Family-friendly holiday rentals in Guisborough

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Top-rated family-friendly rentals in Guisborough

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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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 Guisborough
4.88 out of 5 average rating, 155 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 favourite
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, 271 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 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.
Apartment in Stokesley
4.98 out of 5 average rating, 631 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
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.

Top guest favourite
A living area features a comfortable couch adorned with decorative pillows and a single armchair beside a bright window. A simple coffee table rests on a textured rug, completing the cozy ambiance of the space.
Cottage in Great Ayton
4.98 out of 5 average rating, 108 reviews

Bumble Cottage. Lovely 2 bedroom Edwardian cottage

Bumble cottage is a beautiful family and dog friendly holiday home. Only a short walk from the centre of the village. Great Ayton is situated on the edge of the North Yorkshire moors and provides a wonderful base for exploring the local area. There are many possibilities for family activities, for walking, hiking, road and mountain biking and running. The beautiful beach at Saltburn is also only a 15 minute drive away. There are several excellent and unique cafes, restaurants and bars.

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, 296 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
4.83 out of 5 average rating, 345 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
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.

Top guest favourite
A wooden lodge is depicted, featuring a spacious deck enclosed by a low fence. Outdoor seating arrangements are visible on the deck, with greenery surrounding the lodge. Large windows reflect natural light, enhancing the rustic charm of the structure set against a backdrop of hills.
Cabin in Middlesbrough
4.98 out of 5 average rating, 195 reviews

The Lodge at Viewley Hill Farm

Viewley Hill Farm Lodge is a spacious and comfortable 3 bedroomed wooden lodge on a working farm. Situated in a peaceful and idyllic setting, the lodge has stunning views of the North York Moors and the Cleveland Hills. Guests can enjoy a range of walks in the local area including some that can be accessed directly from the farm. The local area boasts not only fabulous countryside but also easy access to the glorious north east coast and a wide variety of visitors attractions.

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, 201 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
A modern dining area features a stylish white table surrounded by six chairs, with a decorative bowl placed at the center. Natural light enters through a large window, illuminated by a contemporary light fixture. A glimpse of a kitchen area and a small workspace is visible.
Townhouse in Guisborough
4.9 out of 5 average rating, 156 reviews

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.

Top guest favourite
The exterior of the building is showcased, featuring stone walls and a traditional red tile roof. Windows are framed in white, reflecting a classic style. A small bench is visible near the entrance, and a stone wall borders the pathway leading to the welcoming entrance.
Cottage in Danby
4.99 out of 5 average rating, 556 reviews

Farm Cottage with Stunning Views.

Nestled in the heart of the North Yorkshire Moors on our 100 acre Jacob Sheep Farm, close to the villages of Danby (3.9 miles) and (Castleton 3.7 miles) We are nothing like a hotel but instead offer quirky, comfortable, open plan, home from home accommodation in a tranquil setting. Arriving on foot, it is fully equipped with everything you might need. Close to Danby Castle wedding venue. We welcome all family pets and have plenty of fields for off lead exercise.

Popular amenities for Guisborough family-friendly rentals

When is the best time to visit Guisborough?

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Avg. price$134 SGD$143 SGD$137 SGD$130 SGD$134 SGD$136 SGD$144 SGD$146 SGD$138 SGD$134 SGD$128 SGD$142 SGD
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Quick stats about holiday rentals that are family-friendly in Guisborough

  • Total holiday rentals

    Explore 40 holiday rentals in Guisborough

  • Nightly prices starting at

    Guisborough holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,990 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Guisborough holiday rentals include wifi 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!