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Family-friendly vacation rentals in Stokesley

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Stokesley

  • Total vacation rentals

    Explore 10 vacation rentals in Stokesley

  • Nightly prices starting at

    Stokesley vacation rentals start at G$25,087 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,330 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Stokesley vacation rentals include wi-fi 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!

Top-rated family-friendly rentals in Stokesley

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy sitting room is presented with a large mirror reflecting warm light from a chandelier. A television is positioned across from a log burner, surrounded by two armchairs and a comfortable sofa. Soft gray tones and decorative cushions contribute to the welcoming ambiance.
Cottage in Stokesley

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.

KitchenFamilyGrill

4.91 out of 5 average rating, 334 reviews
Top guest favorite
A well-lit bedroom features a spacious bed with patterned bedding, complemented by bedside lamps. A small wooden table with two chairs sits adjacent, creating a cozy dining area. Natural light streams through a skylight above, enhancing the inviting atmosphere of the room.
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.

KitchenIndoor spacesNearby

4.98 out of 5 average rating, 668 reviews
Top guest favorite
A self-contained studio apartment features a spacious bed with light blue bedding. A dining table with black chairs is positioned near a window that offers views of the countryside. The well-equipped kitchen is visible, with modern appliances and counter space.
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.

KitchenFamilyAccess

5.0 out of 5 average rating, 354 reviews
Guest favorite
An open living area features a comfortable sectional sofa in a calming blue tone, paired with a natural wood table. Natural light enters through two skylights, illuminating the space with light neutral walls and a striped carpet providing a subtle contrast.
Home in Marton-in-Cleveland

‘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.

Indoor spacesKitchenBathroom

4.95 out of 5 average rating, 148 reviews
Top guest favorite
A charming building features wooden siding and large windows that illuminate the interior. Surrounding the structure is a well-kept garden with diverse greenery and pathways, enhancing the outdoor ambiance. The picturesque setting is complemented by a stone patio area for sitting and relaxing.
Guest suite in North Yorkshire

*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.

FamilyKitchenParks

4.98 out of 5 average rating, 400 reviews
Superhost
A well-appointed bedroom features a spacious bed with elegant linens and decorative pillows. Two bedside lamps provide soft lighting. A wooden bedside table with two drawers is positioned beside the bed. A painting adorns the wall, and a closet door is visible on the left.
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.

KitchenFamilySolo travel

4.86 out of 5 average rating, 152 reviews
Top guest favorite
Place to stay in Urra

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.

Indoor spacesKitchenNearby

4.98 out of 5 average rating, 294 reviews
Top guest favorite
Cottage in Stokesley

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.

Indoor spacesFamilyWalkability

4.98 out of 5 average rating, 128 reviews
Top guest favorite
A wooden lodge is depicted, featuring a spacious deck enclosed by a low fence. Outdoor seating arrangements are visible on the deck, with greenery surrounding the lodge. Large windows reflect natural light, enhancing the rustic charm of the structure set against a backdrop of hills.
Cabin in Middlesbrough

The Lodge at Viewley Hill Farm

Viewley Hill Farm Lodge is a spacious and comfortable 3 bedroomed wooden lodge on a working farm. Situated in a peaceful and idyllic setting, the lodge has stunning views of the North York Moors and the Cleveland Hills. Guests can enjoy a range of walks in the local area including some that can be accessed directly from the farm. The local area boasts not only fabulous countryside but also easy access to the glorious north east coast and a wide variety of visitors attractions.

FamilyKitchenHiking

4.99 out of 5 average rating, 207 reviews
Top guest favorite
A small patio area is depicted through open double doors, showcasing a circular table surrounded by four chairs. Lush greenery and a well-maintained garden provide a serene backdrop, with potted plants adding to the inviting outdoor setting.
Guest suite in Great Ayton

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.

KitchenIndoor spacesQuiet

4.96 out of 5 average rating, 211 reviews
Top guest favorite
A small outdoor table is set with a bottle of Prosecco and two glasses, situated on a paved patio. Lush greenery and gently rolling hills are visible in the background, while a clear blue sky completes the serene countryside setting.
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.

