Pickering Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Pickering holiday rentals

Interior
The Old Coach House

The Old Coach House

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

Middlehead Cottages at Cropton Forest

Middlehead Cottages at Cropton Forest
3.0 star property
Pickering
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
Lobby lounge
Station Suites

Station Suites

Station Suites
4.0 star property
Middlesbrough
9.6 out of 10, Exceptional, (19)
"My stay was beautiful,clean environment"
United Kingdom
Yemi
The price is HK$742
HK$891 total
includes taxes & fees
21 Dec - 22 Dec
Station Suites
1 bedroom
The Little Hide - Adult Only Camping Pods

The Little Hide - Adult Only Camping Pods

The Little Hide - Adult Only Camping Pods
2.0 star property
York
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 HK$477
HK$572 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Little Hide - Adult Only Camping Pods
Private kitchen
Five Star Stays

Five Star Stays

Five Star Stays
4.0 star property
Scarborough
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

Whitby Bridge Luxury Apartments

Whitby Bridge Luxury Apartments
3.5 star property
Whitby
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 HK$859
HK$1,343 total
includes taxes & fees
15 Dec - 16 Dec
Whitby Bridge Luxury Apartments
View from property
Harcourt Place

Harcourt Place

Harcourt Place
4.0 star property
Scarborough City Centre
8.6 out of 10, Excellent, (23)
"Really lovely and clean will definitely stay here again "
United Kingdom
Lee
The price is HK$1,648
HK$1,978 total
includes taxes & fees
5 Jan - 6 Jan 2026
Harcourt Place
Outdoor dining
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views

Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views

Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
Whitby
9.8 out of 10, Exceptional, (297)
"Always love staying at wildgoose cottage,this was my 3rd stay,and I have already booked for May next year,so peaceful and just 2min.drive into whitby, Joanne is always there on the phone if you need to talk to her "
United Kingdom
Michael F.
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
Garden view
THE OLD Cart House

THE OLD Cart House

THE OLD Cart House
4.0 star property
York
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

Holtby Grange Cottages

Holtby Grange Cottages
4.0 star property
York
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

Luxury Studio Cottage at Foot of Yorkshire Wolds

Luxury Studio Cottage at Foot of Yorkshire Wolds
3.0 star property
York
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is HK$1,646
HK$2,475 total
includes taxes & fees
4 Jan - 5 Jan 2026
Luxury Studio Cottage at Foot of Yorkshire Wolds
Beach/ocean view
The Sands - Sea Front Apartments

The Sands - Sea Front Apartments

The Sands - Sea Front Apartments
5.0 star property
Scarborough
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 HK$3,649
HK$4,379 total
includes taxes & fees
28 Dec - 29 Dec
The Sands - Sea Front Apartments
Exterior
Wren

Wren

Wren
3.0 star property
York
The price is HK$4,993
HK$5,992 total
includes taxes & fees
17 Dec - 18 Dec
Wren
Dining
3 Bedroom Cottage, Sleeps 5 Village Location

3 Bedroom Cottage, Sleeps 5 Village Location

3 Bedroom Cottage, Sleeps 5 Village Location
3.0 star property
Scarborough
The price is HK$3,659
HK$4,890 total
includes taxes & fees
15 Dec - 16 Dec
3 Bedroom Cottage, Sleeps 5 Village Location
Individually decorated, individually furnished, iron/ironing board
Dale View Cottages

Dale View Cottages

Dale View Cottages
3.0 star property
Whitby
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
Smart TV
The Edge. Modern loft apartment in Yorkshire market town.

The Edge. Modern loft apartment in Yorkshire market town.

The Edge. Modern loft apartment in Yorkshire market town.
Easingwold
10.0 out of 10, Exceptional, (49)
"Very good property, thoroughly enjoyable. "
United Kingdom
Philip
The price is HK$1,145
HK$1,311 total
includes taxes & fees
15 Dec - 16 Dec
The Edge. Modern loft apartment in Yorkshire market town.
Property grounds
2 Bedroom cottage in the lovely village of Ruswarp walking distance to Whitby

2 Bedroom cottage in the lovely village of Ruswarp walking distance to Whitby

2 Bedroom cottage in the lovely village of Ruswarp walking distance to Whitby
Ruswarp
7.8 out of 10, Good, (6)
"Fantastic location and lovely cottage thoroughlyenjoyed our stay. Will be sure to book again. "
United Kingdom
Rachael W.
2 Bedroom cottage in the lovely village of Ruswarp walking distance to Whitby
TV
Book your stay today at our bed and breakfast

Book your stay today at our bed and breakfast

Book your stay today at our bed and breakfast
Middlesbrough
Book your stay today at our bed and breakfast
Marina
Two double bedroom flat with fantastic roof terrace overlooking Swing Brid

Two double bedroom flat with fantastic roof terrace overlooking Swing Brid

Two double bedroom flat with fantastic roof terrace overlooking Swing Brid
Whitby
9.4 out of 10, Exceptional, (150)
"We have been booking this property for the last five year's, it's in a great location."
United Kingdom
Debbie M.
Two double bedroom flat with fantastic roof terrace overlooking Swing Brid
2 bedrooms, individually decorated, individually furnished, free WiFi
Skylark

Skylark

Skylark
3.0 star property
York
The price is HK$4,993
HK$5,992 total
includes taxes & fees
17 Dec - 18 Dec
Skylark
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

Burn Hall Hotel

Burn Hall Hotel

10/10 Excellent
"Room clean staff friendly "
Raymond 2-night trip
Posted 3 days ago
Burn Hall Hotel

Find out more about Pickering

Search for holiday rentals in Pickering on Expedia! 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?

Cottage in the centre of Whitby - beautiful coastal and Abbey views : This holiday home rental outside of Pickering offers a fireplace, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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.