Search Vacation Homes in Portland

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 59 Vacation Homes in Portland with updated reviews, rates, and availability.

Fridge, microwave, oven, stovetop
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 $283
$714 total
includes taxes & fees
May 29 - May 30
Convenient Portland home 3 miles from Downtown
Fridge, microwave, oven, stovetop
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
10.0 out of 10, Exceptional, (115)
"Perfect little place just outside of downtown, very convenient to everything. Very clean & nicely decorated. Exactly as shown. Excellent communication from host, easy check in. Will def re-book if/when we return to Portland!"
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
Fridge, microwave, oven, stovetop
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 Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (9)
"We just loved this place! Off street parking is a big plus!! We were able to sit out on the back deck all afternoon one day!! We walked all over the place. Great location!! We would stay here again."
The price is $347
$567 total
includes taxes & fees
Jun 10 - Jun 11
Modern & Sunny House Steps from the Promenade. Private Parking!
Dining
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
Property grounds
Upscale large 3 bedroom within walking distance to everything!
10.0 out of 10, Exceptional, (7)
"Cozy second floor apartment was clean and nicely located with some restaurants nearby (great ice cream/slush across the street) and a 15-20 minute walk to the heart of downtown Portland. Perfect for a weekend getaway."
Upscale large 3 bedroom within walking distance to everything!
Exterior
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
Interior
3 Story Historic Landmark - Walk to All! West End, Dog-Friendly, 2 King Beds
10.0 out of 10, Exceptional, (2)
"Love the historical district of Portland."
3 Story Historic Landmark - Walk to All! West End, Dog-Friendly, 2 King Beds
Living area | Smart TV
Quirky home located downtown Portland
10.0 out of 10, Exceptional, (3)
"We stayed at this location for my bachelor party. The house was incredibly clean. Amanda was incredibly responsive and so helpful. She really helped make the weekend an incredible experience. The house was at an ideal location and we were able to walk most places. Would absolutely stay again."
The price is $1,000
$1,557 total
includes taxes & fees
May 19 - May 20
Quirky home located downtown Portland
Fridge, microwave, stovetop, dishwasher
Spacious Portland Home: Walk Downtown!
10.0 out of 10, Exceptional, (8)
"Great property if you’re planning to have a large group. Plenty of space to gather and space out depending on how one's feeling. Easy walking distance to many different Portland neighborhoods. Highly recommend and would book again."
Spacious Portland Home: Walk Downtown!
Dining
Two Beautiful apartment
10.0 out of 10, Exceptional, (18)
"Lovely place and well appointed!"
Two Beautiful apartment
Property grounds
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!
Interior
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!
Pool | Outdoor pool
Back yard paradise
9.8 out of 10, Exceptional, (16)
"Everything was perfect! The beds were very comfortable. The pool was kept open for us and it was nice to sit around the pool one last time this year. Tito was very responsive and great to deal with. Highly recommend this property!"
Back yard paradise
Beach nearby
Willard Beach Neighborhood-Close to all Southern Maine has to offer!
9.8 out of 10, Exceptional, (60)
"Listing is spot on, loved our stay!"
Willard Beach Neighborhood-Close to all Southern Maine has to offer!
Exterior
Wonderful Portland Waterfront Home
9.6 out of 10, Exceptional, (19)
"Fun house, great location with good views. Quite and relaxed. Several restaurants nearby."
Wonderful Portland Waterfront Home
Private kitchen | Fridge, microwave, oven, stovetop
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."
Elegant condo - walk to Portland's best restaurants & Old Port
Property grounds
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.4 out of 10, Exceptional, (21)
"Stayed for a weekend for bachelorette party! Very clean, close to downtown and loved the hot tub."
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Interior
Munjoy Hill hideaway with fireplace & AC - walk to dining & Eastern Promenade
9.2 out of 10, Wonderful, (10)
"We stayed a few nights in November while in town for a wedding. The apartment was just as pictured and described, with extra blankets and such for warming up. I had an issue with the fireplace in the bedroom not coming on. I contacted the property manager who reached out to the owner and someone was there to fix it within an hour. Only other negative was the hot water in the shower didn’t last very long. Otherwise, I’d was very cozy and comfortable, very quiet at night. The apartment is close...
Munjoy Hill hideaway with fireplace & AC - walk to dining & Eastern Promenade
Property grounds
"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!
Don't see what you're looking for?
See all available properties in Portland
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

Property grounds
Glorious getaway on Portland's Eastern Promenade.
10.0 out of 10, Exceptional, (124)
"We really enjoyed our stay. We loved being able to walk to the Eastern Promenade. The beds, including the sofa bed were very comfortable. Very cute and cozy There are stairs to enter the building for anyone with mobility issues. If you are unfamiliar with older buildings, the radiators do make some noise while heating in the winter."
The price is $286
$455 total
includes taxes & fees
May 27 - May 28
Glorious getaway on Portland's Eastern Promenade.
Private kitchen | Fridge, microwave, oven, stovetop
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."
Elegant condo - walk to Portland's best restaurants & Old Port
Exterior
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
436
Accommodation
59 Vacation Homes
Lowest Price
$111
Highest Price
$347

Recent reviews of Portland hotels
Expedia verified reviews