Stokesley Holiday Rentals

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Holiday Rentals in Stokesley

Anchor Cottage: Stunning sea views in the heart of Staithes!

9.8 out of 10, Exceptional, (47)
"amazing 3 night stay . really cosy cottage very close to the sea front. would definitely return ."
Anchor Cottage: Stunning sea views in the heart of Staithes!

Belmont House . Self catering coastal holiday home . North Yorkshire Coast ⚓

9.0 out of 10, Wonderful, (39)
"Exciting weekend in Staithes, walking along the coastal path / exploring the village / eateries"
Belmont House . Self catering coastal holiday home . North Yorkshire Coast ⚓

Baby Moon

2.0 star property
9.6 out of 10, Exceptional, (10)
"Really good customer service, the yurt was very comfortable. Good sites nearby to drive to (not walking distance)."
The price is AU$204
includes taxes & fees
1 Dec - 2 Dec
Baby Moon

Family friendly holiday cottage in the beautiful North Yorkshire countryside.

9.6 out of 10, Exceptional, (50)
"Great stay, property was just as described, extremely clean and comfortable. Host was always helpful and contactable and assisted with a last minute request for a late check out, thanks again 👍"
Family friendly holiday cottage in the beautiful North Yorkshire countryside.

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (41)
"Absolutely 1st class. Owner went Above and beyond to help out. Can't recommend highly enough. Will be back next year"
Craven Garth Cottages

Host & Stay | Silton Hall

8.8 out of 10, Excellent, (3)
"We were disappointed when we arrived because the house hadn’t been heated. It was 14 degrees and we had to spend the evening in the kitchen with our coats on to keep warm. It wasn’t obvious how to change the heating so it reached 16 degrees maximum and was absolutely freezing at night. We have a 3 month old baby so I spent the night worrying he was too cold. The next day my husband did manage to fix the heating only to find out the pool wasn’t heated much to the kids disappointment. The...
Host & Stay | Silton Hall

Ridley House Apartments

3.0 star property
10.0 out of 10, Exceptional, (7)
"Great stay. Clear communication, the parking is good but the passage to get the car down is a bit tight. "
The price is AU$262
includes taxes & fees
27 Dec - 28 Dec
Ridley House Apartments

This beautiful and unique barn conversion is nestled in the North York Moors National Park.

This beautiful and unique barn conversion is nestled in the North York Moors National Park.

Cottage With Amazing Views of the North York Moors

3.0 star property
Cottage With Amazing Views of the North York Moors

Apartments in Skinningrove, Cattersty Sands Beach

3.5 star property
5.4 out of 10, (3)
"1. Getting difficult to.find the exact location of property, its helpful if mentioned the building name. 2.Whole night struggled to run the heating but didnt work survived without heating. 3. Wifi id provided not available in the premises. "
Apartments in Skinningrove, Cattersty Sands Beach

Glendevon Cottage - Enjoy 2-Night Stays

9.6 out of 10, Exceptional, (134)
"Beautiful cosy cottage, we really appreciated the welcome pack - thank you, the fire was laid ready to light, cottage had everything you needed and the location was perfect, we could een check in early on that day if we so wished.....will definitly book again, thankyou Anne."
Glendevon Cottage - Enjoy 2-Night Stays

Top Gallant Holiday Cottage Runswick Bay with great beach and sea views

10.0 out of 10, Exceptional, (103)
"This was a return visit to Top Gallant and it was as idyllic as we remembered. The cottage is quaint and cozy and equipped with everything you need … and the views from the windows and lovely little terrace are stunning. Already dreaming of next year’s visit."
Top Gallant Holiday Cottage Runswick Bay with great beach and sea views

Cosy Cottage in Staithes. North Yorkshire Moors Coast. Weekend Breaks Available

9.0 out of 10, Wonderful, (46)
"Good for a short break"
Cosy Cottage in Staithes. North Yorkshire Moors Coast. Weekend Breaks Available

Character Cottage In Amazing Location Of Steam Trains-check NYMR timetable

9.6 out of 10, Exceptional, (40)
"Lovely old fashioned cottage with welcoming hosts. Great location. "
Character Cottage In Amazing Location Of Steam Trains-check NYMR timetable

Normanby Cottage sleeps 3

Normanby Cottage sleeps 3

Luxury couple's country retreat in spectacular location in the North York Moors

10.0 out of 10, Exceptional, (92)
"We arrived late from a very long journey from south east England so we're tired and hungry on our arrival ,Moya and her husband Mark gave us a warm welcome and we're so extremely kind making us a food parcel to make a meal out of to save us venturing out after 8pm when not many shops open or around in the village. The property was exactly how was described and for anyone wanting quiet countryside with rolling hills as a view ,you won't be disappointed. The beauty is you are completely remote...
The price is AU$552
includes taxes & fees
13 Dec - 14 Dec
Luxury couple's country retreat in spectacular location in the North York Moors

Luxury retreat for 2 couples/ family in spectacular location in North York Moors

10.0 out of 10, Exceptional, (32)
"Loved the location and the property was lovely. We would return again!"
The price is AU$713
includes taxes & fees
6 Dec - 7 Dec
Luxury retreat for 2 couples/ family in spectacular location in North York Moors

A pretty detached bungalow with climbing roses central for north yorkshire

10.0 out of 10, Exceptional, (64)
"second visit. charming bungalow. comfortable. well appointed. nice garden to sit in. the owner is a treasure. nothing is too much trouble. would recommenf without reserve."
A pretty detached bungalow with climbing roses central for north yorkshire

Host & Stay | Riftswood @ Ruby

9.6 out of 10, Exceptional, (7)
"Clean property. Shops close by and only a short walk to the beach. Would stay again"
Host & Stay | Riftswood @ Ruby

Highly appointed pet & family friendly cottage with private parking & garden.

10.0 out of 10, Exceptional, (14)
"Beautiful homely little cottage. Fabulous fully equipped kitchen. Comfy beds. Fantastic garden and lots of seating around it. Everything you could want or need and more. Idea location to visit Whitby Staithes and beautiful country villages. Would definitely stay again."
Highly appointed pet & family friendly cottage with private parking & garden.
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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Other types of properties in Stokesley you may be interested in

OYO The Leven

3.0 star property
7.6 out of 10, Good, (107)
"Was a great little getaway 😊 "
The price is AU$149
includes taxes & fees
8 Dec - 9 Dec
OYO The Leven

Mercure Darlington Kings Hotel

4.0 star property
8.0 out of 10, Very good, (739)
"Staff were amazing. Breakfast was great. Room was comfy. "
The price is AU$85
includes taxes & fees
22 Dec - 23 Dec
Mercure Darlington Kings Hotel

Leonardo Hotel Middlesbrough

4.0 star property
8.6 out of 10, Excellent, (946)
"Lovely hotel, staff fabulous. Pool is smaller but went in the morning and quiet, enjoyed the steam room and jacuzzi. Would have liked to have information on times of breakfast and the pool, but easily got information when asked. Breakfast was lovely too. Well definitely re visit"
The price is AU$90
includes taxes & fees
22 Dec - 23 Dec
Leonardo Hotel Middlesbrough
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Apartments in Skinningrove, Cattersty Sands Beach: This holiday home rental outside of Stokesley is equipped with a garden, Netflix and daily housekeeping to help you feel comfortable during your stay. Amenities such as an espresso maker and free parking are also available for your convenience.

How many holiday rentals will I find in Stokesley?

Choose from 7 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. Middlesbrough Theatre and Teesside University 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.