Cottage holiday rentals in Westerdale

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

Family · Value · Decor

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.

Family · Location · Wifi

Dog Field, Dark Skies, Coast & Country Walks

Enjoy crisp autumn mornings with a hint of early morning mist across the fields and the sea on the horizon. Wrap up warm and step outside with your dog to enjoy your exclusive dog field, then crunch through fallen leaves, wander forest trails and discover quiet valleys and windswept beaches. Find a cosy country pub for lunch before heading home to Woodpeckers Cottage. As dusk falls, put your feet up, enjoy the warmth and stillness, then step outside to marvel at the North York Moors Dark Skies.

Family · Location · Outdoor spaces

NY Moors' peaceful retreat - Great Fryup, Lealholm

Avenue House, in the North York Moors National Park, is a self-contained cottage - 2 bedrooms (1 double bed and 2 single beds), shower room, dining/kitchen, utility, living room. Dbl futon in living room. Oven, induction hob, fridge, microwave, air fryer, toaster, washing machine. Wood burning stove to enjoy, large TV and Roku. A walkers/cyclists' paradise, wildlife aplenty, or just relax. Near the Yorkshire coast, Whitby, NYM steam railway & mkt towns of Pickering, Kirkbymoorside and Malton.

Family · Value · Pets

Runswick Bay - Top Gallant - with great sea views

(Please note airbnb now have all in one pricing). Top Gallant is down the hill - in the Bay. The Bay is a small clutch of largely whitewashed cottages. We have a great south facing veranda with amazing views. The cottage faces south with views right across the bay. Bedding and towels provided. Free parking pass for the (“Homeowners car park). 3 nights minimum booking. No Pets. The property is not suitable for mobility problems due to steps. Check in 3pm. Check out 10.30am.

Location · Family · Heating

Romance or a rest at The Nest Castleton,Whitby!

Very special, cosy, really tiny ,stone cottage nestled in the North Yorkshire Moors National Park near Whitby. The Nest has a Log burner, central heating, WIFI,smart TV, Egyptian linen and twinkling fairy lights ,. Walks onto the moors from the front door , seating area outside to watch the sun go down with a large glass of wine, welcoming family pub across the road, Co-op, and fine dining pub also in the village. Train station to Whitby from the village. We welcome two dogs at the Nest,

Location · Family · Hiking

Picturesque Cottage in Stonegate, Lealholm

Set in the heart of the North Yorkshire Moors, on the outskirts of the charming village of Lealholm. 2 Hilltop Cottage is a characterful, rural retreat, ideal for those wanting to explore the beautiful surrounding countryside. Lealholm (approx 1 mile away) offers a village shop, pub, cafe and train station. Places to visit nearby include: Whitby, Runswick Bay (Britains best beach 2020), Dalby Forrest with miles of cycle routes and Grosmont the home of the North Yorkshire Moors railway.

Value · Family · Cleanliness

Winnow Cottage . in the Heart of the NY Moors

Winnow Cottage is set in the idyllic North York Moors National Park. Dating back to the 1800s, the cottage has an open plan living and dining area with a kitchen and two en-suite double bedrooms. Patio doors lead out to a private decked area with views of the moors. The cottage is dog-friendly, 2 dogs welcome and accessed via a 1/4 mile rough single bridle track. There are many walking and cycling routes from the cottage and it is well-situated for exploring beautiful North Yorkshire.

Family · Location · Walkability

Farm Cottage with Stunning Views.

Nestled in the heart of the North Yorkshire Moors on our 100 acre Jacob Sheep Farm, close to the villages of Danby (3.9 miles) and (Castleton 3.7 miles) We are nothing like a hotel but instead offer quirky, comfortable, open plan, home from home accommodation in a tranquil setting. Arriving on foot, it is fully equipped with everything you might need. Close to Danby Castle wedding venue. We welcome all family pets and have plenty of fields for off lead exercise.

Value · Family · Access

Wheelhouse,Grinklebell Cottage

Grinklebell Cottage is full of charm and character, set in surrounding countryside, with seaside towns a short distance away. A 10 minute drive to Saltburn by the Sea, Staithes and Runswick Bay. A 20 minute drive to Whitby. Beautiful cliff top walks along the Cleveland Way and much more to explore. In the grounds of the property there is a paddock with seating and barbecue area, with a view of the ocean in the distance and surrounding countryside.

Family · Value · Kitchen

Old Forge in Wrelton, North Yorkshire.

This cottage, in the village of Wrelton near Pickering, was a 19th century blacksmith's forge and has now been renovated into a delightful living space complete with fully-equipped kitchen, large living room area, bathroom with walk-in shower and a cosy bedroom located on a mezzanine floor which is reached via a spiral staircase. The Old Forge offers a great location for a relaxing stay in beautiful North Yorkshire.

Value · Family · Wifi

Characterful Cottage, in the Heart Of Whitby

Centrally located just off the main cobbled street, this holiday cottage is the perfect base for exploring Whitby. With shops, pubs, art galleries, and restaurants on your doorstep, everything you need is within easy reach—no car required! The famous steps to Whitby Abbey are a short stroll away, and the Blue Flag award-winning beach is just a walk away, offering a classic "bucket and spade" experience.

Family · Value · Sleep quality