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

Pickering Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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
$272 nightly
The price is $326
Aug 7 - Aug 8
Total with taxes and fees
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.
$4,080 nightly
The price is $4,080
Aug 28 - Aug 29
Total with taxes and fees
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.
$442 nightly
The price is $442
Aug 15 - Aug 16
Total with taxes and fees
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.
$1,935 nightly
The price is $1,935
Aug 18 - Aug 19
Total with taxes and fees
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.
$821 nightly
The price is $821
Aug 1 - Aug 2
Total with taxes and fees
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
$437 nightly
The price is $437
Aug 27 - Aug 28
Total with taxes and fees
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.
$1,277 nightly
The price is $1,277
Aug 1 - Aug 2
Total with taxes and fees
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.
$982 nightly
The price is $982
Aug 1 - Aug 2
Total with taxes and fees
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.
$205 nightly
The price is $205
Aug 17 - Aug 18
Total with taxes and fees
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.
$1,037 nightly
The price is $1,037
Aug 21 - Aug 22
Total with taxes and fees
Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Outdoor dining

Beacon Cottage

Beacon Cottage
2.0 star property
Pickering
$362 nightly
The price is $435
Aug 2 - Aug 3
Total with taxes and fees
Beacon Cottage
Interior

Beck View, Pickering

Beck View, Pickering
Pickering
$352 nightly
The price is $352
Aug 7 - Aug 8
Total with taxes and fees
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
$330 nightly
The price is $330
Aug 5 - Aug 6
Total with taxes and fees
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.
$1,037 nightly
The price is $1,037
Aug 21 - Aug 22
Total with taxes and fees
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)
$1,043 nightly
The price is $1,043
Aug 28 - Aug 29
Total with taxes and fees
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
$948 nightly
The price is $948
Aug 15 - Aug 16
Total with taxes and fees
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.
$413 nightly
The price is $413
Aug 2 - Aug 3
Total with taxes and fees
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.
$1,037 nightly
The price is $1,037
Aug 21 - Aug 22
Total with taxes and fees
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.
$413 nightly
The price is $413
Aug 9 - Aug 10
Total with taxes and fees
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.
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

The New Inn

The New Inn

10/10 Excellent
"Very pleased I picked The New Inn to stay. It’s a proper country pub with its own brewery in a proper country setting. As you can imagine the beer was excellent, and the food first class. The room was lovely, clean, and airy with a comfortable bed. Will definitely stay again as we still have much to see in the surrounding areas, and I couldn’t ask for s better base to do this."
Terry 2-night trip
Posted 19 hours ago
The New 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 $93 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?

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.