Cottage holiday rentals in Cayton

Cosy ‘Cobblers Cottage’ - Pickering

Enjoy easy access to everything from our perfectly located, traditional stone home on the gateway to the North York Moors National Park. Just steps away from Pickering town centre with an array of shops, pubs, cafes, bars, restaurants, bakers, butchers & takeaways on offer. A short stroll to the North Yorkshire Moors Railway giving pleasant & easy access to Whitby, Goathland, Levisham, Newtondale and Grosmont. Also perfectly located for Scarborough, Whitby, Malton, Helmsley & Dalby Forrest.

Puddle Duck Cottage

Puddle Duck Cottage is a charming and beautifully renovated retreat offering a cozy & stylish escape on the edge of the Village Green in the Yorkshire Wolds village of Hutton Cranswick. It’s just a short stroll to the local pub, shop, farm shop and the locally renowned butchers. Excellent rail & bus links offer access to the Yorkshire coast and the market towns of Driffield (5 min) & Beverley (<10 min). Perfect for a relaxing getaway or business travel with fast Wi-Fi and dedicated workspace.

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

Willow Cottage: 3 Bed, 3 Bath, Pool, WiFi, dogs

Willow Cottage is a light, airy, spacious, modern cottage situated at The Bay, Filey. We are dog friendly offering South facing patio area in a quiet, relatively private area to the rear with BBQ. Open living with a downstairs WC. Two double bedrooms both with king size beds (one with en-suite). The 3rd bedroom has 2 x single beds. Free parking! 10 minute stroll to the amazing beach! Great on site facilities incl. pub, restaurant, pool, sauna, steam room. Shop and kids activities available.

Harwood Cottage, A Cosy 1 Bed Cottage

Harwood Cottage is a very cosy self-catering holiday cottage in the heart of the North Yorkshire Moors National Park set in 150 acres of a private estate. It is central to all the local costal towns like Whitby and Scarborough. It is perfect for couples as it is very private and secluded location yet just a 10-15 minute drive to the local towns. The Cottage has all the facilities you need to have a comfortable stay. Including a fully equipped kitchen, Free Wi-fi, Washer/Dryer and a Smart TV.

Fully Fenced Dog Field, Sea Views & Forest Walks

Enjoy lazy mornings at Woodpeckers Cottage Silpho as you watch the sun rise over the sea from the sofa. Take your dog to the field (exclusively yours throughout your stay). Walk the footpaths through fields & forests to valleys with streams and hilltops with views. Drive to dog friendly beaches, picnic on the sand and breathe in the sea air. Return to the dog field for afternoon tea or a glass of wine, where a bench for two in a peaceful sun trap provides panoramic views of the setting sun.

Apple Farm Cottage ~ Yorkshire Coast Farmhouse

A cottage every little bit as gorgeous as it sounds, Apple Farm Cottage is an original 17th Century Farmhouse which has been transformed into a beautiful 3-bedroom holiday home. Set in an elevated position on the Yorkshire Coast. With views of the sea from your cottage, now is the perfect time to book your break at Robin Hood's Bay. We have a folder in the cottages with all the local information, and recommended things to explore and visit during your stay. Make 2025 a holiday to remember!

Cargate Cottage

Make some memories at this unique and family-friendly cottage. The cottage sleeps 4 people comfortably with a King size bed in the master bedroom complete with a sea view. The second bedroom contains 2 single beds. There is a perfectly formed family bathroom complete with a bath and overhead shower. A well appointed self catering kitchen opens onto the living/dining room again with a panoramic view of Filey Bay. A travel cot and high chair can be requested for the smallest of our guests.

2 Bed Barn in North York Moors National Park

Sleeping up to 4 ( king & super-king/2 singles) with dogs welcome, The Barn at Flaxston Gill is a rural idyll and the perfect getaway location for those seeking peace and tranquillity. The Barn is well equipped throughout – fine linens in the bedrooms and a well-equipped kitchen (including climate-controlled wine storage). Free wi-fi, a bluetooth sound system and smart TV. Outside is a part-walled, sandstone patio with table and chairs and a large field which you are welcome to access.

Heather Cottage - a beautiful cosy cottage

Relax at this charming cottage nestled in the heart of the picturesque village of Snainton, near Scarborough. Easy access to the enchanting landscapes of the North Yorkshire Moors and the nearby towns and coast. Whether you visit the iconic North Yorkshire Moors Railway, attend a concert at the Scarborough Open Air Theatre, or spend a day at the beach, if you are seeking relaxation or adventure, this unique getaway promises an unforgettable experience creating beautiful memories.

Historic cottage, wood-fired hot tub + village pub

Three hundred year old sandstone, exposed timber beams, and the kind of warmth that comes from old walls, open fires and underfloor heating. Yew Tree Cottage @ Kingfisher and Yew sits opposite a dog-friendly village pub. Take long walks from the front door. Light the wood-fired hot tub in the walled garden and toast your toes by the fire. This Grade II listed cottage is seven minutes from the market town of Malton. Featured in Living North's top self catering retreats.

Holly cottage on the wolds near the coast

Holly cottage is located in the charming little village of Wold Newton, in the heart of the Yorkshire wolds, within a short drive from the east coast resorts. Including Scarborough, Bridlington, Filey, Whitby, also york,Malton , Beverly, Yorkshire moors, and RSPB bempton cliffs. Spend your days walking on the beach or moors and wolds, then enjoy a drink at our village pub, then back to the cottage to sit by the log burner.