Vacation rentals in Great Ayton

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Top-rated vacation rentals in Great Ayton

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

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Top guest favorite
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
4.97 out of 5 average rating, 274 reviews

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

Top guest favorite
Condo in Stokesley
4.98 out of 5 average rating, 636 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 favorite
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
5 out of 5 average rating, 345 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 favorite
Shepherd’s hut in Great Ayton
5 out of 5 average rating, 142 reviews

North Yorkshire Shepherds Hut Great Ayton

Great Ayton TS96HY. The Yorkshireman is situated in a Quiet and restful position close to the hills for walks. Clean and comfortable, the Shepherds Hut is near to Great Ayton, the childhood home of Captain Cook, with lovely tea rooms and friendly villagers. It's a 10 minutes drive is the North Yorkshire Moors gateway which will lead you to Whitby. (Our apologies but with a heavy heart we decided not to allow dogs as it is such a small space and we have to consider other guests allergies 🤧)

Top guest favorite
Cottage in Great Ayton
4.98 out of 5 average rating, 109 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 favorite
Condo in Great Ayton
5 out of 5 average rating, 102 reviews

Intimate courtyard first floor accommodation

The Old Joiners Workshop is situated within the beautiful North Yorkshire 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 all of its own. Tucked away off the main High Street and nestled within a courtyard setting, guests climb a spiral staircase to their place of stay. Entering an open plan kitchen/ lounge which leads directly to the double bedroom and en-suite. Cosy and intimate.

Top guest favorite
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 in Urra
4.98 out of 5 average rating, 243 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 favorite
A hot tub sits on raised decking surrounded by a snowy landscape. The setting sun casts a warm glow over the distant hills and fields, creating a serene atmosphere. Wooden railings frame the view, enhancing the feeling of privacy and tranquility.
Shepherd’s hut in Great Ayton
4.97 out of 5 average rating, 261 reviews

Hare luxury Shepherd Hut & private hot tub

Award winning luxury Shepherd hut in a beautiful location with breath taking views. Located within the North York Moors National Park, flanked by protected woodland and open views of fields and hills. Offering a peaceful retreat on the edge of a working farm, with lots of luxurious extras including goodie hamper, fluffy towels, robes and slippers for your stay. Park up the car, chill out and relax. A luxury hot tub awaits, pop open the bubbly, sit back and watch the sun go down.

Top guest favorite
Barn in Moorsholm
4.97 out of 5 average rating, 116 reviews

Hillock's Farm Cottage, luxury

Welcome to our outstanding luxury holiday cottage nestled in the charming village of Moorsholm, Cleveland. This outstanding barn conversion offers a serene escape for couples seeking tranquility and comfort. As you step into this exquisite retreat, you're greeted by the spaciousness of the open plan layout, featuring a magnificent fully equipped kitchen, dining area, and beautiful living room with large fire place. The expansive design creates a sense of freedom and relaxation.

Top guest favorite
Cottage in Stokesley
4.98 out of 5 average rating, 117 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.

Top guest favorite
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
4.96 out of 5 average rating, 202 reviews

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.

Top guest favorite
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
4.96 out of 5 average rating, 115 reviews

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

Popular amenities for Great Ayton vacation rentals

When is the best time to visit Great Ayton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$26,568 GYDG$25,731 GYDG$26,986 GYDG$24,685 GYDG$28,032 GYDG$28,241 GYDG$25,731 GYDG$28,032 GYDG$27,404 GYDG$27,614 GYDG$24,894 GYDG$28,660 GYD
Avg. temp4°C5°C6°C8°C11°C14°C16°C16°C14°C10°C7°C4°C

Frequently Asked Questions

  • Where should I stay in Great Ayton?

    Make yourself at home in Great Ayton by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in Great Ayton, and over 200 vacation rentals in Little Ayton.

  • How much does it cost to stay in cottage rentals in Great Ayton?

    Experience the best of Great Ayton with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Great Ayton?

    Yes! Work meets play with ease at over 20 vacation rentals in Great Ayton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Great Ayton?

    Four-legged friends are welcome in Great Ayton. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Do cottage rentals in Great Ayton have a kitchen?

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

  • Do cottage rentals in Great Ayton have wifi?

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

  • Do house rentals in Great Ayton have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Great Ayton. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Great Ayton?

    Great Ayton has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Great Ayton

  • Total vacation rentals

    Explore 60 vacation rentals in Great Ayton

  • Nightly prices starting at

    Great Ayton vacation rentals start at G$14,644 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,350 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Great Ayton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Great Ayton rentals

  • 4.9 Average rating

    Great Ayton stays are highly rated by guests—averaging 4.9 out of 5!

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