KitchenIndoor spacesBiking

4.95 out of 5 average rating, 168 reviews
Top guest favorite
The exterior of the cottage is characterized by traditional red brick walls and a white front door with a large window above it. Two chimney stacks are visible on the roof, and window shutters adorn the ground floor windows, complemented by greenery along the stone pathway.
Cottage in Stokesley

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

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 130 reviews

Popular amenities for Stokesley family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
Tiny home in North Yorkshire

Magical A-Frame Wooden Cabin Nestled in Woodland

KitchenIndoor spacesCleanliness

4.96 out of 5 average rating, 121 reviews
Superhost
The exterior of a modern cabin features dark wood paneling and large windows. A set of steps leads up to the entrance, and the surrounding area has been landscaped with gravel and wooden edging, showcasing a neat and tidy presentation.
Cabin in Great Broughton

Moor View Luxury Log cabins

FamilyIndoor spacesValue

4.92 out of 5 average rating, 136 reviews
Guest favorite
The private patio area is surrounded by lush greenery, featuring comfortable outdoor seating and a table. A modern structure is visible in the background with large windows, allowing natural light to fill the interior. The space is designed for relaxation and enjoyment.
Guesthouse in North Yorkshire

Luxury 1 bedroom lodge with hot tub and fire pit

FamilyIndoor spacesBackyard

4.91 out of 5 average rating, 333 reviews
Top guest favorite
A luxurious shepherd hut is set amidst a vibrant meadow filled with wildflowers. The exterior of the hut reflects natural wood tones, and a wooden deck extends from the entrance, blending harmoniously with the surrounding landscape of fields and trees.
Shepherd’s hut in Great Ayton

Hare luxury Shepherd Hut & private hot tub

Indoor spacesFamilyGrill

4.97 out of 5 average rating, 270 reviews
Top guest favorite
The Yurt is surrounded by lush greenery and yellow gorse flowers, positioned within a natural depression of the landscape. A clear blue sky with scattered clouds stretches overhead, while the distant hills create a scenic backdrop.
Yurt in Glaisdale

Curlew View

KitchenFamilyCheckout

4.98 out of 5 average rating, 379 reviews
Guest favorite
A charming cabin is shown with a unique curved design, featuring two open doors that invite entry. The exterior is made of wood and is set against a backdrop of lush greenery and blooming bushes. A picnic bench and flat seating area are visible in the foreground.
Cabin in North Yorkshire

Cosy Rural Cabin with Private Hot Tub

FamilyKitchenGetting around

4.91 out of 5 average rating, 403 reviews
Guest favorite
The exterior of Sundial Cottage is presented at dusk, showcasing a charming two-story structure with a welcoming front porch and multiple windows. A spacious brick pathway leads to the entrance, while the surrounding areas feature subtle landscaping and outdoor lighting, enhancing the cozy appearance.
Cottage in Skelton-in-Cleveland

Sundial Cottage, Stunning 3Bed Cottage with Hottub

KitchenFamilyView

4.94 out of 5 average rating, 179 reviews
Top guest favorite
A charming blue shepherd's hut is set within a fenced grassy area, surrounded by trees. A wood-fired hot tub is positioned nearby, inviting outdoor relaxation. The entrance features wooden doors and two small windows, allowing natural light to enhance the hut's cozy appearance.
Shepherd’s hut in Potto

Honeysuckle Shepherd’s Hut w/ Hot Tub and T/court

KitchenIndoor spacesAmenities

4.94 out of 5 average rating, 298 reviews

Family- and pet-friendly home rentals

Top guest favorite
A living area features a comfortable couch adorned with decorative pillows and a single armchair beside a bright window. A simple coffee table rests on a textured rug, completing the cozy ambiance of the space.
Cottage in Great Ayton

Bumble Cottage. Lovely 2 bedroom Edwardian cottage

KitchenFamilyDecor

4.98 out of 5 average rating, 118 reviews
Top guest favorite
The loft bedroom features sloped ceilings with multiple skylights allowing natural light to illuminate the space. A spacious bed is positioned centrally, complemented by a cozy leather sofa. A television is present, alongside a small wooden rack and decorative elements.
Guesthouse in Nunthorpe

Roseberry Loft Perfect for JCUH/ Wilton/Roseberry

Indoor spacesKitchenEV charging

4.97 out of 5 average rating, 113 reviews
Top guest favorite
The exterior of the building is showcased, featuring stone walls and a traditional red tile roof. Windows are framed in white, reflecting a classic style. A small bench is visible near the entrance, and a stone wall borders the pathway leading to the welcoming entrance.
Cottage in Danby

Farm Cottage with Stunning Views.

