Whippingham Cottages

Whippingham is a small village on the north of the Isle of Wight, just south of East Cowes. It’s proximity to Osborne House made this village the support for many based on Queen Victoria’s estate. The village grew for the people of the estate; schools, churches and homes all supported by the royal family’s presence at Osborne. Read more

Whippingham is famous for the beautiful St Mildred’s Church, designed by Prince Albert himself after a castle in the Rhine. The history that sits among the buildings in the village only increases the magic of this gorgeous place. Down by the river you’ll also find the Folly Inn, a great pub for spending an afternoon or evening enjoying those long summer days. Being slightly off the beaten track means that Whippingham is a fairly quiet place to enjoy your Isle of Wight holiday. 

Nearby you have Osborne House, a great day out for all the family. Spend a day exploring the house and grounds, learning about the history of the place. East Cowes is also on your doorstep and a quick hop across the river is Cowes, a central location for all things sailing.

Around 10 minutes south of Whippingham is Newport with a huge choice of shops and restaurants to while away a rainy day. Along the coast to the east, you’ll find some pretty seaside towns to explore. Ryde, Seaview, Bembridge and St Helens are lovely to visit in the summer months or on a crisp chilly day.

We have 24 self catering cottages in Whippingham to show you...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £544

3 bedroom, dog friendly cottage near the beach in East Cowes, Isle of Wight.


This truly lovely holiday home, with a wood-burner, is a great choice whatever the season. 1 Barton Lodge is a beautiful property which has been lovingly restored with your comfort...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £544

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £495

3 bedroom self catering cottage in East Cowes, Isle of Wight


Turnstone is a beautifully designed, newly built town house situated overlooking the River Medina on the north coast of the island and within walking distance of Osborne House. Fro...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £495

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £515

2 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.


Steeped in history Barton Manor is of great significance to the Isle of Wight’s heritage, situated adjacent to Osborne House and part of the original estate. The grand driveway lea...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £515

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1277

4 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.


This impressive 150 year old Farmhouse sleeps nine and is the perfect location for a fabulous family gathering of all ages. In the breathtaking location of Barton Manor Estate, adj...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1277

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £600

3 bedroom, rural self catering cottage with estuary views near Newport, Isle of Wight


This stylish three-storey town house is located in the exclusive development of Island Harbour, with two balconies overlooking the busy marina and providing the perfect sun-trap to...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £600

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £419

4 bedroom self catering cottage near the beach in Binfield, Isle of Wight.


Tradewinds is a four bedroomed yachtsman house, located within a waterside marina development of Island Harbour, just outside of Newport. There is a small courtyard to the rear of ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £419

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £351

2 bedroom self catering cottage at Island Harbour, near Newport.


Spring Tide is a delightful holiday cottage situated in a small development at Island Harbour Marina on the banks of the River Medina. The marina is set in a beautiful secluded val...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £351

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £321

2 bedroom, dog-friendly holiday cottage with sea views in East Cowes, Isle of Wight


Smugglers' Run is a waterside property overlooking the River Medina and across to the sailing town of Cowes. Watch the boats sail by from the privacy of the balcony off the living-...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £321

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £655

2 bedroom self catering apartment with sea views in Cowes, Isle of Wight


This stylish and under stated first floor apartment offers you spectacular views across Cowes Harbour and over The Solent to the main land, with a contemporary interior all located...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £655

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £425

2 bedroom self catering cottage near the beach in Cowes, Isle of Wight


Just a five minute walk from the heart of Cowes and Sheppard's Wharf, The Bird House is a charming cottage which combines modern living with period features bringing character and ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £425

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