Cottage holiday rentals in Stokesley

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Top-rated cottage rentals in Stokesley

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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
4.89 out of 5 average rating, 201 reviews

Lovely, cosy cottage in the heart of Osmotherley

Situated in one of the prettiest villages in the North York Moors National Park, this comfortable, cosy 250-year old cottage has open beams & a wood-burner, Wifi & SmartTV, and is beautifully furnished, with comfy beds c/w feather duvets& pillows. Great for walkers, cyclists & people wishing to enjoy the delights of the North Yorkshire hills which are on the doorstep. An excellent cafe(open Thurs- Mon), 3 pubs & a well-stocked village shop nearby add to the joys of staying in this lovely village

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
4.91 out of 5 average rating, 295 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.

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
4.97 out of 5 average rating, 166 reviews

Old Fire Station Cottage, EV point Opt. 2nd B’room

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

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
4.91 out of 5 average rating, 218 reviews

Romance or a rest at The Nest Castleton,Whitby!

Very special, cosy, really tiny ,stone cottage nestled in the North Yorkshire Moors National Park near Whitby. The Nest has a Log burner, central heating, WIFI,smart TV, Egyptian linen and twinkling fairy lights ,. Walks onto the moors from the front door , seating area outside to watch the sun go down with a large glass of wine, welcoming family pub across the road, Co-op, and fine dining pub also in the village. Train station to Whitby from the village. We welcome two dogs at the Nest.

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
4.99 out of 5 average rating, 101 reviews

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.

Guest favourite
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
4.89 out of 5 average rating, 279 reviews

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.

Top guest favourite
A comfortable living area is highlighted by a brown velvet sofa and a classic armchair, complemented by a unique throw. A window dressed with patterned curtains allows natural light to fill the space, while a framed artwork and a side lamp enhance the cozy ambiance.
Cottage
4.98 out of 5 average rating, 101 reviews

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.

Guest favourite
The exterior of the cottage features a welcoming entrance with a decorative awning. A small courtyard is highlighted by a table and chairs, ideal for outdoor dining. Sunlight streams down, illuminating the surrounding greenery and flower pots, creating a serene outdoor space.
Cottage
4.88 out of 5 average rating, 102 reviews

Cosy Seaside Cottage

Enjoy a memorable visit when you stay in this unique , stylish cosy cottage. Just 100 meters from the dog friendly sandy beach with breathtaking views . Walk to Saltburn to explore the many restaurants and bars or stay local with many coffee shops , bars , places to eat and shops to visit . When you are not exploring the local area , of walking many of the excellent trails you can sit and enjoy a glass or two on one of the two large comfy sofas in front of a real fire.

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
4.99 out of 5 average rating, 535 reviews

Farm Cottage with Stunning Views.

Nestled in the heart of the North Yorkshire Moors on our 100 acre Jacob Sheep Farm, close to the villages of Danby (3.9 miles) and (Castleton 3.7 miles) We are nothing like a hotel but instead offer quirky, comfortable, open plan, home from home accommodation in a tranquil setting. Arriving on foot, it is fully equipped with everything you might need. Close to Danby Castle wedding venue. We welcome all family pets and have plenty of fields for off lead exercise.

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
4.92 out of 5 average rating, 332 reviews

One bedroomed holiday home on a dairy farm.

This self contained holiday cottage offers a chance to get closer to the workings of a family dairy farm. It is situated in the North York Moors National Park, midway between the moors and the coast and just a fifteen minute drive (or slightly longer bus ride) from Whitby. The accomodation is unusually spacious for a one bedroomed cottage, it is light, warm and very well insulated but don’t forget there is the potential for noise and smells from the farm!

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
4.94 out of 5 average rating, 224 reviews

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.

Top guest favourite
The cottage features a traditional brick exterior with a tiled roof, surrounded by lush greenery. Windows with multiple panes allow natural light to illuminate the interior. A path leads to the entrance, highlighting the peaceful setting within the woodland landscape.
Cottage
4.99 out of 5 average rating, 365 reviews

Idyllic cottage by the River Tees, North Yorkshire

On the banks of the River Tees this cottage is a beautiful, stylish get-away for 4. With walks from the doorstep and the quiet burble of the river in the background, it's the perfect place for romantic weekends or family breaks off the beaten track. Situated on the border of North Yorkshire and Durham it is ideally placed for trips to both the Yorkshire Dales, the Yorkshire Moors and the stunning North East coast.

Popular amenities for cottage rentals in Stokesley

Quick stats about cottage rentals in Stokesley

  • Nightly prices starting at

    Stokesley holiday rentals start at £60 per night before taxes and fees

  • Verified guest reviews

    Over 850 verified reviews to help you choose

  • 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!

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