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Popular Cottages
- Foxs Den
- The Coach House Skendleby
- Magdalene House
- The Granary
- Lake View Lodge
- Beggars Roost Hut
- Farriers Cottage
- Seaside Retreat
- Livingstone Cottage
- Granary Cottage
- Arch Cottage
- The Red Brick Barn At Glebe Farm
- 4 Lakeside Hideaway
- Thistle Lodge
- The Little Barn At The Old Granary
- The Beach Haven
- Kantankye Lodge
- Foxglove Thimbleby
- The Chestnuts
- Woodpecker Cottage
- Castle Top Retreat
- Transmitter
- Dove Farm Cottage
- The Peacock Pod
- Chalfont Lodge
- Hobhole
- 4 Dorothy Avenue
- Blue Lagoon
- 2 Lakeside Hideaway
- Millstone Cottage Boston
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
From £519 for 7 Nts
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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
4.3
- Sleeps 2 perfect for couples
- Two pets welcome
- Enclosed private rear garden
- Single-storey accessible layout
- Near Tattershall Castle
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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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- Hot tub in enclosed garden
- Sauna and games room on-site
- In-house spa therapist available
- Two en-suite bedrooms
- Pet friendly with parking
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- First-floor farm apartment, sleeps 2
- Beautiful garden and pond views
- BBQ and outdoor dining included
- 1 mile from Sibsey Trader Windmill
- Calm countryside setting near Boston
From £601 for 7 Nts
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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
From £824 for 7 Nts
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- Sleeps 14 across 7 en-suites
- Georgian farmhouse near Boston
- Pizza oven and BBQ garden
- Games room with pool table
- EV charging and parking for four
From £2,277 for 4 Nts
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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
From £694 for 7 Nts
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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
4.9
- 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
From £641 for 7 Nts
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Visitor Rating
4.7
- Converted stable for two
- Dogs welcome (two)
- Enclosed garden with patio
- Near RAF Coningsby
- Fuel and linen included
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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
From £649 for 7 Nts
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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
From £529 for 7 Nts
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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
5
- Contemporary pod for two
- Beautifully decorated interior
- Premium kitchen included
- Peaceful Lincolnshire countryside
- Walk-in shower with stylish tiles
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Visitor Rating
5
- Quiet Lincolnshire Wolds lodge
- Sleep two, book both lodges
- Short breaks and off-season welcome
- Close to Spilsby and Horncastle
- Free Wanderlust Club membership included
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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
From £592 for 7 Nts
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- Private hot tub on terrace
- Sleeps 12 across six bedrooms
- Pool table and two lounges
- Parking for six cars
- Two dogs welcome
From £1,766 for 7 Nts
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- Gated single-storey Lincolnshire lodge
- Sleeps up to 6 guests
- Deck with open field views
- One dog welcome on site
- Private parking for two cars
From £508 for 7 Nts
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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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- Private hot tub and sauna
- Sleeps 12 across 5 bedrooms
- Grade II-listed Lincolnshire cottage
- Large garden with parking for 5
- AGA kitchen and sunroom dining
From £2,057 for 7 Nts
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- Private hot tub on decked terrace
- On-site vineyard to taste and buy
- Two dogs welcome throughout
- EV charging on site
- Walks from the door
From £538 for 7 Nts
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- Private hot tub on terrace
- On-site vineyard access
- Sleeps 4 in two doubles
- Dogs welcome (up to 2)
- Enclosed garden with parking
From £610 for 7 Nts
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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