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
1 bedroom, free WiFi, bed sheets

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
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Fridge, microwave, oven, stovetop

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
Beach House ∆ Prime Location ∆ Steps to the Ocean
3 bedrooms, desk, iron/ironing board, free WiFi

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (38)
"The house is very clean, and it is only a minute walk to the beach. This was the second time we’ve stayed in this house and it won’t be the last! "
The price is AU$799
includes taxes & fees
6 Jan - 7 Jan 2025
Beach House ∆ Prime Location ∆ Steps to the Ocean
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views
Charming 110-year former Inn 10' from the Ocean!
Property grounds

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

9.8 out of 10, Exceptional, (114)
"This location is EVERYTHING!!! Right on the beach, cozy accommodations with spacious bedrooms was perfect for the 4 of us - with the 3rd bedroom, we could've included another couple! Host John was lovely!!!"
Charming 110-year former Inn 10' from the Ocean!
Dog-Friendly Home w/Fireplace, Firepit, Prime In-Town Location - Walk Everywhere
Fridge, microwave, oven, stovetop

Dog-Friendly Home w/Fireplace, Firepit, 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, Firepit, Prime In-Town Location - Walk Everywhere
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

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
Fridge, microwave, oven, stovetop

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
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Interior

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

9.8 out of 10, Exceptional, (196)
"My family had a wonderful stay at your condo. They had unbelievably nice weather and got to enjoy your deck and views in early Nov. "
The price is AU$551
includes taxes & fees
2 Jan - 3 Jan 2025
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Studio condo with screened porch and seasonal pool/pool table - near beaches
Beach

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."
The price is AU$439
includes taxes & fees
31 Dec - 1 Jan 2025
Studio condo with screened porch and seasonal pool/pool table - near beaches
Quintessential Maine Beach Cottage
Property grounds

Quintessential Maine Beach Cottage

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

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
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Terrace/patio

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
On the beach

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
Historic Kennebunkport home only 0.3 miles to Dock Square
Fridge, microwave, oven, stovetop

Historic Kennebunkport home only 0.3 miles to Dock Square

10.0 out of 10, Exceptional, (61)
"The Mary Jane house was lovely.So many nice touches to make it festive. We loved the Christmas tree.Beautiful walk to dock square to see tree lighting."
The price is AU$799
includes taxes & fees
1 Jan - 2 Jan 2025
Historic Kennebunkport home only 0.3 miles to Dock Square
Rent a room in the gorgeous Holt House
Exterior

Rent a room in the gorgeous Holt House

8.0 out of 10, Very good, (24)
"This was a perfect place, close to everything in Portland! "
Rent a room in the gorgeous Holt House
1 Bedroom Downtown Condo, Walk to the Beach & Pier
Beach

1 Bedroom Downtown Condo, Walk to the Beach & Pier

9.6 out of 10, Exceptional, (18)
"We loved our stay at the condo. We would definitely stay here again. It was so close to everything we wanted to do and you can walk right down to the beach! "
1 Bedroom Downtown Condo, Walk to the Beach & Pier
Spacious 3BR, 12-Min to OOB Beach & Pier, Sleeps 8
Smart TV

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
Historic Seaward Cottage Located Mins of Dock Square
Fridge, microwave, oven, stovetop

Historic Seaward Cottage Located Mins of Dock Square

10.0 out of 10, Exceptional, (10)
"Great location as Dock Square is walkable. House is fully equipped, clean and comfortable. Owner very good communicator. Would stay there again."
Historic Seaward Cottage Located Mins of Dock Square
Condo w/ balcony, seasonal pool and pool table and walkable location
Property grounds

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
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
1 bedroom, down duvets, desk, blackout curtains

Comfort Inn & Suites Scarborough - Portland

2.5 star property
6.0 out of 10, (1000)
"Friendly staff, good hot breakfast options, and clean rooms."
The price is AU$125
includes taxes & fees
1 Jan - 2 Jan 2025
Comfort Inn & Suites Scarborough - Portland
Americas Best Value Inn Scarborough Portland
Individually decorated, individually furnished, desk, blackout curtains

Americas Best Value Inn Scarborough Portland

2.0 star property
8.0 out of 10, Very good, (1000)
"Our room was great!! comfy, clean, near restaurants and scenic areas."
The price is AU$112
includes taxes & fees
1 Jan - 2 Jan 2025
Americas Best Value Inn Scarborough Portland
Homewood Suites by Hilton Portland
Exterior

Homewood Suites by Hilton Portland

3.0 star property
9.4 out of 10, Exceptional, (985)
"Absolutely fantastic. Clean ,Friendly. All of the staff are amazing. I travel a lot for business and pleasure and I would rate this as one of my best stays. Great job!!"
The price is AU$191
includes taxes & fees
1 Jan - 2 Jan 2025
Homewood Suites by Hilton 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.

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?

Beach House ∆ Prime Location ∆ Steps to the Ocean: This holiday home rental outside Scarborough is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Scarborough?

With 92 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, Casco Bay and Scarborough Downs 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.