
Vacation rentals in Guisborough
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Top-rated vacation rentals in Guisborough
Guests agree: these stays are highly rated for location, cleanliness, and more.

4/5 bedroom 2 bath Bungalow wheelchair accessible
Private house (owner lives off-site). Wheelchair friendly. Located in a quiet cul-de-sac in Guisborough. This freshly refurbished semi Bungalow has on the ground floor, 2 or 3* bedrooms (option*) a wet room with roll-in shower, fully equipped spacious kitchen + dining area + laundry facilities. Also 2 bedrooms and 2nd bathroom upstairs. Bedrooms are secure and self-contained, with HD smart TV, tables, soft seating, storage, free Wi-Fi. Enclosed gardens front & rear. BBQ. Private & free parking.

Rose Garden Cottage, Guisborough.
Our luxuriously cosy little cottage has everything you could wish for after a day exploring the nearby woods, adjacent North Yorkshire Moors or easily accessed coast. Perhaps a relaxing soak in the feature double ended bath? You can cosy up in front of the log burning stove or step out for something to eat and drink at one of the local bars and restaurants. If you prefer to cook, the kitchen has all you need. The cottage has been renovated throughout with a feature mezzanine bed and bath suite.

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

Mabel Cottage - Stay in the heart of Stokesley
This charming cottage in the heart of Stokesley is the perfect retreat, with pubs, cafes, shops, and supermarkets all within walking distance. Enjoy an equipped kitchen, shower room, a Harrison (made in Yorkshire) king size bed, dining area and T.V . Ideally located, you’re just a short drive from North York Moors National Park, Roseberry Topping, Whitby’s historic seaside charm and more. Whether exploring or unwinding, this cottage offers everything you need for a memorable Yorkshire getaway.

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.

*The Vicarage Annexe, Carlton, North Yorks 1BR S/C
The Vicarage Annexe is a beautiful, one double-bedroom facility situated at the foot of the Cleveland Hills. The building was originally built as a prayer and study room for the Vicarage. This is now a self-contained living area with en-suite facilities. The Annexe is located in the picturesque village of Carlton-in-Cleveland, which is in the North Yorkshire Moors National Park and this is an ideal location for a couple who enjoy the countryside for relaxing, sightseeing, walking or cycling.

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.

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

Hillock's Farm Cottage, luxury
Welcome to our outstanding luxury holiday cottage nestled in the charming village of Moorsholm, Cleveland. This outstanding barn conversion offers a serene escape for couples seeking tranquility and comfort. As you step into this exquisite retreat, you're greeted by the spaciousness of the open plan layout, featuring a magnificent fully equipped kitchen, dining area, and beautiful living room with large fire place. The expansive design creates a sense of freedom and relaxation.

Maltkiln House Annexe North Yorkshire moors
Maltkiln House Annex is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annex dates back to the 16th century and is full of charm. You can walk from our Annex straight up onto the Cleveland way where you can walk or bike for miles. Our Annex is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

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.

The Beehive, modern two-bed, close to town centre
A cheerful and relaxing terrace, located a stones throw from Guisborough town centre and within close and easy access to both the North Yorkshire Moors and the Yorkshire coast. The town itself has array of shops, pubs and restaurants for you to enjoy and explore. Newly renovated to a high standard with modern fixtures, The Beehive is equipped with everything you need to have an enjoyable and cozy stay in North Yorkshire. The house is decorated for Christmas period.
Popular amenities for Guisborough vacation rentals
Other great vacation rentals in Guisborough

Laurel Cottage

Roseberry Loft Perfect for JCUH/ Wilton/Roseberry

Walkers Row

Luxury townhouse with cottage-like features

10 Minute Stroll To Pubs, Shops And Cafés

Intimate courtyard first floor accommodation

Cosy lodge- stunning views Stonecroft Saltburn

The Cosy Pottery Loft
When is the best time to visit Guisborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ320 | ﺩ.ﺇ327 | ﺩ.ﺇ327 | ﺩ.ﺇ364 | ﺩ.ﺇ375 | ﺩ.ﺇ367 | ﺩ.ﺇ393 | ﺩ.ﺇ393 | ﺩ.ﺇ386 | ﺩ.ﺇ375 | ﺩ.ﺇ345 | ﺩ.ﺇ386 |
| Avg. temp | 3°C | 3°C | 5°C | 7°C | 10°C | 12°C | 15°C | 14°C | 12°C | 9°C | 6°C | 3°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Guisborough?
Guisborough has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Guisborough?
Experience the best of Guisborough with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Guisborough?
Four-legged friends are welcome in Guisborough. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Guisborough?
Yes! Work meets play with ease at over 30 vacation rentals in Guisborough featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Guisborough have a kitchen?
Absolutely! We offer over 40 house rentals with a kitchen in Guisborough. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Guisborough have wifi?
Absolutely! We offer over 40 house rentals with wifi in Guisborough. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Guisborough have free parking?
Absolutely! We offer over 20 house rentals with free parking in Guisborough. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Guisborough?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 40 homes with a kitchen, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Guisborough

Total vacation rentals
Explore 60 vacation rentals in Guisborough

Nightly prices starting at
Guisborough vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 2,660 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Guisborough vacation rentals include wi-fi access

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

4.8 Average rating
Guisborough stays are highly rated by guests—averaging 4.8 out of 5!
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