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Cottage holiday rentals in Stokesley

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Quick stats about cottage rentals in Stokesley

  • Total holiday rentals

    Explore 10 holiday rentals in Stokesley

  • Nightly prices starting at

    Stokesley holiday rentals start at $122 NZD per night before taxes and fees

  • Verified guest reviews

    Over 930 verified reviews to help you choose

  • Wi-Fi availability

    10 of Stokesley holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Stokesley rentals

  • 4.8 Average rating

    Stokesley stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated cottage rentals in Stokesley

Guests agree: These cottages are highly rated for location, cleanliness and more.

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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

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, a Londis & ‘Off the Scale’ shop We are also along the Esk Valley train line to Whitby

4.96 out of 5 average rating, 299 reviews
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.

4.91 out of 5 average rating, 335 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

4.97 out of 5 average rating, 187 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

A charming and beautiful two bedroom cottage located a stone's throw from vibrant Yarm High Street, full of independent shops and high quality restaurants. Inside is a cosy yet contemporary feel, refurbished to an extremely high standard with everything on hand for a comfortable stay. Our stylish design with comfortable furnishings makes the perfect place to relax after exploring the local area or a busy workday. Guests also have access to a private terrace to enjoy the sun or alfresco dining!

4.93 out of 5 average rating, 100 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.

4.98 out of 5 average rating, 118 reviews
Superhost
The exterior view of the cottage features a blend of brick and white-painted surfaces. Large windows provide ample natural light. A front door, highlighted with decorative features, is flanked by planters. The quiet street showcases marked paving and distinct yellow lines.
Cottage in Guisborough

Cosy, 2 Bedroom Cottage in Guisborough Town Centre

A cosy cottage in the heart of Guisborough town centre with easy access to local shops and a large supermarket minutes away. The property is the ideal location for exploring North Yorkshire. 15 to 30 mins from the North Yorkshire Moors, Redcar and Saltburn beaches, Roseberry topping and Whitby. It’s ideal for family breaks, mini breaks and perfect for walkers. A free 2 hour high street parking disk is provided, plus free parking 6pm till 8am daily. Other times up to £4 a day.

4.83 out of 5 average rating, 317 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.

4.98 out of 5 average rating, 128 reviews
Top Guest favourite
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.

On our 100-acre sheep farm in the North York Moors, close to Danby and Castleton. We're nothing like a hotel, just quirky, comfortable, open-plan, home-from-home accommodation in a tranquil setting. We're in a designated Dark Sky area and on clear nights the stars are incredible and the moon can seem almost close enough to touch. Fully equipped with everything you need. Close to Danby Castle wedding venue. All family pets welcome, with fields for off-lead exercise.

4.99 out of 5 average rating, 592 reviews
Top Guest favourite
A brick cottage with two stories showcases a well-maintained front garden. Two entrances are framed by small potted plants, with evenly spaced windows allowing natural light to enter. The surrounding greenery adds to the rural charm of the property.
Cottage in Northallerton

Church Cottage, West Rounton, North Yorkshire

Church Cottage is located in the small village of West Rounton, on the edge of the stunning North Yorkshire Moors. This makes it an ideal base for walkers, close to the Cleveland Way, and Mount Grace Priory. Short drives away are, York and Whitby. The quiet rural setting and fresh air, together with the cosy warmth of Church Cottage make it the perfect base for walkers, nature lovers, and for anyone looking to relax from a busy life.

4.95 out of 5 average rating, 265 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

4.96 out of 5 average rating, 130 reviews
Top Guest favourite
A cozy bedroom is decorated with dark green walls and features a vintage-style mirror above a wooden fireplace. A bed with neatly arranged towels is positioned near a window, allowing natural light to illuminate the space. A decorative chair complements the room's charming aesthetic.
Cottage in Great Ayton

No 23. Cosy riverside Georgian cottage.

No 23 is a period river view cottage situated within the beautiful NorthYorkshire 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 of its own. Situated on the High Street, opposite the River Leven, the cottage offers guests and their pets the perfect cosy and intimate get away retreat.

