Popular Features
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Popular Cottages
- The Bungalow
- Brambling Cottage
- White Acres
- 57 Cherry Park
- Blue Lagoon
- Honeybee Lodge
- 62 Pinewood
- Fonaby
- The Chestnuts
- Witham View
- Hallstead
- Hideaway
- Jolls Cottage
- Sycamore Corner Chapel
- The Hemploe
- Yew Tree Cottage
- The Paddock
- The Grange Cottage 2
- Barn Owl Annex
- Hope Country Cottage Two
- The Squirrel Horncastle
- Beach Haven
- The Old Smithy Horncastle
- Braybrook Cottage
- Bellmont Wolds View
- Lizzies Cottage
- 23 Cherry Park
- Violets Retreat
- 2 Fieldview
- Lake View Lodge
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.
Visitor Rating
4
- 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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- Converted windmill with hot tub
- Fourth floor sea view window
- Third floor reading nook retreat
- Two dogs welcome with garden
- Half mile from Boston Golf
- Private parking with EV charging
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Visitor Rating
4
- 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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Visitor Rating
5
- 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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- Grade II* Georgian manor sleeping 16
- Nine acres of private landscaped grounds
- Hot tub and fire pit included
- Seven bedrooms with six luxury bathrooms
- Billiards room, library and studio spaces
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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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Visitor Rating
4.6
- Hot tub on enclosed decking
- Sleeps eight across three bedrooms
- Pet-friendly with parking for two
- Single-storey with open-plan living
- Near Tattershall Castle and coast
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Visitor Rating
4.2
- Hot tub with lake views
- Own fishing peg on water
- Reverse-level log cabin design
- Three bedrooms sleep six guests
- Dog-friendly with welcome treats
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Visitor Rating
4.8
- 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
4.9
- 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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Visitor Rating
4
- 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
4.7
- 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
4.8
- 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
4.9
- 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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Explore more of Lincolnshire
Popular towns and villages in and around Boston
Alford Barrow upon Humber Belton Boston Bourne Bracebridge Burgh le Marsh Caistor Chapel St Leonards Cleethorpes Epworth Gainsborough Grantham Horncastle Ingoldmells Lincoln Louth Mablethorpe Market Rasen North Somercotes Skegness Spilsby Stamford Sutton on Sea Tattershall Tetford Waddington Wainfleet St Mary Winterton Woodhall Spa