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Popular Cottages
- Box Tree Farm House
- The Old Police Cottage
- The Ranch
- Wren
- Fir Tree Lodge
- Low Pasture Cottage
- Lapwing Lodge Woodlands Collection
- St Edmunds House
- Owl At Grace View
- The View Broxa
- Manor Farm Cottage Driffield
- Maze Cottage
- St Hilda's Lodge
- Lovesome Cottage
- Damson Barn
- Waterlily
- King's Cottage
- Wooden Hare
- Box Tree Escapes
- Cliff House
- Coppy House View
- Spa On The Green
- Foxglove Retreat
- Bolster Moor View Golcar
- Box Tree Escapes
- Willow Retreat
- Stubbs Grange Barn
- Oyster Catcher
- The Hay Barn
- Plum Tree Cottage Richmond
Glaisdale Holiday Cottages
Our curated collection of Glaisdale cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Glaisdale holiday home today.
- Private hot tub with countryside views
- Michelin pub at the bottom of the drive
- Direct access to Esk Valley Walk
- Wood burner and open-plan living
- 15 miles from Whitby coast
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Visitor Rating
4.1
- Private hot tub
- Enclosed garden for pets
- Woodburning stove
- Near coastal villages
- Single-storey accommodation
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Visitor Rating
4.7
- Private hot tub
- Coastal location
- Dog-friendly enclosed garden
- Luxury welcome pack
- Exceptional staff service
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Visitor Rating
4
- Private hot tub and sauna
- Farm location with animals
- 10-minute walk to sea
- Flexible king-size beds
- Dog-friendly accommodation
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Visitor Rating
4.6
- Central Whitby location near harbour
- Private hot tub in courtyard
- Sleeps 8 in 4 bedrooms
- Abbey views from top floor
- Pet friendly accepts 2 dogs
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Visitor Rating
4.8
- Private hot tub with countryside views
- Peaceful North York Moors location
- Comfortable beds praised by guests
- Dog-friendly with enclosed garden
- Friendly and helpful owner
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Visitor Rating
3.9
- Private hot tub
- Near stunning Yorkshire coastline
- Dog-friendly holiday home
- Cosy woodburning stove
- Close to pubs and shops
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Visitor Rating
4.2
- Hot tub for relaxation
- Close to stunning beaches
- Dog-friendly with enclosed garden
- Woodland walks opposite
- Modern comforts in Victorian house
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Visitor Rating
4.4
- Private hot tub
- Coastal location
- Three well-appointed bedrooms
- Enclosed pet-friendly garden
- Modern kitchen with all appliances
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Visitor Rating
4.6
- Sleeps 17 in six bedrooms
- Hot tub and sauna
- 800 yards from beach
- Two separate living spaces
- Pet-friendly with enclosed garden
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Visitor Rating
4.6
- Private hot tub with sea views
- Super king-size bed
- 10 mins walk to beach
- Woodburning stove
- Peaceful and private location
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Visitor Rating
4.3
- Hot tub, pool & sauna on site
- Converted barn on the North Yorkshire Moors
- Sleeps 5 with enclosed garden
- 4 miles from Pickering
- One dog welcome
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Visitor Rating
4.4
- Hot tub, pool & sauna on site
- Converted barn sleeping 7
- Dogs welcome (up to 2)
- North York Moors on the doorstep
- Whitby & Scarborough within easy reach
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Visitor Rating
4.4
- Hot tub, pool and sauna on site
- Stunning moorland and valley views
- First-floor barn conversion sleeps 4
- One dog welcome
- Less than 5 miles from Pickering
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Visitor Rating
4.5
- Seven-seater jacuzzi hot tub
- Two en-suite wet rooms
- Underfloor heating throughout
- Short walk to Staithes
- Cleveland Way footpath access
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Visitor Rating
4.8
- Private hot tub in enclosed garden
- Sleeps 6 with 3 en-suites
- Two dogs welcome with private field
- Tennis court and billiards room access
- Wood burner in 30ft living area