4.95 out of 5 average rating, 165 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

Cosy cottage just off Yarm High Street, with living area and kitchen and a little yard downstairs! The upstairs has two bedrooms one large double and one single but the sigle bed can be pulled out into a double to accommodate more guests! If you’d like any more information, please ask.Black out blinds fitted to make it more cosy , and the kiddies won’t wake up to early

4.95 out of 5 average rating, 260 reviews

Popular amenities for Stokesley cottage rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

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

4.94 out of 5 average rating, 179 reviews
Guest favourite
A comfortable bedroom features a king-sized bed with a decorative patterned headboard. Soft pillows and a green throw blanket are arranged neatly on the bed. Two bedside lamps provide gentle lighting, and a large window offers views of the countryside beyond.
Cottage in Ainderby Steeple

Luxury Farm Cottage with Hot Tub in Yorkshire

4.98 out of 5 average rating, 113 reviews
Top Guest favourite
The front view of a charming stone cottage features a well-maintained grassy area and parking space. Clear blue skies are visible above, highlighting the rustic architecture. The property name, 'Rambling Rose,' is displayed on gently weathered signage near the parking area.
Cottage in Loftus

Rambling Rose Cottage, near Staithes

4.92 out of 5 average rating, 257 reviews
Top Guest favourite
A warm living area features a brown leather chesterfield sofa paired with a rustic, metallic coffee table on a cowhide rug. Framed photographs and a world map adorn the wall, while a potted plant adds a touch of greenery.
Cottage in Scorton

Cottage with Hot Tub, Great Pubs & Walks!

4.96 out of 5 average rating, 101 reviews
Luxe
Cottage in Whitwell

Hot Tub Barn Conversion, Whitwell

5.0 out of 5 average rating, 6 reviews
Top Guest favourite
Cottage in Loftus

The Byre @ Low Waupley Farm with HOT TUB

5.0 out of 5 average rating, 100 reviews
Top Guest favourite
The living area features a cozy seating arrangement with a pink sofa and a striped armchair. A window seat offers a view of the garden, while a smart TV is positioned nearby. Floral artwork adorns the walls, and plants add a touch of greenery to the space.
Cottage in Helmsley

Romantic Cottage with Hot Tub & Countryside Views

5.0 out of 5 average rating, 60 reviews
Superhost
Cottage in Skelton-in-Cleveland

Coastal Hot Tub & Sauna Retreat, Sleeps 2-8, Views

4.91 out of 5 average rating, 33 reviews

Pet-friendly cottage rentals

Top Guest favourite
An open dining area is filled with natural light from skylights and large windows. A table set for dining is surrounded by several light-colored chairs. A view of a private deck can be seen through the patio doors, accompanied by vibrant floral arrangements on the table.
Cottage in Commondale

Winnow Cottage . in the Heart of the NY Moors

4.93 out of 5 average rating, 165 reviews
Top Guest favourite
A charming stone cottage is displayed, featuring a symmetrical facade with two prominent windows and a white door. Accents such as a front garden with flowers and a small fence create a welcoming entrance. The surroundings include lush greenery and nearby trees.
Cottage in Castleton Whitby

Romance or a rest at The Nest Castleton,Whitby!

4.92 out of 5 average rating, 255 reviews
Guest favourite
An outdoor seating area is showcased, featuring two wicker chairs and a small table, situated on a stone patio. Surrounding flowers in bloom add color to the space. The rustic stone cottage stands in the background, complemented by a clear blue sky above.
Cottage in Laskill

Rievaulx is a delightful one-bedroom cottage with kitchen and lounge.

