Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- Sandbanks in Bridlington
- Corner Cottage
- Church View
- Linden Manor in Bridlington
- Station View in Pickering
- Foxes Den
- Columbus Retreat
- Laburnum Lodge
- Eagles Peak
- Waterside Lodge Three
- Cass Lodge in
- Stags Mount
- Stylish Hot Tub House
- The Foldyard
- Brandy Lodge at Tavern Cottages
- The Pheasantry
- Maheshwar
- Stable Cottage
- Low Shipley Cottage
- The Milking Parlour
- Ghyll Crest
- The Stables Norwood
- Pear Tree Cottage
- The White House
- The Old Post Office
- The Stables in Rudston
- Thompson Rigg House
- Waterside Lodge Fifteen
- Moorgate Lodge at Moorgate Farm
- Lonsdale Villa
Stokesley Holiday Cottages
Our collection of Stokesley holiday cottages brings you to the heart of North Yorkshire's market town heritage. You'll discover Georgian architecture lining the wide High Street and independent shops selling local produce. The River Leven flows gently through this historic town beneath ancient packhorse bridges!
Your cottage stay puts you perfectly placed for exploring the North York Moors National Park. Families can visit nearby Newham Grange Farm or tackle scenic walks through Captain Cook's countryside. Groups and couples will love returning to your hot tub after days spent discovering Roseberry Topping. Whether you choose a traditional rental or modern lodge with glamping options available, Stokesley offers an authentic UK escape.
Visitor Rating
4.9
- Private hot tub for seven
- Cleveland Hills lake views
- Xbox One gaming console
- Shared sauna with views
- Wood burner cosy evenings
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Visitor Rating
4.8
- Private hot tub for seven
- Lake views Cleveland Hills
- Xbox One gaming console
- On-site playground and lake
- Shared sauna wellness facility
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Visitor Rating
4.6
- Private hot tub for seven
- Clear fronted sauna
- Lake and hill views
- Children's playground facilities
- Modern luxury lodge 2019
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Visitor Rating
4.3
- Hot tub with lake views
- Sleeps six across three bedrooms
- Woodburner and modern kitchen facilities
- Children's playground and boating lake
- Private parking and peaceful location
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Visitor Rating
4.3
- Private hot tub for seven
- Lake views Cleveland Hills
- Luxury single-storey lodge accommodation
- Children's playground onsite facilities
- Captain Cook heritage location
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- Private hot tub with views
- Luxury lodge near moors
- Smart TVs throughout
- Private parking included
- Welcome pack provided
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- Private hot tub countryside views
- Two bedrooms sleep four guests
- Open plan living smart TV
- Three pubs walking distance
- Private parking two cars
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Visitor Rating
4.6
- Private hot tub for four
- Grade II listed luxury cottage
- Cinema room entertainment space
- Heart of Guisborough location
- Near Yorkshire coast beaches
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Visitor Rating
4.5
- Private hot tub for four
- Historical 1856 cottage character
- Purpose-built dog shower facility
- National Park on doorstep
- Heritage coastline six miles away
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Visitor Rating
5
- Wood-fired hot tub with views
- Historic 1707 stone cottage character
- Complete off-grid eco-friendly living
- Direct access to moorland walks
- Working farm with sheep cattle
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Visitor Rating
5
- Stunning countryside views
- Hot tub with pagoda
- Huge kitchen with two dishwashers
- Ground floor disabled access
- High-quality luxury furnishings
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Visitor Rating
5
- Private hot tub for six
- Luxury 2023 barn conversion
- Pet-friendly enclosed garden
- National Park moorland location
- Coast thirty minutes away
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Visitor Rating
4.8
- Log-fired bath for two
- Kingsize bed luxury accommodation
- Woodburner and cosy atmosphere
- North York Moors location
- Private parking included
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- Hot tub relaxation
- Two-level enclosed garden
- Sleeps 8 guests comfortably
- 2 miles from Saltburn beach
- Pet-friendly with free stays
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Visitor Rating
5
- Private wood-fired hot tub
- Panoramic North York Moors views
- Luxury glamping lodge experience
- Working farm countryside setting
- Award-winning customer rated property
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Visitor Rating
4.9
- Grade II listed historic farmhouse
- Private hot tub for eight
- Games room with pool table
- Six car private parking
- Yorkshire Dales countryside location
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Visitor Rating
5
- Private hot tub with views
- Wood burning stove included
- Three bedrooms sleep five
- Dog friendly with paddock
- Direct moorland walk access
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Visitor Rating
5
- Wood-fired hot tub for six
- All bedrooms have ensuites
- Scaling Dam water sports access
- North Yorkshire Moors National Park
- Recently restored luxury cottage
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Visitor Rating
4.3
- Private hot tub with country views
- Self-contained studio for two guests
- Working farm in National Park
- Moorland walks from the doorstep
- Welcome pack and towels included
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Visitor Rating
5
- Private hot tub and sauna
- Cosy woodburner for atmosphere
- Working farm peaceful location
- Ground floor romantic cottage
- Excellent walking from doorstep
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Visitor Rating
5
- Sea views from eight-person hot tub
- Four en-suite king bedrooms
- Games room with pool table
- Welcome hamper with homemade treats
- Perfect location for coast and countryside
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Visitor Rating
4.6
- Private hot tub with countryside views
- Two cosy woodburning stoves
- Direct access to moorland walks
- Characterful stone cottage with beams
- Enclosed garden perfect for dogs
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Visitor Rating
5
- Private hot tub for 4
- Sleeps 8 luxury bungalow
- Enclosed garden pet friendly
- Near A1 easy access
- Four bedrooms three bathrooms
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Visitor Rating
4.3
- Hot tub for post-walk relaxation
- Outdoor kitchen with BBQ
- Cosy wood burner for winter evenings
- Upstairs den for kids
- Enchanting fairy-lit garden
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Visitor Rating
4.8
- Private hot tub in enclosed garden
- Three en-suite bedrooms sleep six
- Two dogs welcome with private field
- Tennis court and billiards room access
- Wood burner in 30-foot living area
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Visitor Rating
4.8
- Luxury hot tub and sauna
- Prime Helmsley market square location
- Pet-friendly with enclosed garden
- Sleeps 4 in comfort
- Premium furnishings throughout
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Visitor Rating
4.9
- Private 4-acre woodland setting
- Hot tub and sauna
- Close to Whitby and coast
- Dog-friendly with secure grounds
- Thoughtful welcome hamper included
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Visitor Rating
4.6
- Hot tub with garden views
- Dog-secure walled garden
- 450m from beach
- Wood burner for cosy evenings
- Flexible bedroom arrangements
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Visitor Rating
5
- Private hot tub for seven
- Luxury barn conversion accommodation
- Sleeps 12 across five bedrooms
- North York Moors National Park
- Private parking for five cars
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Visitor Rating
4.8
- Private hot tub for six
- Five bedrooms sleep ten
- Large kitchen with Aga
- Walking distance to amenities
- One mile from beach
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Explore more of Vale of York
Popular towns and villages in and around Stokesley