
Cottage vacation rentals in Guisborough
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Nightly prices starting at
Guisborough vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Guisborough rentals

4.9 Average rating
Guisborough stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated cottage rentals in Guisborough
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Saltburn l The Outlook- Sea views, Dog friendly.
This design award winning detached property is surrounded by grounds which include a slope which may not be suitable for very young children. With stunning sea views, The Outlook is built into the hillside, access is via steps down from the road (or can be accessed via a steep path). Minutes from the Valley Gardens, on the beach path, close to the town centre; this is a beautiful spot. The Outlook sadly doesn’t lend itself well to those with mobility issues or very young children. Dog friendly.

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.

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

Sundial Cottage, Stunning 3Bed Cottage with Hottub
New Prices Enforced by Airbnb include 15.5% fee to Airbnb. Relax with the whole family or friends at Sundial cottage. Covered Hottub, enjoy the open-plan kitchen, lounge along with three spacious bedrooms. Fibre WiFi. Based in a quiet village, we ask all our quests to respect our neighbours when outside and we do not accept stag/hens. Perfect for walks in the North Yorkshire moors, or catching up with friends or family. Well behaved Pets are welcome at the cottage and there is 2 parking spaces

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.

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.

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.

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.

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
A cosy cottage in the heart of Guisborough town centre with easy access to local shops and a large supermarket minutes away. The property is the ideal location for exploring North Yorkshire. 15 to 30 mins from the North Yorkshire Moors, Redcar and Saltburn beaches, Roseberry topping and Whitby. It’s ideal for family breaks, mini breaks and perfect for walkers. A free 2 hour high street parking disk is provided, plus free parking 6pm till 8am daily. Other times up to £4 a day.

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.

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.

Church Cottage, West Rounton, North Yorkshire
Church Cottage is located in the small village of West Rounton, on the edge of the stunning North Yorkshire Moors. This makes it an ideal base for walkers, close to the Cleveland Way, and Mount Grace Priory. Short drives away are, York and Whitby. The quiet rural setting and fresh air, together with the cosy warmth of Church Cottage make it the perfect base for walkers, nature lovers, and for anyone looking to relax from a busy life.
Popular amenities for Guisborough cottage rentals
Cottage rentals with a hot tub

Coastal Hot Tub & Sauna Retreat, Sleeps 2-8, Views

The Byre @ Low Waupley Farm with HOT TUB

Gatekeepers Cottage

4 Bed in Crosby (oc-b31135)

Boulby Grange, Grange Barn

Charming farm based cottage with hot tub/sauna

Rambling Rose Cottage, near Staithes

Oak house
Pet-friendly cottage rentals

Beautiful Dunsley Cottage in Staithes⚓

Eastlea - Frontal Sea Views - Free parking

Safe Harbour Gorgeous Central Cottage in Staithes.

NY Moors' peaceful retreat - Great Fryup, Lealholm

Cosy two-bed cottage. Sleeps 4. Pets welcome.

Spacious fisherman’s cottage Staithes - sleeps 6

Florence Terrace

Seascape, an ideal seaside bolthole
Private cottage rentals

Lovely, cosy cottage in the heart of Osmotherley

Keepers Cottage Egton Bridge

Modern Converted Barn w/ Idyllic Views of N. Yorks

Charming cozy cottage in Guisborough

Bridge Cottage

Cosy cottage near Saltburn & Whitby

No pets Coastguard Cottage in heart of Staithes

Old Fire Station Cottage | EV Charger | Opt 2nd BR
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- yorkshire dales
- Flamingo Land Resort
- Harewood House
- Fountains Abbey
- York Castle Museum
- Filey Beach
- The Bay Filey
- Durham Cathedral
- National Railway Museum
- Yorkshire Coast
- Scarborough Open Air Theatre
- Bempton Cliffs
- York University
- York Minster
- Scarborough Beach
- Weardale
- Teesside University
- Semer Water
- Utilita Arena
- Beamish the Living Museum of the North
- Durham University
- Peasholm Park
- The Bowes Museum
- Bridlington Spa