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Visitor Rating
4.9
- Hot tub available on request
- 7ft super king-size bed
- Edge of North York Moors
- Dog friendly 2 dogs
- Wood burner and private terrace
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Visitor Rating
4.9
- Private hot tub
- Stunning countryside views
- 9-acre dog walking field
- Super-king bed
- Underfloor heating throughout
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Visitor Rating
4.9
- Private hot tub with stunning views
- Secure 9-acre dog walking field
- Total seclusion and privacy
- Luxury interior with underfloor heating
- Spectacular North York Moors location
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Visitor Rating
4.9
- Private hot tub with stunning views
- Dog-friendly with 9-acre exercise field
- Modern open-plan living space
- Perfect location for moors and coast
- King-size bed for ultimate comfort
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- Private hot tub with stargazing
- Two en-suite bedrooms
- Single-floor barn conversion
- Wood burner and Smart TV
- EV charging on site
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Visitor Rating
4.9
- Private hot tub with forest views
- Single-storey lodge sleeping five guests
- Broxa Forest location with walking trails
- Wood burner and panoramic windows
- Two dogs welcome with garden access
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Visitor Rating
4.6
- Private hot tub
- Dog-friendly accommodation
- Central village location
- Stylish period property
- Walking distance to pubs
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- Private hot tub with countryside views
- Three bedrooms sleeping six guests
- PlayStation 4 and Smart TVs throughout
- Dedicated dog-walking field for three pets
- Near Flamingo Land and moorland trails
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- Private hot tub on decking
- Dog-friendly with 20-acre field
- 2 miles from Moors Railway
- PS4 and Smart TVs throughout
- Both bedrooms have en-suites
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- Canopy-covered hot tub in garden
- Scandi log cabin on 60-acre estate
- Dalby Forest 5 miles away
- Pickering heritage railway 1.5 miles
- PlayStation 4 and Hypnos mattresses
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- Private covered hot tub
- Dog friendly up to 3 dogs
- Both bedrooms en-suite
- 60-acre estate with dog field
- 5 miles from Flamingo Land
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- Private hot tub included
- 20-acre on-site dog field
- 3 en-suite boutique bedrooms
- 1.5 miles from Pickering
- Enclosed garden with BBQ
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- Private hot tub on full-width decking
- Up to three dogs welcome
- 60-acre estate with dog-walking field
- Both bedrooms fully en-suite
- Under 5 miles from Flamingo Land
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- Private hot tub included
- North York Moors location
- Minutes from Pickering town
- Near Whitby and Scarborough
- Dalby Forest 8 miles away
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Explore more of Yorkshire
Popular towns and villages in and around Glaisdale
Addingham Arncliffe Askrigg Aysgarth Bagby Bainbridge Bedale Bempton Beverley Bishop Monkton Bishop Wilton Brandesburton Bridlington Brierley Burlington Burnsall Carlton Catterick Cayton Cononley Cottingham Coxwold Doncaster Driffield Easingwold East Ayton Filey Flamborough Folkton Giggleswick Glaisdale Grassington Great Ayton Guisborough Harewood Harrogate Haworth Hellifield Helmsley Hetton Hinderwell Hornby Hornsea Hovingham Hunmanby Ilkley Ingleton Keighley Kirby Hill Kirkbymoorside Knaresborough Knayton Lealholm Leeds Leyburn Lofthouse Long Preston Lothersdale Malham Malton Marsden Masham Mickleton Mulgrave Muston Nawton Norton Nunnington Oakworth Otley Oxenhope Pateley Bridge Pickering Pocklington Ravenscar Rawdon Redcar Reeth Richmond Ripon Robin Hood's Bay Romaldkirk Runswick Bay Sandsend Scarborough Seamer Sedbergh Settle Sheriff Hutton Silsden Skipsea Skipton Sleights Slingsby Sowerby Staithes Stokesley Sutton Threshfield Todmorden Ugthorpe Walkington Wentworth West Tanfield Whitby Withernsea