Photo by Mark Stacevich

Pickering 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Pickering holiday rentals

Interior
5 Church View

5 Church View

5 Church View
3.5 star property
Pickering
10.0 out of 10, Exceptional, (1)
The price is S$573
includes taxes & fees
29 Dec - 30 Dec
5 Church View
Iron/ironing board, free WiFi, bed sheets
Craven Garth Cottages

Craven Garth Cottages

Craven Garth Cottages
3.0 star property
Pickering
9.4 out of 10, Exceptional, (46)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
The price is S$398
includes taxes & fees
10 Jan - 11 Jan, 2026
Craven Garth Cottages
Interior
Hogwarts Cottage

Hogwarts Cottage

Hogwarts Cottage
3.0 star property
Pickering
8.0 out of 10, Very good, (2)
"Only concern was parking.apart from thatvspot on"
United Kingdom
Paul
Hogwarts Cottage
Exterior
Brewers Cottage

Brewers Cottage

Brewers Cottage
3.0 star property
Pickering
The price is S$594
includes taxes & fees
21 Dec - 22 Dec
Brewers Cottage
Interior
Dovecote

Dovecote

Dovecote
2.0 star property
Pickering
Dovecote
Terrace/patio
12 Castlegate

12 Castlegate

12 Castlegate
3.0 star property
Pickering
The price is S$559
includes taxes & fees
5 Jan - 6 Jan, 2026
12 Castlegate
Outdoor dining
Bay Tree Cottage

Bay Tree Cottage

Bay Tree Cottage
3.0 star property
Pickering
The price is S$623
includes taxes & fees
27 Dec - 28 Dec
Bay Tree Cottage
Interior
Potter Hill Cottage

Potter Hill Cottage

Potter Hill Cottage
3.5 star property
Pickering
Potter Hill Cottage
Outdoor dining
Sixpence Cottage

Sixpence Cottage

Sixpence Cottage
3.0 star property
Pickering
The price is S$680
includes taxes & fees
21 Dec - 22 Dec
Sixpence Cottage
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pickering Hotel Reviews

The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

10/10 Excellent
"Room was brilliant,food great,staff and everything else 1st class"
David 1-night trip
Posted 2 days ago
The Black Swan - The Inn Collection Group

Frequently asked questions

Are there holiday rentals in Pickering?

Yes, there are holiday rentals in Pickering close to North Yorkshire Moors Railway, 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.

How many holiday rentals are there in Pickering?

Expedia has 35 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 Riding Forest 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.