Whippingham Cottages

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

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We have 9 self catering cottages in Whippingham to show you...

Barton Manor Lake Cottage is a 2 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £745

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 £745

Barton Manor Farmhouse is a 4 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1752

Barton Manor Farmhouse

3580

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


Set in the stunning grounds of The Barton Manor Estate, with access to a private beach, 200 acres of woodland and close to Cowes on the Isle of Wight, Barton Manor Farmhouse is a b...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1752

Winkle Cottage is a 2 bedroom self catering cottage near the beach in Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £628

Winkle Cottage

4395

2 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...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £628

Starboard Side is a 2 bedroom, dog friendly holiday cottage near the beach in Cowes, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £888

Starboard Side

4736

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


This gorgeous and beautifully presented cottage is within walking distance of lovely Gurnard beach and has wonderful sea views from the first floor main bedroom. The owner of Starb...

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

7 nights from £888

Creekside is a 4 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1157

Creekside

3588

4 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.


Aptly named and perfectly positioned on the banks of pretty Wootton Creek on the north coast of the Isle of Wight, Creekside is a gorgeous waterfront holiday home with delightful v...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1157

Sea Lights is a 2 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £934 *

Sea Lights

4967

2 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.


Situated close to the beating heart of world-famous Cowes, lies the pretty coastal village of Gurnard, where you will find this handsome coastal ground floor pet-friendly apartment...

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

7 nights from £934 *

Keepers Cottage is a 4 bedroom, rural self-catering cottage on the outskirts of Wootton, Isle of Wight
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £877

Keepers Cottage

4070

4 bedroom, rural self-catering cottage on the outskirts of Wootton, Isle of Wight


This gorgeous stone cottage is tucked away in the most idyllic and tranquil location; surrounded by fields and woodland, this is the perfect holiday setting to truly escape from it...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £877

Underwood Cabin is a 3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £763 *

Underwood Cabin

4995

3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.


Nestled next to St Hubert's Lodge surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful rural retreat, perfectly situated on the edge of the Isle of ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £763 *

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

Lucaya is a 4 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £603 *

Lucaya

3621

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


Welcome to Lucaya, a smart town house for eight set over three floors, a great space with a pretty enclosed rear patio and lawn, the ideal stay for a family looking for a seaside b...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £603 *

Show properties within 10 miles of Whippingham

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.