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

7 nights from £303

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


35 Cross Street is a cute end of terrace townhouse with accommodation spread over three floors, and has a sunny, enclosed courtyard. Built at the turn of the century, and decorated...

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

7 nights from £303

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

7 nights from £500

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 £500

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

7 nights from £1578

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 £1578

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £738

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


Creekside is a fabulous waterfront property that makes a wonderful choice of holiday home at any time of the year. This stunning detached house, set on the banks of Wootton Creek, ...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £738

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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

7 nights from £650

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


Solent View is an immaculately presented seaside villa just metres away from the sea shore of Gurnard. Each room has been thoughtfully decorated to make you feel relaxed and the op...

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

7 nights from £650

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £670

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
  • Regret no pets
  • Changeover Fri

7 nights from £670

View
  • 20% off

    21 Dec 2018 - 28 Dec 2018

    £1225.03 £980.00

  • 20% off

    28 Dec 2018 - 4 Jan 2019

    £1225.03 £980.00

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £250

1 bedroom, rural self catering cottage in Newport, Isle of Wight


This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the own...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £250

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

7 nights from £495

3 bedroom self catering cottage in Newport, Isle of Wight


Located in the centre of the Island on the outskirts of the town of Newport, this is perfectly located to explore different places on the Isle of Wight. In the colder months, wrap ...

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

7 nights from £495

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

7 nights from £600

3 bedroom, rural self catering cottage in Newport, Isle of Wight


This property is a truly idyllic cottage situated in the grounds of a farm, with stunning countryside views and a lovely garden. This is what you would describe as holiday heaven. ...

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

7 nights from £600

  • Sleeps 14 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1440

6 bedroom, dog friendly self catering home near the beach in Ryde, Isle of Wight.


Full of character, Pelham Lodge is a top destination for a large group of friends or an extended family looking for a house for a celebratory occasion. Just a short stroll from Ryd...

  • Sleeps 14 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1440

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