Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- The Bell Cottage
- Warren House Cottage
- Wesleyan Chapel
- Church Barn
- Great Leap
- Victoria Farm Cottage
- The Forge
- Blacksmiths
- Pied Wagtail Cottage
- No.6 at Sunset Lodge
- Hayloft
- Woldsend Cottage
- Yew Tree Cottage
- Ratty's Retreat
- 4 Roman Bank
- 105 Spilsby Road
- The Stable
- The Old Gate House Annexe
- Old Blacksmiths Cottage
- 6 Hillside Cottages
- The Imp's Pad
- The Peacock Pod
- Cornflower
- Greenacres Bungalow
- Rosedene Chapel St Leonards
- The Courtyard Retreat
- Magdalene House
- Peartree Cottage
- The Lodge
- The Woodland Pod
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
- Sleeps 2 perfect for couples
- Two pets welcome
- Enclosed private rear garden
- Single-storey accessible layout
- Near Tattershall Castle
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
Visitor Rating
4.6
- Converted stable for two
- Dogs welcome (two)
- Enclosed garden with patio
- Near RAF Coningsby
- Fuel and linen included
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
- Private hot tub on terrace
- Sleeps 12 across six bedrooms
- Pool table and two lounges
- Parking for six cars
- Two dogs welcome
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
- Private hot tub on terrace
- On-site vineyard access
- Sleeps 4 in two doubles
- Dogs welcome (up to 2)
- Enclosed garden with parking
View Cottage
[+] To Favourites
- Outdoor hot tub in private courtyard
- On-site vineyard with tasting room
- Paddleboarding and badminton on site
- Sleeps 6 in three bedrooms
- EV charging and parking for three
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
- Dog-friendly with enclosed garden
- Sleeps 2 in 2 bedrooms
- Parking for two cars included
- Coast 17 miles away
- Near Red Arrows heritage sites
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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