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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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.
The price is CA $141
CA $217 total
includes taxes & fees
Nov 9 - Nov 10
Cosy one bedroom cottage in Pickering
A cozy bedroom with a bed, a sofa, and a large arched window.

2. 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.
The price is CA $313
CA $313 total
includes taxes & fees
Nov 9 - Nov 10
Buttercup Pod - sleeps 2 | Gold Award winning
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.
The price is CA $390
CA $390 total
includes taxes & fees
Nov 9 - Nov 10
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
A cozy living room with exposed wooden beams, a brick fireplace, a leather sofa, and a television.

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 CA $447
CA $447 total
includes taxes & fees
Nov 19 - Nov 20
2 bedroom accommodation in Pickering
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

5. 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 CA $390
CA $390 total
includes taxes & fees
Nov 9 - Nov 10
Cowslip Pod - Glamping for 4 Guests
A room with a wooden floor, a large mirror, and two rolled-up towels on a wooden bench.

6. Beck View

Beck View
3.0 star property
Pickering
The price is CA $461
CA $554 total
includes taxes & fees
Nov 11 - Nov 12
Beck View
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

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 CA $390
CA $390 total
includes taxes & fees
Nov 9 - Nov 10
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
A cozy living room with a fireplace, a television, and a patterned wall.

8. 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.
The price is CA $812
CA $882 total
includes taxes & fees
Nov 16 - Nov 17
Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
A modern wooden cabin with a deck, large windows, and a dining area with chairs and a table.

9. 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 CA $1,707
CA $1,707 total
includes taxes & fees
Nov 9 - Nov 10
Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
A red brick building with a white door labeled '4', a satellite dish, and potted plants.

10. 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 CA $655
CA $655 total
includes taxes & fees
Nov 11 - Nov 12
2 bedroom accommodation in Pickering
A cozy living room with a sofa, a dining table, and a kitchen in the background.

11. Hungate Garden Cottage

Hungate Garden Cottage
Pickering
10.0 out of 10, Exceptional, (7 reviews)
"Great accommodation as advertised. "
United States
simon g.
The price is CA $1,785
CA $1,785 total
includes taxes & fees
Nov 12 - Nov 13
Hungate Garden Cottage
A stone house with a garden, a paved pathway, and a small outdoor seating area.

12. 4 bedroom accommodation in Pickering

4 bedroom accommodation in Pickering
Pickering
10.0 out of 10, Exceptional, (6 reviews)
"Fabulous location in Pickering and yet so peaceful. Beautifully maintained property and gardens. Warm and cozy with everything that you need for cooking etc. Fabulous places to visit within 30 mins - 1 hour drive - spoilt for choice. Review independently collected and verified by Reevoo"
United States
Maria
The price is CA $1,164
CA $1,164 total
includes taxes & fees
Nov 12 - Nov 13
4 bedroom accommodation in Pickering
A modern wooden cabin with a deck, surrounded by a gravel path and lush greenery.

13. 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 CA $1,346
CA $1,346 total
includes taxes & fees
Nov 9 - Nov 10
Maple Lodge | sleeps 6 - 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.

14. 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 CA $1,099
CA $1,099 total
includes taxes & fees
Nov 20 - Nov 21
Rowan Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
A cluster of log cabins with a central driveway, surrounded by lush greenery and trees.

15. 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 CA $984
CA $984 total
includes taxes & fees
Nov 16 - Nov 17
Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award
A small patio with a table and chairs, a green door, and a window with a brick wall.

16. Beacon Cottage

Beacon Cottage
3.0 star property
Pickering
The price is CA $515
CA $618 total
includes taxes & fees
Nov 25 - Nov 26
Beacon Cottage
A wooden cabin with a hot tub and outdoor seating.

17. 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 CA $1,428
CA $1,428 total
includes taxes & fees
Nov 13 - Nov 14
Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*
A cozy living room with a fireplace, a large TV mounted above it, and a comfortable seating area with a view of the outdoors.

18. 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 CA $1,074
CA $1,074 total
includes taxes & fees
Nov 20 - Nov 21
Willow Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
A hot tub on a wooden deck with stone walls and a tiled roof in the background.

19. 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 CA $3,460
CA $3,460 total
includes taxes & fees
Nov 9 - Nov 10
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
A backyard with a hot tub, a barbecue grill, wicker furniture, and a stone wall.

20. 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 CA $1,428
CA $1,428 total
includes taxes & fees
Nov 13 - Nov 14
Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold
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

Royal Whitby

Royal Whitby

8/10 Good
"Great hotel, definitely stay there again."
Peter 2-night trip
Posted 3 hours ago
Royal Whitby

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pickering vacation rentals we have selected for you start as low as CA $85 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 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. 

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.