Holiday Homes in Scarborough

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Featured Holiday Homes in Scarborough

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage

Historic Kennebunkport home only 0.3 miles to Dock Square

10.0 out of 10, Exceptional, (63)
"Our family of 5 spent a couple of nights in this home full of magical charm for a holiday getaway. House was clean, cozy, with books to read and cozy blankets. We adored the sweet touches such as the Christmas tree and decor throughout. A welcome bag and snacks was most appreciated. Would definitely come again"
The price is NZ$812
includes taxes & fees
26 Jan - 27 Jan
Historic Kennebunkport home only 0.3 miles to Dock Square

Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

9.6 out of 10, Exceptional, (55)
"This house exceeded my expectations and the owner, Jason was wonderful! I rented this beautiful house for my annual Christmas Eve party. It was more than perfect and there was plenty of room for everyone. The pool table was a nice activity for some good family competition. I highly recommend this property and would definitely stay here again. "
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (116)
"Stunning location. Dog friendly beach. Lighthouse in walking distance. "
Charming 110-year former Inn 10' from the Ocean!

The Moonglow! A beautiful ocean view house in Biddeford!

9.8 out of 10, Exceptional, (96)
"Great location!"
The Moonglow! A beautiful ocean view house in Biddeford!

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

10.0 out of 10, Exceptional, (93)
"Perfect for a family and friends weekend! Lots of room for everyone to be comfortable!"
The Perfect Beach Escape: Cozy 4-Bedroom Retreat

Five miles from the beach, newly remodeled home with lots of privacy.

10.0 out of 10, Exceptional, (48)
"This is a lovely place for us to stay, it is always clean and the owners are really wonderful. It is the place for us to stay while visiting"
Five miles from the beach, newly remodeled home with lots of privacy.

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

Charming home with deck, crib, yard, 5-person hot tub - 1 dog OK, walk to beach

9.4 out of 10, Exceptional, (88)
"I had to have surgery and live 2 hours north. This gave us easy access to my appointments and a comfortable resting place after surgery. Thank you so much. The house and yard are lovely."
Charming home with deck, crib, yard, 5-person hot tub - 1 dog OK, walk to beach

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

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (74)
"The Globe House was a wonderful Plato spend a couple of days while exploring Portland. The house itself was immaculate and well appointed, with extra touches that put it a step above: the fresh scent from a diffuser welcomed us, a complimentary bottle of wine awaited us in the refrigerator, and luxe amenities like L’Occitane moisturizer were provided. Great location with easily walkable and excellent restaurants. Our hosts left a fabulous “guide to Portland” for us, with many of their favorite...
The Globe House on Munjoy Hill - Walk to Breweries

Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Dog-Friendly Home w/Fireplace, Prime In-Town Location - Walk Everywhere

9.6 out of 10, Exceptional, (64)
"We do an annual Christmas shopping weekend and this year decided to try Kennebunkport. The house was perfect for the 4 of us. It was very clean, comfortable and within walking distance to local restaurants. The only issue we had was the kitchen wasn’t well equipped if you like to cook. There were no large pots, or cooking utensils but we were able to make it work. We loved the house and are hoping to go back in warmer weather."
Dog-Friendly Home w/Fireplace, Prime In-Town Location - Walk Everywhere

Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

9.4 out of 10, Exceptional, (53)
"We had a great stay in the property. It was everything we were after, spacious, clean and walking distance to the town to enjoy the Christmas festivities. Kennebunkport is a magical place and we are glad we got to enjoy it in the perfect home. "
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!

10.0 out of 10, Exceptional, (88)
"Seadrift is a perfect place for a family get together. Spacious, comfortable, and fully equipped with every possible necessity, this beach house gave us everything we needed to enjoy a memorable five nights of total relaxation. Thank you, Patrick and Olivia"
Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!

Welcome to Kennebunk! Walk to town, bike to beaches, kid friendly!

10.0 out of 10, Exceptional, (22)
"I say enough about Amanda and Joes house! We traveled with my family and it was ideal in every way for two families and grandma! Space, privacy, amenities. The house has everything and more you could need and was IMMACULATE. Best rental we’ve ever found! Loved every second of being there! Thank you!"
Welcome to Kennebunk! Walk to town, bike to beaches, kid friendly!

Ocean Views! Walk to the Beach!

9.8 out of 10, Exceptional, (13)
"Nice and clean, big and comfortable. Everything you’d need for a group. plenty of towels and a back yard to roast marshmallows. Perfect location with access to beach and the pier!!! "
Ocean Views! Walk to the Beach!

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Short Walk to Dock Square Kennebunkport!

7.4 out of 10, Good, (3)
"Great relaxing long weekend with friends. Walking trail close by and very close to surrounding towns."
Short Walk to Dock Square Kennebunkport!

Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay in Gray. Thank you for helping us. Most of us were out kayaking on the lake/bay. The grand daughters enjoyed the kayaking and the swimming. the only complaint from everyone was that we had to depart for our return back to SC. You have a beautiful house. thank you for allowing us to visit."
Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger
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

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (144)
"This rental is adorable with so many thoughtful touches from the host. From the personalized card and snacks to the labels explaining most everything you'd like to know about the space, everything has been considered. A great base from which to explore a fun town."
The price is NZ$388
includes taxes & fees
26 Jan - 27 Jan
Glorious getaway on Portland's Eastern Promenade.

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage
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.