Holiday rentals in Stokesley

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Quick stats about holiday rentals in Stokesley

  • Total holiday rentals

    Explore 20 holiday rentals in Stokesley

  • Nightly prices starting at

    Stokesley holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 2,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 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!

Top-rated holiday rentals in Stokesley

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.96 out of 5 average rating, 260 reviews

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.

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, 320 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
The exterior of the property features a brick façade with a wrought iron gate and fence. A stone pathway leads to a dark wooden door with a circular window above it. There are potted plants on either side and a charming cobblestone area in front.
Home
4.92 out of 5 average rating, 59 reviews

The Town House @ College Square

Welcome to The Town House @ College Square. Built in the 1800's this quirky, three story property is situated in the heart of the picturesque market town of Stokesley. With river walks and cycle routes set against the back drop of rolling hills, there is an abundance of coffee shops, restaurants, bars and a traditional weekly market offering the best local produce. Located amongst some of North Yorkshires most beautiful villages, the Town House has everything you want for a little get away.

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, 173 reviews

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

Top guest favourite
Cottage
5 out of 5 average rating, 9 reviews

Old Police Cottage - 1 Bed Great Ayton

The Old Police Cottage Part of our exceptional Old Police Properties portfolio. Immaculately presented 1 bedroom holiday cottage with HOT TUB in Yorkshire. Features an upstairs double bedroom with stylish oak furniture & Walk in Wardrobe TVs throughout Downstairs features a cosy open plan living room, dining room, a cottage style kitchen with private patio. Bathroom with shower over bath Perfect for a relaxing break in Great Ayton & exploring the North Yorkshire Perfect for long stays

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.
Apartment
4.98 out of 5 average rating, 643 reviews

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.

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.
Flat
5 out of 5 average rating, 346 reviews

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.

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
4.98 out of 5 average rating, 378 reviews

*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.

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
4.98 out of 5 average rating, 110 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.

Top guest favourite
A cozy living room featuring a sectional sofa adorned with colorful cushions. A wooden coffee table sits centrally, complemented by a striped area rug. A fireplace is positioned against a wall with a bookshelf, while natural light enters through a large window adorned with patterned curtains.
Home
4.94 out of 5 average rating, 90 reviews

North Yorkshire Moors Views from Ayresome House

Located in the attractive village of Kirkby with views of the North Yorkshire Moors, the property is an ideal base for walking, biking or visiting the wide range of local attractions . Ayresome house offers a spacious modern kitchen and dining space plus a cosy living room. It has two double bedrooms, one with an en-suite shower room plus a large bathroom. Outside there is a private garden with a patio and garden furniture. Please note that the property is not suitable for children.

Top guest favourite
The exterior of the Annex features a stone facade with a rustic tiled roof. A light-colored door is placed centrally, flanked by small windows. Lush green plants and flowers are positioned at the entrance, enhancing the welcoming appearance amidst a garden setting.
Place to stay
4.98 out of 5 average rating, 253 reviews

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.

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, 118 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.

Popular amenities for Stokesley holiday rentals

When is the best time to visit Stokesley?

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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Stokesley?

    Experience the best of Stokesley with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Stokesley?

    Four-legged friends are welcome in Stokesley. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Stokesley?

    Yes! Work meets play with ease at over 10 vacation rentals in Stokesley featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Stokesley have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Stokesley. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stokesley have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Stokesley. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Stokesley?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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