Family-friendly vacation 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

Cottage in Robin Hood's Bay

4.87 out of 5 average rating, 107 reviews

Burton House - on the seawall in Robin Hood's Bay

Burton House is a cosy 18th Century holiday cottage located 5 meters from the seawall at the top of King street and Chapel Street in the heart of the picturesque coastal village of Robin Hood's Bay . The house is packed full of traditional Victorian features and home comforts. The back of the house faces the sea and provides direct sea views from a number of small windows including the infamous "loo with a view". The beach, pubs, shops and cafes are a 2 minute walk along family friendly paths.

Oct. 4 – 11

$174 CAD per night

Guest favourite

Cottage in Runswick Bay

4.97 out of 5 average rating, 192 reviews

Seascape, an ideal seaside bolthole

Seascape is situated at the top of the picturesque village, Runswick Bay. Offering spacious living area, large garden (with outdoor shower) and private parking. This delightful, well proportioned home has been renovated to a high standard, incorporating seaside style with comfort and relaxation. Locally made driftwood sculpture and art provide unique decoration. To make the most of the sun all day long, the house has two outdoor seating areas - one at the front of the house and one at the back.

Nov. 8 – 15

$273 CAD per night

Guest favourite

Loft in Masham

4.91 out of 5 average rating, 315 reviews

The Old Masham Library - Grade 2 listed

The Grade 2 listed Old Library, Masham sits on the corner of the principle approach in to the Market Square from Swinton. Built in 1856 it originally served as the Mechanic Institute of then Mashamshire. It was designed by the respected William Perkin of Perkin and Backhouse of Leeds in Victorian Italianate style. In 2017-18 its internal was redesigned and fully refurbished by Langton Holdings Ltd. On the side of the building is 7kw EV charging by podpoint so be sure to download the app!

Jan. 20 – 27

$223 CAD per night

Guest favourite

Guest suite in Danby

4.78 out of 5 average rating, 240 reviews

Holly Cottage in Danby on North York Moors

Welcome to our characterful historic 500-year-old cosy cottage with views of North York Moors, set in a moorland village near a wonderful bakery, pub, station, and shop. Ideal for a quiet retreat and relaxing breaks. Country garden. Moorland walks from the door. The recent renovation has made a spacious light space with an upstairs bedroom and mezzanine and a large airy, sitting room. Shower room.Sleeps 4. Oak beams and feature stone wall. Pottery, walking, and foraging are available

Sep. 10 – 17

$230 CAD per night

Guest favourite

Apartment in Whitby

4.96 out of 5 average rating, 313 reviews

Lot 1, The Old Auction Rooms, The Paddock, Whitby

Our first floor apartment has a prime location in the centre of town with Whitby Harbour, pier and beach all within short walking distance and the master bedroom offering fantastic views over the Abbey and St. Mary's Church. The location provides a real taste of Whitby- nestled amongst the idyllic streets and alleyways filled with great restaurants and quaint shops yet remaining a peaceful and quiet haven to wind down after a busy day of taking in the sights (and smells) of Whitby.

Nov. 23 – 30

$218 CAD per night

Guest favourite

Cottage in Coxwold

4.99 out of 5 average rating, 162 reviews

Fabulous cottage in Coxwold, the perfect bolthole!

Braecote is a peaceful, warm, and welcoming cottage in the picture perfect village of Coxwold. With wide grass verges, honey coloured stone houses and a traditional country pub just up the road, Coxwold is one of the prettiest villages in North Yorkshire. York, Harrogate, Helmsley and Malton are close by, the North York Moors, Yorkshire Dales and east coast all within easy reach. Newburgh Priory is just up the road and Michelin starred Black Swan at Oldstead a short drive away.

Jan. 13 – 20

$173 CAD per night

Guest favourite

Home in Staithes

4.99 out of 5 average rating, 103 reviews

Driftwood Cottage with sea Views

Driftwood Cottage is a stylish recently renovated 2 bedroom cottage (sleeps 5) arranged over 3 floors located in the picturesque seaside village of Staithes, North Yorkshire. The cottage is snugly situated on a peaceful side street with beautiful sea views of Staithes Harbour and is a stone's throw from the sea front and the local pub. The cottage is beautifully presented with an open plan ground floor comprising of living room, dining area and well equipped modern kitchen.

Sep. 24 – Oct. 1

$272 CAD per night

Guest favourite

Apartment in North Yorkshire

4.96 out of 5 average rating, 217 reviews

17a Grape Lane, Whitby

17a Grape Lane offers the very best in holiday accommodation - a central location, a beautiful listed building, harbour views and a comfortable and stylish home from home. It’s a tasteful, luxurious and comfortable self-catering holiday apartment set out over two floors. With a huge lounge, a fitted kitchen with dining area and two generous bedrooms, two bathrooms and a downstairs toilet and fantastic harbour views, you’ll have space to really relax and enjoy your stay.

Jan. 6 – 13

$221 CAD per night

Guest favourite

Apartment in Redcar and Cleveland

4.89 out of 5 average rating, 388 reviews

Beach View Apartment - Amazing Views Marine Parade

Newly renovated top floor apartment with amazing panoramic views of the beach and the sea from the turret tower. Super fast broadband and Netflix smart TV. Light cascades through this glorious building located on the very well known Marine Parade in Saltburn. Located within half a mile of shops, pubs, beach and restaurants, this stunning apartment is a must for short and longer stays in Saltburn.

Nov. 24 – Dec. 1

$191 CAD per night

Guest favourite

Cottage in Osmotherley

4.98 out of 5 average rating, 198 reviews

Stanley Cottage, in the heart of Osmotherley

Traditional, cosy old weavers cottage with all modern facilities. In the heart of the village of Osmotherley, with great access to the North York Moors for walkers, dog owners, cyclists and families enjoying good food. Visit our website: stanleycottageosmotherley . co . uk Please note, if covid restrictions prevent your stay then a refund would be paid.

Jan. 12 – 19

$204 CAD per night

Guest favourite

Home in Westerdale

4.96 out of 5 average rating, 123 reviews

Beautiful, quiet and private historic Coach House

My place is in the heart of the North York Moors and close to the Yorkshire Heritage Coast. surrounded by stunning views, open countryside and within easy reach of all the attractions of the Yorkshire moors. The property is in an unspoilt, peaceful and idilic location. with private courtyard parking and established gardens

Mar. 24 – 31

$237 CAD per night

Guest favourite

Home in Runswick Bay

4.98 out of 5 average rating, 173 reviews

Starboard Cottage, Runswick Bay.

A beautifully renovated former Coastguards cottage situated at the 'top of the bank' in Runswick Bay with an open plan living space, utility & downstairs shower, 2 double rooms, 3rd bedroom with twin beds & house bathroom. Outside a large garden with trampoline and private parking for two cars.

Mar. 8 – 15

$286 CAD per night