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.

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Guest favorite
A well-lit bedroom features a comfortable bed with crisp white linens and neatly arranged towels. A large window offers a view of the outdoors, while a TV sits on a modern dresser. Soft tones and a plaid accent wall create a welcoming atmosphere.
Home in Guisborough
4.88 out of 5 average rating, 157 reviews

4/5* bedroom 2 bath Bungalow, wheelchair access

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.

Top guest favorite
A cozy living area is highlighted by a brick fireplace, featuring a log burning stove. Light reflects off a large mirror above the mantle. A small bookshelf offers decorative items, while a flat-screen TV is mounted on the adjacent wall, creating an inviting space.
Townhouse in Guisborough
4.96 out of 5 average rating, 135 reviews

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.

Top guest favorite
The stone cottage exterior showcases charming details, including a wooden door painted in soft blue. Flower pots filled with pink and white blooms adorn the entrance, enhancing the inviting appeal of the home. A small window is framed by additional greenery.
Cottage in Castleton
4.97 out of 5 average rating, 274 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. 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

Top guest favorite
A well-lit bedroom features a spacious bed with patterned bedding, complemented by bedside lamps. A small wooden table with two chairs sits adjacent, creating a cozy dining area. Natural light streams through a skylight above, enhancing the inviting atmosphere of the room.
Condo in Stokesley
4.98 out of 5 average rating, 636 reviews

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.

Top guest favorite
The living area features a circular woodburning stove set within a brick hearth, surrounded by a cozy seating arrangement that includes a blue couch with decorative cushions. Exposed beamed ceilings enhance the character, while soft lighting creates a warm ambiance.
Home in Guisborough
5 out of 5 average rating, 23 reviews

The Tipsy Bee at 143

This 150-year-old cottage is ideally situated on the edge of the North Yorkshire National Park. With glorious coastline and steeped in history, this is a characterful cottage in a historical town. The Tipsy Bee at 143 is located on the edge of the main street in Guisborough, only steps away from independent shops, eateries and quirky independent bars as well as being less than a 10-minute walk away from the iconic Guisborough Priory. The National Park is on your doorstep, with lovely walks.

Guest favorite
A bright bedroom features a spacious bed dressed in neutral linens, flanked by two bedside tables with soft glowing lamps. A plush throw blanket drapes over the bed, while large windows with sheer curtains allow natural light to fill the room.
Home in Guisborough
4.96 out of 5 average rating, 47 reviews

Acorn Cottage

Acorn Cottage is a quaint and cosy property, perfect for a couple seeking a tranquil retreat. Nestled in the heart of the historic market town of Guisborough, you will find a selection of shops, cafes, and traditional pubs just a short stroll away. This delightful cottage combines traditional rustic charm with modern comforts. It is the perfect base to explore scenic walking trails, including the famous Cleveland Way and North Yorkshire Coast, before unwinding by the log burning stove.

Top guest favorite
The exterior of Hillfoot Cottage is framed by lush greenery and trees, providing a sense of privacy. The white cottage features a welcoming front door and two windows, complemented by a well-maintained garden area with hedges and a wooden gate marking the entrance.
Cottage in Yearby
4.96 out of 5 average rating, 206 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.

Superhost
The exterior view of the cottage features a blend of brick and white-painted surfaces. Large windows provide ample natural light. A front door, highlighted with decorative features, is flanked by planters. The quiet street showcases marked paving and distinct yellow lines.
Cottage in Guisborough
4.84 out of 5 average rating, 298 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.

Superhost
The exterior of a charming cottage is visible, featuring natural stone walls and a blue front door. Bay windows are present, complemented by shutters. A flower pot hangs by the door, adding a touch of greenery. Adjacent properties are visible, showcasing a cozy neighborhood ambiance.
Home in Guisborough
4.82 out of 5 average rating, 349 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

Top guest favorite
Place to stay in Urra
4.98 out of 5 average rating, 243 reviews

Maltkiln House Annexe North Yorkshire moors

Maltkiln House Annexe 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 Annexe dates back to the 16th century and is full of charm. You can walk from our Annexe straight up onto the Cleveland way where you can walk or bike for miles. Our Annexe is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

Guest favorite
Home in Guisborough
4.93 out of 5 average rating, 27 reviews

Mam's House

Mam’s House is a cosy and welcoming home in the historic market town of Guisborough. Located in walking distance from the busy town centre, Mam's House also backs onto local community facilities including children's play parks, sports pitches, gym, and swimming pool. Dubbed the 'Gateway to the North York Moors', Guisborough boasts local walking trails, eateries, bars, coastlines, Gisborough Priory and Roseberry Topping. Enjoy all modern amenities in this well-loved family home.

Top guest favorite
Barn in Moorsholm
4.97 out of 5 average rating, 116 reviews

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.

Popular amenities for Guisborough vacation rentals

When is the best time to visit Guisborough?

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Avg. priceG$21,129 GYDG$21,965 GYDG$19,873 GYDG$20,710 GYDG$21,338 GYDG$20,919 GYDG$22,384 GYDG$22,384 GYDG$21,965 GYDG$21,338 GYDG$19,664 GYDG$21,965 GYD
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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 40 homes with wifi, over 20 homes with free parking, over 40 homes with a kitchen, 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 G$4,184 GYD 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!