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

Pickering Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Pickering vacation rentals

Fireplace

1. Potter Hill Cottage

Potter Hill Cottage
3.5 star property
Pickering
10.0 out of 10, Exceptional, (1 review)
"Stayed here for my sons birthday to go to flamingo land. Property was very clean and well equipped, a home from home. Location was phenomenal, 10 mins from flamingo land and pickering Castle at 5 mins away. Some shops and take aways a small walk. Parking a bit hit and miss but managed to park both nights. Lovely decor and beds were comfortable. Couldn't recommend enough. Welcome basket was a very nice touch 10 out of 10"
United Kingdom
barry
$351 nightly
The price is $422
Sep 14 - Sep 15
Total with taxes and fees
Potter Hill Cottage
TV

2. 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.
$359 nightly
The price is $359
Sep 4 - Sep 5
Total with taxes and fees
2 bedroom accommodation in Pickering
Exterior

3. Between Coast & Moors • Pickering 2BR • Sleeps 4

Between Coast & Moors • Pickering 2BR • Sleeps 4
Pickering
8.0 out of 10, Very Good, (5 reviews)
"We were so pleased with this cottage. It was clean, modern and very well equipped. Would certainly recommend it to my friends. "
United Kingdom
Brenda
$318 nightly
The price is $318
Sep 12 - Sep 13
Total with taxes and fees
Between Coast & Moors • Pickering 2BR • Sleeps 4
2 bedrooms, WiFi (free), bed sheets

4. 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
$446 nightly
The price is $446
Aug 27 - Aug 28
Total with taxes and fees
2 bedroom accommodation in Pickering
1 bedroom, iron/ironing board, WiFi, bed sheets

5. 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.
$177 nightly
The price is $177
Sep 6 - Sep 7
Total with taxes and fees
Cosy one bedroom cottage in Pickering
LCD TV

6. Foxtail Glamping Pod - sleeps 2 | Gold Award winning

Foxtail Glamping Pod - sleeps 2 | Gold Award winning
Pickering
10.0 out of 10, Exceptional, (9 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
$314 nightly
The price is $314
Sep 7 - Sep 8
Total with taxes and fees
Foxtail Glamping Pod - sleeps 2 | Gold Award winning
Exterior

7. 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.
$392 nightly
The price is $392
Sep 7 - Sep 8
Total with taxes and fees
Cowslip Pod - Glamping for 4 Guests
Exterior

8. 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.
$353 nightly
The price is $353
Sep 6 - Sep 7
Total with taxes and fees
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
Exterior

9. 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.
$353 nightly
The price is $353
Sep 6 - Sep 7
Total with taxes and fees
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
Outdoor dining

10. 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.
$890 nightly
The price is $890
Sep 4 - Sep 5
Total with taxes and fees
Curlew Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Interior

11. Beck View

Beck View
3.0 star property
Pickering
$277 nightly
The price is $333
Aug 31 - Sep 1
Total with taxes and fees
Beck View
Interior

12. 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.
$843 nightly
The price is $843
Aug 31 - Sep 1
Total with taxes and fees
Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
Exterior

13. Primrose Family Glamping Pod | sleeps 4 - Gold Award winning

Primrose Family Glamping Pod | sleeps 4 - Gold Award winning
Pickering
$353 nightly
The price is $353
Sep 6 - Sep 7
Total with taxes and fees
Primrose Family Glamping Pod | sleeps 4 - Gold Award winning
Property grounds

14. 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.
$890 nightly
The price is $890
Sep 4 - Sep 5
Total with taxes and fees
Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award
Outdoor dining

15. 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.
$936 nightly
The price is $936
Sep 4 - Sep 5
Total with taxes and fees
Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Fridge, microwave, oven, stovetop

16. 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)
$989 nightly
The price is $989
Sep 11 - Sep 12
Total with taxes and fees
Barn Owl Lodge | sleeps 4 - Hot Tub, Dog Friendly - 4* Gold Award
Property grounds

17. 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.
$956 nightly
The price is $956
Aug 31 - Sep 1
Total with taxes and fees
Buzzard Lodge - sleeps 4 | Hot Tub, Dog Friendly | 4* Gold Award
Outdoor dining

18. 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.
$1,006 nightly
The price is $1,006
Aug 31 - Sep 1
Total with taxes and fees
Rowan Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Outdoor dining

19. Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award

Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award
Pickering
$936 nightly
The price is $936
Sep 4 - Sep 5
Total with taxes and fees
Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award
Outdoor spa tub

20. 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.
$1,352 nightly
The price is $1,352
Sep 18 - Sep 19
Total with taxes and fees
Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*
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

The Horseshoe Inn

The Horseshoe Inn

10/10 Excellent
"Brilliant host and staff. Everyone helpful and friendly. Super food with generous portions. Our room was well appointed, comfortable and quiet. All in a superb location."
ROGER 2-night trip
Posted less than an hour ago
The Horseshoe 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 $85 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?

Dog friendly cottage, town centre, close to the beach, WI-FI & parking included.: This vacation home rental near Pickering is located near the beach and has a fireplace, a patio, and a Smart TV to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Pickering?

Expedia has 30 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.