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

Pickering Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Pickering vacation 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.
$162 nightly
The price is $162
Nov 10 - Nov 11
Total with taxes and fees
Cosy one bedroom cottage in Pickering
A stone building with a white door, windows, and outdoor seating.

2. Charming 2 Bedroom Cottage Near Moors and Coast

Charming 2 Bedroom Cottage Near Moors and Coast
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
$272 nightly
The price is $272
Oct 22 - Oct 23
Total with taxes and fees
Charming 2 Bedroom Cottage Near Moors and Coast
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.
$305 nightly
The price is $305
Nov 8 - Nov 9
Total with taxes and fees
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
A room with a wooden floor, a large mirror, and two rolled-up towels on a wooden bench.

4. Beck View

Beck View
3.0 star property
Pickering
$296 nightly
The price is $355
Oct 20 - Oct 21
Total with taxes and fees
Beck View
A bathroom with a shower, a sink, and toiletries.

5. 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.
$243 nightly
The price is $243
Nov 10 - Nov 11
Total with taxes and fees
Buttercup Pod - sleeps 2 | Gold Award winning
A cozy living room with exposed wooden beams, a brick fireplace, a leather sofa, and a television.

6. 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.
$309 nightly
The price is $309
Oct 18 - Oct 19
Total with taxes and fees
2 bedroom accommodation in Pickering
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

7. 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.
$305 nightly
The price is $305
Nov 8 - Nov 9
Total with taxes and fees
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.

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.
$305 nightly
The price is $305
Nov 8 - Nov 9
Total with taxes and fees
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
A red brick building with a white door labeled '4', a satellite dish, and potted plants.

9. 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.
$461 nightly
The price is $461
Nov 5 - Nov 6
Total with taxes and fees
2 bedroom accommodation in Pickering
A bedroom with a bed, dresser, nightstand, lamp, and a window with curtains.

10. 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
$575 nightly
The price is $575
Oct 31 - Nov 1
Total with taxes and fees
3 bedroom accommodation in Pickering
A cozy living room with a fireplace, a television, and a patterned wall.

11. 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.
$814 nightly
The price is $814
Oct 18 - Oct 19
Total with taxes and fees
Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
A cozy living room with a sofa, a dining table, and a kitchen in the background.

12. Hungate Garden Cottage

Hungate Garden Cottage
Pickering
10.0 out of 10, Exceptional, (7 reviews)
"Great accommodation as advertised. "
United States
simon g.
$1,255 nightly
The price is $1,255
Nov 6 - Nov 7
Total with taxes and fees
Hungate Garden Cottage
A wooden cabin with a hot tub and outdoor seating.

13. 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.
$991 nightly
The price is $991
Nov 13 - Nov 14
Total with taxes and fees
Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*
A modern kitchen with white cabinets, a microwave, a stove, and a checkered backsplash.

14. Station View

Station View
2.5 star property
Pickering
$326 nightly
The price is $391
Oct 23 - Oct 24
Total with taxes and fees
Station View
A modern wooden cabin with a deck, large windows, and a dining area with chairs and a table.

15. 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.
$1,310 nightly
The price is $1,310
Oct 19 - Oct 20
Total with taxes and fees
Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
A modern wooden cabin with a deck, surrounded by a gravel path and lush greenery.

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

Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
Pickering
$991 nightly
The price is $991
Oct 30 - Oct 31
Total with taxes and fees
Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
A cozy living room with a fireplace, a large TV mounted above it, and a comfortable seating area with a view of the outdoors.

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

Willow Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Pickering
$890 nightly
The price is $890
Nov 2 - Nov 3
Total with taxes and fees
Willow Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
A modern wooden cabin with a deck and outdoor seating area.

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

Hawthorn Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Visit England
Pickering
$763 nightly
The price is $763
Nov 13 - Nov 14
Total with taxes and fees
Hawthorn Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Visit England
A wooden cabin with a hot tub, a deck, and a dining area with chairs and a table.

19. 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.
$809 nightly
The price is $809
Nov 2 - Nov 3
Total with taxes and fees
Rowan Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
A modern wooden cabin with a deck, large windows, and outdoor furniture.

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

Elderberry Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Pickering
$971 nightly
The price is $971
Nov 9 - Nov 10
Total with taxes and fees
Elderberry 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

White Horse Farm Inn

White Horse Farm Inn

10/10 Excellent
"Lovely pub with rooms. The staff were all super friendly and helpful too. We were very happy staying there and would book again if we in the area."
Matthew 2-night trip
Posted 2 days ago
White Horse Farm Inn

Find out more about Pickering

Everything you need to know about Pickering vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pickering vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pickering vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pickering in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $62 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pickering rentals

At Expedia, we put the best Pickering vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Belmont House . Coastal self catering holiday home . Staithes North Yorkshire ⚓: This vacation home rental near Pickering is located on a river and has a fireplace, a private yard, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Pickering?

Expedia has 31 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.