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Pickering Vacation Rentals

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Vacation Rentals in Pickering

Dining
Cosy one bedroom cottage in Pickering

Cosy one bedroom cottage in Pickering

Pickering
7.6 out of 10, Good, (4)
"An excellent cottage, with everything to make it feel like home. Conveniently situated, near the centre of the Market town."
Australia
Glenys T.
$147 nightly
The price is $147
Dec 9 - Dec 10
Total with taxes and fees
Cosy one bedroom cottage in Pickering
Cottage | Interior
5 Church View

5 Church View

3.5 star property
Pickering
10.0 out of 10, Exceptional, (1)
$361 nightly
The price is $434
Dec 7 - Dec 8
Total with taxes and fees
5 Church View
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)
"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.
$683 nightly
The price is $683
Dec 9 - Dec 10
Total with taxes and fees
Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
Exterior
Cowslip Pod - Glamping for 4 Guests

Cowslip Pod - Glamping for 4 Guests

Pickering
9.8 out of 10, Exceptional, (7)
"We absolutely loved our stay here and only wish that it could've been longer. Would definitely recommend to anyone."
United Kingdom
Molly H.
$263 nightly
The price is $263
Dec 9 - Dec 10
Total with taxes and fees
Cowslip Pod - Glamping for 4 Guests
1 bedroom, iron/ironing board, free WiFi, bed sheets
Entire Grade 2 listed cottage in Thornton-Le-Dale

Entire Grade 2 listed cottage in Thornton-Le-Dale

Thornton Dale
10.0 out of 10, Exceptional, (1)
"Lovely little place with great dog walks and local pubs nearby. Thank you "
United Kingdom
Becky M.
$181 nightly
The price is $181
Dec 17 - Dec 18
Total with taxes and fees
Entire Grade 2 listed cottage in Thornton-Le-Dale
Terrace/patio
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)
"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.
$263 nightly
The price is $263
Dec 9 - Dec 10
Total with taxes and fees
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
Dishwasher, highchair
2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering

Pickering
9.0 out of 10, Wonderful, (8)
"Most enjoyable, well appointed cottage comfortable central to the town. Plenty to do and see with the railway nearby. We are looking forward to coming back next year. The Young family. "
United Kingdom
Sonia Y.
$319 nightly
The price is $319
Dec 17 - Dec 18
Total with taxes and fees
2 bedroom accommodation in Pickering
Dishwasher
2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering

Pickering
10.0 out of 10, Exceptional, (1)
"If you are looking for somewhere to stay in Pickering, 2 minutes from the town centre, this is for you. We were surprised to find that the house is on 4 floors, one bedroom in the basement; kitchen, front room and toilet on the ground floor; shower, bath, toilet and living room on the second floor; two bedrooms (double and two singles) on the top floor. The stairs are quite steep and probably not suitable for young children but fine for adults. There is no on-site parking but just across the...
United States
Spencer Greystrong
$395 nightly
The price is $395
Jan 3 - Jan 4, 2026
Total with taxes and fees
2 bedroom accommodation in Pickering
Terrace/patio
Clover Family Glamping Pod | sleeps 4 - Gold Award winning

Clover Family Glamping Pod | sleeps 4 - Gold Award winning

Pickering
8.8 out of 10, Excellent, (3)
"Nothing to disappointing. Wanted somewhere to relax .never been to one of pod's. It was lovely and clean ."
United Kingdom
Dennis R.
$263 nightly
The price is $263
Dec 9 - Dec 10
Total with taxes and fees
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
Terrace/patio
Primrose Family Glamping Pod | sleeps 4 - Gold Award winning

Primrose Family Glamping Pod | sleeps 4 - Gold Award winning

Pickering
$263 nightly
The price is $263
Dec 8 - Dec 9
Total with taxes and fees
Primrose Family Glamping Pod | sleeps 4 - Gold Award winning
Property grounds
Honey Pot Barn - Escape for Two

Honey Pot Barn - Escape for Two

CROPTON
$726 nightly
The price is $726
Dec 9 - Dec 10
Total with taxes and fees
Honey Pot Barn - Escape for Two
Exterior
1 The Old Methodist Chapel

1 The Old Methodist Chapel

3.5 star property
Pickering
$511 nightly
The price is $613
Dec 8 - Dec 9
Total with taxes and fees
1 The Old Methodist Chapel
Terrace/patio
Romantic woodland cabin with private hot tub and moorland views

Romantic woodland cabin with private hot tub and moorland views

2.0 star property
Newton-on-Rawcliffe
$501 nightly
The price is $501
Dec 11 - Dec 12
Total with taxes and fees
Romantic woodland cabin with private hot tub and moorland views
1 bedroom, WiFi, bed sheets
Snowdrop Family Glamping Pod | sleeps 4 - Gold Award winning

Snowdrop Family Glamping Pod | sleeps 4 - Gold Award winning

Pickering
$263 nightly
The price is $263
Dec 8 - Dec 9
Total with taxes and fees
Snowdrop Family Glamping Pod | sleeps 4 - Gold Award winning
Cottage | Interior
The Old Cartway

The Old Cartway

3.5 star property
Pickering
$718 nightly
The price is $862
Dec 15 - Dec 16
Total with taxes and fees
The Old Cartway
Cottage | Interior
Ghyll Cottage

Ghyll Cottage

3.5 star property
Pickering
$668 nightly
The price is $802
Dec 29 - Dec 30
Total with taxes and fees
Ghyll Cottage
Cottage | Interior
Bute Cottage

Bute Cottage

3.0 star property
Pickering
$658 nightly
The price is $789
Dec 17 - Dec 18
Total with taxes and fees
Bute Cottage
Cottage | Private kitchen | Fridge, dishwasher, electric kettle, toaster
Adelaide's Cottage

Adelaide's Cottage

3.5 star property
Pickering
$526 nightly
The price is $631
Dec 9 - Dec 10
Total with taxes and fees
Adelaide's Cottage
Cottage | Interior
Cooper's Cottage

Cooper's Cottage

3.5 star property
Pickering
8.0 out of 10, Very Good, (1)
"Smell of sewage in the lounge, no response from message sent to contact number in info folder. Steps to bathroom are lethal."
United Kingdom
ANGELA
$327 nightly
The price is $393
Dec 23 - Dec 24
Total with taxes and fees
Cooper's Cottage
Dishwasher, cookware/dishes/utensils
Rorty Crankle

Rorty Crankle

2.0 star property
Pickering
$865 nightly
The price is $1,038
Dec 9 - Dec 10
Total with taxes and fees
Rorty Crankle
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

Britannia Grand Hotel Scarborough

Britannia Grand Hotel Scarborough

10/10 Excellent
"Absolutely spot on for the miney paid and couldnt grumble at all really. Hotel could do with a luck of paint and windows cleaning, but apart from that cant say a bad word"
DANIEL 2-night trip
Posted 4 days ago
Britannia Grand Hotel Scarborough

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 $73 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?

Cottage With Sea Views : This vacation home rental near Pickering is located near the beach and has a fireplace, a patio, and laundry facilities 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 selection of games.

How many vacation rentals are there in Pickering?

Expedia has 32 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 Riding Forest 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.