We have 57 May half-term cottages on the Isle of Wight
7 nights from £857 booking fees included
Winkle Cottage
43952 bedroom self catering cottage near the beach in Cowes, Isle of Wight.
This gorgeous terraced cottage, situated in the Conservation Area of the old town of Cowes, is just a few minutes' walk from the centre of town, offering the perfect family holiday...
7 nights from £857
7 nights from £1941 booking fees included
Dolphin Cottage
43474 bedroom self catering cottage near the beach in Bembridge, Isle of Wight
Within a few minutes’ walk of the village centre and located on an unmade road leading to the sea, Dolphin Cottage is a simply stunning house ideally laid out to make space for all...
7 nights from £1941
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5% off
24 Jul 2026 - 31 Jul 2026
£3346.00 £3181.85 booking fees included
7 nights from £1935 booking fees included
Fortune
43364 bedroom, dog friendly holiday houseboat with sea views in Bembridge, Isle of Wight
Step on board this simply stunning houseboat situated in the picturesque Bembridge harbour, just a short walk from Bembridge village. The beautiful bright yellow door opens to a va...
7 nights from £1935
7 nights from £936 booking fees included
Lucaster
43073 bedroom, dog friendly holiday cottage near the beach in Fishbourne, Isle of Wight
This gorgeous, cosy, former coastguard's cottage sits in a peaceful setting in Fishbourne and is just a few yards from the sea and the welcoming local pub. Lucaster is perfectly pl...
7 nights from £936
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
7 nights from £1538 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 £1538
7 nights from £2806 booking fees included
Flackstead
39133 bedroom self catering cottage near the beach in Brook, Isle of Wight
Flackstead is a stunning eco-friendly house which has breathtaking and uninterrupted coastal views across Compton Bay towards The Needles. Perfect for both families and small group...
7 nights from £2806
7 nights from £1182 booking fees included
Bay View
39022 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight
Perched above the stunning Freshwater Bay, this elegant contemporary apartment offers breathtaking views of the scenic coastline and the ultimate spot for refreshing seaside dips. ...
7 nights from £1182
7 nights from £794 booking fees included
6 St Josephs
38462 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, sitting-room and main bedroom! Ideally positioned between Bonchurch ...
7 nights from £794
7 nights from £603 booking fees included
Cockleshells
38152 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
Seaview is a wonderful base for an Isle of Wight holiday and Cockleshells sits in the perfect location, just a short stroll from the glorious beach and centre of the village. Situa...
7 nights from £603
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20% off
18 Jul 2026 - 25 Jul 2026
From £828.00 £675.00 booking fees included
7 nights from £1605 booking fees included
Shore House
37783 bedroom self catering cottage with sea views in Seaview, Isle of Wight
Perfectly located in the charming village of Seaview on the Isle of Wight, with wonderful Solent views and the luxury of a private heated swimming pool (seasonal), Shore House is a...
7 nights from £1605
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
