Portland Head Light featuring rocky coastline, general coastal views and a lighthouse

Holiday Homes in Portland

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Holiday Homes in Portland

"We loved our stay in Munjoy Hill at Mark's VRBO property! It was super clean and modern and in a fantastic location. We were able to walk all over the city from here! Close to so many great restaurants. It was also super private--loved the little deck off the back and the changing leaves. Would definitely stay here again!"

"The home was in a great neighborhood and the place was very clean. My family and I enjoyed staying here."

1 bedroom, in-room safe, free WiFi, bed sheets

"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "

"John was great and the view was a amazing"

"Just as advertised, would definitely stay here again. Great location!"

"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."

"We really enjoyed our stay. Everything was very clean and check in was flawless. We would definitely stay again!"

"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!"

"Gorgeous property, responsive host, excellent location! All around a great experience. We would not hesitate to stay here again."

"Perfect location to take advantage of all the foodie places!! Place was clean and hosts were wonderful. "

"We stayed for night with couples and friends. We had an amazing time and the place was so clean and exactly as described. "

includes taxes & fees

3 Aug - 4 Aug

"We enjoyed our stay. Quiet neighborhood but close to grocery stores, restaurants and downtown Portland. "

"Really cool room and in a great location only a short walk from restaurants and sights. "

"This was a perfect place, close to everything in Portland! "

"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! "