Scarborough Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Scarborough

Holiday Home in Grand Beach

2.0 star property
9.0 out of 10, Wonderful, (17)
"Incredibly wonderful beach house. Plenty of room for 8 adults, 6 children. Would recommend for any group with lots of ages and preferences. Helped to create wonderful family reunion."
United States
Ina-Lee B.
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Aparthotel in Downtown Portland

4.5 star property
9.8 out of 10, Exceptional, (88)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is AU$328
includes taxes & fees
2 Dec - 3 Dec
The Weldon Hotel

Holiday Home in Goose Rocks Beach

9.8 out of 10, Exceptional, (138)
"Absolutely beautiful surroundings and cozy place made for an unforgettable experience! "
United States
Sara S.
Quintessential Maine Beach Cottage

Holiday Home in Old Orchard Beach

9.8 out of 10, Exceptional, (45)
"Excellent family stay. Backyard is nice and shaded, you can see the ocean from the house and amenities are great. "
United States
Danielle N.
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Holiday Home in Old Orchard Beach

9.8 out of 10, Exceptional, (97)
"The location was perfect and the house was exceptional. The host and property manager were very responsive and helpful. Would definitely recommend a stay!"
United States
Kathleen C.
The price is AU$1,725
includes taxes & fees
3 Dec - 4 Dec
Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Holiday Home in Old Orchard Beach

9.6 out of 10, Exceptional, (67)
"In one word AMAZING! We rented this property to gather our immediate family, adult children and grandchildren. We had a tragedy in our family as my oldest son was killed, this made our once close family, split apart. This property was so beautiful and such a happy place to be that my prayers were answered my family began the healing process. The location and the views one could not be unhappy. Thank you Jason for helping to make the stay amazing!"
United States
Helen F.
The price is AU$2,498
includes taxes & fees
1 Jan - 2 Jan 2026
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Holiday Home in Kennebunkport

10.0 out of 10, Exceptional, (75)
"Quaint in a great location!"
United States
Shaun M.
The price is AU$1,077
includes taxes & fees
14 Dec - 15 Dec
Historic Kennebunkport home only 0.3 miles to Dock Square

Cabin in Raymond

10.0 out of 10, Exceptional, (48)
"We loved this cabin! A stone throw from the lake. Private and quiet. "
United States
Kathy K.
Sebago Lake Cottage on Raymond Cape

Holiday Home in Bailey Island

10.0 out of 10, Exceptional, (234)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Holiday Home in Wells

9.8 out of 10, Exceptional, (9)
"This wonderful home had everything we needed for our family vacation. The pool was just beautiful and we enjoyed the fire pit every night. The house was very clean and beautifully decorated. The washer/dryer was so convenient and the kitchen was very well equipped. A five star experience for sure!!"
United States
Jill P.
Stunning 5BR home w/ pool, beautiful yard, near beach, sleeps 8–16 comfortably

Holiday Home in Wells

10.0 out of 10, Exceptional, (51)
"Fantastic property "
United States
David C.
Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !

Holiday Home in East Deering

10.0 out of 10, Exceptional, (66)
"Nice stay. Good amenities. "
United States
Laura H.
The price is AU$1,659
includes taxes & fees
2 Dec - 3 Dec
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Apartment in Deering Center

9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
United States
Michelle S.
Private Entrance Residential Portland

Apartment in West Bayside

5.8 out of 10, (7)
"We didn't stay there at all. Canceled reservation "
United States
Dianne
The price is AU$217
includes taxes & fees
2 Dec - 3 Dec
Studio Unit Walkable Everywhere

Holiday Home in Goose Rocks Beach

9.4 out of 10, Exceptional, (34)
"Perfect location for our family vacation "
United States
Nancy O.
Charming cottage with outdoor space, full kitchen, & WiFi - near beach

Cabin in Old Orchard Beach

9.8 out of 10, Exceptional, (12)
"Walking distance to the board walk. Clean and just enough space for 4 of us. Had everything we needed plus plenty of towels! "
United States
Natalia R.
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

Cabin in Standish

9.8 out of 10, Exceptional, (7)
"Charming cabin. Well maintained. Loved my stay! Highly recommend."
United States
Danny B.
THE LILLIPAD.Off-grid A frame. Sebago lake region!

Cottage in Old Orchard Beach

9.8 out of 10, Exceptional, (65)
"Place was great and fenced in backyard for our dog. "
United States
Billy N.
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Cottage in Long Island

10.0 out of 10, Exceptional, (7)
"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "
United States
Serra C.
Updated Long Island Maine Cottage

Condo in Old Orchard Beach

9.8 out of 10, Exceptional, (36)
"Great spot...everything was great "
United States
Frank R.
Spectacular Beachfront Condo-Watch sunrise from deck overlooking beach.
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.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Scarborough Hotel Reviews

Find out more about Scarborough

Everything you need to know about Scarborough holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Scarborough holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Scarborough holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Scarborough holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Scarborough. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Scarborough holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Scarborough holiday rentals we have selected for you start as low as AU$217 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Scarborough rentals

At Expedia, we put the best Scarborough holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Scarborough rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Scarborough holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Scarborough. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough: This highly rated holiday home rental in Scarborough is on the beach, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Scarborough?

With 91 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 Scarborough Beach State Park and Pine Point Beach are a couple of great spots to enjoy the outdoors. While here, Higgins Beach 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.