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
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Pickering vacation rentals

Cottage | Interior

5 Church View

5 Church View
10.0 out of 10, Exceptional, (1 review)
$412 nightly
The price is $494
Mar 26 - Mar 27
Total with taxes and fees
5 Church View
Exterior

Clover Family Glamping Pod | sleeps 4 - Gold Award winning

Clover Family Glamping Pod | sleeps 4 - Gold Award winning
8.8 out of 10, Excellent, (3 reviews)
"Was a quiet week, peaceful. Great spaces to walk dogs on and off site"
United Kingdom
Philip G.
$336 nightly
The price is $336
Mar 23 - Mar 24
Total with taxes and fees
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
Exterior

Cabin in Pickering

Cowslip Pod - Glamping for 4 Guests
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.
$336 nightly
The price is $336
Mar 23 - Mar 24
Total with taxes and fees
Cowslip Pod - Glamping for 4 Guests
Exterior

Cabin in Pickering

Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
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.
$336 nightly
The price is $336
Mar 23 - Mar 24
Total with taxes and fees
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
Property grounds

Chalet in Pickering

Buzzard Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
10.0 out of 10, Exceptional, (3 reviews)
"Wish I could’ve stayed longer"
United Kingdom
Rachel H.
$697 nightly
The price is $697
Mar 23 - Mar 24
Total with taxes and fees
Buzzard Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Outdoor dining

Cottage in Pickering

Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award
$734 nightly
The price is $734
Mar 23 - Mar 24
Total with taxes and fees
Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award
LCD TV

Cabin in Pickering

Foxtail Glamping Pod - sleeps 2 | Gold Award winning
10.0 out of 10, Exceptional, (7 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
$311 nightly
The price is $311
Apr 20 - Apr 21
Total with taxes and fees
Foxtail Glamping Pod - sleeps 2 | Gold Award winning
Exterior

Chalet in Pickering

Hawthorn Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Visit England
$764 nightly
The price is $764
Mar 27 - Mar 28
Total with taxes and fees
Hawthorn Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Visit England
Outdoor dining

Cottage in Pickering

Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
10.0 out of 10, Exceptional, (1 review)
"Just what we wanted"
United Kingdom
DIANE H.
$764 nightly
The price is $764
Mar 27 - Mar 28
Total with taxes and fees
Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Fridge, microwave, oven, stovetop

Chalet in Pickering

Pheasant Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
$697 nightly
The price is $697
Mar 23 - Mar 24
Total with taxes and fees
Pheasant Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Cottage | Interior

Cottage in Pickering

Ghyll Cottage
3.5 star property
$333 nightly
The price is $400
Apr 17 - Apr 18
Total with taxes and fees
Ghyll Cottage
Outdoor dining

Chalet in Pickering

Elderberry Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
$1,146 nightly
The price is $1,146
Apr 13 - Apr 14
Total with taxes and fees
Elderberry Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Outdoor dining

Chalet in Pickering

Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
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.
$697 nightly
The price is $697
Mar 23 - Mar 24
Total with taxes and fees
Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Outdoor dining

Cottage in CROPTON

Honey Pot Barn - Escape for Two
$670 nightly
The price is $670
Mar 23 - Mar 24
Total with taxes and fees
Honey Pot Barn - Escape for Two
Interior

Chalet in Pickering

Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
$1,117 nightly
The price is $1,117
Mar 30 - Mar 31
Total with taxes and fees
Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
Terrace/patio

Cottage in Pickering

Farndale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
$840 nightly
The price is $840
Mar 27 - Mar 28
Total with taxes and fees
Farndale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Outdoor dining

Chalet in PICKERING

Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
10.0 out of 10, Exceptional, (2 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.
$1,211 nightly
The price is $1,211
Mar 23 - Mar 24
Total with taxes and fees
Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
Fridge, microwave, oven, stovetop

Chalet in Pickering

Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award
$806 nightly
The price is $806
Apr 17 - Apr 18
Total with taxes and fees
Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award
Exterior

Chalet in Pickering

Holly Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
$954 nightly
The price is $954
Mar 23 - Mar 24
Total with taxes and fees
Holly Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England
Terrace/patio

Chalet in Pickering

Willow Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
$933 nightly
The price is $933
Apr 17 - Apr 18
Total with taxes and fees
Willow 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.
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

Royal Whitby

Royal Whitby

10/10 Excellent
"This beautiful listed building is beautiful now into a 2nd year of a 5 year retorvation plan as i am told Our room was changed due to me being diabled Although it was spacious very clean with ensuite facilities it was very awkward to maneuver getting into the room as the door was very narrow and i had to take the foot steps off the wheel chair to swing in from the corridor. Once into the room the ensuite room was uneccesable with the wheelchair as them doors were even smaller . With having only one leg i found it awkard to get into the shower cubicle as it was about 6 inch high to take the waste pipes . I ended up sat on floor to shower . I do understand thing cannot be changed so easily in listed buildings without consent The bar was up to date and buzzing and the food in the restuarant was super good and also very busy .although had to overcome some steps to enter ,it maybe awkward to enter if totaly wheel chair bound for other people .so have some thought dissabled people when planning your eating requirements. Staff couldnt do enough for you in all parts of the hotel ,we had a great nights stay and will be staying again, once i get a little more mobile "
Mark 1-night trip
Posted 1 hour 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, 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 $66 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?

Beach House Paradise Found WF-Fi, Netflix, Pool,Gym, Pet Friendly close to beach: This vacation home rental near Pickering is located near the beach and has an indoor pool, a fireplace, and laundry facilities 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. It offers a patio, a garden, and an arcade game room so you can immerse yourself in your vacation.

How many vacation rentals are there in Pickering?

Expedia has 27 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.