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

Pickering Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Pickering vacation rentals

Dishwasher

2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
10.0 out of 10, Exceptional, (2 reviews)
"Very quirky and beautiful cottage. Great views over the green, everything you need. Plenty to see, do and experience in Pickering and locally. Had a wonderfully relaxing week, would recommend."
United States
Susan Miller
The price is ￥71,149
￥71,149 total
includes taxes & fees
Aug 27 - Aug 28
2 bedroom accommodation in Pickering
Interior

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 ￥117,657
￥133,540 total
includes taxes & fees
Aug 6 - Aug 7
Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
Outdoor dining

Beacon Cottage

Beacon Cottage
2.0 star property
Pickering
Beacon Cottage
TV

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 ￥72,455
￥72,455 total
includes taxes & fees
Aug 15 - Aug 16
2 bedroom accommodation in Pickering
Outdoor dining

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 ￥169,785
￥169,785 total
includes taxes & fees
Aug 21 - Aug 22
Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Outdoor spa tub

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.
Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*
Exterior

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 ￥90,207
￥90,207 total
includes taxes & fees
Jul 31 - Aug 1
Cowslip Pod - Glamping for 4 Guests
Outdoor dining

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 ￥161,376
￥161,376 total
includes taxes & fees
Jul 31 - Aug 1
Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Property grounds

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 ￥169,785
￥169,785 total
includes taxes & fees
Aug 21 - Aug 22
Buzzard Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Fridge, microwave, oven, stovetop

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 ￥169,785
￥169,785 total
includes taxes & fees
Aug 28 - Aug 29
Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award
Exterior

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 ￥67,600
￥67,600 total
includes taxes & fees
Aug 2 - Aug 3
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
Exterior

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 ￥67,600
￥67,600 total
includes taxes & fees
Aug 2 - Aug 3
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
Cottage | Terrace/patio

12 Castlegate

12 Castlegate
3.0 star property
Pickering
12 Castlegate
Property grounds

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 ￥169,785
￥169,785 total
includes taxes & fees
Aug 21 - Aug 22
Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award
Outdoor dining

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, (3 reviews)
"The cottage was lovely. Everything was very clean and well presented. The hot tub really made our holiday. The only slight disappointment was that the twin bedroom didn’t have a window. Otherwise everything was perfect."
United Kingdom
Julie W.
Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold
Dining

58 WESTGATE, parking, WiFi, in Pickering

58 WESTGATE, parking, WiFi, in Pickering
Pickering
The price is ￥155,331
￥155,331 total
includes taxes & fees
Aug 15 - Aug 16
58 WESTGATE, parking, WiFi, in Pickering
Interior

Beck View, Pickering

Beck View, Pickering
Pickering
Beck View, Pickering
1 bedroom, iron/ironing board, WiFi, bed sheets

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 ￥24,587
￥31,114 total
includes taxes & fees
Aug 17 - Aug 18
Cosy one bedroom cottage in Pickering
1 bedroom, WiFi, bed sheets

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 ￥54,123
￥54,123 total
includes taxes & fees
Aug 3 - Aug 4
Buttercup Pod - sleeps 2 | Gold Award winning
Exterior

Cobbler's Cottage, Pickering

Cobbler's Cottage, Pickering
Pickering
The price is ￥143,364
￥143,364 total
includes taxes & fees
Aug 26 - Aug 27
Cobbler's Cottage, Pickering
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pickering Hotel Reviews

White Horse Farm Inn

White Horse Farm Inn

10/10 Excellent
"What a lovely gem of a place. Situated in the heart of the north Yorkshire Moors. Amazing views over the valley. Staff were very friendly and the food was lovely. The only criticism I could make was that the floorboards were creaky, but that’s because the property is 300 years old and has real character. Highly recommended."
Paul 1-night trip
Posted 22 hours ago
White Horse Farm Inn

Find out more about Pickering

Search for holiday rentals in Pickering on Expedia! You can easily find your home rentals, villas, holiday apartments in Pickering using one of the methods below:

  • View our selection of featured holiday rentals in Pickering
  • Use the map to find apartments and other holiday homes in the Pickering neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pickering while they last

Look no further and take a look at our great range of rental properties in Pickering!

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?

Gorgeous Thornton-le-Dale 2 Bedroom Cottage & Garden, Cosy Family Friendly, WIFI: Visitors give good reviews to this Pickering vacation home rental, which is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Pickering?

Expedia has 28 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.