
Holiday houses in Stokesley
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Top-rated holiday rentals in Stokesley
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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.

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

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.

Contemporary eco home with a twist!
This stunning 2 bedroom eco home is finished to a very high standard throughout with many custom features and bespoke finishes. This home is truly a home for the future and is exceptionally eco-friendly with an air source heat pump (ASHP) providing underfloor heating throughout and a Mechanical Ventilation Heat Recovery (MVHR) system with built in pollen filters for extra warmth in the winter and a cool breeze in the summer. This unique property also benefits from a relaxing 4x6m mezzanine.

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.

*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.

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.

Barn Owl Luxury Shepherd Hut with private hot tub
Award-winning luxury Shepherd Hut with breathtaking views in the North York Moors National Park. Nestled beside protected woodland and rolling hills, it’s the perfect peaceful escape on a working farm. Enjoy scenic walks from the door, watch wildlife, then sink into the hot tub with bubbly as the sun sets. At night, marvel at the area’s renowned dark skies before wrapping up in fluffy towels, robes and slippers. An indulgent retreat where nature, calm and comfort meet for true relaxation.

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.

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.

Maltkiln House Annexe North Yorkshire moors
Maltkiln House Annex 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 Annex dates back to the 16th century and is full of charm. You can walk from our Annex straight up onto the Cleveland way where you can walk or bike for miles. Our Annex is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

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.
Popular amenities for Stokesley holiday rentals
Other great holiday rentals in Stokesley

The Town House @ College Square

Host & Stay | Finch House

Parva

Maple Cottage

Modern Converted Barn w/ Idyllic Views of N. Yorks

The stylish Granary sleeps up to 10 - free WIFI

Spiral on the River

River Cottage, Cosy Riverside cottage
When is the best time to visit Stokesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $158 AUD | $158 AUD | $162 AUD | $171 AUD | $185 AUD | $177 AUD | $192 AUD | $201 AUD | $179 AUD | $168 AUD | $164 AUD | $176 AUD |
| Avg. temp | 4°C | 5°C | 6°C | 8°C | 11°C | 14°C | 16°C | 16°C | 14°C | 10°C | 7°C | 4°C |
Frequently Asked Questions
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.
Are there family-friendly vacation rentals in Stokesley?
Stokesley has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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 wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
How much does it cost to stay in house rentals in Stokesley?
Experience the best of Stokesley with our house rentals, starting at about $70 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.
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 $89 AUD per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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!
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