Holiday Homes in Scarborough

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Featured Holiday Homes in Scarborough

A beautiful ocean view cottage. Come enjoy the wonderful beach!
10.0 out of 10, Exceptional, (93)
"Perfect for a family and friends weekend! Lots of room for everyone to be comfortable!"
A beautiful ocean view cottage. Come enjoy the wonderful beach!
Historic Kennebunkport home only 0.3 miles to Dock Square
10.0 out of 10, Exceptional, (57)
"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 :-)"
The price is NZ$1,051
includes taxes & fees
22 Dec - 23 Dec
Historic Kennebunkport home only 0.3 miles to Dock Square
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)
9.6 out of 10, Exceptional, (71)
"Enjoyed this peaceful home and property. "
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)
Quintessential Maine Beach Cottage
10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (111)
"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. ...
Charming 110-year former Inn 10' from the Ocean!
Historic Seaward Cottage Located Mins of Dock Square
10.0 out of 10, Exceptional, (8)
"Very clean and thoughtfully set up house. It looked recently remodeled. The yard was spacious and great for the kids to run around in. Located about a 8 minute walk to dock square. "
Historic Seaward Cottage Located Mins of Dock Square
Welcome to Kennebunk! Walk to town, bike to beaches, kid friendly!
10.0 out of 10, Exceptional, (20)
"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!"
Welcome to Kennebunk! Walk to town, bike to beaches, kid friendly!
Luxurious Penthouse with Modern Design in Downtown
9.2 out of 10, Wonderful, (5)
"Just as advertised, would definitely stay here again. Great location!"
Luxurious Penthouse with Modern Design in Downtown
Enchanting 3BR Farmhouse Retreat Nature Getaway
8.6 out of 10, Excellent, (10)
"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. "
Enchanting 3BR Farmhouse Retreat Nature Getaway
East Grand Ave Fabulous Cottage
9.2 out of 10, Wonderful, (131)
"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. "
East Grand Ave Fabulous Cottage
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Full sized home
9.6 out of 10, Exceptional, (22)
"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."
The price is NZ$630
includes taxes & fees
25 Nov - 26 Nov
Full sized home
Beautiful home within walking distance to Kennebunkport
10.0 out of 10, Exceptional, (31)
"Great place to stay. Beautiful home. Owner was awesome. "
Beautiful home within walking distance to Kennebunkport
Cozy Cottage With Private Water Access
10.0 out of 10, Exceptional, (39)
"Awesome Host! Great Location with cozy vibes! "
Cozy Cottage With Private Water Access
The Gregory House in Southern Maine close to many beaches & popular destinations
9.6 out of 10, Exceptional, (13)
"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."
The price is NZ$1,905
includes taxes & fees
23 Nov - 24 Nov
The Gregory House in Southern Maine close to many beaches & popular destinations
Oceanside escape 🌊 perfect family getaway!
9.8 out of 10, Exceptional, (10)
"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+++. "
Oceanside escape 🌊 perfect family getaway!
Spacious Kennebunkport Home w/ View, 2 Mi to Beach
10.0 out of 10, Exceptional, (43)
"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!"
Spacious Kennebunkport Home w/ View, 2 Mi to Beach
Sea-clusion by the sea! Cozy cottage within step of the beach!
9.4 out of 10, Exceptional, (30)
"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."
Sea-clusion by the sea! Cozy cottage within step of the beach!
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (56)
"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. "
The price is NZ$726
includes taxes & fees
3 Dec - 4 Dec
Elegant condo - walk to Portland's best restaurants & Old Port
Rent a room in the gorgeous Holt House
8.2 out of 10, Very good, (22)
"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."
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.
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Other property types in Scarborough

Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
9.6 out of 10, Exceptional, (26)
"Repeat visit. Short walk to beach. Convenient to stores if you want to shop. Cottage comfortable. We’ll be back!"
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Quintessential Maine Beach Cottage
10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
9.8 out of 10, Exceptional, (115)
"Very relaxing getaway."
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
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.
Beautiful view of the beach with palm trees

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