Photo by Mark Stacevich

Pickering Vacation 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
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Pickering holiday rentals

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 RM1,048
RM1,257 total
includes taxes & fees
10 Jan - 11 Jan 2026
Craven Garth Cottages
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 RM1,705
RM2,046 total
includes taxes & fees
7 Jan - 8 Jan 2026
5 Church View
Interior
Spire View

Spire View

Spire View
3.0 star property
Pickering
The price is RM1,377
RM1,377 total
includes taxes & fees
11 Jan - 12 Jan 2026
Spire View
Interior
Ghyll Cottage

Ghyll Cottage

Ghyll Cottage
3.5 star property
Pickering
The price is RM1,375
RM1,651 total
includes taxes & fees
5 Jan - 6 Jan 2026
Ghyll Cottage
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
The price is RM1,413
RM1,695 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hogwarts Cottage
Interior
Dovecote

Dovecote

Dovecote
2.0 star property
Pickering
The price is RM1,733
RM2,080 total
includes taxes & fees
11 Jan - 12 Jan 2026
Dovecote
Outdoor dining
Farm Yard Cottage

Farm Yard Cottage

Farm Yard Cottage
3.5 star property
Pickering
The price is RM1,613
RM1,935 total
includes taxes & fees
6 Jan - 7 Jan 2026
Farm Yard Cottage
Fridge, dishwasher, electric kettle, toaster
Gateside

Gateside

Gateside
3.0 star property
Pickering
The price is RM1,687
RM2,024 total
includes taxes & fees
2 Jan - 3 Jan 2026
Gateside
Interior
Bute Cottage

Bute Cottage

Bute Cottage
3.0 star property
Pickering
The price is RM2,853
RM3,424 total
includes taxes & fees
5 Jan - 6 Jan 2026
Bute Cottage
Living area
Derwent House

Derwent House

Derwent House
3.0 star property
Pickering
The price is RM1,817
RM2,180 total
includes taxes & fees
2 Jan - 3 Jan 2026
Derwent House
Private kitchen
Ducky's

Ducky's

Ducky's
3.5 star property
Pickering
The price is RM1,822
RM2,186 total
includes taxes & fees
11 Jan - 12 Jan 2026
Ducky's
Exterior
1 The Old Methodist Chapel

1 The Old Methodist Chapel

1 The Old Methodist Chapel
3.5 star property
Pickering
The price is RM2,193
RM2,632 total
includes taxes & fees
5 Jan - 6 Jan 2026
1 The Old Methodist Chapel
Outdoor dining
Sixpence Cottage

Sixpence Cottage

Sixpence Cottage
3.0 star property
Pickering
The price is RM1,808
RM2,169 total
includes taxes & fees
2 Jan - 3 Jan 2026
Sixpence Cottage
Exterior
Brewers Cottage

Brewers Cottage

Brewers Cottage
3.0 star property
Pickering
The price is RM1,604
RM1,924 total
includes taxes & fees
6 Jan - 7 Jan 2026
Brewers Cottage
Property grounds
The Cottage

The Cottage

The Cottage
3.0 star property
Pickering
The price is RM1,594
RM1,913 total
includes taxes & fees
4 Jan - 5 Jan 2026
The 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

Royal Whitby

Royal Whitby

10/10 Excellent
"The room and hotel were beautiful ,at the time was going through a renovation,once it’s all complete will be absolutely lovely ,the decor was lovely and the staff and town itself were amazing "
Louise 2-night trip
Posted 5 days ago
Royal Whitby

Find out more about Pickering

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

  • View our selection of featured holiday rentals in Pickering
  • Use the map to find apartments and other holiday homes in the Pickering neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pickering while they last

Look no further and take a look at our great range of rental properties in Pickering!

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.

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

Fauna's Corner: This holiday home rental outside Pickering offers an indoor pool, a garden and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a fridge and kitchenware can make your holiday run smoothly.

How many holiday rentals are there in Pickering?

Expedia has 32 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.