Holiday Homes in Scarborough

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Featured Holiday Homes in Scarborough

"Perfect for a family and friends weekend! Lots of room for everyone to be comfortable!"

"Cute and cozy antique home within walking distance to downtown Kennebunkport. We had three girls staying there for a girls weekend, and even though the house can sleep more than that, I think it would have felt cramped, so keep that in mind. The host was very responsive to our communications. The house was super clean and she included a bunch of nice little *sweet* touches throughout :-)"

includes taxes & fees

1 Dec - 2 Dec

"Enjoyed this peaceful home and property. "

"Great spot, the dog loved it too"

"We were two couples (in our 60’s) in Portland for a couple days visiting. John’s place was wonderful! We had plenty of space for the four of us with room to spare. Very comfortable and relaxing. We absolutely LOVED the front porch/deck. Very spacious and an amazing view of the beach and ocean! Bathroom and kitchen were not “updated” but it’s a 110 year old home so we really didn’t mind - everything worked and that’s what’s important. The apartment is upstairs and John lives downstairs. ...

"This home is beautiful inside & out. Modern & stylish with a comfortable & authentic Maine vibe. Everything from the deck furniture, fixtures, sofas, and gathering spaces (living room, kitchen) were beautiful & comfortable. We had 5 adults here for a long weekend & everyone had plenty of personal space & we greatly enjoyed our time together. The house is easily accessible from the Portland airport & major highways. Our group was able to walk into town for dining & drinks & shopping. Great...

"We had a great time at the house. It is much bigger than it appears and the layout is great for families with a wide age range. Very clean, well stocked and excellent location!! Loved it!"

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

"If you need a place to stay in your way to Boston or Acadia, this will work fine. It was clean and newly remodeled. The host is very quickly responsive, but unfortunately was not able to answer our questions. The house has limited cooking supplies and dishes, and wash cloths were not provided. Overall, it was fine for passing through, but not well stocked or ready for an extended stay. "

"The picture on VRBO leads you to believe you just go down the pathway shown to get to the beach when you are actually in a neighborhood and have to walk down the street to get to the beach. The house was very clean and both beds were very comfortable. The host was very fast to respond to my messages. Needs clean shower liner. We enjoyed our stay. "

"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"

"Short visit but fun little cottage off the beaten path. Most comfortable beds ever and very responsive host and caretaker. Would stay here again. Loved the nearby waterfront restaurants."

includes taxes & fees

25 Nov - 26 Nov

"Great place to stay. Beautiful home. Owner was awesome. "

"Awesome Host! Great Location with cozy vibes! "

"My friends and I stayed for one night in the gorgeous Gregory House. We've stayed here before and absolutely love it! There are so many beautiful details to the house and it's great for larger groups. We love the game room although it's often hard to get us out of the kitchen. Laura has been an amazing host as always! Very responsive, down to earth, and great to work with. We'd love to stay here again."

includes taxes & fees

24 Nov - 25 Nov

"Beautiful home! Well kept, clean and very comfortable. A little touch of history in this wonderful house and neighborhood. Great location, quick to Portland and the airport. We loved it!!!! Owner communication is a 10+++. "

6 bedrooms, travel cot, Internet, bed sheets

"We had a great time at this beautiful property. We were in town for the wedding of a family member and couldn’t have asked for a better place!"

"Very nice little house. That being said, the house was good for us as we weren’t there much, but if you plan on spending a lot of time in the house it is small, the bathroom is made for small people. I would recommend this listing as the host is very quick to respond and very pleasant and helpful."

"We really enjoyed this home and the location. The upgrades were beautiful and the restaurants nearby were amazing. When we checked out and took out our trash the outside bin had a lock on it so our only issue was not being able to access that but that wasn’t anyone’s fault. "

includes taxes & fees

1 Dec - 2 Dec

"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."