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 18 self catering cottages in Whippingham to show you...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £564

Barton Manor Lake Cottage

3581

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 £564

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1330

Barton Manor Farmhouse

3580

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. Set in the breathtaking Barton Manor Estate, it is adjac...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1330

Need more time? Reserve any cottage for up to 24 hours before booking.

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

7 nights from £365

Spring Tide

3660

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 £365

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

7 nights from £475

Willow Cottage

4517

2 bedroom self catering cottage near the beach near Newport, Isle of Wight.


This charming two bedroom cottage is located in the exclusive development of Island Harbour, with a gated entrance and private resident's parking. Willow Cottage has a sitting/dini...

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

7 nights from £475

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

7 nights from £334

Smugglers’ Run

3945

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. It would suit a family or a couple in need of a little extra space. ...

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

7 nights from £334

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

7 nights from £389

9 Crown Court

4169

3 bedroom self catering cottage with sea views in Cowes, Isle of Wight.


Right in the heart of the bustling sailing town of Cowes, 9 Crown Court offers great accommodation with a stunning roof terrace boasting uninterrupted views across the rooftops to ...

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

7 nights from £389

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

7 nights from £395

Winkle Cottage

4395

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


This gorgeous terraced cottage new to our portfolio for 2020 is situated in the Conservation Area of the old town of Cowes, is just a few minutes walk from the centre of town. Offe...

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

7 nights from £395

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

7 nights from £1643

Solent Heights

3946

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


A truly amazing, contemporary home with views directly out to sea in the popular sailing town of Cowes. Offering exceptional quality throughout the whole home, this is a superb bas...

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

7 nights from £1643

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 £430

Solent View Cottage

4389

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


This charming two bedroom cottage is situated in the pretty coastal village of Gurnard just outside Cowes, home to some spectacular Solent views and a prime location to watch the m...

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

7 nights from £430

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

7 nights from £500

Myrtle Dene

4508

2 bedroom self catering cottage with sea views in Wootton, Isle of Wight.


With views across the creek from both the garden and the first floor balcony, Myrtle Dean is a charming holiday home. Situated midway between Ryde and Newport, Wootton Creek is a g...

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

7 nights from £500

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