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
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

Interior

Beck View

Beck View
3.0 star property
Pickering
Beck View
A heated pool

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 ￥664,148
￥664,148 total
includes taxes & fees
Aug 28 - Aug 29
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
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.
2 bedroom accommodation in Pickering
Outdoor dining

Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award

Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
PICKERING
10.0 out of 10, Exceptional, (3 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.
Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
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
￥134,411 total
includes taxes & fees
Aug 1 - Aug 2
Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
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
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.
The price is ￥209,104
￥209,104 total
includes taxes & fees
Jul 31 - Aug 1
Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold
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 ￥172,805
￥172,805 total
includes taxes & fees
Aug 11 - Aug 12
Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
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 ￥33,072
￥39,599 total
includes taxes & fees
Aug 24 - Aug 25
Cosy one bedroom cottage 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 ￥169,842
￥169,842 total
includes taxes & fees
Aug 22 - Aug 23
Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Outdoor dining

Beacon Cottage

Beacon Cottage
2.0 star property
Pickering
The price is ￥59,367
￥71,240 total
includes taxes & fees
Aug 2 - Aug 3
Beacon Cottage
Interior

Beck View, Pickering

Beck View, Pickering
Pickering
Beck View, Pickering
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.
Cowslip Pod - Glamping for 4 Guests
LCD TV

Foxtail Glamping Pod - sleeps 2 | Gold Award winning

Foxtail Glamping Pod - sleeps 2 | Gold Award winning
Pickering
10.0 out of 10, Exceptional, (8 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 ￥54,123
￥54,123 total
includes taxes & fees
Aug 5 - Aug 6
Foxtail Glamping Pod - sleeps 2 | Gold Award winning
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 ￥169,842
￥169,842 total
includes taxes & fees
Aug 22 - Aug 23
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 ￥169,842
￥169,842 total
includes taxes & fees
Aug 28 - Aug 29
Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award
Dining

58 WESTGATE, parking, WiFi, in Pickering

58 WESTGATE, parking, WiFi, in Pickering
Pickering
The price is ￥159,879
￥159,879 total
includes taxes & fees
Aug 23 - Aug 24
58 WESTGATE, parking, WiFi, in Pickering
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 5 - Aug 6
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
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 ￥169,842
￥169,842 total
includes taxes & fees
Aug 22 - Aug 23
Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award
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 9 - Aug 10
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
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

Rocklands Lodges

Rocklands Lodges

10/10 Excellent
"Perfect for a getaway in a natural setting. Amazing to relax and forget about the rest of the world. Definitely to repeat"
Leandro 2-night trip
Posted 5 hours ago
Rocklands Lodges

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:

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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.