Cottages for a six night break in Isle of Wight

Cottages for a six night break in Isle of Wight

A six night break is perfect for those who want something a little longer than a short break, but perhaps aren't looking for a week-long escape. There’s so much you can see and do in six nights and we have 86 luxury cottages available for your escape. Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 86 cottages available in Isle of Wight available for six night breaks

The Police House is a 4 bedroom, dog friendly holiday cottage near the beach in Seaview.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £842 *

The Police House

6051

4 bedroom, dog friendly holiday cottage near the beach in Seaview.


Perfectly situated in the heart of the charming village of Seaview on the stunning east coast of the Isle of Wight, The Police House is a delightful, detached holiday home located ...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £842 *

Seascape is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £486

Seascape

5944

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


Located in the cosmopolitan town of Ventnor within a Victorian townhouse, Seascape is a modern two-bedroom, ground floor, apartment with spectacular sea views overlooking the bay. ...

  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £486

Maybury is a 3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £984

Maybury

5991

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


Your dream coastal escape awaits in Seaview! Escape to elegant Maybury and stay in this beautifully styled home with sandy beaches and village amenities on your doorstep. This blis...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £984

Sun Lodge is a 4 bedroom, dog friendly holiday cottage with sea views in Ventnor.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1035

Sun Lodge

5853

4 bedroom, dog friendly holiday cottage with sea views in Ventnor.


Step back in time and immerse yourself in the historic charm of Ventnor at this elegant Isle of Wight retreat with mesmerising sea views and generous spaces for a truly relaxing fa...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1035

48 Solent View is a 3 bedroom self catering cottage with sea views in Seaview.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £648 *

48 Solent View

5828

3 bedroom self catering cottage with sea views in Seaview.


Just a short wander from the golden sands of Seagrove Bay and the quaint charm of Seaview village, this stylish holiday haven offers modern home comforts in an unbeatable location ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £648 *

Pucks Oak is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1050

Pucks Oak

5698

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


Within moments of the seafront at Seaview, with off-street parking and a lovely garden, semi-detached Pucks Oak is a great home-from-home to enjoy with friends and family. With the...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1050

Bentinck is a 3 bedroom cottage near the beach in Ventnor.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £721

Bentinck

5724

3 bedroom cottage near the beach in Ventnor.


With everything you could wish for on your doorstep for a blissful Isle of Wight holiday experience with family or friends, Bentinck is a great base to explore all that this Island...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £721

Pepita is a 5 bedroom, dog friendly holiday cottage with sea views in Seaview.
  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1498 *

Pepita

5719

5 bedroom, dog friendly holiday cottage with sea views in Seaview.


With breathtaking sea views and the beach only a few steps from the front door, two former coastguard cottages and the adjoining boathouse have been transformed into an island gem,...

  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1498 *

Our property managers are local experts who handpick perfect places to stay.

The Dairy is a 3 bedroom self catering cottage near the beach in Seaview.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £991

The Dairy

5631

3 bedroom self catering cottage near the beach in Seaview.


Set in the pretty village of Seaview, moments from the seafront, this delightful home-from-home is waiting to welcome you. The village centre is a short stroll away, here you will ...

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

7 nights from £991

Tangle Cottage is a 4 bedroom self catering cottage near the beach in Seaview.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £728 *

Tangle Cottage

5669

4 bedroom self catering cottage near the beach in Seaview.


Nestled at the end of Ryde Road, just a short walk from the beach and Seaview village, with off-street parking and a lovely large garden to the rear, semi-detached Tangle Cottage i...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £728 *

Load more

Spend the best part of the week exploring, adventuring and relaxing - maybe you have plans to walk the coast path, roam the countryside, enjoy the local food and drink or simply to sit back, unwind and lose yourself in that book you've been wanting to read for a while. Either way, take your pick from our selection of gorgeous cottages and start your six night adventure.