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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Pickering holiday rentals

A bedroom with a bed, bedside table, lamp, window with curtains, and a wooden dresser.

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 NZ$285
includes taxes & fees
8 Oct - 9 Oct
Cosy one bedroom cottage in Pickering
A hot tub on a wooden deck with stone walls and a tiled roof in the background.

2. 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 NZ$4,658
includes taxes & fees
28 Sept - 29 Sept
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
A stone building with two windows, a door, and a sign that reads 'SPIRVE VIEW'.

3. Spire View

Spire View
3.0 star property
Pickering
The price is NZ$588
includes taxes & fees
4 Oct - 5 Oct
Spire View
A wooden cabin with a hot tub, outdoor seating, and a covered patio area.

4. 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 NZ$1,512
includes taxes & fees
28 Sept - 29 Sept
Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
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 NZ$675
includes taxes & fees
1 Oct - 2 Oct
2 bedroom accommodation in Pickering
A red brick building with a white door labeled '4', a satellite dish, and potted plants.

6. 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 NZ$948
includes taxes & fees
1 Oct - 2 Oct
2 bedroom accommodation in Pickering
A modern wooden cabin with a deck, large windows, and a dining area with chairs and a table.

7. 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 NZ$2,509
includes taxes & fees
2 Oct - 3 Oct
Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
A stone building with a white door, windows, and outdoor seating.

8. 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
Between Coast & Moors • Pickering 2BR • Sleeps 4
A wooden cabin with a hot tub and outdoor seating.

9. 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 NZ$1,978
includes taxes & fees
2 Oct - 3 Oct
Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*
A cozy living room with a fireplace, a television, and a patterned wall.

10. 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 NZ$1,394
includes taxes & fees
16 Oct - 17 Oct
Luxury Cottage nestled in the Heart of Pickering - Pet Friendly (FREE)
A modern living room with a brown sofa, a wall-mounted light, and a sliding glass door leading to an outdoor area.

11. 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 NZ$482
includes taxes & fees
28 Sept - 29 Sept
Foxtail Glamping Pod - sleeps 2 | Gold Award winning
A cluster of log cabins with a central driveway, surrounded by lush greenery and trees.

12. 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 NZ$1,514
includes taxes & fees
27 Sept - 28 Sept
Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award
A brick house with a white front door, a window with shutters, and a number '83' on the wall.

13. Ducky's

Ducky's
3.5 star property
Pickering
The price is NZ$933
includes taxes & fees
3 Oct - 4 Oct
Ducky's
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

14. 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 NZ$603
includes taxes & fees
4 Oct - 5 Oct
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
A cluster of log cabins with a central driveway, surrounded by lush greenery and trees.

15. 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 NZ$1,446
includes taxes & fees
2 Oct - 3 Oct
Buzzard Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
A modern kitchen with a central island, white cabinets, and a window with a view of greenery.

16. 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 NZ$1,512
includes taxes & fees
5 Oct - 6 Oct
Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

17. 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 NZ$603
includes taxes & fees
4 Oct - 5 Oct
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
A backyard with a hot tub, a barbecue grill, wicker furniture, and a stone wall.

18. 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 NZ$2,069
includes taxes & fees
5 Oct - 6 Oct
Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold
A hot tub in a backyard with a wooden fence, wicker chairs, and a barbecue grill.

19. 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 NZ$1,523
includes taxes & fees
2 Oct - 3 Oct
Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
A wooden cabin with a hot tub, a deck, and a dining area with chairs and a table.

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 NZ$1,522
includes taxes & fees
2 Oct - 3 Oct
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

The Horseshoe Inn

The Horseshoe Inn

8/10 Good
"Location was lovely. The rooms were spotless but I felt the garden rooms were rather exposed. Maybe net curtains on the windows would have given a little more privacy."
Pamela 2-night trip
Posted 2 days ago
The Horseshoe Inn

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 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 NZ$97 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. 

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.