Holiday houses in Stokesley

Guest suite in North Yorkshire

4.96 out of 5 average rating, 231 reviews

North Yorkshire, The Beehive-countryside get-away

The Beehive is a beautiful self-contained apartment, situated on our farm, with separate access, king size bed, sofa seating area, fully equipped private kitchen, and bathroom with a bath and shower. Full off-road car-parking, and private patio area. Situated in the countryside directly onto a Bridleway, only 0.5m away from the stunning Hutton Rudby Village surrounded by views of the Cleveland Hills, Captain Cooks Monument and Roseberry Topping. Perfect for walking, cycling or just relaxing.

4.9 out of 5 average rating, 272 reviews

Apple Tree Cottage. Stokesley.North Yorkshire.

A delightful old cottage overlooking West Green with a mix of antique, upcycled and vintage inspired decoration. The cottage is dog friendly, with a patio and large enclosed, secure garden. Located on the outskirts of the historic market town. The town has a distinguished wide cobbled high street lined with Georgian and Victorian buildings. It is served by banks,shops, up market restaurants and pubs. Surrounded by the Yorkshire Moors it makes an ideal base for exploring the Dales & East coast.

4.98 out of 5 average rating, 523 reviews

Condo in Stokesley

Mabel Cottage - Stay in the heart of Stokesley

This charming cottage in the heart of Stokesley is the perfect retreat, with pubs, cafes, shops, and supermarkets all within walking distance. Enjoy an equipped kitchen, shower room, a Harrison (made in Yorkshire) king size bed, dining area and T.V . Ideally located, you’re just a short drive from North York Moors National Park, Roseberry Topping, Whitby’s historic seaside charm and more. Whether exploring or unwinding, this cottage offers everything you need for a memorable Yorkshire getaway.

5 out of 5 average rating, 316 reviews

Apartment in Stokesley

The Studio, near Stokesley

Our self-contained studio apartment has a shower room, store room, well equipped kitchen, superking bed ( Available as 2x3ft. singles if required), a terrace & garden overlooking open countryside with uninterrupted views of the Cleveland Hills & Captain Cook's Monument. It is a 3 min drive/15min walk to the bustling town of Stokesley where there are restaurants, cafes, pubs, shops, supermarkets, take-aways, a weekly Friday market and a popular Farmers' Market on the 1st Saturday of the month.

Guest suite in North Yorkshire

4.98 out of 5 average rating, 302 reviews

*The Vicarage Annexe, Carlton, North Yorks 1BR S/C

The Vicarage Annexe is a beautiful, one double-bedroom facility situated at the foot of the Cleveland Hills. The building was originally built as a prayer and study room for the Vicarage. This is now a self-contained living area with en-suite facilities. The Annexe is located in the picturesque village of Carlton-in-Cleveland, which is in the North Yorkshire Moors National Park and this is an ideal location for a couple who enjoy the countryside for relaxing, sightseeing, walking or cycling.

Shepherd’s hut in Great Ayton

5 out of 5 average rating, 119 reviews

North Yorkshire Shepherds Hut Great Ayton

Great Ayton TS96HY. The Yorkshireman is situated in a Quiet and restful position close to the hills for walks. Clean and comfortable, the Shepherds Hut is near to Great Ayton, the childhood home of Captain Cook, with lovely tea rooms and friendly villagers. It's a 10 minutes drive is the North Yorkshire Moors gateway which will lead you to Whitby. (Our apologies but with a heavy heart we decided not to allow dogs as it is such a small space and we have to consider other guests allergies 🤧)

4.9 out of 5 average rating, 106 reviews

Townhouse in Stokesley

Wonderful townhouse in historic foodie town

A great place to stay if you want a perfect base for exploring the NY Moors and beyond. The quirky house was once a printers in the late 1700's and has been restored to create a fun place to stay in the middle of Stokesley. With over 10 bars and pubs and nearly 20 eating places and coffee shops Stokesley has something for everyone. Staying at the Print House will give you tons of day trip options. Explore the moors, the incredible coast line or shop at one of the major centres close by.

Guest suite in Great Ayton

4.96 out of 5 average rating, 180 reviews

Riverside Guest Annexe

Riverside guest annexe is in a secluded garden but is within 50m of Waterfall Park and Great Ayton High Green, with its shops, pubs, cafes, take-aways and Tourist Information. The annexe is attached to our house, but has its own entrance, patio, garden area and parking space. We can accommodate 2 adults comfortably, plus a third adult or up to 2 children on our pull-out and/or sofa bed. We provide bedding, towels and toiletries. No smoking or pets are permitted in the annexe.

4.98 out of 5 average rating, 83 reviews

Townhouse in Stokesley

A delightful old townhouse situated on the popular West Green. The house has been furnished with a beautiful collection of traditional, upcycled and vintage inspired decoration, keenly supporting independent, local businesses. The townhouse is dog friendly, and particularly welcomes those that love the outdoor life! Outside we have a secure, seated courtyard. Stokesley and the local area hosts all manner of restaurants and cafes, many of which are dog-friendly.

