Whippingham Holiday Cottages

All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

Your search returned 60 cottages.

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A well-furnished semi-detached cottage situated in the rural village of Havenstreet near to the town of Ryde on the Isle of Wight. Open plan accommodation. Woodburning stove. Countryside views. Pub 3 mins walk. Ryde 3 miles. (Ref. 959795)

    Last booked yesterday

    7 nights from £322

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    Former schoolhouse in the small village of Binstead, near Ryde. WiFi, enclosed courtyard. Stunning countryside walks. Shop and pub 4 mins walk. (Ref. 936364)

    7 nights from £280

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    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsYes

    A charming cottage located in the village of Newport in Isle of Wight. Views over Carisbrooke Castle. Nautical décor. Enclosed garden with hot tub. Pet-friendly. Cowes 4.6 miles. Ryde 6.7 miles. (Ref. 962983)

    Last booked yesterday

    7 nights from £405

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    • Sykes Rating
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    • Sleeps2
    • Bedrooms1
    • PetsNo

    One of a group of three properties in beautiful countryside location. All ground floor. One double bedroom with en-suite wet room. Beach, shops and bars close by. Ryde 2 miles. (Ref. 12935)

    Last booked yesterday

    7 nights from £262

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    A stable conversion cottage set in beautiful countryside, but only 2 miles from the Victorian seaside resort of Ryde. Many interesting shops and restaurants and sandy beach close by. Sandown 7 miles. (Ref. 10062)

    Last booked yesterday

    7 nights from £256

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    • Sykes Rating
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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Ground floor barn conversion. One of a group of three with spectacular views. Wheelchair access. Beach, shops and pubs nearby. Ryde 2 miles. (Ref. 12934)

    7 nights from £292

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    A semi-detached cottage located in the village of Ryde in the Isle of Wight. Woodburner. Traditional. Enclosed garden. Sandown 7 miles; Newport 7 miles. (Ref. 973145)

    7 nights from £367

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    Well-presented detached bungalow set in the heart of Upton, Isle of Wight. Open plan accommodation. Sandown and Newport 7 miles. (Ref. 942766)

    Last booked yesterday

    7 nights from £263

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    • Sleeps7
    • Bedrooms3
    • PetsNo

    A magnificent Georgian townhouse in the centre of Ryde. Beach, boutique shops, pubs, restaurants and cafes all on your doorstep. Contemporary and spacious living accommodation, packed with many original features. WiFi. Sea views. Sandown 7 miles. (Ref. 923987)

    Last booked within the last 2 days

    7 nights from £518

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    • Sykes Rating
    • Sleeps12
    • Bedrooms6
    • PetsNo

    Stunning Georgian villa in Ryde. 8 mins from beach, shops, pubs, restaurants, cafés. Contemporary and spacious living accommodation, original features. Coastal views from the master bedroom. (Ref. 917394)

    7 nights from £764

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All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

*Applicable to holidays commencing at least 6 weeks in the future. Full balance due 6 weeks prior to departure. Please refer to £25 deposit offer terms & conditions for further information.

If you want to spend your holiday beside the seaside with plenty of activities to keep the whole family entertained, then Whippingham could be the ideal destination for your self-catering cottage holiday. Being just 23 miles long means that the Isle of Wight is easy to get around, so Whippingham is a great base for day trips and exploring the island.

Have a whale of a time on your Whippingham cottage holiday!

On a sunny day head to the seaside town of Ryde - the most populated town on the island - to soak up the rays or to have some seaside fun. Boasting an ice rink, children's rides, bowling and a boating lake amongst other activities along its esplanade, Ryde is sure to bring entertainment for the whole family.

If you'd prefer to embrace some of the island's meandering history, why not visit Osborne House? Located just a short drive from Whippingham, this palatial palace was the summer lodging of Queen Victoria during her reign. Spend a sunny afternoon exploring Osborne's lush gardens, or lounging on the Queen's private beach!

If you don't want to travel far then the quaint village of Whippingham itself plays host to many a relaxing activity. The high street is full of a variety of shops for when you fancy a browse and also restaurants for when you don't feel like cooking. On a sunny afternoon take a stroll along the River Medina, perhaps do a bit of bird spotting before getting a drink in one of the many riverside pubs - you are on holiday after all!

Look below to browse our selection of self-catered Whippingham cottages, the perfect base for your Isle of Wight cottage holiday.

Please find below a selection of self catering holiday cottages to rent in or near Whippingham.