Pickering Vacation Rentals from $61: Search Short-Term Rentals

Q: What's the top vacation rental in Pickering?

Belmont House . Coastal self catering holiday home .Staithes North Yorkshire ⚓ : This vacation home rental near Pickering is located on a river and has a fireplace, a private yard, and a barbecue grill 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Our top choices for Pickering vacation rentals

A bedroom with a bed, bedside table, lamp, window with curtains, and a wooden dresser.

1. Cosy one bedroom cottage in Pickering

Pickering

kate h.

$171 nightly

Nov 5 - Nov 6

Total with taxes and fees

A cozy bedroom with a bed, a sofa, and a large arched window.

2. Buttercup Pod - sleeps 2 | Gold Award winning

Pickering

David B.

$223 nightly

Nov 9 - Nov 10

Total with taxes and fees

Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

3. Daisy Family Glamping Pod | sleeps 4 - Gold Award winning

Pickering

James E.

$278 nightly

Nov 8 - Nov 9

Total with taxes and fees

A room with a wooden floor, a large mirror, and two rolled-up towels on a wooden bench.

4. Beck View

Pickering

$329 nightly

Nov 8 - Nov 9

Total with taxes and fees

5. Cowslip Pod - Glamping for 4 Guests

Pickering

Molly H.

$278 nightly

Nov 8 - Nov 9

Total with taxes and fees

6. Clover Family Glamping Pod | sleeps 4 - Gold Award winning

Pickering

Jenny s.

$278 nightly

Nov 8 - Nov 9

Total with taxes and fees

A cozy living room with exposed wooden beams, a brick fireplace, a leather sofa, and a television.

7. 2 bedroom accommodation in Pickering

Pickering

Peter J.

$394 nightly

Nov 19 - Nov 20

Total with taxes and fees

A cozy living room with a fireplace, a television, and a patterned wall.

8. Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly

Pickering

Kathy S.

$628 nightly

Nov 5 - Nov 6

Total with taxes and fees

A large, historic building with multiple stories and ornate architecture, situated by a waterfront with a sandy beach and a calm body of water.

9. 3 bedroom accommodation in Pickering

Pickering

Elizabeth H.

$662 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern wooden cabin with a deck, large windows, and a dining area with chairs and a table.

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

PICKERING

Lucy S.

$1,216 nightly

Nov 5 - Nov 6

Total with taxes and fees

A wooden cabin with a hot tub and outdoor seating.

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

Pickering

Donna H.

$903 nightly

Nov 13 - Nov 14

Total with taxes and fees

A modern wooden cabin with a deck, surrounded by a gravel path and lush greenery.

12. Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England

Pickering

$957 nightly

Nov 10 - Nov 11

Total with taxes and fees

A cozy living room with a sofa, a dining table, and a kitchen in the background.

13. Hungate Garden Cottage

Pickering

simon g.

$1,271 nightly

Nov 6 - Nov 7

Total with taxes and fees

A cozy living room with a sofa, a wooden dining table, and a television.

14. Potter Hill Cottage

Pickering

"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"

barry

$346 nightly

Nov 15 - Nov 16

Total with taxes and fees

A red brick building with a white door labeled '4', a satellite dish, and potted plants.

15. 2 bedroom accommodation in Pickering

Pickering

Jean L.

$466 nightly

Nov 5 - Nov 6

Total with taxes and fees

A hot tub on a wooden deck with stone walls and a tiled roof in the background.

16. The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award

Pickering

Deborah H.

$2,464 nightly

Nov 9 - Nov 10

Total with taxes and fees

A cluster of log cabins with a central driveway, surrounded by lush greenery and trees.

17. Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award

Pickering

Justin J.

$699 nightly

Nov 16 - Nov 17

Total with taxes and fees

A backyard with a hot tub, a barbecue grill, wicker furniture, and a stone wall.

18. Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold

Pickering

Peter W.

$903 nightly

Nov 6 - Nov 7

Total with taxes and fees

A wooden cabin with a hot tub, a deck, and a dining area with chairs and a table.

19. Rowan Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

Pickering

"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...

Becky B.

$735 nightly

Nov 16 - Nov 17

Total with taxes and fees

A cozy living room with a fireplace, a large TV mounted above it, and a comfortable seating area with a view of the outdoors.

20. Willow Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

Pickering

$809 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Top Pickering Hotel Reviews

White Horse Farm Inn

8/10 Good

"Great little hotel! Room would have benefitted from a deeper clean as there were spiderwebs in the corners. Staff were lovely and food was great! Would stay again though, if in the area."

The New Inn

10/10 Excellent

"From arrival to departure, staff members were friendly, helpful and courteous. We were greeted warmly, escorted to the cottage where things were explained to us and shown. It was toasty warm and spotlessly clean. Very generous tea, coffee, milk and biscuits which were gratefully received after our drive. We opted to have dinner in the pub and that was excellent too: competitively priced, varied selection on the menu, good sized portions and well timed for serving. There is a room in the Inn with pool table, dart board, and tv quiz trivia board so plenty to keep you entertained, as well as a good size television in the cottage. After a very comfortable night's sleep, we had a fantastic breakfast and again, there was plenty of it! We would definitely return here if, and when, we are back in the area, and cannot praise the staff highly enough. It was a wonderful stay. Thank you."

Rocklands Lodges

8/10 Good

"Overall the place was clean and tidy, but we did notice the cooker hood needed a good clean as it was greasy and sticky. Also the lights over the hot tub weren’t working properly. We also found the controls for the hot tub didn’t work properly. We enjoyed our stay and it had all the amenities people need."

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 $61 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.

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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?

Belmont House . Coastal self catering holiday home . Staithes North Yorkshire ⚓: This vacation home rental near Pickering is located on a river and has a fireplace, a private yard, and a barbecue grill 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Pickering?

Expedia has 31 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.

Room 1

Check prices for these dates

Our top choices for Pickering vacation rentals

1. Cosy one bedroom cottage in Pickering

2. Buttercup Pod - sleeps 2 | Gold Award winning

3. Daisy Family Glamping Pod | sleeps 4 - Gold Award winning

4. Beck View

5. Cowslip Pod - Glamping for 4 Guests

6. Clover Family Glamping Pod | sleeps 4 - Gold Award winning

7. 2 bedroom accommodation in Pickering

8. Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly

9. 3 bedroom accommodation in Pickering

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

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

12. Maple Lodge | sleeps 6 - Hot Tub, Dog Friendly - 5* Visit England

13. Hungate Garden Cottage

14. Potter Hill Cottage

15. 2 bedroom accommodation in Pickering

16. The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award

17. Woodpecker Lodge | sleeps 4 - Hot Tub, Dog Free - 4* Gold Award

18. Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold

19. Rowan Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

20. Willow Lodge | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

Find vacation rentals that suit your style

Top Pickering Hotel Reviews

White Horse Farm Inn

The White Swan Inn

Crossways

Cottage Lea's Country Hotel & Restaurant

The New Inn

Old Manse Hotel

Rocklands Lodges

Best Western Forest & Vale Hotel

Premier Inn Pickering

Find out more about Pickering

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