Guesthouse in North Yorkshire

4.9 out of 5 average rating, 262 reviews

Luxury 1 bedroom lodge with hot tub and fire pit

Set in the grounds of a grade 2 listed victorian gate house, cedar lodge offers modern luxury accommodation. Inside there is a double bedroom, with King size bed, shower room and living/kitchen area. Entertainment is provided by Bang and Olufsen widescreen UHDTV including streaming services. Outside is your own private patio area with a hot tub, BBQ and wood fired fire pit Great rural location for exploring hills and moors, coastline and market towns.

4.94 out of 5 average rating, 121 reviews

Guesthouse in Faceby

Cottage with a View

Set in the quaint countryside of Faceby just within the North Yorkshire Moors National Park. Ideally located for the Cleveland Way and Coast to Coast walks. The perfect location for visiting York, the North Yorkshire Moors Railway and Whitby or touring Herriot, Captain Cook and Heartbeat Country. Guests can access free WIFI during their stay and enjoy ample parking space to allow coming and going with ease.

4.96 out of 5 average rating, 72 reviews

The Little River Cottage

Situated on the River Leven, located in the beautiful market town Stokesley. Walking distance to restaurants, coffee shops, bars, shops, and a picturesque river walk. This 200 year old, 1-bedroom terrace cottage has recently been renovated to a high standard. A great location to enjoy this wonderful part of North Yorkshire Perfectly placed to explore the beautiful North Yorkshire coast and moors

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Other great holiday rentals in Stokesley

Guesthouse in Great Ayton

4.88 out of 5 average rating, 43 reviews

River's Retreat

MathildeRating, 5 stars1 month ago

Warm welcome from Jan and her dog River. Cosy little place with everything you need to make yourself at home. It's very peaceful, and perfect if you want to get away from the stress of everyday life. Beautiful landscapes to explore at your doorstep, and convenient services in the village. And Jan is a great host, always ready to help.

4.89 out of 5 average rating, 175 reviews

Cottage in Osmotherley

Pretty cottage in heart of beautiful Osmotherley

JakeRating, 5 stars2 weeks ago

Easy to find a lovely little terrace house perfect for what I needed it . Would book again and recommend to family and. Friends

4.91 out of 5 average rating, 11 reviews

Home in Stokesley

The Town House @ College Square

SamRating, 5 stars3 days ago

We had a great stay. The location was perfect, and the house was exactly what we were after for the three of us, including our 20-month-old son. The rooms were a perfect size, the bed was super comfortable, and the bathroom was lovely! It would have been handy to have some basic kitchen amenities like salt, pepper, and oil, but we’ll know to bring those next time. Highly recommend this place, we’ll definitely be back!

Apartment in Middlesbrough

4.78 out of 5 average rating, 92 reviews

Cool Space Central Middlesbrough

TattSengRating, 5 stars3 weeks ago

Good location, clean apartment and with all the amenities as listed. Most impressive is Paul's response, prompt and exact. Thanks

4.84 out of 5 average rating, 105 reviews

The stylish Granary sleeps up to 10 - free WIFI

DeborahRating, 5 stars5 months ago

We stayed over the New Year Eve period for 5 days and we absolutely loved our stay that when we got home we booked it again, we met David on the first day and he was lovely and friendly and welcoming, letting me know if I had any issues he was more than happy to help, we had lovely walks into the village and there was more than enough shops and restaurants to accommodate you if you forgot anything, friendly place.

Home in Hutton Rudby

5 out of 5 average rating, 3 reviews

The Pink Cottage

LynneRating, 5 stars1 month ago

I worry about writing this review as we really have found a gem of a place so want to keep it a secret! The cottage is just fabulous, the decor and furnishings are of such a high quality, keeping the charm and quaintness befitting of the village itself. The bed was super comfy and the bathroom you could live in! The views when taking a shower are just amazing. We felt immediately at home, and Louise is a fabulous friendly host. We spent our mornings sat in the pretty cottage garden having our cuppa and bacon sarnie. All you can hear are the birds, just idyllic. The village is great, we happened to be there when they were holding there annual folk festival. The two pubs, both with beer gardens, had live music and we were fortunate to listen to some really talented musicians. We will definitely return to this wonderful place. Thank you Louise - one of the best cottages we have ever stayed in!

5 out of 5 average rating, 10 reviews

Home in Great Ayton

The Great Ayton Hideaway

SamRating, 5 stars3 days ago

What a lovely house, me and my partner had a great stay here and wouldn’t highly recommend and hope to stop again in the future, the place was extremely clean from top to bottom and has everything you need and more, the kitchen was perfect and has everything you need, the beds are extremely comfortable and clean, throughly recommend, thanks again