Vacation rentals in Guisborough

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Top-rated vacation rentals in Guisborough

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Guest favourite

Cottage in Great Ayton

4.95 out of 5 average rating, 118 reviews

Cliff Ridge Cottage

Great Ayton is a pretty village & is right on the edge of the North York Moors, a great location for walking, cycling & mountain biking. Garden with patio has seating outside or undercover in the "outhouse". The cottage has street parking, but parking directly outside of the cottage isn’t always possible. The coast is a 20 minute drive away. The Village has several quality bars & restaurants, & take away food options. All are a safe 5 minute walk. The property has secure storage for bikes.

Sep. 30 – Oct. 7

$118 CAD per night

Guest favourite

Cottage in Stokesley

4.9 out of 5 average rating, 207 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.

Sep. 18 – 25

$175 CAD per night

Guest favourite

Apartment in Stokesley

5.0 out of 5 average rating, 279 reviews

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.

Sep. 27 – Oct. 4

$130 CAD per night

Guest favourite

Condo in Stokesley

4.98 out of 5 average rating, 410 reviews

Mabel Cottage

Mabel Cottage is a quiet retreat just off the High Street at the East End of the town. Situated within the conservation area, the tastefully converted outbuildings comprise an entrance hall leading to a kitchen,shower room and toilet. The living room boasts a Harrison (made in Yorkshire) king size bed, dining area and T.V . The fully equipped kitchen has fridge, microwave and hotplate. There is secure cycle storage and laundry facilities if required. There is free unlimited WiFi throughout.

Sep. 7 – 14

$113 CAD per night

Guest favourite

Cottage in Yearby

4.96 out of 5 average rating, 160 reviews

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.

Sep. 20 – 27

$133 CAD per night

Guest favourite

Cottage in Guisborough

4.91 out of 5 average rating, 179 reviews

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.

Feb. 12 – 19

$120 CAD per night

Guest favourite

Home in Redcar and Cleveland

4.91 out of 5 average rating, 127 reviews

Stoney Nook Cottage

Relax and unwind in this beautifully stylish space with wood burning fire. Located in central Guisborough, juts 2 minutes walk from the main town and shops, this stunning cottage has everything you need to relax. Beaches within a fifteen minute drive, stunning walks and North Yorkshires famous Roseberry Topping on the door step. The cottage boasts smart TVs throughout with super fast broadband and modern appliances. It hosts a master bedroom and bunk beds in the second bedroom

Jan. 19 – 26

$150 CAD per night

Guest favourite

Cottage in Castleton Whitby

4.88 out of 5 average rating, 153 reviews

Romance or a rest at The Nest Castleton,Whitby!

Very special, cosy 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.

Jan. 25 – Feb. 1

$148 CAD per night

Guest favourite

Cabin in Middlesbrough

5.0 out of 5 average rating, 154 reviews

The Lodge at Viewley Hill Farm

Viewley Hill Farm Lodge is a spacious and comfortable 3 bedroomed wooden lodge on a working farm. Situated in a peaceful and idyllic setting, the lodge has stunning views of the North York Moors and the Cleveland Hills. Guests can enjoy a range of walks in the local area including some that can be accessed directly from the farm. The local area boasts not only fabulous countryside but also easy access to the glorious north east coast and a wide variety of visitors attractions.

Oct. 12 – 19

$179 CAD per night

Guest favourite

Cottage in Castleton

4.97 out of 5 average rating, 156 reviews

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 either on foot, bike or car. Castleton is lucky to have two great pubs The Downe Arms right across the road and The Eskdale which serves lovely ‘fine dining food’ but also lovely just for a drink. There’s a Co-op store and a loose weigh shop Castleton lies close to the Esk valley railway to Whitby

Mar. 29 – Apr. 5

$164 CAD per night

Guest favourite

Guest suite in Great Ayton

4.95 out of 5 average rating, 151 reviews

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.

Apr. 14 – 21

$112 CAD per night

Guest favourite

Place to stay in Whitby, North Yorkshire

4.97 out of 5 average rating, 107 reviews

The Stable in Kildale, Whitby, North York Moors

The Stable and it’s small adjoining outbuildings once provided shelter for various animals living at the Rectory. The buildings have been carefully restored to provide a stylish and contemporary living space. The accommodation comprises of a large lounge dinner room with high ceilings and a wood burning stove. Kitchen, WC/Shower facilities and a double bedroom with amazing views. Doors from the kitchen and lounge lead to two private outdoor seating areas.

Jun. 11 – 18

$155 CAD per night