Pickering Holiday Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Pickering

Middlehead Cottages at Cropton Forest
BBQ/picnic Area

Middlehead Cottages at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (32)
"Our stay here was fantastic. The cottage was clean, spacious, clean, and well equipped. The staff was very attentive, beginning with precise directions to get there and continuing throughout our stay. The hot tub was great and we had a couple clear nights for star gazing. We highly recommended Middlehead Cottages!!"
Middlehead Cottages at Cropton Forest
The Little Hide - Grown Up Glamping
Exterior

The Little Hide - Grown Up Glamping

2.0 star property
9.2 out of 10, Wonderful, (128)
"Lovely, clean cosy pod. Helpful staff, lovely location"
The price is S$119
includes taxes & fees
24 Nov - 25 Nov
The Little Hide - Grown Up Glamping
Five Star Stays
Private kitchen

Five Star Stays

4.0 star property
9.6 out of 10, Exceptional, (108)
"Perfect location next to the pub which does fantastic food. Very high end cottage in both style & comfort, very clean too & having a courtyard for the dogs was great as we could sit outside with them. Would definitely stay again. "
The price is S$198
includes taxes & fees
25 Nov - 26 Nov
Five Star Stays
The Sands - Sea Front Apartments
1 bedroom, premium bedding, in-room safe, individually decorated

The Sands - Sea Front Apartments

5.0 star property
9.8 out of 10, Exceptional, (132)
"Stunning apartment with lovely sea views with a lovely bar below and various cafes within a minutes walk "
The price is S$660
includes taxes & fees
22 Dec - 23 Dec
The Sands - Sea Front Apartments
Apartments in Skinningrove, Cattersty Sands Beach
View from room

Apartments in Skinningrove, Cattersty Sands Beach

3.5 star property
5.4 out of 10, (3)
"1. Getting difficult to.find the exact location of property, its helpful if mentioned the building name. 2.Whole night struggled to run the heating but didnt work survived without heating. 3. Wifi id provided not available in the premises. "
Apartments in Skinningrove, Cattersty Sands Beach
Sea View House
Miscellaneous

Sea View House

3.5 star property
8.2 out of 10, Very good, (34)
"Nicely presented apartment, with plenty of space for two adults and an active toddler. Good location, easy to park and excellent communication with owner. Thank you. "
The price is S$217
includes taxes & fees
24 Nov - 25 Nov
Sea View House
Whitby Bridge Luxury Apartments
Exterior

Whitby Bridge Luxury Apartments

3.5 star property
8.0 out of 10, Very good, (10)
"Had a good time apartment could benefit with a mirror near plug sockets "
The price is S$219
includes taxes & fees
25 Nov - 26 Nov
Whitby Bridge Luxury Apartments
3 Bedroom Cottage, Sleeps 5 Village Location
Interior

3 Bedroom Cottage, Sleeps 5 Village Location

3.0 star property
The price is S$328
includes taxes & fees
9 Dec - 10 Dec
3 Bedroom Cottage, Sleeps 5 Village Location
Baby Moon
Exterior

Baby Moon

2.0 star property
9.6 out of 10, Exceptional, (10)
"Really good customer service, the yurt was very comfortable. Good sites nearby to drive to (not walking distance)."
The price is S$177
includes taxes & fees
1 Dec - 2 Dec
Baby Moon
Apartments in Loftus
Private kitchen

Apartments in Loftus

3.5 star property
Apartments in Loftus
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.
Don't see what you're looking for?
See all available properties in Pickering
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Pickering you may be interested in

White Horse Farm Inn
Front of property – evening/night

White Horse Farm Inn

3.5 star property
8.2 out of 10, Very good, (107)
"Wonderful country Inn that welcomes dogs. Real fire and in a gorgeous setting. Evening meal was great and staff very helpful. At breakfast it was ‘do it yourself’ and the coffee machine was not working. We really enjoyed our stay. "
The price is S$136
includes taxes & fees
4 Dec - 5 Dec
White Horse Farm Inn
The Royal Hotel
Bar (on property)

The Royal Hotel

3.0 star property
8.0 out of 10, Very good, (712)
"Old hotel needing renovation."
The price is S$90
includes taxes & fees
3 Dec - 4 Dec
The Royal Hotel
Britannia Grand Hotel Scarborough
Exterior

Britannia Grand Hotel Scarborough

3.0 star property
6.6 out of 10, (1565)
"Such a beautiful building, good entertainment. Reception very slow but will be returning"
The price is S$63
includes taxes & fees
24 Nov - 25 Nov
Britannia Grand Hotel Scarborough
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

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Are there holiday rentals in Pickering?

Yes, there are holiday rentals close to the most popular sights in Pickering, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the gardens in Pickering. Make sure you have time to check out the forests and theme park during your trip.

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

Apartments in Skinningrove, Cattersty Sands Beach: This holiday home rental outside Pickering is equipped with a garden, Netflix and daily housekeeping to help you feel comfortable during your stay. Amenities such as an espresso maker and free parking are also available for your convenience.

How many holiday rentals are there in Pickering?

Expedia has 48 holiday rentals for your stay in Pickering.

What’s there to see and do in Pickering?

Cultural attractions include Beck Isle Museum and Gillies Jones Glass, whereas Dalby Forest Visitor Centre and North York Moors National Park are a couple of picturesque spots to enjoy the outdoors. North Yorkshire Moors Railway and Rosedale Abbey are other places to visit while you're in town.

What’s a holiday rental in Pickering like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pickering. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.