A stone castle ruin with a flag on top, surrounded by green grass and trees.

Pickering Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Pickering holiday rentals

House

1. 3 bedroom accommodation in Pickering

3 bedroom accommodation in Pickering
Pickering
9.6 out of 10, Exceptional, (4 reviews)
"The cottage was very clean, comfortable, well equipped and beautifully furnished. It is located in an ideal position in the town and Pickering is a good base for exploring the North Yorkshire moors."
United States
Miriam Dixon
The price is HK$4,548
HK$4,548 total
includes taxes & fees
5 Nov - 6 Nov
3 bedroom accommodation in Pickering
A bedroom with a bed, bedside table, lamp, window with curtains, and a wooden dresser.

2. Cosy one bedroom cottage in Pickering

Cosy one bedroom cottage in Pickering
Pickering
7.6 out of 10, Good, (4 reviews)
"Really enjoyed our short break in this lovely cottage. Thank you so much."
United Kingdom
kate h.
The price is HK$914
HK$1,334 total
includes taxes & fees
1 Nov - 2 Nov
Cosy one bedroom cottage in Pickering
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

3. Daisy Family Glamping Pod | sleeps 4 - Gold Award winning

Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
Pickering
10.0 out of 10, Exceptional, (3 reviews)
"A great location. We stayed in a glamping pod and had a lovely time. Clean and all you need for a few days. Local shop 5 mins drive away to get anything you need"
United Kingdom
James E.
The price is HK$2,172
HK$2,172 total
includes taxes & fees
8 Nov - 9 Nov
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
A cozy bedroom with a bed, a sofa, and a large arched window.

4. Buttercup Pod - sleeps 2 | Gold Award winning

Buttercup Pod - sleeps 2 | Gold Award winning
Pickering
10.0 out of 10, Exceptional, (1 review)
"Lovely property, in a small settlement of varied pods and cabins, arranged to ensure privacy. Great location, close to both Pickering and Thornton le Dale. We are foster carers and needed a break with our very small youngster and the pod suited us perfectly - there was even a song thrush singing to us every evening!"
United Kingdom
David B.
The price is HK$1,742
HK$1,742 total
includes taxes & fees
9 Nov - 10 Nov
Buttercup Pod - sleeps 2 | Gold Award winning
A cozy living room with exposed wooden beams, a brick fireplace, a leather sofa, and a television.

5. 2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
9.2 out of 10, Wonderful, (12 reviews)
"The location and the fact that it included parking were great. The cottage was warm, comfortable and well thought out."
United States
Peter J.
The price is HK$2,132
HK$2,132 total
includes taxes & fees
8 Nov - 9 Nov
2 bedroom accommodation in Pickering
A room with a wooden floor, a large mirror, and two rolled-up towels on a wooden bench.

6. Beck View

Beck View
3.0 star property
Pickering
The price is HK$2,569
HK$3,082 total
includes taxes & fees
7 Nov - 8 Nov
Beck View
A cozy living room with a sofa, a dining table, and a kitchen in the background.

7. Hungate Garden Cottage

Hungate Garden Cottage
Pickering
10.0 out of 10, Exceptional, (7 reviews)
"Great accommodation as advertised. "
United States
simon g.
The price is HK$9,937
HK$9,937 total
includes taxes & fees
26 Nov - 27 Nov
Hungate Garden Cottage
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

8. Cowslip Pod - Glamping for 4 Guests

Cowslip Pod - Glamping for 4 Guests
Pickering
9.8 out of 10, Exceptional, (7 reviews)
"We absolutely loved our stay here and only wish that it could've been longer. Would definitely recommend to anyone."
United Kingdom
Molly H.
The price is HK$2,172
HK$2,172 total
includes taxes & fees
8 Nov - 9 Nov
Cowslip Pod - Glamping for 4 Guests
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

9. Clover Family Glamping Pod | sleeps 4 - Gold Award winning

Clover Family Glamping Pod | sleeps 4 - Gold Award winning
Pickering
9.0 out of 10, Wonderful, (4 reviews)
"Great property "
United Kingdom
Jenny s.
The price is HK$2,172
HK$2,172 total
includes taxes & fees
8 Nov - 9 Nov
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
A cozy living room with a fireplace, a television, and a patterned wall.

10. Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly

Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
Pickering
10.0 out of 10, Exceptional, (1 review)
"Beautiful property. Everything you could want to make the stay enjoyable was provided. Lovely welcome pack. Excellent communication. Great location for exploring inland and the coast. Would recommend to anybody"
United States
Kathy S.
The price is HK$4,522
HK$5,163 total
includes taxes & fees
4 Nov - 5 Nov
Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
A modern wooden cabin with a deck, large windows, and a dining area with chairs and a table.

11. Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award

Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
PICKERING
9.6 out of 10, Exceptional, (4 reviews)
"Fantastic accommodation that provides everything you need for a girls weekend away. Beautifully furnished (Hamptons feel) with perfect entertaining space inside and out. Hot tub was a great addition to use day and evening. Lots of comfy seating to relax on for the 6 of us. Surrounding area is beautiful to visit and for walks. Would highly recommend. We had a wonderful weekend."
United Kingdom
Lucy S.
The price is HK$9,507
HK$9,507 total
includes taxes & fees
2 Nov - 3 Nov
Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
A red brick building with a white door labeled '4', a satellite dish, and potted plants.

