 minute car ride so we ubered for our stay which worked out pretty good and was still cheap! The host lives upstairs...
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
10.0 out of 10, Exceptional, (52)
"Artfully decorated and located walking distance to restaurants and parks. This was the perfect place for me and friends to visit around the table, watch a hockey game on TV, walk to restaurants, heat up take out, and was close to site seeing museums and light houses. The host was quickly available for suggestions. Check in and out was simple."
The price is $374
$653 total
includes taxes & fees
Jun 27 - Jun 28
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.8 out of 10, Excellent, (48)
"This was a great old townhouse. Great parking and very clean. Easy walk to attractions and a charming neighborhood bar just around the corner. "
The price is $122
$258 total
includes taxes & fees
Jun 3 - Jun 4
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Convenient Portland home 3 miles from Downtown
10.0 out of 10, Exceptional, (8)
"The house was spotless and comfortable. We arrived in the middle of a snowstorm, and it was great to have the one-car attached garage, a heating system that worked well, someone who plowed the driveway and shoveled the snow shortly after we arrived, and a comfortable hot shower. Grocery stores and restaurants are nearby. Beds are comfortable, and there is a lot of closet space and drawer space. We would stay here again."
The price is $267
$700 total
includes taxes & fees
Jun 30 - Jul 1
Convenient Portland home 3 miles from Downtown
Historic West End Neighborhood
10.0 out of 10, Exceptional, (102)
"We were in Portland for our daughter’s grad school graduation, and our accommodations were perfect. Jim was an awesome host! Thank you so much for the use of you home."
Historic West End Neighborhood
Pet friendly cape, close proximity to downtown, shops, walking trails and I95!
Pet friendly cape, close proximity to downtown, shops, walking trails and I95!
Luxurious island home on the water, 30 minute ferry ride from Portland Maine
Luxurious island home on the water, 30 minute ferry ride from Portland Maine
Beautiful, single story ranch. Next to city park with ocean view!
10.0 out of 10, Exceptional, (1)
"Beautiful spot in Portland with plenty of space for 6 adults. Ken could not have been nicer. He was in touch and available for questions all weekend."
Beautiful, single story ranch. Next to city park with ocean view!
Historic Bakery House on Great Diamond Island with Lots of Charm
9.0 out of 10, Wonderful, (2)
"This was a terrific VRBO for a family gathering. Spacious, attractive convenient, located in the middle of a converted military base that offers many communal facilities that most VRBOs lack. Beautiful manicured lawns and easily walkable, with quick ferry service to Portland, Me. Only hitch, we couldn't find the thermostat, so a late September stay was a bit cool."
Historic Bakery House on Great Diamond Island with Lots of Charm
"Glamp" out near downtown Portland w/outdoor patio, fire pit & outdoor shower!
9.2 out of 10, Wonderful, (9)
"This was a great spot to stay for a guys weekend. Location is a short drive to Old Port where we spent most of our time. When we weren't out and about the backyard with a fire pit and corn hole boards was perfect for hanging out. Ryan was great and responsive."
"Glamp" out near downtown Portland w/outdoor patio, fire pit & outdoor shower!
FunJoy Hill - The Perfect Location!
9.8 out of 10, Exceptional, (10)
"Great location. Easy to find. We had a great time"
FunJoy Hill - The Perfect Location!
Prime City Living Townhouse
6.0 out of 10, (2)
"My family and I have started the tradition of spending a weekend in Portland to visit the city and the surrounding ski area. This apartment and location made our trip so effortless and enjoyable. It's within steps of one of our favorite coffee places, Tandem, and a walk to all of the excellent shopping on Congress St. Our host couldn't have been more accommodating and helpful. We look forward to returning soon!"
The price is $215
$688 total
includes taxes & fees
Jun 2 - Jun 3
Prime City Living Townhouse
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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.

Other property types in Portland

Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
The price is $198
$470 total
includes taxes & fees
Jun 3 - Jun 4
Elegant condo - walk to Portland's best restaurants & Old Port
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
8.8 out of 10, Excellent, (20)
"Clean and easy to access, nice property for a short stay. Easy communication."
The price is $170
$431 total
includes taxes & fees
Jun 2 - Jun 3
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Rent a room in the gorgeous Holt House
8.4 out of 10, Very Good, (19)
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
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.

Portland Vacation Homes information

Number of reviews
530
Accommodation
68 Vacation Homes
Lowest Price
$122
Highest Price
$374

Recent reviews of Portland hotels
Expedia verified reviews