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Boston Holiday Cottages
Rated Top 5 Most Popular Places in North Yorkshire 2026 by our visitors
Our curated collection of Boston 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 Boston holiday home today.
Visitor Rating
5
- Sleeps 12 in central York
- Multiple bathrooms for larger groups
- Walking distance to York Minster
- Large kitchen for group dining
- Off-road parking included
From £1,445 for 7 Nts
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Visitor Rating
5
- Sleeps 8 in 4 bedrooms
- 3 bathrooms for groups
- Open-plan kitchen seats 8
- Half mile from West Pier
- Parking for 3 cars
From £712 for 7 Nts
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Visitor Rating
4.9
- Sleeps eight across six bedrooms
- Three bathrooms including two en-suites
- Private tennis court in gardens
- Five minutes walk to beach
- Panoramic views towards Robin Hood's Bay
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Visitor Rating
4.7
- Large group sleeping capacity
- North York Moors National Park setting
- Minutes from Whitby and coast
- Multiple bedrooms and bathrooms
- Great base for Yorkshire exploration
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Visitor Rating
4
- Games room with pool and ping pong
- Sleeps eight across four bedrooms
- Enclosed garden with all-weather BBQ house
- Parking for three cars on-site
- Walking distance to Goathland village amenities
From £904 for 4 Nts
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Visitor Rating
4.4
- Sea views from first-floor balcony
- Georgian property with period features
- Sleeps eight across four bedrooms
- Heart of Robin Hood's Bay village
- Beach just 0.2 miles away
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Visitor Rating
4.7
- Sleeps 8 with spectacular sea views
- Enclosed garden with clifftop decking area
- Parking for three cars on driveway
- Ground floor bedroom and bathroom accessibility
- Welcomes two dogs in secure garden
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Visitor Rating
5
- Sleeps 8 in Victorian villa
- Large dining kitchen for groups
- 5 minutes walk to beach
- Private garden with BBQ
- Period features throughout property
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Visitor Rating
4.8
- Sleeps 8 with separate annexe
- Private hot tub with sea views
- Games room and extensive gardens
- Four bedrooms across two properties
- 1.5 miles to Robin Hood's Bay
From £1,560 for 7 Nts
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Visitor Rating
5
- Eco-friendly barn sleeps 8 guests
- Solar powered with ground heating
- North York Moors National Park location
- 12 miles from Whitby and coast
- Open-plan living for group gatherings
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Visitor Rating
4.4
- Sleeps 8 in 4 bedrooms
- Two bathrooms including one en-suite
- Woodburning stove and original beams
- Enclosed garden with patio furniture
- Welcomes two dogs
- 3.2 miles from Whitby beach
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Visitor Rating
5
- Private hot tub included
- Four bedrooms across three floors
- Two separate sitting rooms
- Enclosed garden and summer house
- Pets welcome up to two
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Visitor Rating
4.8
- Hot tub in sun trap garden
- Games room with bar and pool
- Sleeps eight across four bedrooms
- Three minutes walk to village pub
- Ten minutes drive to Whitby beaches
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Visitor Rating
4.8
- Detached house near Whitby
- North York Moors National Park
- 4 miles from Whitby Abbey
- Cleveland Way walks nearby
- Private group accommodation
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Visitor Rating
3.9
- Sleeps 8 in 4 bedrooms
- 2 bathrooms for larger groups
- Wood burner and Smart TV
- Parking for 2 cars
- Shops within 100 metres walking
From £945 for 7 Nts
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Visitor Rating
4.6
- Imposing Edwardian villa near beaches
- Multiple reception rooms for groups
- Walking distance to Scarborough attractions
- Period features throughout the property
- Close to North Bay and town centre
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Visitor Rating
5
- Sleeps 8 near Whitby coast
- Games room with table football
- Wood burner and countryside views
- Enclosed terraced garden with BBQ
- Off-road parking for two cars
From £1,185 for 7 Nts
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- Sleeps 8 with 3 bathrooms
- Dual-aspect wood burner feature
- 2.5 miles to Whitby coast
- Edge of North York Moors
- Two dogs welcome at property
From £1,315 for 7 Nts
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Visitor Rating
4.9
Visitor Rating
4.2
- Sleeps six in four bedrooms
- Wood burner in exposed brick inglenook
- Range cooker with six hobs
- Garden with Esk Valley views
- Two dogs welcome with enclosed garden
From £800 for 7 Nts
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Visitor Rating
4.6
- Sleeps 8 with 3 bathrooms
- Train station just 50 metres away
- Enclosed garden welcomes two dogs
- Spacious kitchen for group catering
- Four miles from Whitby coast
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Visitor Rating
4.7
- Sleeps 7 across 4 bedrooms
- Two shower rooms throughout property
- Wood burner in sitting room
- Train station 2 minutes walk
- Dog friendly North Yorkshire cottage
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Visitor Rating
3.7
- Sleeps 8 in 4 bedrooms
- Two full bathrooms with baths
- Pubs 50 metres from door
- Fenced garden with outdoor furniture
- North York Moors National Park location
From £1,117 for 7 Nts
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Visitor Rating
5
- Whitby harbour walking distance
- Whitby Abbey on the doorstep
- Large group accommodation
- North York Moors access
- Walkable coastal town location
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Visitor Rating
4.5
- Historic Georgian stable conversion
- Large group flexible sleeping
- Whitby town within 1.5 miles
- North York Moors on the doorstep
- Coastal walks from the door
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Visitor Rating
4.9
- Grade II listed Victorian station conversion
- Sleeps 11 across five bedrooms
- Two sitting rooms with open fires
- Three car parking spaces included
- Walking distance to village pub
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Visitor Rating
4.9
- Riverside position with river access
- Sleeps 8 in 4 bedrooms
- Walk to Whitby in 25 minutes
- Watch seals and steam trains
- Award-winning butcher next door
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Visitor Rating
4.8
- Sleeps 8 in 4 bedrooms
- 25-minute riverside walk to Whitby
- AGA kitchen seats eight guests
- Woodburning stove in sitting room
- One dog welcome at property
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Visitor Rating
4.6
- Sleeps seven across four bedrooms
- Three private parking spaces included
- Games room with sofa bed
- Enclosed garden perfect for children
- Fifteen minute walk to Whitby harbour
From £1,044 for 7 Nts
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Visitor Rating
4.7
- Sleeps 8 with private spa facilities
- Indoor Jacuzzi, sauna and rainfall shower
- Four bedrooms with flexible bed arrangements
- Walking distance to Whitby town centre
- Parking for four cars with gardens
From £1,331 for 7 Nts
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