Scarborough Vacation Rentals

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Sep 24 - Sep 25
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Sep 25 - Sep 26
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Sep 26 - Sep 28
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Vacation Rentals in Scarborough

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
Beach

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

10.0 out of 10, Exceptional, (5)
The price is ￥228,796
￥422,028 total
includes taxes & fees
Oct 2 - Oct 3
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
The Weldon Hotel
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (80)
"Absolutely beautiful place to stay. "
The price is ￥43,465
￥58,448 total
includes taxes & fees
Oct 1 - Oct 2
The Weldon Hotel
The Cottages at Cabot Cove
Tranquility Cottage Queen Bed Garden View | Living area | 24-inch Smart TV with cable/satellite channels, TV, DVD player

The Cottages at Cabot Cove

3.5 star property
9.6 out of 10, Exceptional, (39)
"Beautiful, charming and staff was excellent "
The price is ￥69,276
￥83,412 total
includes taxes & fees
Sep 25 - Sep 26
The Cottages at Cabot Cove
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Outdoor dining

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

9.6 out of 10, Exceptional, (63)
"Our stay was perfect. The house allowed for us to sleep 17 people comfortably, eat together, cook in teams for a progressive dinner and spread out all at the same time. Jason was quick to answer questions, and he provided excellent suggestions for places to eat and shop. We could not be more pleased with our stay. Thank you, Jason!!"
The price is ￥117,940
￥220,426 total
includes taxes & fees
Sep 29 - Sep 30
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
68 East Grand Ave
Luxury Condo | Private kitchen | Full-size fridge, microwave, oven, stovetop

68 East Grand Ave

3.0 star property
8.6 out of 10, Excellent, (9)
"Property was very nice and close to the beach. Would stay there again. The front desk was extremely helpful as well. "
68 East Grand Ave
Bright and airy condo with beachfront access and walkable entertainment nearby
Fridge, microwave, oven, stovetop

Bright and airy condo with beachfront access and walkable entertainment nearby

6.8 out of 10, (3)
"Not a bad spot. Just don't expect too much in the way of frills and be prepared to be flexible with sleeping/parking arrangements."
Bright and airy condo with beachfront access and walkable entertainment nearby
Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !
Fridge, microwave, oven, stovetop

Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !

10.0 out of 10, Exceptional, (48)
"Perfect house and location for a 70th birthday celebration "
Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !
Beach House ∆ Prime Location ∆ Steps to the Ocean
Beach nearby, sun loungers, beach towels

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (48)
"We loved everything about our stay here. Perfect location right on Old Orchard Beach. The house is perfect for what we needed/wanted. Wish we could have stayed longer. We would definitely come back for a longer stay next time we’re in Maine. "
The price is ￥22,164
￥73,070 total
includes taxes & fees
Sep 25 - Sep 26
Beach House ∆ Prime Location ∆ Steps to the Ocean
Cozy Coastal Condo with Parking – Walk to Beach & Town
Beach nearby

Cozy Coastal Condo with Parking – Walk to Beach & Town

2.0 star property
8.6 out of 10, Excellent, (13)
"The place was clean and spacious enough for our family of 4. A simple place within one block of the ocean. Can’t beat that! When we had an issue with WiFi, they responded promptly and all was rectified very quickly. Easy access upon arrival and clear directions about departure. Would recommend ."
Cozy Coastal Condo with Parking – Walk to Beach & Town
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
1 bedroom, in-room safe, free WiFi, bed sheets

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very smooth and easy check-in. Very nice room and bathroom. Thank you so much for letting us stay! "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (228)
"Beautiful views, very clean and enjoyed the oceanside vibe both inside and out! Easy walk to general store and walkable to Giant Stairs trail and Cedar Beach."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
Property grounds

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

8.8 out of 10, Excellent, (3)
"Stayed for 2 nights and had a wonderful relaxing time. Very kind and repsonsive hosts. We especially loved the fire pit. Would stay again in a heart beat. "
The price is ￥18,451
￥23,330 total
includes taxes & fees
Sep 28 - Sep 29
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
Beach

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

9.8 out of 10, Exceptional, (45)
"This place is a real gem. Really clean, well equipped and for our two kids it was perfect (toys inside and playground in the yard. The host is very kind and very quick to fulfill our needs. Thanks again!"
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
Grand Victorian on the Beach, Summer
Fridge, microwave, oven, stovetop

Grand Victorian on the Beach, Summer

9.8 out of 10, Exceptional, (78)
"I would recommend this place to everyone. We had a great time."
Grand Victorian on the Beach, Summer
Full sized home
Terrace/patio

Full sized home

9.8 out of 10, Exceptional, (42)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is ￥29,522
￥53,739 total
includes taxes & fees
Oct 15 - Oct 16
Full sized home
350 Yards to the beach. Pet friendly!
Beach

350 Yards to the beach. Pet friendly!

8.0 out of 10, Very Good, (34)
"Clean, easy access to everything! Fantastic stay will come again! Thank you!"
350 Yards to the beach. Pet friendly!
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.4 out of 10, Exceptional, (115)
"Loved the area. Close to shops and dining. Beach is absolutely beautiful. Perfect place for families."
Gorgeous ocean-front home with stunning beach views
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, (219)
"We stayed off season to just get away. The beach view is really nice. We went to the restaurant downstairs for food and live music. Very convenient! Place was clean. "
The price is ￥25,832
￥50,199 total
includes taxes & fees
Oct 25 - Oct 26
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Historic Kennebunkport home only 0.3 miles to Dock Square
Marina

Historic Kennebunkport home only 0.3 miles to Dock Square

10.0 out of 10, Exceptional, (74)
"Wonderful home close to downtown. Comfortable house and great host!"
The price is ￥39,855
￥86,401 total
includes taxes & fees
Sep 25 - Sep 26
Historic Kennebunkport home only 0.3 miles to Dock Square
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, (15)
"Fantastic home, owner and location. Super clean with fine finishes and upgrades. Would definitely stay again!"
Historic Seaward Cottage Located Mins of Dock Square
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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Top Scarborough Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"the property is very nice, the garden wonderful, the staff very friendly and helpful, the morning coffee area excellent, the rooms very comfortable."
Kerri 2-night trip
Posted 2 days ago
Portland Harbor Hotel

Find out more about Scarborough

Find out more about Scarborough

Search for holiday rentals in Scarborough on Expedia! You can easily find your home rentals, villas, holiday apartments in Scarborough using one of the methods below:

  • View our selection of featured holiday rentals in Scarborough
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Look no further and take a look at our great range of rental properties in Scarborough!

Explore a world of travel with Expedia

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Frequently asked questions

Are there vacation rentals in Scarborough?

Yes, there are vacation 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 vacation home rentals in Scarborough?

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: You might like this vacation home rental near Scarborough. It is located on the beach and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Scarborough?

With 91 Expedia vacation rentals, you're sure 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, Prouts Neck and Casco Bay are other places worth a visit.

What are vacation rentals like in Scarborough?

Vacation rentals are private properties you can reserve for several days or more in Scarborough. Vacation rentals feature extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family getaway.