Pickering Holiday Rentals

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Holiday Rentals in Pickering

Entire Grade 2 listed cottage in Thornton-Le-Dale

Thornton Dale
The price is NZ$310
includes taxes & fees
2 Dec - 3 Dec
Entire Grade 2 listed cottage in Thornton-Le-Dale

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.
The price is NZ$259
includes taxes & fees
13 Nov - 14 Nov
Cosy one bedroom cottage in Pickering

5 Church View

3.5 star property
Pickering
10.0 out of 10, Exceptional, (1)
The price is NZ$766
includes taxes & fees
15 Nov - 16 Nov
5 Church View

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.
The price is NZ$464
includes taxes & fees
17 Nov - 18 Nov
Cowslip Pod - Glamping for 4 Guests

Luxury Cottage nestled in the Heart of Pickering - Pet Friendly (FREE)

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.
The price is NZ$1,206
includes taxes & fees
12 Nov - 13 Nov
Luxury Cottage nestled in the Heart of Pickering - Pet Friendly (FREE)

3 bedroom accommodation in Pickering

Pickering
10.0 out of 10, Exceptional, (1)
"Beautiful cottage in Pickering close to all amenities. Great base for the Moors and coastal areas. Cottage is comfortable, beautifully clean and well equipped for all needs."
United States
Dianne
3 bedroom accommodation in Pickering

Hungate Garden Cottage

Pickering
10.0 out of 10, Exceptional, (7)
"Great accommodation as advertised. "
United States
simon g.
The price is NZ$2,175
includes taxes & fees
13 Nov - 14 Nov
Hungate Garden Cottage

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.
The price is NZ$464
includes taxes & fees
12 Nov - 13 Nov
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning

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
The price is NZ$763
includes taxes & fees
12 Nov - 13 Nov
2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering

Pickering
9.0 out of 10, Wonderful, (8)
"I would like to give this 5 stars but I am unable to do so because of the local church which is very close to the cottage.For whatever reason, the bells were ringing out at all sorts of times — including 11pm, 2am and 6am!!The sound of the bells made it impossible to get a decent night’s sleep.Someone needs to report this and get it stopped."
United States
Rob Needham
The price is NZ$441
includes taxes & fees
13 Nov - 14 Nov
2 bedroom accommodation in Pickering

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.
The price is NZ$464
includes taxes & fees
12 Nov - 13 Nov
Clover Family Glamping Pod | sleeps 4 - Gold Award winning

300 Year Old Cozy Retreat, walk to Pickering's Heart, SteamTrains, and Pub!

Pickering
The price is NZ$507
includes taxes & fees
14 Nov - 15 Nov
300 Year Old Cozy Retreat, walk to Pickering's Heart, SteamTrains, and Pub!

Ghyll Cottage

3.5 star property
Pickering
The price is NZ$675
includes taxes & fees
30 Nov - 1 Dec
Ghyll Cottage

Primrose Family Glamping Pod | sleeps 4 - Gold Award winning

Pickering
The price is NZ$464
includes taxes & fees
12 Nov - 13 Nov
Primrose Family Glamping Pod | sleeps 4 - Gold Award winning

Honey Pot Barn - Escape for Two

CROPTON
The price is NZ$1,281
includes taxes & fees
12 Nov - 13 Nov
Honey Pot Barn - Escape for Two

2 bedroom accommodation in Pickering

Pickering
10.0 out of 10, Exceptional, (4)
"We had a fabulous holiday... early days post lockdown this cottage had a lovely private garden where we ate most of our meals. Easy access into Pickering suites our party of my 92 year old mum and our eight month old pup. Great beaches and walks nearby. Review independently collected and verified by Reevoo"
United States
Kathy
2 bedroom accommodation in Pickering

3 bedroom accommodation in Pickering

Pickering
10.0 out of 10, Exceptional, (4)
"The cottage was perfect for our family break. Well equipped and cosy. We loved making a fire in the evening and playing board games. We also enjoyed exploring the local area and found some great restaurants. We were lucky with the weather so made the post of it with visits to Whitby, Scarborough, Dalby Woods, the Moors and of course Pickering village. Great family break. Highly recommend. My only criticism would be the bed in the master bedroom was too firm for our liking. Everything else was...
United States
Nicola
3 bedroom accommodation in Pickering

Snowdrop Family Glamping Pod | sleeps 4 - Gold Award winning

Pickering
The price is NZ$464
includes taxes & fees
12 Nov - 13 Nov
Snowdrop Family Glamping Pod | sleeps 4 - Gold Award winning

3 bedroom accommodation in Pickering

Pickering
9.4 out of 10, Exceptional, (3)
"Lovely little cottage for 5 of us (family of 4 + granny). Generally well equipped and very comfortable. Kitchen a little bit small and missing a few useful things like a decent chopping board and potato peeler - but we managed fine nonetheless. Living/dining room great, with nice open fire and new TV. Three bedrooms spacious and warm, and excellent bathroom. Position is amazing really - less than 5 mins' walk to High Street, supermarket and local shops. Short drive from the moors and only 30-40...
United States
Tim
3 bedroom accommodation in Pickering

4 bedroom accommodation in Pickering

Pickering
10.0 out of 10, Exceptional, (5)
"Fabulous location in Pickering and yet so peaceful. Beautifully maintained property and gardens. Warm and cozy with everything that you need for cooking etc. Fabulous places to visit within 30 mins - 1 hour drive - spoilt for choice. Review independently collected and verified by Reevoo"
United States
Maria
The price is NZ$1,384
includes taxes & fees
22 Nov - 23 Nov
4 bedroom accommodation in Pickering
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

Find out more about Pickering

Everything you need to know about Pickering holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pickering holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pickering holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pickering holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pickering holiday rentals we have selected for you start as low as NZ$140 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pickering rentals

At Expedia, we put the best Pickering holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Pickering?

Yes, there are holiday rentals in Pickering close to North Yorkshire Moors Railway, or you can select a more secluded option if you're looking for 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 are some of the best holiday rentals that Pickering has to offer?

Cottage in the centre of Whitby - beautiful coastal and Abbey views : This holiday home rental outside of Pickering offers a fireplace, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Pickering?

Expedia has 40 holiday 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 holiday rental in Pickering like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pickering. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.