Family-friendly holiday rentals in Guisborough

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Popular amenities for Guisborough family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Scorton
5 out of 5 average rating, 55 reviews

Village Property with Hot Tub

SophieRating, 5 stars1 month ago
Absolutely loved our stay here, the cottage its self was gorgeous and the space inside was a really great lay out and very spacious! The cottage had everything we needed as-well as the little extras that were complimentary, and overall Sheila has been a great host and I would recommend this place, we had an amazing stay here! Thank you x
Cottage in Easington
4.53 out of 5 average rating, 53 reviews

Gatekeepers Cottage

JackieRating, 5 stars9 months ago
Firstly wow! The area in which this little cottage is set is beautiful, tranquil and private and has an enclosed garden for mine and my sister’s dogs. The welcome hamper was the best we’ve ever had with so many goodies in! Lots of local dog walks around the area and hotel grounds and we even found a waterfall after a heavy rainfall which was a lovely surprise. The cottage was clean and all beds made up, towels were provided too. Log fire and wood fired pizza oven and hot tub were so welcome on a foggy day when we were unable to travel. Wi-Fi was a bit hit and miss but not a real problem. Would definitely recommend to anyone. Only negative was only 2 windows open. We loved the fact we were surrounded by nature and birdsong and would have loved to have the windows open to make the most of this. Wouldn’t put us off going again as there are so many other areas we didn’t get to explore around there.
Guest favourite
Home in Middleton-on-Leven
5 out of 5 average rating, 16 reviews

Maple Cottage

NeilRating, 5 stars1 month ago
Beautiful place so relaxing just what we needed as a family to regroup and recharge our batteries. Very well equipped with all the essentials made use of the washing machine and airer and ironing board and iron. Great wfi. Hot tub was lovely and the veiws from it.
Superhost
Farm stay in York
4.77 out of 5 average rating, 449 reviews

Farm Glamping Cabin with Hot Tub - amazing views.

HeatherRating, 5 stars2 weeks ago
Lovely little place, perfect for a get away break. The hottub was great to relax in. The goats are gorgeous and so friendly. The family dog was a welcome visitor. Amazing to sit and listen to the birds and look at the beautiful scenery.
Home in Trimdon Grange
4.74 out of 5 average rating, 23 reviews

Quaint 4 Bed Barn Conversion Barnhouse Starshinezz

FionaRating, 5 stars5 months ago
The photos don’t do this place justice. It really is beautiful. Quaint, spacious, clean and tidy. Plenty of facilities such as vac, mop, washing machine, dryer, cleaning products etc. Kitchen is a lovely space to all sit together. Bedrooms were very spacious and room for clothes etc. Lovely nights sleep in comfortable beds. Central heating worked a treat with log fire in the room (we didn’t need to use) including other heaters. It is lovely and warm and cosy. The views and surrounding areas are lovely. We used the hot tub which was a lovely addition and worked well been outside the conservatory part. We were a family group of mixed ages and we would absolutely stay here again. Host was great with contact prior to arrival with flexible check in/out. Overall a brilliant stay and we’ve also said we would return.
Top Guest favourite
Bungalow in Wingate
4.99 out of 5 average rating, 156 reviews

Rest at the Nest @ Red Hurworth

HarrietRating, 5 stars1 month ago
Fantastic house in beautiful surroundings - we were a group of 11 and the house was so well equipped with everything we needed. The online guidebook provided in advance was very thorough and helpful with recommendations for the local area and information on the house amenities. Would definitely stay again with a group and would recommend to anyone!
Guest favourite
Cottage in Fylingthorpe
4.96 out of 5 average rating, 405 reviews

Hazel Cottage nestled twixt coast and Moorland

ClareRating, 5 stars2 weeks ago
We had a wonderful stay in this lovely holiday home which is in a stunning location overlooking Robin Hoods Bay. It really was an unbeatable location. Steve was a fantastic host, giving us all the information we needed about the property and location. He also left us some welcome extras in the fridge 😊 The property was clean and well presented, and the hot tub and snooker room were enjoyable extras. We would happily return to this beautiful, peaceful spot in the future.
Home in Easington
4.71 out of 5 average rating, 7 reviews

Tawny Owl

KatyRating, 5 stars38 months ago
Very comfortable w/e in an immaculate and well appointed property. So close to Staithes yet out of the hustle and bustle with views across open countryside. Would definitely rebook.

