Holiday houses in Guisborough

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Top-rated holiday rentals in Guisborough

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Guest favourite
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, 148 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.

Top Guest favourite
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 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 favourite
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, 592 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 favourite
A self-contained studio apartment features a spacious bed with light blue bedding. A dining table with black chairs is positioned near a window that offers views of the countryside. The well-equipped kitchen is visible, with modern appliances and counter space.
Apartment in Stokesley
5 out of 5 average rating, 334 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 favourite
The bungalow is set within a well-maintained garden featuring lush green grass and various plants. Large windows offer a view of the outdoor space, while a wooden trellis with hanging flowers is visible to the left. Clear skies and sunlight enhance the inviting exterior ambiance.
Guest suite in Great Ayton
4.99 out of 5 average rating, 106 reviews

The Stonehouse - lovely, spacious annexed bungalow

Bungalow in beautiful North Yorkshire village, childhood home of Captain James Cook situated on the edge of North Yorkshire Moors Short drive to many places of beauty. Popular with walkers and cyclists Market town of Stokesley 2 miles away Access and use of large garden Guests are responsible for their own, their children’s and their pets safety at all times Entrance to bungalow accessible at all time via key safe - code on request Hosts available in person or by phone No smoking in bungalow

Top Guest favourite
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, 219 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 favourite
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 Redcar and Cleveland
4.95 out of 5 average rating, 39 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, 281 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.

Guest favourite
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
4.87 out of 5 average rating, 300 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 favourite
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, 179 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.

Top Guest favourite
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 in Great Ayton
4.96 out of 5 average rating, 196 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.

Guest favourite
The exterior of the cottage features a welcoming entrance with a decorative awning. A small courtyard is highlighted by a table and chairs, ideal for outdoor dining. Sunlight streams down, illuminating the surrounding greenery and flower pots, creating a serene outdoor space.
Cottage in Marske-by-the-Sea
4.88 out of 5 average rating, 104 reviews

Cosy Seaside Cottage

Enjoy a memorable visit when you stay in this unique , stylish cosy cottage. Just 100 meters from the dog friendly sandy beach with breathtaking views . Walk to Saltburn to explore the many restaurants and bars or stay local with many coffee shops , bars , places to eat and shops to visit . When you are not exploring the local area , of walking many of the excellent trails you can sit and enjoy a glass or two on one of the two large comfy sofas in front of a real fire.

Popular amenities for Guisborough holiday 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 holiday rentals in Guisborough

  • Total holiday rentals

    Explore 60 holiday rentals in Guisborough

  • Nightly prices starting at

    Guisborough holiday rentals start at $30 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Guisborough holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Guisborough rentals

  • 4.8 Average rating

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