12. 2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
10.0 out of 10, Exceptional, (4 reviews)
"Surprisingly roomy cottage, ideal for solo travellers or families up to four. Great location for exploring wonderful North Yorkshire, lots to see and do. Cottage is cosy with beautiful finishes. I can highly recommend 4 Smiddy Hill for a short break or longer stay."
United States
Jean L.
The price is HK$3,645
HK$3,645 total
includes taxes & fees
28 Nov - 29 Nov
2 bedroom accommodation in Pickering
A hot tub on a wooden deck with stone walls and a tiled roof in the background.

13. The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award

The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
Pickering
10.0 out of 10, Exceptional, (3 reviews)
"Eight friends (5 of whom were at uni together in the 70s) meet every year. Yorkshire was this year’s choice. We couldn’t have stayed in a better location. We loved everything: the house; the swim spa; the area; the weather. We would love to come back. Thank you!"
United Kingdom
Deborah H.
The price is HK$19,266
HK$19,266 total
includes taxes & fees
9 Nov - 10 Nov
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
A wooden cabin with a hot tub and outdoor seating.

14. Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*

Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*
Pickering
10.0 out of 10, Exceptional, (1 review)
"Beautiful lodge, everything you needed was there. We will definitely be visiting this hidden gem again."
United States
Donna H.
The price is HK$7,493
HK$7,493 total
includes taxes & fees
2 Nov - 3 Nov
Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*
A cozy living room with a fireplace, a sofa, a coffee table, and a bookshelf.

15. 3 bedroom accommodation in Pickering

3 bedroom accommodation in Pickering
Pickering
10.0 out of 10, Exceptional, (7 reviews)
"Hungate cottages are perfectly placed near to Pickering town centre. Beautiful complex of converted barns and cottages. Our cottage was spacious, well equipped and very comfortable. We had a great week, thank you."
United Kingdom
Elizabeth H.
The price is HK$5,179
HK$5,179 total
includes taxes & fees
27 Nov - 28 Nov
3 bedroom accommodation in Pickering
A small patio with a table and chairs, a green door, and a window with a brick wall.

16. Beacon Cottage

Beacon Cottage
3.0 star property
Pickering
The price is HK$2,866
HK$3,439 total
includes taxes & fees
25 Nov - 26 Nov
Beacon Cottage
A backyard with a hot tub, a barbecue grill, wicker furniture, and a stone wall.

17. Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold

Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold
Pickering
10.0 out of 10, Exceptional, (4 reviews)
"Great place and especially good if you have dogs"
United States
Peter W.
The price is HK$7,063
HK$7,063 total
includes taxes & fees
6 Nov - 7 Nov
Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold
A wooden cabin with a hot tub, a deck, and a dining area with chairs and a table.

18. Rowan Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

Rowan Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Pickering
10.0 out of 10, Exceptional, (1 review)
"An amazing property. Clean, spacious and provided everything needed for our stay. A lovely welcome basket with crisps, coffee and biscuits for us with milk and chilled water in the fridge. Also, some biscuit treats for our dog who enjoyed the freedom of exploring the enclosed deck. Comfortable beds and accommodation. My partner enjoyed the PS4 whilst I relaxed with a book. The hot tub was set to the perfect temperature. The site is clean and well planned out, a lovely location - will definitely...
United Kingdom
Becky B.
The price is HK$5,761
HK$5,761 total
includes taxes & fees
2 Nov - 3 Nov
Rowan Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
A dining area with wicker chairs, a wooden table, a loaf of bread, a vase with tulips, and a window with a view of a stone building.

19. 3 bedroom accommodation in Pickering

3 bedroom accommodation in Pickering
Pickering
10.0 out of 10, Exceptional, (4 reviews)
"The cottage was perfect for our family break. Well equipped and cosy. We loved making a fire in the evening and playing board games. We also enjoyed exploring the local area and found some great restaurants. We were lucky with the weather so made the post of it with visits to Whitby, Scarborough, Dalby Woods, the Moors and of course Pickering village. Great family break. Highly recommend. My only criticism would be the bed in the master bedroom was too firm for our liking. Everything else was...
United States
Nicola
The price is HK$5,011
HK$5,011 total
includes taxes & fees
5 Nov - 6 Nov
3 bedroom accommodation in Pickering
A modern wooden cabin with a deck, surrounded by a gravel path and lush greenery.

20. Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England

Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
Pickering
The price is HK$7,493
HK$7,493 total
includes taxes & fees
1 Nov - 2 Nov
Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
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

The White Swan Inn

The White Swan Inn

10/10 Excellent
"Great location."
Raymond 1-night trip
Posted 2 days ago
The White Swan Inn

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:

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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?

Belmont House . Coastal self catering holiday home . Staithes North Yorkshire ⚓: This holiday home rental outside of Pickering is located on a river, and has a fireplace, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Pickering?

Expedia has 31 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.