Vacation rentals in Great Ayton

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.

4.9 out of 5 average rating, 287 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.

4.97 out of 5 average rating, 164 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

4.98 out of 5 average rating, 569 reviews

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.

Condo

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.

5 out of 5 average rating, 328 reviews

Apartment

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.

4.98 out of 5 average rating, 318 reviews

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

*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.

5 out of 5 average rating, 128 reviews

Shepherd’s hut

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 🤧)

4.89 out of 5 average rating, 121 reviews

A well-appointed bedroom features a spacious bed with elegant linens and decorative pillows. Two bedside lamps provide soft lighting. A wooden bedside table with two drawers is positioned beside the bed. A painting adorns the wall, and a closet door is visible on the left.

Townhouse

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.

5 out of 5 average rating, 228 reviews

A hot tub is situated on a raised deck, surrounded by lush greenery and expansive fields. Rolling hills and blue skies are visible in the background, complemented by fluffy white clouds. The peaceful landscape highlights the beauty of the North York Moors.

Shepherd’s hut

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.

4.97 out of 5 average rating, 201 reviews

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 Yearby

Hillfoot Cottage - charming country character.

Hillfoot Cottage is a cosy and comfortable 350 yr old cottage which began life as a pig sty in the quiet country village of Yearby, near Redcar. Offering peace and tranquility with local walks on your doorstep. Located a short drive to the seaside town of Redcar and Market town of Guisborough, within 1/2 hours drive to the North York Moors National Park and Whitby and within 1 hours drive to the Yorkshire Dales. An abundance of wild birds are to be found in the gardens of our cottage.

4.96 out of 5 average rating, 194 reviews

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

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.

4.98 out of 5 average rating, 140 reviews

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.

Tiny home

Maltkiln House Annexe North Yorkshire moors

Get away from it all, unplug and unwind. 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.

A spacious outdoor seating area is presented, featuring a comfortable sectional sofa and a coffee table on a brick patio. Surrounding gravel adds texture, while the well-maintained lawn and traditional brick walls frame the inviting space. The exterior of the farmhouse is visible in the background.

4.91 out of 5 average rating, 114 reviews

Upsall Grange Farm cottage

A beautifully renovated farmhouse with fantastic views of Roseberry Topping and the Cleveland Hills Snuggle up for a cosy evening in front of the wood burner The immaculate south-facing garden is a great place to relax on the furniture and fire up a BBQ. This cottage is 10 minutes away from Yorkshire moors and from many beautiful beaches. Please note, this property is on a Equestrian yard.

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Popular amenities for Great Ayton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Great Ayton

4.9 out of 5 average rating, 49 reviews

The image shows the exterior of a red-brick apartment with a tiled roof and a covered entrance. A small porch with a glass door is visible, framed by a neat garden with decorative plants and gravel pathways. The surrounding greenery adds a touch of natural beauty.

Guesthouse

River's Retreat

A comfortable bedroom features a spacious bed dressed with a textured teal blanket and decorative pillows. Warm light emanates from bedside lamps, illuminating the room. A mirror reflects the inviting decor, while natural light enters through a window with a soft grey blind.

4.87 out of 5 average rating, 47 reviews

Host & Stay | Waterlily Cottage

A modern living area features a light-colored sofa and a wooden coffee table. A wall-mounted television is positioned opposite the seating. A simple fireplace adds a cozy touch to the space, which is highlighted by a soft grey accent wall.

4.96 out of 5 average rating, 164 reviews

Cliff Ridge Cottage

The exterior of a stone building features a welcoming entrance with an arched doorway, flanked by decorative lanterns. A well-maintained garden is visible, with a bench situated in front of the entrance. A garage door in a contrasting green adds to the property's character.

4.89 out of 5 average rating, 9 reviews

Riverside Chapel

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.

4.94 out of 5 average rating, 33 reviews

The Town House @ College Square

A cozy living area features a light-colored sofa and a blue couch, complemented by a round coffee table at the center. A wall-mounted mirror reflects natural light, while a plant adds a touch of greenery. A television is placed nearby, enhancing the home's inviting atmosphere.

5 out of 5 average rating, 26 reviews

Great Ayton Hideaway | Cosy Retreat + Free Parking

4.76 out of 5 average rating, 160 reviews

River Cottage, Cosy Riverside cottage

A cozy living area features a light-colored sofa paired with a matching armchair, alongside a wooden coffee table. A fireplace with a wooden mantel serves as a focal point, while framed artwork adorns the walls. Light enters through a nearby window, creating a warm ambience.