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Pickering Holiday Rentals

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Holiday Rentals in Pickering

Middlehead Cottages at Cropton Forest

3.0 star property
Pickering
10.0 out of 10, Exceptional, (35)
"Lovely cottage which was well equipped for two very young children. Fantastic scenery all around and the hot tub at night is an absolute bonus! "
United Kingdom
Anonymous traveller
Middlehead Cottages at Cropton Forest

Craven Garth Cottages

3.0 star property
Pickering
9.4 out of 10, Exceptional, (46)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
Craven Garth Cottages

The Old Coach House

2.0 star property
Pickering
The Old Coach House

Station Suites

4.0 star property
Middlesbrough
9.6 out of 10, Exceptional, (15)
"It’s very loud if you want any windows open, and you will as it gets very hot in the room. There was supposed to be breakfast, but all there’s available is very hard croissants, some toasts, an apple, questionable milk with corn flakes and coffee."
United Kingdom
Maciej
The price is AU$134
includes taxes & fees
4 Dec - 5 Dec
Station Suites

The Little Hide - Adult Only Camping Pods

2.0 star property
York
9.2 out of 10, Wonderful, (148)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is AU$121
includes taxes & fees
14 Dec - 15 Dec
The Little Hide - Adult Only Camping Pods

Five Star Stays

4.0 star property
Scarborough
9.6 out of 10, Exceptional, (132)
"Wicked place loved it and staff go polite"
United Kingdom
eugene
Five Star Stays

Whitby Bridge Luxury Apartments

3.5 star property
Whitby
8.0 out of 10, Very good, (16)
"Very close to Whitby swing bridge so handy for attractions, restaurants, coop 3 minute walk if want self catering. Newly renovated, very clean, lovely views."
United Kingdom
Susan
The price is AU$220
includes taxes & fees
1 Dec - 2 Dec
Whitby Bridge Luxury Apartments

Harcourt Place

4.0 star property
Scarborough City Centre
8.6 out of 10, Excellent, (23)
"Really lovely and clean will definitely stay here again "
United Kingdom
Lee
The price is AU$402
includes taxes & fees
1 Dec - 2 Dec
Harcourt Place

Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views

Whitby
9.8 out of 10, Exceptional, (296)
"Wonderful had a fantastic week at Wildgoose has everything you need for a relaxing time also lovely walks along the Cleveland Way have been there a few times now and wanting to book again it’s beautiful Thank you so much"
United Kingdom
Chris C.
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views

Dale View Cottages

3.0 star property
Whitby
9.2 out of 10, Wonderful, (9)
"Everything was good. It was a nice place with a dog exercise field as well. We had a nice little welcome basket so that we could have a drink when we arrived. The kitchen was well equipped. Thankyou"
United Kingdom
Leonard
Dale View Cottages

Wren

3.0 star property
York
The price is AU$1,152
includes taxes & fees
4 Dec - 5 Dec
Wren

THE OLD Cart House

4.0 star property
York
10.0 out of 10, Exceptional, (9)
"Very cute and quaint cottage with lots of greenery all around. Very comfortable accommodations, and the freshly baked loaf of bread was such a thoughtful touch. We wish we could have stayed longer! "
United States
Christine
THE OLD Cart House

Situated on the Whitby Lighthouse site has a raised deck giving wonderful views.

Whitby
9.0 out of 10, Wonderful, (7)
"Great location and perfect for walking the coastal path."
United Kingdom
Pamela B.
Situated on the Whitby Lighthouse site has a raised deck giving wonderful views.

The Sands - Sea Front Apartments

5.0 star property
Scarborough
9.8 out of 10, Exceptional, (148)
"What a beautiful place to stay on the North Bay of Scarborough and threturnnbus services in to Scarborough South Bay are every 10-15mins. Very much enjoyed our stay. "
United Kingdom
Ryan
The Sands - Sea Front Apartments

Holtby Grange Cottages

4.0 star property
York
9.6 out of 10, Exceptional, (7)
"Amazing accommodation and very close to York. We loved it and will definitely be coming back. "
United Kingdom
Robin
Holtby Grange Cottages

Luxury Studio Cottage at Foot of Yorkshire Wolds

3.0 star property
York
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is AU$523
includes taxes & fees
2 Dec - 3 Dec
Luxury Studio Cottage at Foot of Yorkshire Wolds

Family and pet friendly converted barn in a peaceful rural setting

Whitby
9.8 out of 10, Exceptional, (256)
"We had a great week staying here,beautiful clean spacious cottage in a lovely location "
United Kingdom
Lisa W.
Family and pet friendly converted barn in a peaceful rural setting

3 Bedroom Cottage, Sleeps 5 Village Location

3.0 star property
Scarborough
The price is AU$940
includes taxes & fees
31 Dec - 1 Jan 2026
3 Bedroom Cottage, Sleeps 5 Village Location

The Helaina Luxury Apartments

4.0 star property
Scarborough
9.8 out of 10, Exceptional, (47)
"Apartment was lovley -and clean the view was amazing "
United Kingdom
martin
The Helaina Luxury Apartments

The Edge. Modern loft apartment in Yorkshire market town.

Easingwold
10.0 out of 10, Exceptional, (48)
"Very good property, thoroughly enjoyable. "
United Kingdom
Philip
The price is AU$258
includes taxes & fees
2 Dec - 3 Dec
The Edge. Modern loft apartment in Yorkshire market town.
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 favourite 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 depend 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 AU$121 per night. Entering your travel dates in the search wizard might find you 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 With Sea Views : This holiday home rental outside of 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 holiday with amenities such as a selection of games.

How many holiday rentals are there in Pickering?

Expedia has 32 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.