KitchenIndoor spacesGetting around

4.99 out of 5 average rating, 592 reviews
Guest favorite
A large floor-to-ceiling window offers expansive views of the countryside and sunlight filtering through trees. A warm wooden bench is adorned with a welcoming sign and small plants. A cozy coffee table with decorative items can be seen in front, enhancing the inviting space.
Barn in Aislaby

Stunning views, 4 acres, dog friendly, Yorkshire

Indoor spacesKitchenValue

4.94 out of 5 average rating, 386 reviews
Top guest favorite
The stone cottage exterior showcases charming details, including a wooden door painted in soft blue. Flower pots filled with pink and white blooms adorn the entrance, enhancing the inviting appeal of the home. A small window is framed by additional greenery.
Cottage in Castleton

Cheerful & Quaint 18th Century cottage

Indoor spacesKitchenCondition

4.96 out of 5 average rating, 299 reviews
Top guest favorite
A cozy suite is featured, with a spacious bed neatly made. A comfortable seating area contains a gray sofa with decorative pillows, a vintage trunk, and a piano. Natural light pours through two windows, illuminating the wooden floor and soft wall colors.
Guest suite in Nunnington

Renovated 16th century haven in North Yorks Moors

Indoor spacesFamilyHospitality

4.89 out of 5 average rating, 227 reviews
Top guest favorite
A warm living area features wooden beams and a brick fireplace. A cozy sofa with cushions pairs with an armchair, while a dining table is positioned nearby. Soft textures from the rug complement the wooden flooring, creating a welcoming environment.
Cottage in Stockton-on-Tees

Cosy cottage off Yarm Highstreet

KitchenFamilyHeating

4.95 out of 5 average rating, 260 reviews
Top guest favorite
A charming garden area features a white outdoor table and chairs set upon a lush green lawn. The historic stone structure of Westerdale Hall is visible in the background, framed by mature trees and hedging, providing a serene and inviting outdoor space.
Home in Westerdale

Beautiful, quiet and private historic Coach House

Indoor spacesFamilyNearby

4.95 out of 5 average rating, 181 reviews

Family-friendly home rentals with a pool

Top guest favorite
A scenic view of Beech Farm showcases a gravel courtyard surrounded by stone cottages with traditional roofs. Greenery and flowering plants enhance the space, while outdoor seating areas invite relaxation. The peaceful environment is complemented by sunny skies and a well-maintained landscape.
Cottage in Wrelton

Pool, playroom, animals & more in a 2-bed cottage

Indoor spacesKitchenCheck-in

5.0 out of 5 average rating, 14 reviews
Guest favorite
An indoor heated pool is surrounded by large windows, offering views of the outdoor landscape. Natural light floods the space through skylights and glass doors. The sleek design features light colored walls and flooring, while plants are placed strategically around the pool area.
Home in Osgodby

The Hideaway with Private Pool Sleeps 2

FamilyNearbyCondition

5.0 out of 5 average rating, 24 reviews
Top guest favorite
The exterior of the converted barn is shown, featuring rustic red brickwork and surrounded by lush greenery. A gravel pathway leads to the entrance, with a well-maintained lawn visible in the foreground. Plenty of natural light illuminates the facade.
Cottage in Birdforth

Beautiful 4 bed converted barn, pool & hot tub

Indoor spacesKitchenWifi

4.95 out of 5 average rating, 83 reviews
Top guest favorite
Tiny home in Kirby Misperton

Theme Park Retreat

FamilyConditionQuiet

5.0 out of 5 average rating, 7 reviews
Superhost
An indoor swimming pool is featured, surrounded by rustic brick walls and lit by overhead lamps. Wooden loungers are positioned along the edge, accompanied by neatly rolled towels. Large glass doors open to the garden, allowing natural light to illuminate the tranquil setting.
Home in Ainderby Quernhow

Highmoor, Nr Thirsk, North Yorkshire

FamilyCleanlinessDecor

Guest favorite
The contemporary farmhouse features a stone facade, large windows, and a welcoming front porch. A spacious outdoor deck with seating arrangements surrounds the house, providing a clear view of the surrounding greenery and hills.
Farm stay in Knayton

Luxury Farm House with pool & hot tub Pets welcome

FamilyKitchenBathroom

4.92 out of 5 average rating, 61 reviewsA two-story stone home with a red-tiled roof is set against a grassy landscape. The building features large windows and a round turret, surrounded by well-maintained grounds and bare trees, with a gravel driveway leading to the entrance.
Home in Nether Silton

Host & Stay | Silton Hall

Indoor spacesKitchenPool

4.6 out of 5 average rating, 63 reviews
Top guest favorite
Cottage in Glaisdale

the old sheaf store - kyz

Indoor spacesKitchenWalkability

5.0 out of 5 average rating, 25 reviews

When is the best time to visit Stokesley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,941 GYDG$28,641 GYDG$29,059 GYDG$33,031 GYDG$32,613 GYDG$31,359 GYDG$29,268 GYDG$32,613 GYDG$28,432 GYDG$30,314 GYDG$28,014 GYDG$31,777 GYD
Avg. temp4°C5°C6°C8°C11°C14°C16°C16°C14°C10°C7°C4°C

Destinations to explore