Cottages near The Chequers Inn
We've got 23 holiday cottages within 5 miles of The Chequers Inn. You can refine your search using the controls below.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 23 self catering cottages near The Chequers Inn to show you...
7 nights from £1257 booking fees included
The New House
40254 bedroom self catering cottage in Godshill, Isle of Wight
Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...
7 nights from £1257
7 nights from £651 booking fees included
The Cattle Byre
45352 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
Tucked away in a peaceful rural setting on the west side of the island, The Cattle Byre is a beautifully converted barn that blends rustic charm with modern comfort. Perfect for a ...
7 nights from £651
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20% off
25 Jul 2026 - 1 Aug 2026
£1053.00 £855.00 booking fees included
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7 nights from £669 booking fees included
The Dairy
45362 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
The dairy is a warm and welcoming barn conversion perfect for slow mornings, costal adventures and cosy evenings by the fire. Being is the largest of the four barns at Kingston, an...
7 nights from £669
7 nights from £672 booking fees included
The Pigsty
45382 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
Tucked away in a picturesque and peaceful spot just outside the village of Shorwell, this charming barn conversion makes a wonderful base for a relaxed getaway. The Pigsty at Kings...
7 nights from £672
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £672 booking fees included
The Stables
45372 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
The heart of the property is an inviting open plan living space where the sitting, dining and kitchen areas are thoughtfully brought together. Soft natural light filters in through...
7 nights from £672
Kingston Barns
7 nights from £2663.93 booking fees included
7 nights from £623 booking fees included
Grace Cottage
42091 bedroom holiday cottage close to the sea near Ventnor, Isle of Wight
This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. For the envi...
7 nights from £623
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20% off
24 Jul 2026 - 31 Jul 2026
£913.00 £743.00 booking fees included
7 nights from £850 booking fees included
Wickings
61013 bedroom, dog friendly holiday cottage near the beach in Ventnor.
Nestled in the sheltered seaside town of Ventnor, blessed with its own gentle microclimate, this wonderfully welcoming and peaceful retreat is perfect for relaxing, unwinding and s...
7 nights from £850
7 nights from £924 booking fees included
10 Shanklin Manor
35113 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.
This superb two-storey, first floor apartment dating back to 1863 is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the use of a la...
7 nights from £924
7 nights from £818 * booking fees included
St Albans House
39804 bedroom self catering cottage with sea views near Ventnor, Isle of Wight
This large detached house is situated in an elevated position as you enter the town of Ventnor, with the most breathtaking views from virtually every room. The beautiful tiered...
7 nights from £818 *
British Travel Awards 2025
Best company for UK holiday home rentals
