Scarborough Holiday Rentals

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Holiday Rentals 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)

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 AU$967
includes taxes & fees
1 Dec - 2 Dec
Historic Kennebunkport home only 0.3 miles to Dock Square

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (98)
"Great oceanfront location for a relaxing girls getaway. We enjoyed walking the beach and collecting shells. Great location to start from to see other cities in the area. Best part was watching the sunrise in the morning from the balcony. "
Gorgeous ocean-front home with stunning beach views

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

Condo w/ balcony, seasonal pool and pool table and walkable location

9.0 out of 10, Wonderful, (41)
"The "
Condo w/ balcony, seasonal pool and pool table and walkable location

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.4 out of 10, Good, (26)
"The location was amazing! Walking distance to the pier, and right by the beach! We enjoyed that it was far enough down from the pier that the beach was a bit less crowded but we were still able to walk downtown. The accommodations are very cute and rustic. Some things could use attention, like paint touch ups and the patio table needs replacing… however these were minor issues and we will be back! "
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

Charming, Dog-Friendly Cottage w/ Shared Pool - Walk to the Ocean

8.8 out of 10, Excellent, (41)
"Lovely little property exactly as described! There were a few minor cleanliness issues but the property team was receptive and helpful! Perfect location for going into Kennebunkport or to the beaches! Loved all the little shops and views! Enjoy your stay!"
Charming, Dog-Friendly Cottage w/ Shared Pool - Walk to the Ocean

Studio condo with screened porch and seasonal pool/pool table - near beaches

8.0 out of 10, Very good, (37)
"We enjoyed our stay and found everything to be as we expected it. We experienced a little confusion about the need to sign in at the lobby, but figured things out. Otherwise, all went well."
Studio condo with screened porch and seasonal pool/pool table - near beaches

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (122)
"The condo was a little out dated but the balcony and the views of the sunrise can’t be beat!"
The price is AU$474
includes taxes & fees
26 Nov - 27 Nov
Oceanfront Condo! Spectacular Views From Private Large Balcony

Little Miss Cottages

2.5 star property
8.4 out of 10, Very good, (82)
"We stayed because they accept pets. Good place the 24/7 laundry was useable but not everything working"
Little Miss Cottages

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
100 feet from the ocean 3 bedroom cottage 420 friendly

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

9.6 out of 10, Exceptional, (87)
"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

Dog-friendly cottage with deck & porch - walk to the beach, pier & town

8.2 out of 10, Very good, (12)
"We enjoyed our brief stay"
Dog-friendly cottage with deck & porch - walk to the beach, pier & town

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

10.0 out of 10, Exceptional, (6)
"We had a wonderful stay - myself, my husband and my 6,4, and 2 year old children all enjoyed our time at the beach. We could have done without the harassment of the old lady from cottage 4 (owner perhaps?) telling us to get out at 10am. We were packing the car at 10:02 and trying to get the kids in - we were not in the cottage anymore everything was out. We left the property 10:11am. Her nagging and threats of charging extra were completely unnecessary. It was too bad to have to leave on...
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

9.0 out of 10, Wonderful, (27)
"Cute place - makes very good use of the space. It was comfortable and very conveniently located to everything we wanted to do. We have a few suggestions but overall very happy, had a wonderful time, and the ultimate compliment - we look forward to staying there again. "
The price is AU$595
includes taxes & fees
24 Nov - 25 Nov
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious 3BR, 12-Min to OOB Beach & Pier, Sleeps 8

9.0 out of 10, Wonderful, (2)
"Our stay at the property was great."
Spacious 3BR, 12-Min to OOB Beach & Pier, Sleeps 8

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

9.6 out of 10, Exceptional, (63)
"The house is better than pictures shown on Vrbo. Very spacious. Beds were very comfortable, including the pull out couch bed in the den. Knowing there is no AC, was excited the bedrooms had window AC units. It is a short block to really nice breakfast/lunch restaurant and walking distance to Dock Harbor. Will consider this house again for future east coast trips."
Dog-Friendly Home w/Fireplace, Firepit, Prime In-Town Location - Walk Everywhere
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 types of properties in Scarborough you may be interested in

Comfort Inn & Suites Scarborough - Portland

2.5 star property
6.0 out of 10, (1005)
"Employment staff "
The price is AU$113
includes taxes & fees
8 Dec - 9 Dec
Comfort Inn & Suites Scarborough - Portland

Fairfield by Marriott Inn & Suites Portland Maine Airport

2.5 star property
8.2 out of 10, Very good, (1031)
"The breakfast service was phenomenal. The attendant even took everyone’s plates when they were done. He provided excellent customer service! That is rare today. "
The price is AU$131
includes taxes & fees
4 Dec - 5 Dec
Fairfield by Marriott Inn & Suites Portland Maine Airport

Americas Best Value Inn Scarborough Portland

2.0 star property
8.0 out of 10, Very good, (1044)
"The property was clean and the staff were friendly and helpful. "
The price is AU$107
includes taxes & fees
1 Dec - 2 Dec
Americas Best Value Inn Scarborough Portland
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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Frequently asked questions

Are there holiday rentals in Scarborough?

Yes, there are holiday rentals in Scarborough close to The Cheese Iron, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in Scarborough. While you're here, grab a bite or have a drink at the top-notch restaurants.

What are some of the best holiday rentals that Scarborough has to offer?

Quintessential Maine Beach Cottage: This holiday home rental outside Scarborough is located by the ocean, and has a private garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Scarborough?

With 100 Expedia holiday rentals, you're guaranteed to find just the right place for your Scarborough stay.

What can I see and do in Scarborough?

Family-friendly attractions include The Cheese Iron and Big 20 Bowling Center, whereas Pine Point Beach and Higgins Beach are a couple of great spots to enjoy the outdoors. While here, Scarborough Downs and Prouts Neck are other places worth a visit.

What are holiday rentals like in Scarborough?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Scarborough. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a small group gathering.