Holiday cottages for August on the Isle of Wight

Summer is here and it's time to let your hair down. For something a bit different this August, gather your loved ones and enjoy the holiday of a lifetime on the Isle of Wight. Be it for a weekend, two weeks or even a month, the choices are endless for the perfect break. Head to the island to see all there is on offer, and let the delicate sea breeze float your worries away.Read more

The Isle of Wight is an island full of adventure and when August rolls around, there is no better time to explore. Grab your sunglasses, don your t-shirt and shorts and head out into the great outdoors. There are miles of coast paths to explore, beaches to play on and pubs ready to welcome you afterwards with a cool beverage. Whether you are travelling solo or have a big party in tow, we have cottages of all shapes and sizes to accommodate your needs. Many of our self catering holiday cottages are dog friendly too, which means the whole family can enjoy an August break on the Isle of Wight.

Isle of Wight Holiday Cottages Available in August

Whatever you are looking for to take your holiday from great to fantastic, whether it be gorgeous sea views, a luxurious hot tub, private garden or something else, our portfolio will provide you with 27 of the highest quality cottages on the Isle of Wight.  

To ensure that you have the best holiday possible, at Classic Cottages we handpick all of our properties. Every cottage is personally inspected to meet exacting standards and each is fully equipped, from bed linens right down to the last teaspoon. Everything is taken care of so you don't need to worry about a thing. The most difficult decision? Which cottage to choose.

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

We have 27 Isle of Wight holiday cottages available in August

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

7 nights from £735

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


One of two beautifully converted barns right in the heart of the Island's Area of Outstanding Natural Beauty. Equipped and decorated to a high standard mixing the charming features...

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

7 nights from £735

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

7 nights from £850

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


Tucked away down a quiet road leading to Fort Victoria Country Park on the outskirts of Yarmouth, Highgate is a superb holiday destination. Laid over one floor this property provid...

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

7 nights from £850

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

7 nights from £875

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 £875

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

7 nights from £895

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight


Nestled in the heart of Seaview village, this lovely ground floor apartment is a stone's throw from both the coastline and village amenities, in fact it is just steps away from a f...

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

7 nights from £895

We are Gold accredited with the Green Tourism Business Scheme.

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

7 nights from £950

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 £950

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

7 nights from £1065

3 bedroom self catering cottage in Whitwell, Isle of Wight


Set in the rural village of Whitwell, less than three miles outside of Ventnor, Willow Tree Lodge would suit a family looking for extra space indoors and out, a couple wanting a qu...

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

7 nights from £1065

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

7 nights from £1300

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight


Located on the corner of Ryde Road, Westbourne is a lovely property ideally placed for Seaview Village and the beach. The village amenities are just a few minute's stroll away and ...

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

7 nights from £1300

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1400

4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


This lovely, light and spacious detached house located on Fairy Road in Seaview, just a short stroll from the seafront, makes a fantastic base for a wonderful holiday on the Isle o...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1400

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

7 nights from £1400

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


With a stunning spacious sea facing balcony, Oak Tree Cottage is in a superb location just steps from the beach and a short walk along the seafront into Seaview Village. An outdoor...

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

7 nights from £1400

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

7 nights from £1400

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 £1400

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

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