
Family-friendly holiday rentals in Stokesley
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Top-rated family-friendly rentals in Stokesley
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

Old Fire Station Cottage | EV Charger | Opt 2nd BR
Contemporary Comfort in a Charming Cottage – Carlton-in-Cleveland, North York Moors National Park. Perfect for a quiet escape or an active adventure, this beautiful cottage offers everything you need Fast, reliable Wi-Fi & Smart TV Welcome goodies: fresh milk, coffee, sugar, tea, and delicious homemade cake Just a short stroll away, enjoy authentic Thai cuisine and top-notch real ales at the friendly village pub, The Blackwell Ox – also offering excellent takeaway options. EV Charger by App

Cheerful & Quaint 18th Century cottage
Pretty cottage situated on the village green in the heart of Castleton village. Open fire for creating a cosy night in & perfect for exploring the beautiful North Yorkshire Moors. Castleton is lucky to have two great pubs The Downe Arms with fabulous food and atmosphere right across the road and The Eskdale which serves lovely ‘fine dining food’ but also lovely just for a drink. There’s the Old Chapel Tearoom, Premier & ‘Off the Scale’ shop We are also along the Esk Valley train line to Whitby

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.

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.

‘The Penthouse’
This modern place to stay is perfect for anyone visiting the area;professionals,families&friends alike.Spread across the top floor of one of the largest houses in Marton,with it’s own guest entrance,it offers space,security&privacy. ‘The Penthouse’ comprises of2double bedrooms,a bathroom&open living area.There is also the option to turn a double room into a twin for flexibility. It has its own fridge,kettle,tea&coffee,workspace, TV&access to a utility(m’wave,toaster,airfryer,hob) for cooking.

Bumble Cottage. Lovely 2 bedroom Edwardian cottage
Bumble cottage is a beautiful family and dog friendly holiday home. Only a short walk from the centre of the village. Great Ayton is situated on the edge of the North Yorkshire moors and provides a wonderful base for exploring the local area. There are many possibilities for family activities, for walking, hiking, road and mountain biking and running. The beautiful beach at Saltburn is also only a 15 minute drive away. There are several excellent and unique cafes, restaurants and bars.

Intimate courtyard first floor accommodation
The Old Joiners Workshop is situated within the beautiful North Yorkshire village of Great Ayton which boasts many eateries and pubs. The perfect place to explore town, coast and country. Our unique accommodation has a style all of its own. Tucked away off the main High Street and nestled within a courtyard setting, guests climb a spiral staircase to their place of stay. Entering an open plan kitchen/ lounge which leads directly to the double bedroom and en-suite. Cosy and intimate.

Maltkiln House Annexe North Yorkshire moors
Maltkiln House Annexe is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annexe dates back to the 16th century and is full of charm. You can walk from our Annexe straight up onto the Cleveland way where you can walk or bike for miles. Our Annexe is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

Townhouse in Stokesley
A delightfully old, mid-terraced townhouse situated in the conservation area of West Green, Stokesley. The house has been sympathetically decorated and furnished to reflect its heritage, with a beautiful collection of traditional, upcycled and vintage inspired furniture to support independent, local businesses. We are dog friendly. 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.

Lapwing Romantic Shepherd Hut & Private Hot Tub
Award winning luxury Shepherd hut in beautiful location with amazing views. Located within the North York Moors National Park, flanked by protected woodland and open views of fields and hills. Offering a peaceful retreat on the edge of a working farm, with lots of luxurious extras including goodie hamper, fluffy towels, robes and slippers for your stay. Park up the car, chill out and relax. A luxury hot tub awaits, pop open the bubbly, sit back and watch the sun go down!
Popular amenities for Stokesley family-friendly rentals
Family-friendly home rentals with a hot tub

Cosy Rural Cabin with Private Hot Tub

Sundial Cottage, Stunning 3Bed Cottage with Hottub

Magical A-Frame Wooden Cabin Nestled in Woodland

Rambling Rose Cottage, near Staithes

The Highlander

Luxury 1 bedroom lodge with hot tub and fire pit

Moor View Luxury Log cabins

The Old Chapel: A luxury Hot Tub break
Family- and pet-friendly home rentals

Photographers House Staithes

The Beehive, modern two-bed, close to town centre

Swallow's Nest, Shepherd Hut, Family Farm Location

Cosy 1-bedroom cottage with indoor log burner

Farm Cottage with Stunning Views.

Lovely 1 bed Annex with large open-plan kitchen

Brook- Luxury, off grid, woodland cabin by stream

Glamping Pod w/ BBQ Area & Onsite Café
Family-friendly home rentals with a pool

Cosy Caravan

The Hideaway with Private Pool Sleeps 2

Holiday park in Crimdon Dene

Caravan in Yorkshire

Sea view holiday home

Beautiful 4 bed converted barn, pool & hot tub

Beautiful seaside holiday home

Well located lodge
When is the best time to visit Stokesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £111 | £103 | £105 | £107 | £108 | £119 | £105 | £117 | £102 | £109 | £101 | £114 |
| Avg. temp | 4°C | 5°C | 6°C | 8°C | 11°C | 14°C | 16°C | 16°C | 14°C | 10°C | 7°C | 4°C |
Quick stats about holiday rentals that are family-friendly in Stokesley

Total holiday rentals
Explore 10 holiday rentals in Stokesley

Nightly prices starting at
Stokesley holiday rentals start at £83 per night before taxes and fees

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Over 1,250 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Stokesley holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stokesley rentals

4.8 Average rating
Stokesley stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- yorkshire dales
- Yorkshire Dales National Park
- Yorkshire Coast
- Flamingo Land Resort
- Filey Beach
- Durham Cathedral
- Beamish the Living Museum of the North
- Harewood House
- Bempton Cliffs
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Royal Armouries Museum
- Scarborough Open Air Theatre
- Temple Newsam Park
- National Railway Museum
- York University
- University of Leeds
- Durham University
- First Direct Arena
- York Minster
- Weardale
- Teesside University
- Scarborough Beach





