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Family-friendly holiday rentals in Stokesley

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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 $204 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,330 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Stokesley holiday 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 favourite
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.

KitchenFamilyBackyard

4.91 out of 5 average rating, 330 reviews
Top Guest favourite
A charming cottage with a red-tiled roof is situated alongside a pebbled pathway. The inviting exterior features a mix of brick and stone finishes, with white-framed windows. Adjacent, a historic stone church with a tower is visible, creating a serene backdrop amidst a well-maintained garden.
Cottage in Carlton-in-Cleveland

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

KitchenFamilySolo travel

4.97 out of 5 average rating, 184 reviews
Top Guest favourite
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.

FamilyIndoor spacesLong stay

4.98 out of 5 average rating, 662 reviews
Top Guest favourite
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.

Indoor spacesKitchenTV

5.0 out of 5 average rating, 351 reviews
Top Guest favourite
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.

Indoor spacesFamilyNearby

4.98 out of 5 average rating, 394 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.

FamilyIndoor spacesNearby

4.86 out of 5 average rating, 151 reviews
Top Guest favourite
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

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.

Indoor spacesKitchenBathroom

4.98 out of 5 average rating, 118 reviews
Top Guest favourite
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.

KitchenFamilyGetting around

4.98 out of 5 average rating, 124 reviews
Top Guest favourite
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.

Indoor spacesKitchenHospitality

4.99 out of 5 average rating, 206 reviews
Top Guest favourite
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 spacesBathroom

4.96 out of 5 average rating, 209 reviews
Top Guest favourite
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.

FamilyIndoor spacesCleanliness

4.95 out of 5 average rating, 166 reviews
Top Guest favourite
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 spacesCheckout

4.96 out of 5 average rating, 128 reviews

Popular amenities for Stokesley family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
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

KitchenFamilyBarbecue

4.91 out of 5 average rating, 329 reviews
Top Guest favourite
Tiny home in North Yorkshire

Magical A-Frame Wooden Cabin Nestled in Woodland

Indoor spacesKitchenView

4.97 out of 5 average rating, 118 reviews
Guest favourite
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

KitchenFamilyAccuracy

4.92 out of 5 average rating, 132 reviews
Top Guest favourite
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

Indoor spacesFamilyValue

4.91 out of 5 average rating, 398 reviews
Guest favourite
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

KitchenFamilyDecor

4.93 out of 5 average rating, 291 reviews
Guest favourite
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

FamilyIndoor spacesCheck-in

4.94 out of 5 average rating, 178 reviews
Top Guest favourite
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 spacesKitchenGetting around

4.97 out of 5 average rating, 269 reviews
Top Guest favourite
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

Indoor spacesFamilyDecor

4.98 out of 5 average rating, 375 reviews

Family- and pet-friendly home rentals

Top Guest favourite
Place to stay in Urra

Maltkiln House Annexe North Yorkshire moors

KitchenIndoor spacesWalkability

4.98 out of 5 average rating, 284 reviews
Top Guest favourite
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

FamilyIndoor spacesGetting around

4.97 out of 5 average rating, 111 reviews
Top Guest favourite
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

KitchenFamilyTV

4.96 out of 5 average rating, 293 reviews
Top Guest favourite
An exterior view of a charming self-contained apartment, featuring a red-tiled roof and rustic brick facade. A small patio area is visible, furnished with a table and chairs, surrounded by scenic countryside, under a bright blue sky with scattered clouds.
Guest suite in North Yorkshire

North Yorkshire, The Beehive-countryside get-away

FamilyKitchenParking

4.96 out of 5 average rating, 270 reviews
Top Guest favourite
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

KitchenFamilySleep quality

4.95 out of 5 average rating, 180 reviews
Top Guest favourite
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

KitchenIndoor spacesOutdoor spaces

4.95 out of 5 average rating, 255 reviews
Guest favourite
A spacious living area features a comfortable beige sofa facing a large wall-mounted television. Exposed wooden beams add character to the ceiling. A soft glow is provided by a round ceiling light, while a small window allows natural light to brighten the room.
Cottage in Yarm

Bridge Cottage

FamilyKitchenValue

4.94 out of 5 average rating, 100 reviews
Superhost
A scenic beach scene captures the golden sandy shore bordered by lush green hills. Gentle waves lap at the beach, with low cliffs in the background under a bright blue sky filled with fluffy white clouds. A few figures can be seen enjoying the tranquil waters.
Home in Loftus

Storm Cottage

FamilyIndoor spacesWalkability

4.94 out of 5 average rating, 138 reviews

Family-friendly home rentals with a pool

Top Guest favourite
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 spacesKitchenSleep quality

5.0 out of 5 average rating, 14 reviews
Guest favourite
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

FamilyDecorNearby

5.0 out of 5 average rating, 23 reviews
Top Guest favourite
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 spacesKitchenNearby

4.95 out of 5 average rating, 83 reviews
Guest favourite
Tiny home in Kirby Misperton

Theme Park Retreat

FamilyHospitalityAmenities

5.0 out of 5 average rating, 6 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

FamilyPoolCleanliness

Guest favourite
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

FamilyKitchenComfort

4.93 out of 5 average rating, 59 reviews
Top Guest favourite
Cottage in Glaisdale

the old sheaf store - kyz

FamilyKitchenPool

5.0 out of 5 average rating, 22 reviews
Guest favourite
An open-plan living area is displayed, featuring two comfortable sofas and a wooden coffee table. A dining table with six chairs is positioned nearby. Natural light enters through two windows dressed with plaid curtains, while a television is mounted on the wall.
Cottage in North Yorkshire

Two Storey Cottage

KitchenFamilyRiver

4.88 out of 5 average rating, 76 reviews

When is the best time to visit Stokesley?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$251 NZD$232 NZD$236 NZD$268 NZD$265 NZD$255 NZD$238 NZD$265 NZD$231 NZD$246 NZD$227 NZD$258 NZD
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