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

Pickering Holiday Rentals

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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 AU$244
includes taxes & fees
6 Sept - 7 Sept
Cosy one bedroom cottage in Pickering

2. Between Coast & Moors • Pickering 2BR • Sleeps 4

Between Coast & Moors • Pickering 2BR • Sleeps 4
Pickering
8.0 out of 10, Very good, (5 reviews)
"We were so pleased with this cottage. It was clean, modern and very well equipped. Would certainly recommend it to my friends. "
United Kingdom
Brenda
The price is AU$385
includes taxes & fees
12 Sept - 13 Sept
Between Coast & Moors • Pickering 2BR • Sleeps 4

3. Beck View

Beck View
3.0 star property
Pickering
The price is AU$461
includes taxes & fees
19 Sept - 20 Sept
Beck View

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 AU$441
includes taxes & fees
4 Sept - 5 Sept
2 bedroom accommodation in Pickering

5. Bluebell Glamping Pod - sleeps 2 | Gold Award winning

Bluebell Glamping Pod - sleeps 2 | Gold Award winning
Pickering
The price is AU$391
includes taxes & fees
9 Sept - 10 Sept
Bluebell Glamping Pod - sleeps 2 | Gold Award winning

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

Primrose Family Glamping Pod | sleeps 4 - Gold Award winning
Pickering
The price is AU$489
includes taxes & fees
7 Sept - 8 Sept
Primrose Family Glamping Pod | sleeps 4 - Gold Award winning

7. 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 AU$618
includes taxes & fees
21 Sept - 22 Sept
2 bedroom accommodation in Pickering

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 AU$489
includes taxes & fees
13 Sept - 14 Sept
Clover Family Glamping Pod | sleeps 4 - Gold Award winning

9. 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 AU$489
includes taxes & fees
7 Sept - 8 Sept
Cowslip Pod - Glamping for 4 Guests

10. Snowdrop Family Glamping Pod | sleeps 4 - Gold Award winning

Snowdrop Family Glamping Pod | sleeps 4 - Gold Award winning
Pickering
8.0 out of 10, Very good, (1 review)
The price is AU$489
includes taxes & fees
14 Sept - 15 Sept
Snowdrop Family Glamping Pod | sleeps 4 - Gold Award winning

11. 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 AU$1,170
includes taxes & fees
12 Sept - 13 Sept
Pheasant Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award

12. 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 AU$1,290
includes taxes & fees
7 Sept - 8 Sept
Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award

13. Station View

Station View
2.5 star property
Pickering
The price is AU$515
includes taxes & fees
22 Sept - 23 Sept
Station View

14. 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 AU$1,225
includes taxes & fees
13 Sept - 14 Sept
Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award

15. 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 AU$1,782
includes taxes & fees
2 Oct - 3 Oct
Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England

16. 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 AU$1,170
includes taxes & fees
12 Sept - 13 Sept
Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award

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 AU$1,128
includes taxes & fees
16 Sept - 17 Sept
Luxury Cottage nestled in the Heart of Pickering - Pet Friendly (FREE)

18. 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 AU$1,171
includes taxes & fees
11 Sept - 12 Sept
Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award

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

Buzzard Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Pickering
10.0 out of 10, Exceptional, (3 reviews)
"Wish I could’ve stayed longer"
United Kingdom
Rachel H.
The price is AU$1,171
includes taxes & fees
11 Sept - 12 Sept
Buzzard Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award

20. 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 AU$1,297
includes taxes & fees
12 Sept - 13 Sept
Rowan Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
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, 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 favourite 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 depend 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 AU$122 per night. Entering your travel dates in the search wizard might find you 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. 

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?

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

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.