Scarborough Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Scarborough

Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC

9.6 out of 10, Exceptional, (28)
"This is a great spot to stay no matter what time of the year!! Completely enjoyed my stay!!"
The price is NZ$790
includes taxes & fees
20 July - 21 July
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

10.0 out of 10, Exceptional, (4)
"We loved our weekend getaway! The back yard set up was amazing and perfect for our rainy Saturday!"
The price is NZ$1,383
includes taxes & fees
17 July - 18 July
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Huge New Townhome 10mins from the Beach

The price is NZ$1,178
includes taxes & fees
7 July - 8 July
Huge New Townhome 10mins from the Beach

Full sized home

9.8 out of 10, Exceptional, (28)
"This property was as described and it felt like we were staying at a family member’s cozy house. The towels were thick, the beds were comfortable, and the kitchen had everything we needed."
The price is NZ$609
includes taxes & fees
10 July - 11 July
Full sized home

Classic New England Waterfront

The price is NZ$2,312
includes taxes & fees
6 July - 7 July
Classic New England Waterfront

Willard Square Family Home

9.6 out of 10, Exceptional, (7)
"A funky place. Liked the decor. "
The price is NZ$1,202
includes taxes & fees
6 July - 7 July
Willard Square Family Home

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (1)
"Cozy and clean place with a quick walk to the beach in beautiful neighborhood!"
The price is NZ$721
includes taxes & fees
20 July - 21 July
Willard Beach–Private Apt Near Portland & Parks

Willard Beach: Cozy Apartment with a King Size Bed

The price is NZ$445
includes taxes & fees
9 July - 10 July
Willard Beach: Cozy Apartment with a King Size Bed

Charming Studio apartment with WiFi, AC in welcoming Portland

10.0 out of 10, Exceptional, (2)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is NZ$379
includes taxes & fees
28 July - 29 July
Charming Studio apartment with WiFi, AC in welcoming Portland

Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

The price is NZ$884
includes taxes & fees
22 July - 23 July
Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

Mint Ocean Promenade Condo, Steps to Old Port

The price is NZ$627
includes taxes & fees
8 July - 9 July
Mint Ocean Promenade Condo, Steps to Old Port

Modern & Sunny House Steps from the Promenade. Private Parking!

10.0 out of 10, Exceptional, (29)
"This properly was perfectly suited for my wife and I, it is exactly as it is described. We were comfortable and enjoyed every minute at this property. We had to reschedule our flight which required us staying an extra night, Jennifer so graciously allowed us to stay another night. We would definitely stay here again if we ever return to Portland."
The price is NZ$1,269
includes taxes & fees
8 July - 9 July
Modern & Sunny House Steps from the Promenade. Private Parking!

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
The price is NZ$741
includes taxes & fees
6 July - 7 July
Elegant condo - walk to Portland's best restaurants & Old Port

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (78)
"Great historic house in a terrific location. "
The price is NZ$1,206
includes taxes & fees
27 July - 28 July
The Globe House on Munjoy Hill - Walk to Breweries

Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions

The price is NZ$715
includes taxes & fees
20 July - 21 July
Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions

Spacious Downtown Waterfront Unit | Pets Are Welcome | Parking!

The price is NZ$784
includes taxes & fees
10 July - 11 July
Spacious Downtown Waterfront Unit | Pets Are Welcome | Parking!

Stylish Stay | Savor Seafood & Explore Portland’s History!

The price is NZ$784
includes taxes & fees
13 July - 14 July
Stylish Stay | Savor Seafood & Explore Portland’s History!

Brews, Art & Fun! Downtown Stay Right in the Heart of Portland!

The price is NZ$720
includes taxes & fees
10 July - 11 July
Brews, Art & Fun! Downtown Stay Right in the Heart of Portland!

Pet-Friendly Stay | 2 Units | Close to Victoria Mansion & Lighthouse!

The price is NZ$1,517
includes taxes & fees
10 July - 11 July
Pet-Friendly Stay | 2 Units | Close to Victoria Mansion & Lighthouse!

2 Family Ready Rooms | Pet-Friendly Stay, Walking Distance to Museum of Art

The price is NZ$1,567
includes taxes & fees
13 July - 14 July
2 Family Ready Rooms | Pet-Friendly Stay, Walking Distance to Museum of Art
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Cute cottage 1 mile from Drakes Island Beach with antique interior: This holiday home rental outside of Scarborough offers a patio, a garden and a BBQ to help you feel perfectly comfortable 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 97 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.