Holiday Cottages for June on the Isle of Wight

Holiday Cottages for June on the Isle of Wight

A healthy dose of summer sunshine and fresh air can provide more than just the ingredients for a great holiday. A stay on the Isle of Wight can relax the mind and revive the soul. Make the most of the June calm ahead of the summer crowds and enjoy a blissful retreat. We have a selection of 115 luxury self catering cottages to choose from. Read more

Pack a picnic and hike across the coastal paths, or make the most of quiet beaches and soak up the sun and salty sea air. A stay on the Isle of Wight this June can provide some much needed TLC and a well-deserved break. Whoever you want to spend your time with, whether you'd prefer a solo retreat, a family break, a gathering with friends or an escape with the dog, we have a wonderful portfolio of luxury cottages ready for you to choose from. Quaint rural cottages to seaside retreats, we have a huge variety of cottages available. All you have to do? Pick your favourite one. Or two. Or three.

Isle of Wight Cottages for Rent this June

Treat yourself to a luxury break on the Isle of Wight this June. This island paradise begs to be explored, and we have a luxury collection of self catering cottages offering the perfect base. 

At Classic Cottages, we know what makes great accommodation. All of our cottages are handpicked and personally inspected, and each is fully equipped ensuring your total comfort. Many of our cottages are dog friendly too, so you don't have to leave your friend behind this June.

For more information, browse our selection and find the right cottage for you. If you have any questions, don't hesitate to get in touch

We have 115 self catering cottages available to rent in June on the Isle of Wight

Halland Rise is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2272

Halland Rise

5500

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


Introducing, Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and lo...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2272

Firestone Lodge is a 4 bedroom, dog friendly holiday cottage near the beach near Ryde, Isle of Wight.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1868

Firestone Lodge

5494

4 bedroom, dog friendly holiday cottage near the beach near Ryde, Isle of Wight.


Set back from the road and only a short walk from the pretty tidal estuary at Wootton Creek, Firestone Lodge sets the scene for your luxury holiday with family, friends and your mu...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1868

Dar View is a 4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £2167

Dar View

5458

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


If you are looking for a stylish, spacious, yet comfortable retreat which boasts a superbly sought-after location, welcome to Dar View. An exquisite 'New England' style holiday...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £2167

Alton House is a 3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £2535

Alton House

5472

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


Perfectly placed for a stunning Island getaway. Welcome to Alton House, a classic period property sitting in an enviable position just moments away from Bembridge village high stre...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £2535

Lower Buoys is a 2 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £1170

Lower Buoys

5457

2 bedroom self catering apartment near the beach in Seaview, Isle of Wight.


Looking for buried treasure and an Island adventure? Look no further than this super ground floor, luxuxy apartment in a premier destination in the heart of Seaview. Enjoy beachsid...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £1170

Sanderling is a 3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1147

Sanderling

5424

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


A warm island welcome awaits at "Sanderling" a beautiful three bedroom home within a few minutes' walk of the beach and Seaview village, with the added bonus of a mature garden wit...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1147

Verbena Cottage is a 2 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £826

Verbena Cottage

5368

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


Perched high above the village of Bonchurch and close to the seaside town of Ventnor you will find Verbena Cottage, a lovely holiday home with wonderful views. This super little re...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £826

Lazydays Hideaway is a 1 bedroom glamping Yurt with sea views near Ventnor, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £180 per night

Lazydays Hideaway

5381

1 bedroom glamping Yurt with sea views near Ventnor, Isle of Wight.


Welcome to Lazydays Hideaway, enjoying far reaching sea views across Reeth Bay and beyond and nestled on a hillside at the southerly point of the Isle of Wight. Whether you wan...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £180 per night

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Weirside Cottage is a 2 bedroom, dog friendly holiday cottage near the beach near Yarmouth.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1245

Weirside Cottage

5320

2 bedroom, dog friendly holiday cottage near the beach near Yarmouth.


As pretty as a picture, feast your eyes on Weirside a stunning Grade II Listed cottage at the heart of the idyllic island village of Brighstone, just half mile from the sea and the...

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

7 nights from £1245

Berry Cabin is a 2 bedroom, dog friendly, self catering cottage in Seaview, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £637

Berry Cabin

5286

2 bedroom, dog friendly, self catering cottage in Seaview, Isle of Wight.


What a little cutie! Berry Cottage is a delightful bolthole for four guests and one well behaved doggy looking for some summer fun! Surrounded by Hersey nature reserve and countrys...

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

7 nights from £637

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