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 Redcar and Cleveland
4.88 out of 5 average rating, 150 reviews

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.

Superhost
A cozy living area is highlighted by a soft green sofa and a small dining table for two. A television is positioned on a low stand, while a light fixture hangs from the ceiling. Natural light filters through a window adorned with blue frames.
Apartment in Redcar and Cleveland
5 out of 5 average rating, 3 reviews

Apartment in Guisborough

This Stylish apartment is located in the historic market town of Guisborough perfect for those seeking a cosy getaway. Fully renovated throughout to provide you with a luxurious stay. Take a stroll into the town to sample all the local eateries, pubs and independent shops , pack your walking boots to explore the local forest or Roseberry Topping. Saltburn by the Sea 10 minutes away Great base to explore the local area This property has private parking available throughout your stay .

Top guest favorite
A winding brick pathway leads through a lush garden, surrounded by various flowering plants and greenery. A vibrant mix of colors is visible among the roses and native plants, while a partially fenced area provides a defined space for relaxation.
Townhouse in Redcar and Cleveland
4.96 out of 5 average rating, 129 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
Condo in Stokesley
4.98 out of 5 average rating, 601 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
Apartment in Stokesley
5 out of 5 average rating, 335 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.

Top guest favorite
Guest suite in North Yorkshire
4.98 out of 5 average rating, 345 reviews

*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.

Top guest favorite
A charming stone cottage is displayed, featuring a symmetrical facade with two prominent windows and a white door. Accents such as a front garden with flowers and a small fence create a welcoming entrance. The surroundings include lush greenery and nearby trees.
Cottage in Castleton
4.91 out of 5 average rating, 221 reviews

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.

Guest favorite
Home in Redcar and Cleveland
4.95 out of 5 average rating, 40 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.

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
4.88 out of 5 average rating, 283 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
4.86 out of 5 average rating, 304 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
Barn in Moorsholm
4.97 out of 5 average rating, 103 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.

Top guest favorite
The exterior of the Annex features a stone facade with a rustic tiled roof. A light-colored door is placed centrally, flanked by small windows. Lush green plants and flowers are positioned at the entrance, enhancing the welcoming appearance amidst a garden setting.
Tiny home in Urra
4.98 out of 5 average rating, 192 reviews

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.

Popular amenities for Guisborough vacation rentals

When is the best time to visit Guisborough?

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Frequently Asked Questions

  • 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 cottage rentals in Guisborough have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen 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.

  • 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.

  • Do cottage rentals in Guisborough have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Guisborough. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in cottage rentals in Guisborough?

    Experience the best of Guisborough with our cottage rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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 2,550 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!