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Pickering Holiday Rentals

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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
The Old Coach House

Cottage in Pickering

The Old Coach House
2.0 star property
The Old Coach House
BBQ/picnic Area
Middlehead Cottages at Cropton Forest

Cottage in Pickering

Middlehead Cottages at Cropton Forest
3.0 star property
10.0 out of 10, Exceptional, (35)
"Lovely cottage which was well equipped for two very young children. Fantastic scenery all around and the hot tub at night is an absolute bonus! "
United Kingdom
Anonymous traveller
Middlehead Cottages at Cropton Forest
Iron/ironing board, free WiFi, bed sheets
Craven Garth Cottages

Cottage in Pickering

Craven Garth Cottages
3.0 star property
9.4 out of 10, Exceptional, (46)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
The price is S$397
includes taxes & fees
17 Jan - 18 Jan, 2026
Craven Garth Cottages
Lobby lounge
Station Suites

Aparthotel in Middlesbrough

Station Suites
4.0 star property
9.6 out of 10, Exceptional, (19)
"My stay was beautiful,clean environment"
United Kingdom
Yemi
The price is S$138
includes taxes & fees
24 Dec - 25 Dec
Station Suites
1 bedroom
The Little Hide - Adult Only Camping Pods

Apartment in York

The Little Hide - Adult Only Camping Pods
2.0 star property
9.2 out of 10, Wonderful, (148)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is S$95
includes taxes & fees
4 Jan - 5 Jan, 2026
The Little Hide - Adult Only Camping Pods
Private kitchen
Five Star Stays

Cottage in Scarborough

Five Star Stays
4.0 star property
9.6 out of 10, Exceptional, (133)
"Wicked place loved it and staff go polite"
United Kingdom
eugene
Five Star Stays
Private kitchen
Whitby Bridge Luxury Apartments

Apartment in Whitby

Whitby Bridge Luxury Apartments
3.5 star property
8.0 out of 10, Very good, (16)
"Very close to Whitby swing bridge so handy for attractions, restaurants, coop 3 minute walk if want self catering. Newly renovated, very clean, lovely views."
United Kingdom
Susan
The price is S$223
includes taxes & fees
22 Dec - 23 Dec
Whitby Bridge Luxury Apartments
View from property
Harcourt Place

Apartment in Scarborough City Centre

Harcourt Place
4.0 star property
8.6 out of 10, Excellent, (23)
"Beautiful apartment, stunning views and Janice, the lady who looked after us on line was amazingly helpful. I can’t fault the apartment, views or overall experience. Thankyou Janice! "
United Kingdom
Julie
The price is S$329
includes taxes & fees
5 Jan - 6 Jan, 2026
Harcourt Place
Garden view
THE OLD Cart House

Cottage in York

THE OLD Cart House
4.0 star property
10.0 out of 10, Exceptional, (9)
"Very cute and quaint cottage with lots of greenery all around. Very comfortable accommodations, and the freshly baked loaf of bread was such a thoughtful touch. We wish we could have stayed longer! "
United States
Christine
THE OLD Cart House
Courtyard
Holtby Grange Cottages

Cottage in York

Holtby Grange Cottages
4.0 star property
9.6 out of 10, Exceptional, (7)
"Amazing accommodation and very close to York. We loved it and will definitely be coming back. "
United Kingdom
Robin
Holtby Grange Cottages
Property grounds
Luxury Studio Cottage at Foot of Yorkshire Wolds

Apartment in York

Luxury Studio Cottage at Foot of Yorkshire Wolds
3.0 star property
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is S$387
includes taxes & fees
4 Jan - 5 Jan, 2026
Luxury Studio Cottage at Foot of Yorkshire Wolds
Beach/ocean view
The Sands - Sea Front Apartments

Aparthotel in Scarborough

The Sands - Sea Front Apartments
5.0 star property
9.8 out of 10, Exceptional, (148)
"What a beautiful place to stay on the North Bay of Scarborough and threturnnbus services in to Scarborough South Bay are every 10-15mins. Very much enjoyed our stay. "
United Kingdom
Ryan
The price is S$727
includes taxes & fees
28 Dec - 29 Dec
The Sands - Sea Front Apartments
Exterior
Wren

Cottage in York

Wren
3.0 star property
The price is S$994
includes taxes & fees
23 Dec - 24 Dec
Wren
Dining
3 Bedroom Cottage, Sleeps 5 Village Location

Cottage in Scarborough

3 Bedroom Cottage, Sleeps 5 Village Location
3.0 star property
The price is S$796
includes taxes & fees
1 Jan - 2 Jan, 2026
3 Bedroom Cottage, Sleeps 5 Village Location
Individually decorated, individually furnished, iron/ironing board
Dale View Cottages

Cottage in Whitby

Dale View Cottages
3.0 star property
9.2 out of 10, Wonderful, (9)
"Everything was good. It was a nice place with a dog exercise field as well. We had a nice little welcome basket so that we could have a drink when we arrived. The kitchen was well equipped. Thankyou"
United Kingdom
Leonard
Dale View Cottages
2 bedrooms, individually decorated, individually furnished, free WiFi
Skylark

Cottage in York

Skylark
3.0 star property
The price is S$996
includes taxes & fees
29 Dec - 30 Dec
Skylark
Dining
Providence Court

Cottage in York

Providence Court
3.0 star property
The price is S$647
includes taxes & fees
7 Jan - 8 Jan, 2026
Providence Court
Interior
Foxglove Cottage

Cottage in York

Foxglove Cottage
3.5 star property
The price is S$900
includes taxes & fees
28 Dec - 29 Dec
Foxglove Cottage
Exterior
Seaside-scarborough-wifi-parking-petsok-sleeps-7/8

Residence in Scarborough

Seaside-scarborough-wifi-parking-petsok-sleeps-7/8
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great home and great host. Had everything we could have needed, and location was close to everything we wanted without being in the center of the busiest tourist areas. Highly recommended. "
United States
Ryan
The price is S$368
includes taxes & fees
7 Jan - 8 Jan, 2026
Seaside-scarborough-wifi-parking-petsok-sleeps-7/8
Interior
Cartwheel Cottage

Cottage in York

Cartwheel Cottage
3.5 star property
The price is S$982
includes taxes & fees
21 Dec - 22 Dec
Cartwheel 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.
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Top Pickering Hotel Reviews

Royal Whitby

Royal Whitby

10/10 Excellent
"Clean room, very friendly staff, nice place to stay "
James 2-night trip
Posted 21 hours ago
Royal Whitby

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.