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

Pickering Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Pickering vacation rentals

1 bedroom, iron/ironing board, WiFi, bed sheets

1. 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.
Cosy one bedroom cottage in Pickering
Interior

2. Beck View

Beck View
3.0 star property
Pickering
The price is ￥42,379
￥50,855 total
includes taxes & fees
Sep 19 - Sep 20
Beck View
TV

3. 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 ￥45,268
￥45,268 total
includes taxes & fees
Sep 13 - Sep 14
2 bedroom accommodation in Pickering
LCD TV

4. Foxtail Glamping Pod - sleeps 2 | Gold Award winning

Foxtail Glamping Pod - sleeps 2 | Gold Award winning
Pickering
10.0 out of 10, Exceptional, (9 reviews)
"The pods have everything you need it’s clean modern, outside is kept neat and tidy, so relaxing, would definitely recommend and would come back again"
United Kingdom
Joy
The price is ￥43,138
￥43,138 total
includes taxes & fees
Sep 21 - Sep 22
Foxtail Glamping Pod - sleeps 2 | Gold Award winning
Exterior

5. Primrose Family Glamping Pod | sleeps 4 - Gold Award winning

Primrose Family Glamping Pod | sleeps 4 - Gold Award winning
Pickering
The price is ￥53,975
￥53,975 total
includes taxes & fees
Sep 20 - Sep 21
Primrose Family Glamping Pod | sleeps 4 - Gold Award winning
Exterior

6. 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 ￥53,975
￥53,975 total
includes taxes & fees
Sep 14 - Sep 15
Cowslip Pod - Glamping for 4 Guests
Exterior

7. 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 ￥53,975
￥53,975 total
includes taxes & fees
Sep 20 - Sep 21
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
Exterior

8. 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 ￥53,975
￥53,975 total
includes taxes & fees
Sep 20 - Sep 21
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
Exterior detail

9. 2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
10.0 out of 10, Exceptional, (3 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 ￥84,767
￥84,767 total
includes taxes & fees
Oct 1 - Oct 2
2 bedroom accommodation in Pickering
Fridge, microwave, oven, stovetop

10. Pheasant Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award

Pheasant Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Pickering
The price is ￥135,250
￥135,250 total
includes taxes & fees
Sep 21 - Sep 22
Pheasant Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Outdoor dining

11. Elderberry Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

Elderberry Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Pickering
Elderberry Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Cottage | Interior

12. Station View

Station View
2.5 star property
Pickering
The price is ￥47,343
￥56,812 total
includes taxes & fees
Sep 22 - Sep 23
Station View
Outdoor dining

13. Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award

Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Pickering
10.0 out of 10, Exceptional, (1 review)
"We had a very relaxing weekend in Curlew lodge. The lodge had everything you need with some added luxury welcome pack. Location excellent and only half an hours drive from Scarborough. Warm welcome from the management team and the lodge was spotless."
United Kingdom
Maria B.
The price is ￥129,207
￥129,207 total
includes taxes & fees
Sep 18 - Sep 19
Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Outdoor dining

14. Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award

Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award
Pickering
The price is ￥136,085
￥136,085 total
includes taxes & fees
Sep 25 - Sep 26
Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award
Terrace/patio

15. Farndale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

Farndale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Pickering
"Couldn't fault. Everything there that we needed. Spotlessly clean."
United States
Susan H.
The price is ￥149,630
￥149,630 total
includes taxes & fees
Sep 18 - Sep 19
Farndale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Exterior

16. Holly Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England

Holly Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
Pickering
The price is ￥186,100
￥186,100 total
includes taxes & fees
Sep 18 - Sep 19
Holly Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
Fridge, microwave, oven, stovetop

17. Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award

Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award
Pickering
10.0 out of 10, Exceptional, (1 review)
The price is ￥150,278
￥150,278 total
includes taxes & fees
Oct 12 - Oct 13
Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award
Outdoor dining

18. Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Pickering
10.0 out of 10, Exceptional, (1 review)
"Just what we wanted"
United Kingdom
DIANE H.
The price is ￥136,085
￥136,085 total
includes taxes & fees
Sep 18 - Sep 19
Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Interior

19. 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 ￥196,589
￥196,589 total
includes taxes & fees
Oct 2 - Oct 3
Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
Exterior

20. Hawthorn Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Visit England

Hawthorn Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Visit England
Pickering
The price is ￥150,583
￥150,583 total
includes taxes & fees
Oct 10 - Oct 11
Hawthorn Lodge | sleeps 4 - 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

Cawthorne House

Cawthorne House

10/10 Excellent
"Lovely welcome from Pascal, he made sure we knew where everything was and where to go in Pickering for an evening meal, we were then treated to homemade canapés and a glass of fizz! Room was comfortable and we slept well during our stay. We pre ordered our breakfast from a good choice of menu and there were also cereals, fruit, yogurt & juice on our table. Pascal also makes his own sourdough bread which was delicious. Would stay again and maybe book onto one of his sourdough courses!"
Lynda 2-night trip
Posted 2 days ago
Cawthorne House

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 vacation rentals in Pickering?

Yes, we give you a choice of vacation rentals in Pickering close to North Yorkshire Moors Railway, or you can go with a more remote option if you want 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's the top vacation rental in Pickering?

Dog friendly cottage, town centre, close to the beach, WI-FI & parking included.: This vacation home rental near Pickering is located near the beach and has a fireplace, a patio, and cable TV to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Pickering?

Expedia has 27 vacation 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 vacation rental in Pickering like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Pickering. Vacation rentals feature extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.