Vacation rentals in Guisborough

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.

4.87 out of 5 average rating, 141 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

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 .

4.96 out of 5 average rating, 127 reviews

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

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.

4.96 out of 5 average rating, 246 reviews

An exterior view of a charming self-contained apartment, featuring a red-tiled roof and rustic brick facade. A small patio area is visible, furnished with a table and chairs, surrounded by scenic countryside, under a bright blue sky with scattered clouds.

Guest suite

North Yorkshire, The Beehive-countryside get-away

The Beehive is a beautiful self-contained apartment, situated on our farm, with separate access, king size bed, sofa seating area, fully equipped private kitchen, and bathroom with a bath and shower. Full off-road car-parking, and private patio area. Situated in the countryside directly onto a Bridleway, only 0.5m away from the stunning Hutton Rudby Village surrounded by views of the Cleveland Hills, Captain Cooks Monument and Roseberry Topping. Perfect for walking, cycling or just relaxing.

4.98 out of 5 average rating, 560 reviews

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

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.

5 out of 5 average rating, 328 reviews

Apartment

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.

4.98 out of 5 average rating, 316 reviews

A charming building features wooden siding and large windows that illuminate the interior. Surrounding the structure is a well-kept garden with diverse greenery and pathways, enhancing the outdoor ambiance. The picturesque setting is complemented by a stone patio area for sitting and relaxing.

Guest suite

*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.

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.

5 out of 5 average rating, 26 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.

4.97 out of 5 average rating, 200 reviews

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

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.

4.89 out of 5 average rating, 259 reviews

Cottage

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.

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.

4.88 out of 5 average rating, 277 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

4.96 out of 5 average rating, 192 reviews

A small patio area is depicted through open double doors, showcasing a circular table surrounded by four chairs. Lush greenery and a well-maintained garden provide a serene backdrop, with potted plants adding to the inviting outdoor setting.

Guest suite

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.

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Popular amenities for Guisborough vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Guisborough

A comfortable living area is presented with two brown leather armchairs and a low coffee table. A flat-screen television rests on a stand against the wall, accompanied by decorative plants on a shelf. Natural light enters through a large window with a roller blind.

5 out of 5 average rating, 9 reviews

Woodcock House 3 Bedrooms Workstays UK

Cottage

4.96 out of 5 average rating, 49 reviews

The old stables bousdale farm Pinchinthorpe

4.99 out of 5 average rating, 146 reviews

A compact area features a white dresser with a TV placed on top. A set of blue and white decor items is arranged beside the TV. The staircase leads to a well-lit area above, with soft, muted tones on the walls and a textured carpet underfoot.

Private room

Beautiful room to rent

A serene bedroom is presented with a spacious bed, featuring a light-colored duvet and decorative pillows. Two bedside tables flank the bed, each with a lamp. A textured wooden accent wall adds warmth, complemented by small plants in wall-mounted holders.

4.73 out of 5 average rating, 55 reviews

Walkers Row

A welcoming entryway features a staircase with carpeted steps, leading to the upper floors. The stone wall texture adds character to the space. A coat rack stands to the side, while tiled flooring offers a practical and easy-to-maintain surface.

4.67 out of 5 average rating, 3 reviews

Roseberry House

A wooden signpost stands on a grassy hill, indicating directions to the Cleveland Way. The coastline is visible in the background, with cliffs descending to the sea and vibrant skies at sunset, casting warm hues over the landscape.

5 out of 5 average rating, 21 reviews

Country cottage on Cleveland Way

4.89 out of 5 average rating, 9 reviews

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