4.82 out of 5 average rating, 107 reviews
Guest favourite
The image depicts historic ruins atop a grassy hill, with arched stone structures prominently featured. A lone tower stands nearby, under a clear sky that hints at a serene atmosphere. Surrounding fields and a tree are visible in the foreground.
Cottage in Rosedale Abbey

Florence Terrace

4.84 out of 5 average rating, 197 reviews
Guest favourite
An outdoor area features a stone-paved patio with a wooden picnic table, surrounded by planters holding blooming flowers. A white door is visible, leading to the property, alongside wall-mounted lanterns and decorative hanging baskets.
Cottage in Loftus

Wheelhouse,Grinklebell Cottage

4.95 out of 5 average rating, 192 reviews
Top Guest favourite
A golden dog is seated by a calm lake, gazing towards the water's edge. The surface reflects the fluffy clouds and lush greenery surrounding the lake, creating a serene atmosphere. The sky displays varying shades of blue, enhancing the natural beauty of the scene.
Cottage in Osmotherley

Stanley Cottage, in the heart of Osmotherley

4.97 out of 5 average rating, 254 reviews
Guest favourite
The charming cottage exterior features a stone facade with a mix of traditional wooden windows and a white front door. A manicured lawn is visible in front, surrounded by lush greenery and a hint of floral elements, inviting guests to explore the character within.
Cottage in Brotton

Listers Lodge

4.79 out of 5 average rating, 897 reviews
Guest favourite
A comfortable living room features a brown sofa and an armchair, positioned on a light brown area rug. A flat-screen TV is mounted on the wall above a decorative media console. Natural light enters through two large windows, adorned with patterned curtains.
Cottage in Helmsley

Clothes Prop Cottage, a Helmsley hideaway

4.93 out of 5 average rating, 320 reviews

Private cottage rentals

Top Guest favourite
A cozy living area features exposed beams and a wood burner. Comfortable seating includes a dark leather sofa and a wooden coffee table. Decorative plants add greenery, while a mirror reflects light. The open layout leads towards a modern kitchen visible in the background.
Cottage in Osmotherley

Lovely, cosy cottage in the heart of Osmotherley

4.89 out of 5 average rating, 226 reviews
Top Guest favourite
The exterior of Hillfoot Cottage is framed by lush greenery and trees, providing a sense of privacy. The white cottage features a welcoming front door and two windows, complemented by a well-maintained garden area with hedges and a wooden gate marking the entrance.
Cottage in Redcar and Cleveland

Hillfoot Cottage - charming country character.

4.96 out of 5 average rating, 212 reviews
Top Guest favourite
The exterior of Manor House Cottage is framed by lush greenery and colorful flower beds. A well-kept lawn stretches in front, leading to the brick facade of the cottage, which features multiple windows and a welcoming entrance surrounded by trees.
Cottage in Thirsk

Manor House Cottage self catering rural location

4.99 out of 5 average rating, 170 reviews
Top Guest favourite
The exterior of a quaint stone cottage is showcased, featuring a warm terracotta roof and a dark front door. A pathway made of flagstones leads to the entrance, bordered by a small garden with greenery. Windows allow for natural light to fill the interior.
Cottage in Loftus

One bedroomed holiday home on a dairy farm.

4.93 out of 5 average rating, 361 reviews
Top Guest favourite
A charming stone cottage is set against a backdrop of greenery, featuring arched windows and a slate roof. The garden includes well-maintained flower beds and a low stone wall, contributing to the serene cottage environment under a partly cloudy sky.
Cottage in Whitby

The Granary, at Millinder House for up to 4

4.92 out of 5 average rating, 222 reviews
Guest favourite
Cottage in Great Ayton

Old Police Cottage - 1 Bed Great Ayton

5.0 out of 5 average rating, 10 reviews
Top Guest favourite
Cottage in Guisborough

Charming cozy cottage in Guisborough

5.0 out of 5 average rating, 58 reviews
Top Guest favourite
An open plan living area showcases high, exposed wooden beams and large windows that invite natural light. A comfortable sofa is positioned in front of a modern wood-burning stove. The dining space features a large table surrounded by chairs, with a scenic view visible through the glass doors.
Cottage in Hutton Rudby

Modern Converted Barn w/ Idyllic Views of N. Yorks

5.0 out of 5 average rating, 63 reviews

Destinations to explore