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
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, 134 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 cozy sitting room is presented with a large mirror reflecting warm light from a chandelier. A television is positioned across from a log burner, surrounded by two armchairs and a comfortable sofa. Soft gray tones and decorative cushions contribute to the welcoming ambiance.
Cottage in Stokesley
4.91 out of 5 average rating, 316 reviews

Apple Tree Cottage. Stokesley.North Yorkshire.

A delightful old cottage overlooking West Green with a mix of antique, upcycled and vintage inspired decoration. The cottage is dog friendly, with a patio and large enclosed, secure garden. Located on the outskirts of the historic market town. The town has a distinguished wide cobbled high street lined with Georgian and Victorian buildings. It is served by banks,shops, up market restaurants and pubs. Surrounded by the Yorkshire Moors it makes an ideal base for exploring the Dales & East coast.

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, 628 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.
Flat in Stokesley
5 out of 5 average rating, 342 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.

Guest favourite
An open living area features a comfortable sectional sofa in a calming blue tone, paired with a natural wood table. Natural light enters through two skylights, illuminating the space with light neutral walls and a striped carpet providing a subtle contrast.
Home in Marton-in-Cleveland
4.95 out of 5 average rating, 130 reviews

‘The Penthouse’

This modern place to stay is perfect for anyone visiting the area;professionals,families&friends alike.Spread across the top floor of one of the largest houses in Marton,with it’s own guest entrance,it offers space,security&privacy. ‘The Penthouse’ comprises of2double bedrooms,a bathroom&open living area.There is also the option to turn a double room into a twin for flexibility. It has its own fridge,kettle,tea&coffee,workspace, TV&access to a utility(m’wave,toaster,airfryer,hob) for cooking.

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, 107 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, 295 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, 344 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
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.

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$135 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!