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 13 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 13 self catering cottages available to rent in June on the Isle of Wight

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

7 nights from £589

East Gull Sands

3595

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


East Gull Sands is an attached, comfortably furnished, beachfront holiday home in Seaview. Sitting right opposite the beach this property has sea views from the upstairs double bed...

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

7 nights from £589

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

7 nights from £675

2 Stanfield House

3531

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


This spacious and sunny first floor apartment is located right in the heart of Seaview village overlooking the High Street and within a few minutes' walk to the beach. Comfortably ...

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

7 nights from £675

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

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

7 nights from £791

Modwena

4468

3 bedroom self catering cottage near the sea in Yarmouth, Isle of Wight.


This gorgeous three bedroom cottage is in the picturesque town of Yarmouth just a few minutes' walk from the village centre and historic pier. Located on the west coast of the Isla...

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

7 nights from £791

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

7 nights from £895

4 Landfall House

4315

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


Situated just a few steps from the beach, this ground floor apartment makes the most of its location with both the sitting-room and kitchen/diner to the front boasting wonderful se...

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

7 nights from £895

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

7 nights from £1050

Raleigh Cottage

3647

3 bedroom self catering cottage near the beach in Seaview.


In a quiet position within a secluded courtyard in the village of Seaview, Raleigh Cottage is the perfect blend of old-world charm and contemporary comfort. It would suit a family ...

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

7 nights from £1050

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2475 *

St Andrews

4641

6 bedroom, dog friendly holiday home near the beach in Yarmouth, Isle of Wight.


Wow! This spectacular converted church has the makings for the most amazing holiday, set in an elevated position with panoramic views across the surrounding countryside and a glimp...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2475 *

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £636

Ashmead Cottage

3723

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


If you long for picturesque walks in the daytime and quiet nights under starry skies, then Ashmead Cottage is your holiday ideal. This lovely property would suit a family or even t...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £636

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

7 nights from £731

Alcantara

3574

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


Beautifully decorated in neutral tones throughout, Alcantara is a well-presented, spacious property offering flexible family accommodation in the heart of Seaview. This detache...

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

7 nights from £731

Choose from our exclusive collection at the best prices with real time availability.

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £918

Mallards

3627

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


Mallards is a spacious, three-storey Edwardian house in Seaview village and a much-loved family home. Enjoying a great location just yards from the seafront, it's the perfect choic...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £918

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1500

Timbuktu

4655

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


Located in Fairy Road in Seaview, Timbuktu is a bright and airy house with plenty of space for a wonderful family holiday on the Island. With a secure gated entrance from the stree...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1500

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