
Family-friendly holiday rentals in Guisborough
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Top-rated family-friendly rentals in Guisborough
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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.

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.

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.

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.

*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.

North Yorkshire Shepherds Hut Great Ayton
Great Ayton TS96HY. The Yorkshireman is situated in a Quiet and restful position close to the hills for walks. Clean and comfortable, the Shepherds Hut is near to Great Ayton, the childhood home of Captain Cook, with lovely tea rooms and friendly villagers. It's a 10 minutes drive is the North Yorkshire Moors gateway which will lead you to Whitby. (Our apologies but with a heavy heart we decided not to allow dogs as it is such a small space and we have to consider other guests allergies 🤧)

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.

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 Bottom Pigsty at Fowl Green Farm
Bottom Pigsty The Bottom Pigsty is a mezzanine style cottage. The downstairs space is an open-plan living area with a separate wet room shower, basin and toilet. There is a kitchen area with oven, hob, microwave, fridge and all the appliances and crockery, pans and oven wear you will need for your stay. There is a TV, Wi-Fi and USB sockets. Upstairs is a mezzanine overlooking the lower level. Sleeping is in double bed and a single with trundle (sleeping 4 comfortably in one space.

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

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.

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
Family-friendly home rentals with a hot tub

Sundial Cottage, Stunning 3Bed Cottage with Hottub

Boutique Cottage private Hot tub Northallerton

Barn Owl Luxury Shepherd Hut with private hot tub

Cosy Cabin with Hot Tub in North Yorkshire

The Kingfisher' Nest - tranquil Riverside Cottage

2 bedroom lodge with hot tub in private woodland

Escape into Nature - Woodpecker

Crumbleclive Cabin
Family- and pet-friendly home rentals

Apple Tree Cottage. Stokesley.North Yorkshire.

Winnow Cottage . in the Heart of the NY Moors

North Yorkshire, The Beehive-countryside get-away

Crabapple Cottage close to Runswick Bay & Staithes

Saltburn l The Outlook- Sea views, Dog friendly.

Spacious barn conversion in North Yorkshire

Romance or a rest at The Nest Castleton,Whitby!

Cheerful & Quaint 18th Century cottage
Family-friendly home rentals with a pool

2 Bed in Newton-on-Rawcliffe (88957)

3 bed home, swim spa, garden & ev charger

Ocean Nest-Lux 3-Bedroom Caravan- 8 Sleeps

Fantastic facilities inc pool - 5 bedroom cottage

1-bed cottage with incredible facilities inc pool

Family-friendly 3-bed cottage with pool & playroom

Magpie cottage

Luxury Farm House with pool & hot tub Pets welcome
When is the best time to visit Guisborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $120 SGD | $121 SGD | $121 SGD | $133 SGD | $137 SGD | $138 SGD | $125 SGD | $143 SGD | $131 SGD | $127 SGD | $124 SGD | $125 SGD |
| Avg. temp | 3°C | 3°C | 5°C | 7°C | 10°C | 12°C | 15°C | 14°C | 12°C | 9°C | 6°C | 3°C |
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 1,790 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!
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