Family- and pet-friendly home rentals

Top Guest favourite
Home in Pickering
5 out of 5 average rating, 43 reviews

The Coach House at Noelle's Cottages

ChristopherRating, 5 stars1 week ago
We had a wonderful week at David and Philip's place, with our one and three-year-old children. The cottage was idyllic and the garden at the front of the property felt like stepping into our own little world. Our eldest was sure he saw fairies amongst the flowers and both kids loved playing in the safe, enclosed space. We had also asked for use of the BBQ which was ready and waiting for us and made for a lovely afternoon enjoying the space and relaxing. The cottage itself was perfect for our needs and the moveable stair-gate (top or bottom of the stairs) was a huge help for keeping our risk-oblivious explorers safe. There was lots of space for them to play in a cosy setting which felt like a home very quickly. The use of the cot and high-chair (arranged in advance) was also a huge help. The location was perfect, with plenty of indoor and outdoor places to visit (castles, beaches, gardens, Flamingo Land, Eden Camp, Forests) all a short drive away. Would absolutely stay again!
Guest favourite
Cottage in North Yorkshire
4.92 out of 5 average rating, 132 reviews

Bridge View Cottage, Whitby

PierceRating, 5 stars2 weeks ago
My friend and I really enjoyed our time at Kate's. The place was lovely, really clean, and really easy to explore the rest of Whitby from. Kate's communications were really helpful and clear. She sent us a helpful guide about what to do in Whitby, we particularly loved the walking routes (we personally thought the walk / hike from Whitby to Sandsend and then onto Kettleness via the Cleveland Way was absolutely amazing!) There's a really nice pub called The Endeavour less than 5 minutes walk from the cottage, very friendly and cozy, good range of drinks, and lots of friendly dogs.
Top Guest favourite
Apartment in North Yorkshire
4.96 out of 5 average rating, 255 reviews

17a Grape Lane, Whitby

KerrinRating, 5 stars1 week ago
Great place to stay in the centre of Whitby
Guest favourite
Townhouse in Whitby
4.91 out of 5 average rating, 247 reviews

Lancaster House

SarahRating, 5 stars2 weeks ago
This is our fourth stay at Lancaster House and we had another fabulous time. Great location & well suited to a family.
Superhost
Home in North Yorkshire
4.92 out of 5 average rating, 160 reviews

Luxury Edwardian house in Whitby with parking

CarolineRating, 5 stars1 month ago
A perfect spot for a family gathering ! Easy to find and just a short walk into the centre of town. We loved the space, immaculate well presented rooms, cosy warm around the Aga and comfortable shared spaces. Plenty of parking and great for our dog, and a communicative and helpful host. Couldn’t fault it, would definitely recommend!
Guest favourite
Cottage in Whitby
4.92 out of 5 average rating, 59 reviews

Thresher Cottage (self catering)

AshleighRating, 5 stars3 weeks ago
The best 3 night stay at Thresher Cottage. Surroundings are so peaceful, except for some friendly mooing which we loved, but Whitby and Pickering only a short drive away. Really impressed with the size and layout of the cottage, wish we had booked for longer now! Recommended to friends and family already
Superhost
Home in Runswick Bay
4.96 out of 5 average rating, 160 reviews

Outstanding detached holiday home ..

AnnabelRating, 5 stars1 month ago
What a beautiful place! We stayed as a family of 6 adults and 5 children, the children ranged in age from 15-3 and the house suited everyone. The kids loved the garden and the grandparents loved the places you could go for a little relax. The view from the top back bedroom is a beautiful sea view - just fabulous. The location is perfect for Runswick Bay beach and a walk along the Cleveland Way. It’s also a short drive to Sandsend and Staithes. The property is immaculate and is very well equipped for everything you might need. Highly recommended .
Superhost
Home in Runswick Bay
4.81 out of 5 average rating, 161 reviews

Runswick Bank Top Home Sleeps 5 with Parking

StevenRating, 5 stars3 weeks ago
Great accommodation. spotlessly clean, well stocked with utensils and basic provisions , sauces, oils, chutney etc. First class food from Hotel next door.

