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, (55)
"The Mary Jane house was amazing. Every detail is taken care of. The house is adorable and in a great location. We all would have loved to stay longer. The bedrooms are comfy and the kitchen well set up. Thank you so much for a great stay!"
The price is NZ$886
includes taxes & fees
4 Nov - 5 Nov
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, (103)
"Our family took a quick weekend trip to do some birding and enjoy some nature walks. What a great house in an amazing location! We enjoyed sitting in the Adirondack chairs overlooking the marsh every evening as the sun set. The house was absolutely spotless and had everything we needed. It was cozy and comfortable, with plenty of games for entertaining ourselves after dark. It was close to nearby attractions for day trips. The owner was very responsive when we had questions about the heater. We...
Quintessential Maine Beach Cottage
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (110)
"This property is exactly as it’s listed. Mr. Murphy is a kind and helpful host. The location can’t be beat. So close to anything you’d want to see and right on the beach. Watching the dogs play on the beach and the boats was a highlight. The view is so beautiful it looks fake lol. I truly hope to be back one day. "
Charming 110-year former Inn 10' from the Ocean!
Historic Seaward Cottage Located Mins of Dock Square
10.0 out of 10, Exceptional, (7)
"This place was so beautiful and clean simply incredible. Everything we needed and more. We could walk to dock square and beyond with ease. FANTASTIC!"
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, (18)
"We enjoyed our stay at this beautiful home! If ever in Maine again we would love to rent this home! "
Welcome to Kennebunk! Walk to town, bike to beaches, kid friendly!
Luxurious Penthouse with Modern Design in Downtown
9.0 out of 10, Wonderful, (4)
"We had everything around us. Didn’t loose a minute for commute, everything was perfect. "
Luxurious Penthouse with Modern Design in Downtown
Enchanting 3BR Farmhouse Retreat Nature Getaway
9.0 out of 10, Wonderful, (9)
"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$675
includes taxes & fees
3 Nov - 4 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, (12)
"The Gregory House is in a great location in southern Maine. It's 30 minutes south of Portland and close to most of the south coast beach towns. All amenities you'll need are close by. The house itself is an old mansion and has tons of space. The 3rd floor has a grand, pitched ceilinged, wood paneled pool room with comfy couches and a large screen TV. Lots of games are available as well in the storage drawers there. There's also a card room in the main turret - very cool. The front porch has lots...
The price is NZ$1,874
includes taxes & fees
10 Nov - 11 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, (54)
"Cute little spot near oxbow. Short drive to downtown. Great kitchen if you cook. Neighborhood seems Soso during the day and strangely decent at night. Pretty ideal. Best deal the weekend we stayed even over all the hotels. Worked out great. "
The price is NZ$706
includes taxes & fees
6 Nov - 7 Nov
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, (103)
"Our family took a quick weekend trip to do some birding and enjoy some nature walks. What a great house in an amazing location! We enjoyed sitting in the Adirondack chairs overlooking the marsh every evening as the sun set. The house was absolutely spotless and had everything we needed. It was cozy and comfortable, with plenty of games for entertaining ourselves after dark. It was close to nearby attractions for day trips. The owner was very responsive when we had questions about the heater. We...
Quintessential Maine Beach Cottage
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (95)
"This beach home was clean and beautiful, it had everything we needed and was in a great location. We loved that it was right on the ocean, which meant amazing sun rises and easy access to walks on the beach. We were there in October, so there wasn’t much going on in Old Orchard beach, but that was okay with us! It was a quiet cozy town when we were there. There were plenty of other places to visit in the surrounding area!"
Gorgeous ocean-front home with stunning beach views
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.