
Cottage holiday rentals in Guisborough
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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, A Co-op & ‘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.

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.

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.

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.

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.

Listers Lodge
Pre 1800's cottage full of character. Central to the highly recommended Saltburn, Staithes & Guisborough: steeped in history with fantastic beaches. Take National Trust walks over cliffs, woodlands,Moors & Cleveland Way. Located on main bus routes and short walk from pubs, restaurants & parks. Dogs welcome at £25 charge earlier/late check in or out times possible on occasions/request. Driveway parking also plenty off street parking

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 cottage rentals in Guisborough
Cottage rentals with a hot tub

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

The Byre @ Low Waupley Farm with HOT TUB

4 Bed in Crosby (oc-b31135)

Cottage, Goathland. Special offers now available.

Hootsman

Charming farm based cottage with hot tub/sauna

Orchard House Rosedale Abbey near the coast

Luxury Farm Cottage with Hot Tub in Yorkshire
Pet-friendly cottage rentals

Beautiful Dunsley Cottage in Staithes⚓

17th Century fisherman's cottage + stunning view

Eastlea - Frontal Sea Views

Safe Harbour Gorgeous Central Cottage in Staithes.

NY Moors' peaceful retreat - Great Fryup, Lealholm

Spacious fisherman’s cottage Staithes - sleeps 6

Lahney Cottage

Seascape, an ideal seaside bolthole
Private cottage rentals

Mews Cottage within Yarm with private parking

Coastal Retreat

Lovely, cosy cottage in the heart of Osmotherley

The Granary, at Millinder House for up to 4

Keepers Cottage Egton Bridge

Charming cozy cottage in Guisborough

Cosy cottage near Saltburn & Whitby

No pets Coastguard Cottage in heart of Staithes
Quick stats about cottage rentals in Guisborough

Nightly prices starting at
Guisborough holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 630 verified reviews to help you choose

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!
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- Robin Hood’s Bay
- yorkshire dales
- Flamingo Land Resort
- Harewood House
- Fountains Abbey
- York Castle Museum
- Durham Cathedral
- National Railway Museum
- Yorkshire Coast
- Scarborough Open Air Theatre
- Bempton Cliffs
- York University
- Semer Water
- Weardale
- Scarborough Beach
- York Minster
- The Bowes Museum
- Utilita Arena
- Durham University
- Beamish the Living Museum of the North
- Saltburn Beach
- Teesside University
- Peasholm Park
- York Art Gallery