Family-friendly home rentals with a pool

Superhost
Home in Ebberston
4.74 out of 5 average rating, 23 reviews

Cottage sleeps 5 with indoor swimming pool

JadeneRating, 5 stars7 months ago
This hidden gem was perfect for our family getaway, away from the hustle and bustle of day to day life. we were welcomed with a smile, and a beautiful home made cake and loaf of bread, as well as a fun "boo-basket' with hot chocolate, smores ingredients and a pumpkin to carve. cottage was exactly as described and clean and tidy. we loved the indoor swimming pool and games room, allowing us the holiday fun irrespective of the weather. The Coachman Inn pub only a mile away, had the freshest pint and one of the best steaks we've ever had. close to Pickering, were we took the steam train to Goathland, and Dalby forest to go swing at Go Ape and ride bikes. and only 30 mins from Whitby to get a dose of sea-side and fish n chips! the grounds of the cottage were beautiful too, for a lovely evening stroll, where we met the sweetest chickens and ducks. Truly a fab week away to recharge the batteries !! thanks so much!! and will definitely recommend!
Superhost
Home in Ebberston
4.5 out of 5 average rating, 12 reviews

3 bedroom cottage with swimming pool access

HeatherRating, 5 stars11 months ago
Perfect location. Perfect house. Perfect host. I stayed in Orchard House with my husband, daughter, son in law and two grandchildren aged 12 and 14. The host was so kind and had left milk, bread and a home made loaf for us. One morning we found a bowl of peaches from her garden on our doorstep. Jacqueline is nice and friendly and is available if you need to know anything. We loved everything about the house. Plenty room for us all. Great sized living room. Kitchen come dining room was ideal as were the 3 bathrooms. The kitchen is well equipped with everything you need. The appliances are new and of the highest quality. Also made use of the log fire when we returned at night. We all enjoyed the swimming pool and table tennis. These activities were such an added bonus. A quiet peaceful location close to so many beautiful villages. Visited Thornton-le-Dale, Malton, Pickering, Scarborough, Filey, Eden Camp, Flamingo Land, and went on the NYMR steam train from Pickering to Whitby.
Guest favourite
Home in Ebberston
4.8 out of 5 average rating, 15 reviews

Family sized cottage, sleeps 4 and swimming pool

LucyRating, 5 stars2 months ago
Absolutely loved our stay at Cliff House with Jacquline. Beautiful location, swimming pool was such a bonus for the children, they loved it! The grounds were fantastic, such a lot to explore, our children loved the chickens and climbing frame and the private wood was great for hide and seek. Jacquline was such a great, friendly host and gave us great advice about visiting York. She even arranged an Easter egg hunt for our children. We had a wonderful time and would definitely recommend.
Superhost
Home in Ebberston
4.79 out of 5 average rating, 43 reviews

One bedroomed cottage with swimming pool.

BeckyRating, 5 stars3 weeks ago
Lovely little place in beautiful countryside environment and a friendly pub just up the road (the grapes). There is an off lead dog walk directly outside the property. We loved our stay, opening the windows and listening to just the birds, the brook flowing right past the home, and the owls hooting at night. We would definitely return
Superhost
Home in Ebberston
4.78 out of 5 average rating, 27 reviews

One bedroomed cottage with swimming pool.

MarkRating, 5 stars9 months ago
Perfect location for exploring the North Yorks Moors and East Coast. The cottage was exactly as described, comfortable and a great base. Facilities were great and the local village is very peaceful with a good local pub for food and drinks.

Quick stats about holiday rentals that are family-friendly in Guisborough

  • Total rentals

    40 properties

  • Nightly prices starting at

    $31 AUD before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore