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Stokesley Holiday Rentals

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Our top choices for Stokesley holiday rentals

Aparthotel in Middlesbrough

Station Suites
4.0 star property
9.4 out of 10, Exceptional, (20)
"My stay was beautiful,clean environment"
United Kingdom
Yemi
The price is NZ$187
includes taxes & fees
27 Dec - 28 Dec
Station Suites

Apartment in Northallerton

Welbury Studio Retreat
3.0 star property
9.0 out of 10, Wonderful, (2)
"Very helpful, we were going to be later than anticipated arriving, phoned to let them know, they reassured us it was no problem, everything was ready for our stay. Check-in at the bar was easy, staff showed us to our studio, staff very cheerful. Food in the pub was great, not just pub grub. Only downside, studio was small."
United Kingdom
Gillian
The price is NZ$179
includes taxes & fees
4 Jan - 5 Jan 2026
Welbury Studio Retreat

Cottage in Middlesbrough

Weavers Cottage
3.5 star property
The price is NZ$2,151
includes taxes & fees
5 Jan - 6 Jan 2026
Weavers Cottage

Cottage in Pickering

Craven Garth Cottages
3.0 star property
9.4 out of 10, Exceptional, (46)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
The price is NZ$521
includes taxes & fees
24 Jan - 25 Jan 2026
Craven Garth Cottages

Cottage in Guisborough

Stoney Nook Cottage
9.2 out of 10, Wonderful, (5)
"Beautifully renovated cottage with comfortable bed and modern washroom. Conveniently located for exploring Guisborough and helpful guidebook with suggestions for the kids and adults. The grocery store is a 5-minute block away also. Andy was very helpful and easy to communicate with."
Canada
Shelley & J.
The price is NZ$222
includes taxes & fees
12 Jan - 13 Jan 2026
Stoney Nook Cottage
10.0 out of 10, Exceptional, (2)
"It’s well situated and a nice place to stay. "
United States
jane
The price is NZ$204
includes taxes & fees
5 Jan - 6 Jan 2026
Cosy, 2 Bedroom Cottage in Guisborough Town Centre
9.0 out of 10, Wonderful, (2)
"Enjoyed our stay in the homely Haystack Cottage, dogs enjoyed it too (some nice walks nearby). All very comfortable and cosy!"
United Kingdom
Edward M.
The price is NZ$202
includes taxes & fees
5 Jan - 6 Jan 2026
HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM
8.0 out of 10, Very good, (13)
"Clean, well presented "
United Kingdom
Martin E.
The price is NZ$210
includes taxes & fees
26 Dec - 27 Dec
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
10.0 out of 10, Exceptional, (2)
"Very clean and a good area"
United Kingdom
Marek
The price is NZ$291
includes taxes & fees
1 Jan - 2 Jan 2026
Entire house 🏠. suitable for families and workers.
9.6 out of 10, Exceptional, (19)
"Highly recommend! Such a lovely place to stay, and we really enjoyed our time with the children. Everything was perfect, and the hot tub was definitely a highlight, especially with the privacy it offered."
United States
Ahamed Suhail
The price is NZ$352
includes taxes & fees
7 Jan - 8 Jan 2026
Cosy Cabin with Hot Tub in North Yorkshire
10.0 out of 10, Exceptional, (2)
"Good location, host was very responsive, property had everything we needed. Good check-in/out process "
United Kingdom
David R.
The price is NZ$204
includes taxes & fees
5 Jan - 6 Jan 2026
2 Bedroom House with Garden next to the River Tees
10.0 out of 10, Exceptional, (3)
"The property exceeded what we were expecting. Very clean, fully equipped with kitchen cutlery, plates, cups etc. Cannot fault the property, area, or hospitality shown by the owners. We are looking forward to booking again, this time for a little longer. "
United Kingdom
Tara
The price is NZ$402
includes taxes & fees
7 Jan - 8 Jan 2026
Ensuite Family Cabin with Private Hot Tub

Cottage in Thirsk

The Old Dairy
3.0 star property
10.0 out of 10, Exceptional, (1)
"Good experience "
United States
Todd
The price is NZ$970
includes taxes & fees
13 Jan - 14 Jan 2026
The Old Dairy

Aparthotel in Yarm

Old Mill Tiny Homes
2.0 star property
The price is NZ$271
includes taxes & fees
5 Jan - 6 Jan 2026
Old Mill Tiny Homes
10.0 out of 10, Exceptional, (93)
"Property was immaculate. Mark and Moira.where amazing, went way over and above without being asked. We would recommend this wee star of a place to anyone. Views are amazing, and the peace and quiet, just wow. "
United Kingdom
Pau K.
The price is NZ$673
includes taxes & fees
5 Jan - 6 Jan 2026
Luxury couple's country retreat in spectacular location in the North York Moors

Cottage in Keldholme, near Kirkbymoorside

Keldholme Cottages 2 - UK11488
10.0 out of 10, Exceptional, (4)
"We had a lovely 4 night stay.Everything was perfect.Clean, comfortable bed and cosy evenings in front of the fire.Owners were lovely people. We will definitely return."
United States
Jacqueline Allington
The price is NZ$469
includes taxes & fees
2 Jan - 3 Jan 2026
Keldholme Cottages 2 - UK11488
10.0 out of 10, Exceptional, (4)
"A most comfortable bungalow in a delightful village. Host kind & welcoming & the bungalow is kept to a good standard. Recommend the Crosby Inn for a meal too. "
United Kingdom
Colin A.
The price is NZ$516
includes taxes & fees
6 Jan - 7 Jan 2026
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
10.0 out of 10, Exceptional, (42)
"Loved the location and the property was lovely. We would return again!"
United States
Cynthia T.
The price is NZ$916
includes taxes & fees
30 Dec - 31 Dec
Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Holiday Home in Marton-in-Cleveland

Contemporary eco home with a twist!
The price is NZ$324
includes taxes & fees
6 Jan - 7 Jan 2026
Contemporary eco home with a twist!

Apartment in Stockton-on-Tees

The Apartment at Woodside
10.0 out of 10, Exceptional, (4)
"Very clean and tidy property with a great host. Super quiet location but close to all the amenities you could need for a great trip. Local pubs are walkable or very short drive serving good food if you don't want to cook."
United Kingdom
Karen B.
The price is NZ$396
includes taxes & fees
28 Dec - 29 Dec
The Apartment at Woodside
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 Stokesley Hotel Reviews

Find out more about Stokesley

Everything you need to know about Stokesley 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 Stokesley 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 Stokesley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Stokesley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stokesley. 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 Stokesley 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 Stokesley holiday rentals we have selected for you start as low as NZ$179 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Stokesley rentals

At Expedia, we put the best Stokesley 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 Stokesley 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 Stokesley 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 Stokesley. 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

Can I find holiday rentals in Stokesley?

Yes, there are holiday rentals close to the most popular sights in Stokesley, or you can select a more secluded option if you're looking for a relaxing stay. Stokesley is known for its restaurants and shopping.

What are some of the best holiday rentals that Stokesley has to offer?

Skipton Lodge: This holiday home rental outside of Stokesley offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Stokesley?

Choose from 12 Expedia holiday rentals in Stokesley for a memorable holiday.

What can I see and do in Stokesley?

While exploring the area, visit family-friendly sights like Teesside Autodrome, or get outside and enjoy nature at Roseberry Topping. Stokesley Golf Range and Ormesby Hall are a couple of places you'll find in the wider area.

What are holiday rentals like in Stokesley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stokesley. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips.