May Day Bank Holiday on the Isle of Wight

With May Day bank holiday approaching, why not treat yourself to an idyllic retreat on the Isle of Wight? At Classic Cottages we have a range of holiday cottages offering wide variety and consistent quality. Take a look through our collection and let your imagination run away with ideas and plans for a luxury getaway; the Isle of Wight is beckoning.

117 Isle of Wight cottages for May Day bank holiday

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Cara Cottage is a 5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.

Sleeps 10 + cot
Dogs welcome (1 only)
Changeover Fri

7 nights from £2228

Cara Cottage

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5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.

Welcome to Cara Cottage, a stunning detached property located in the heart of Bembridge village. This eye-catching holiday home with soft pink 'Spanish inspired' exterior is beauti...

Sleeps 10 + cot
Dogs welcome (1 only)
Changeover Fri

7 nights from £2228

View

Redworth is a 5 bedroom self catering home near the beach in Bembridge, Isle of Wight.

Sleeps 11 + cot
Dogs welcome (1 only)
Changeover Sat

7 nights from £2032

Redworth

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5 bedroom self catering home near the beach in Bembridge, Isle of Wight.

This impressive five bedroom house is located on Ducie Avenue, a charming unmade road leading to the beach, in the village of Bembridge. Located within a few minutes walk of the lo...

Sleeps 11 + cot
Dogs welcome (1 only)
Changeover Sat

7 nights from £2032

View

St Andrews is a 6 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.

Sleeps 12 + cot
Dogs welcome
Changeover Fri

7 nights from £2727

St Andrews

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6 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.

Wow! This spectacular converted church has the makings for the most amazing holiday, set in an elevated position with panoramic views across the surrounding countryside and a glimp...