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- Hawthorn Escape
- The Forge Skendleby
- Tawny Owl Cottage
- Beggars Retreat
- The Farmhouse
- The Coach House
- Holt House
- Rosedene Chapel St Leonards
- Rollin' Dunes
- Beach Haven
- The Stables In The Wolds
- Hideaway
- Chalfont Lodge
- Greenacres Bungalow
- Moon Field Lodge
- The Fox Horncastle
- The Birds Nest
- Field View Escape
- The Hemploe
- The Old Gate House Annexe
- Wesleyan Chapel
- Kantankye Lodge
- Beach Lodge
- Honeybee Lodge
- Sunshine Lodge
- The Old Smithy Horncastle
- Orchard Close
- The Forge
- Grayz Studio
- Wagtail Cottage
Boston Holiday Cottages
Rated Top 5 Most Popular Places in Lincolnshire 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.
- Working windmill next door with tours
- Canal views from upstairs bedroom
- Five minute walk to town centre
- Two gardens including owner's larger garden
- Antique furnishings and period character features
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Visitor Rating
5
- Sleeps 8 with parking for 6
- Two en-suite king-size bedrooms available
- Large enclosed garden for dogs
- Walk to Boston centre in 20
- Atari gaming machine in snug
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Visitor Rating
5
- Sleeps 8 in 4 bedrooms
- Arcade games room with classics
- Enclosed garden with play equipment
- Peacocks and ponies on grounds
- Pet-friendly with secure garden
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Visitor Rating
4.5
- Wood-fired hot tub on raised decking
- Secluded private woodland setting
- Three dogs welcome with enclosed garden
- Wood-burning stove and underfloor heating
- Peaceful location near Boston Lincolnshire
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- Restored 1752 schoolhouse with original beams
- Sleeps 7 with two dogs welcome
- Log burner and vaulted ceiling lounge
- Enclosed patio and grassy play area
- Near RSPB reserves and Boston attractions
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Visitor Rating
4.8
- Sleeps 8 in rural Lincolnshire
- Pet friendly with garden space
- Parking for two cars included
- Near Boston and coastal towns
- Spacious family accommodation
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Visitor Rating
4.3
- Private hot tub in enclosed courtyard
- Original stained-glass windows and beams
- Fully secure garden for dogs
- Complete countryside privacy and isolation
- Off-road parking for three cars
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- Converted barn with wildlife pond
- Watch wallabies and unusual wildfowl
- Private patio with BBQ facilities
- Two dogs welcome on grounds
- Three off-road parking spaces available
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Visitor Rating
4.8
- Hot tub with countryside views
- Four bedrooms sleeping eight guests
- Huge lawn and garden space
- All ground floor accessibility
- Dog-friendly with supervision required
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Visitor Rating
4.8
- Private hot tub in garden
- Sleeps 6 in three bedrooms
- Dogs welcome with enclosed garden
- Near Tattershall Castle and coast
- Single-storey barn conversion layout
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Visitor Rating
5
- Riverside cottage with wood-fired hot tub
- Sleeps two in double bedroom
- Private River Glen access and fishing
- Wood burner and underfloor heating throughout
- Wildlife watching from garden benches
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- Riverside platform with fishing rights
- Three dogs welcome at property
- Floor-to-ceiling glass river views
- Wood burner and Chesterfield sofas
- Four miles from Spalding town
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Visitor Rating
4.8
- Wood-fired hot tub with countryside views
- Cosy shepherd's hut for two
- Log burner and large decking
- Near Heckington's 8-sailed windmill
- England's best chippy half mile away
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- Converted chapel sleeping two guests
- High vaulted ceilings with original beams
- Wood burner and enclosed garden
- Lincolnshire Wolds countryside views
- Near Bolingbroke Castle and beaches
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Visitor Rating
4
- Sleeps 6 with enclosed garden
- Two dogs welcome throughout
- Spacious farmhouse kitchen with range cooker
- Peaceful Lincolnshire village location
- Off-road parking for two cars
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- King-size bedroom sleeps two guests
- Enclosed garden with summerhouse included
- Fully equipped kitchen with dishwasher
- Village pub and shop nearby
- Parking for two cars provided
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- Dog-friendly with enclosed garden
- Sleeps 2 in 2 bedrooms
- Parking for two cars included
- Coast 17 miles away
- Near Red Arrows heritage sites
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- Enclosed garden perfect for six dogs
- Walking routes directly from the door
- King-size and single bedroom accommodation
- Open-plan living with garden doors
- 13 miles to Skegness beaches
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- Sleeps 4 with three bathrooms
- Wood burner and Smart TV lounge
- Enclosed garden with multiple seating areas
- Traffic-free cycling routes under 1 mile
- Near Woodhall Spa Golf Course
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Visitor Rating
4.8
- Hot tub on enclosed decking
- Sleeps 8 in 4 bedroom suites
- Huge fully equipped kitchen
- Enclosed garden perfect for dogs
- Underfloor heating and air conditioning
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Visitor Rating
4.8
- Private two-person hot tub included
- Fully enclosed secure rear garden
- Walking distance to village amenities
- One well-behaved pet welcome
- Five miles from Skegness beach
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Visitor Rating
3
- Grade II-listed Georgian town house
- Hot tub in private walled courtyard
- King-size four-poster master bedroom
- Five miles to Skegness sandy beaches
- Off-road parking for two cars
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Visitor Rating
4
- Ground-floor accessible wet room with rails
- Parking for three cars on driveway
- Private enclosed garden with patio furniture
- Walk to village shops and restaurants
- Well-equipped kitchen with modern appliances
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Visitor Rating
4.9
- Hot tub with pergola
- Air-conditioned games room with pool table
- Three bathrooms including two en-suites
- Fully enclosed secure garden for pets
- Ground floor accessibility throughout property
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Visitor Rating
5
- Enclosed garden perfect for dogs
- Games room with pool table
- Walk to Woodhall Spa village
- Ground-floor bungalow sleeps six
- Parking for two cars included
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Visitor Rating
3
- Single-storey lodge with private grounds
- Two bedrooms sleeping four guests
- Wraparound decking with field views
- Welcomes two dogs with treats
- Five miles from Skegness beaches
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Visitor Rating
5
- Sunken hot tub with lake views
- Sleeps 4 in woodland conservation area
- Fishing and trails from your doorstep
- Two bedrooms with modern open-plan living
- Wildlife watching including badgers and deer
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- Secluded woodland lodge sleeps four
- Outdoor hot bath in private trees
- Narnia-themed gate and lamppost entrance
- Fire pit for magical evening gatherings
- Dog-friendly with woodland walks from door
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Visitor Rating
4.9
- Grade II* listed working lighthouse
- Games room with pool and table tennis
- Rare Hawaiian geese visit daily
- Secure garden for two dogs
- Sleeps seven across four bedrooms
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Visitor Rating
4
- Ground-floor accessible stable conversion
- Woodburning stove and underfloor heating
- Views over paddock and fields
- Resident palomino horse called Honey
- Off-road parking for two cars
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