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- Hayloft
- Shirley’s Haven at Emmotland Holidays
- Rosedale - Port Mulgrave
- The Stables at Grange Barn
- Wellington House
- The Stables Norwood
- The Old Back Kitchen
- Hayloft
- Oakworth Cottage Two
- Ladysmith
- Tennyson House
- Jorvik Villas in York
- Seascape Villa
- Owl View
- Aysgarth Lodge
- Stan Hollis Lodge
- Greenlands Farmhouse in Barmby Moor
- Ewe Lodge
- Rose Cottage at Hoxne Cottages
- Honeysuckle
- Oakworth Cottage Three
- Waterside Lodge Two
- Wellington Lodge
- Pine Meadows Retreat
- Bridlington Bay House
- Peacocks Rest
- Fairways Retreat 2
- The Dairy
- Station View in Pickering
- Bee’s Cottage in Staintondale
Pickering Holiday Cottages
Rated Top 5 Most Popular Places in Vale of York 2026 by our visitors
Our collection of Pickering holiday cottages offers you the perfect base to explore this historic North Yorkshire market town. Situated on the edge of the North York Moors National Park, Pickering boasts the famous North Yorkshire Moors Railway and medieval Pickering Castle. Your stay here puts you within easy reach of Beck Isle Museum and the town's thriving Monday market.
Whether you're travelling as families, couples or groups, our cottages provide comfortable accommodation with options including hot tub lodges and glamping rentals. Explore the dramatic moorland scenery, visit nearby Dalby Forest or take a steam train journey to Whitby! The town's excellent pubs and independent shops make this UK destination ideal for memorable breaks.
Visitor Rating
5
- Steam railway views opposite
- Rooftop hot tub terrace
- Three themed bedrooms
- Central Pickering location
- Free parking permit included
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- Private hot tub on decking
- Three bedrooms sleeping six guests
- PlayStation 4 and Smart TVs
- Welcomes up to three dogs
- Near Flamingo Land theme park
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Visitor Rating
5
- Private hot tub for four
- Cosy wood burner atmosphere
- Luxury barn conversion accommodation
- Stunning countryside views daily
- Pet-friendly with secure garden
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Visitor Rating
5
- Private hot tub for six
- Ground floor luxury barn conversion
- Half mile from Pickering town
- Enclosed pet-friendly garden space
- Steam railway station walking distance
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Visitor Rating
5
- Private hot tub spa bath
- Romantic kingsize bedroom retreat
- Award winning five star rating
- Pet friendly enclosed garden
- North Yorkshire Moors doorstep location
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- Sleeps 15 across six bedrooms
- Shared pool, hot tub and sauna
- North Yorkshire Moors National Park location
- Private parking for five cars
- Welcomes up to three dogs
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Visitor Rating
5
- Forest location with wildlife
- Hot tub and sauna access
- Coastal towns within easy reach
- Modern comforts with superfast wifi
- Pet-friendly accommodation
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Visitor Rating
5
- Wood-fired hot tub
- Forest location with wildlife
- King-size bedroom with en-suite
- Sauna and outdoor facilities
- Close to Yorkshire coast
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Visitor Rating
4.4
- Hot tub on sun deck
- Sleeps five across two bedrooms
- Two full bathrooms including en-suite
- Traditional stone cottage with fireplace
- Village location near North York Moors
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- Log-burning Swedish hot tub
- Outdoor pizza oven available
- Cosy woodburner in lounge
- North Yorkshire Moors location
- Luxury cottage for two
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Visitor Rating
5
- Private hot tub for two
- Handcrafted shepherd's hut design
- Adults-only romantic retreat
- Dog-friendly accommodation included
- North Yorkshire Moors location
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Visitor Rating
5
- Luxury lodge with hot tub
- Fresh eggs from on-site chickens
- Perfect North Yorkshire Moors location
- Two king-size bedrooms with quality furnishings
- Dog-friendly with secure exercise field
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Visitor Rating
4.8
- Luxury lodge with private hot tub
- High-quality finishes throughout
- Perfect North York Moors location
- Dog-friendly accommodation
- Thoughtful welcome treats provided
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Visitor Rating
5
- Luxury lodge with premium touches
- Hot tub on private deck
- Two king-size bedrooms
- Woodburning stove for cozy evenings
- Perfect North Yorkshire location
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Visitor Rating
4.9
- Wood-fired hot tub
- Spotlessly clean modern interiors
- Walks from the doorstep
- Attentive helpful hosts
- Perfect romantic retreat
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Visitor Rating
5
- Private hot tub
- Spotlessly clean cabin
- Helpful attentive hosts
- Perfect peaceful location
- Cosy woodburning stove
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Visitor Rating
4.8
- Four-poster beds
- Hot tub in private courtyard
- Huge dining table for gatherings
- Near Castle Howard and York
- Beautiful Georgian property with gardens
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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
4.4
- Huge garden for kids and dogs
- Hot tub for post-exploration relaxation
- Two separate living rooms
- Perfect location between moors and coast
- Fully equipped kitchen for large groups
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Visitor Rating
4.8
- Private secluded garden
- Hot tub under the stars
- Minutes from Malton town centre
- Comfortable king-size bed
- Easy access to York
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Visitor Rating
5
- Hot tub with countryside views
- Direct access to forest trails
- Immaculately clean and well-equipped
- Complete peace and privacy
- Friendly helpful owners nearby
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Visitor Rating
5
- Enormous luxury house for 18 guests
- Super comfortable king-size beds
- Hot tub with countryside views
- Perfect for family celebrations
- Close to York and Castle Howard
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Visitor Rating
4.9
- Private hot tub with amazing views
- Complete seclusion in Yorkshire countryside
- Friendly farm animals to meet
- Luxury studio with woodburning stove
- Thoughtful extras from welcoming hosts
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Visitor Rating
4.9
- Private hot tub with countryside views
- Secluded romantic setting
- Walking distance to footpaths
- Luxurious compact living space
- Close to coast and Dartmoor
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Visitor Rating
5
- Private sunken hot tub
- Modern lodge accommodation
- 15 minutes to beaches
- Pet-friendly with extras
- Open-plan living space
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- Private hot tub
- Dog friendly Yorkshire escape
- Between Scarborough and Pickering
- Enclosed garden with BBQ
- Smart TV and WiFi
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Visitor Rating
4.9
- Spotlessly clean lodge
- Private sunken hot tub
- Thoughtful welcome gifts
- Peaceful countryside setting
- Close to Yorkshire attractions
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Visitor Rating
4.1
- Private hot tub
- Peaceful countryside location
- Clean modern studio
- Dog friendly
- Close to Yorkshire coast
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Visitor Rating
4.2
- Private hot tub
- Spotlessly clean
- Dog friendly accommodation
- Great touring base
- Comfortable double bed
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Visitor Rating
4.4
- Private hot tub
- Spotlessly clean modern space
- Perfect coastal base
- Dog-friendly accommodation
- Easy keycode access
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Explore more of Vale of York
Popular towns and villages in and around Pickering