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

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Our top choices for Pickering holiday rentals

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.
The price is £122
includes taxes & fees
8 Oct - 9 Oct
Cosy one bedroom cottage in Pickering

2. Beck View

Beck View
3.0 star property
Pickering
The price is £244
includes taxes & fees
4 Oct - 5 Oct
Beck View

3. 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 £207
includes taxes & fees
28 Sept - 29 Sept
Foxtail Glamping Pod - sleeps 2 | Gold Award winning

4. 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 £256
includes taxes & fees
1 Oct - 2 Oct
2 bedroom accommodation in Pickering

5. 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 £259
includes taxes & fees
4 Oct - 5 Oct
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning

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 £259
includes taxes & fees
30 Sept - 1 Oct
Cowslip Pod - Glamping for 4 Guests

7. 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 £259
includes taxes & fees
4 Oct - 5 Oct
Clover Family Glamping Pod | sleeps 4 - Gold Award winning

8. 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 £406
includes taxes & fees
1 Oct - 2 Oct
2 bedroom accommodation in Pickering

9. 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 £750
includes taxes & fees
5 Oct - 6 Oct
Farndale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

10. 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 £619
includes taxes & fees
9 Oct - 10 Oct
Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award

11. 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 £648
includes taxes & fees
5 Oct - 6 Oct
Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award

12. Station View

Station View
2.5 star property
Pickering
The price is £272
includes taxes & fees
17 Oct - 18 Oct
Station View

13. 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 £619
includes taxes & fees
9 Oct - 10 Oct
Pheasant Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award

14. Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award

Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award
Pickering
10.0 out of 10, Exceptional, (1 review)
"Property was great , only downside was that the hot tub was not private and could be viewed by anyone on road ."
United Kingdom
Justin J.
The price is £619
includes taxes & fees
9 Oct - 10 Oct
Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award

15. 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 £652
includes taxes & fees
2 Oct - 3 Oct
Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award

16. 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 £652
includes taxes & fees
2 Oct - 3 Oct
Hawthorn Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Visit England

17. Luxury Cottage nestled in the Heart of Pickering - Pet Friendly (FREE)

Luxury Cottage nestled in the Heart of Pickering - Pet Friendly (FREE)
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 £605
includes taxes & fees
18 Oct - 19 Oct
Luxury Cottage nestled in the Heart of Pickering - Pet Friendly (FREE)

18. 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 £848
includes taxes & fees
2 Oct - 3 Oct
Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England

19. Willow Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

Willow Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Pickering
The price is £717
includes taxes & fees
9 Oct - 10 Oct
Willow Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

20. Honey Pot Barn - Escape for Two

Honey Pot Barn - Escape for Two
CROPTON
The price is £483
includes taxes & fees
19 Oct - 20 Oct
Honey Pot Barn - Escape for Two
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

Find out more about Pickering

Everything you need to know about Pickering holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pickering holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pickering holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pickering holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pickering. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pickering holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pickering holiday rentals we have selected for you start as low as £42 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pickering rentals

At Expedia, we put the best Pickering holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pickering rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pickering holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pickering. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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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 29 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.