Cottages for October Half Term on the Isle of Wight

Pack your bags and round up the kids, an autumn holiday on the Isle of Wight is beckoning. Giving you something special to look forward to this October half term, all of our Isle of Wight cottages perfectly combine homely touches with modern luxuries. Take a look through our collection and find the one just right for you. The holiday of a lifetime is but moments away. 

A holiday on the Isle of Wight provides stunning coast, beautiful countryside and lots to see and do. With October often hanging onto good weather post-summer, it is a great time to explore the island and take in the sights. Making the most of the daylight hours before nights draw in and book yourselves a luxurious break on the Isle of Wight. Even if the weather takes a turn for the worse, stormy days can be hugely atmospheric, particularly if you have a sea view cottage on the Isle of Wight. As well as a complete inventory, many of our cottages offer unique facilities too, like games rooms and wood burners, so you can enjoy a break from the rhythm of everyday life in total comfort and style. Look through our 128 cottages available for October half term and find your favourite one.

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

128 luxury cottages for October half term on the Isle of Wight

2 bedroom self catering cottage at Island Harbour, near Newport.


Spring Tide is a delightful holiday cottage situated in a small development at Island Harbour Marina on the banks of the River Medina. The marina is set in a beautiful secluded val...

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

Price per week £511

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


1 The Saltings is a lovely three bedroom, lower ground floor apartment - perfect for those with young children and buggies - and it's just a hop, skip and a jump away from the pebb...

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

Price per week £513

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

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


4A Ship House, an attractive townhouse positioned right in the middle of Seaview, is perfect for a family looking for a coastal break. 'Ship shape' in presentation, the fantastic t...

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

Price per week £518

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


Accessed via a set of stairs, this bright and airy first and second floor apartment offers contemporary accommodation, with large and spacious rooms packed with period features, hi...

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

Price per week £527

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


Elm Cottage is a stylish, spacious first floor apartment, brimming with quirky taste and character, in the sought after village of Seaview and it enjoys sea views across the roof t...

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

Price per week £575

3 bedroom self catering cottage near the beach in Brook.


September Cottage is an excellent, family-friendly holiday home with an expansive, attractive kitchen and good-sized kitchen, sitting and dining areas. It's easy to imagine curling...

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

Price per week £601

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


This charming first floor apartment is laid over two floors and situated right in the heart of Seaview village, tucked away down a quiet side street called Rope Walk, so called as ...

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

Price per week £615

3 bedroom, rural self catering apartment near the beach near Newport, Isle of Wight


This stunning barn conversion is located just outside the picturesque village of Chillerton, in the heart of the Island’s farming community between Newport and Chale. The outlook o...

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

Price per week £695

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

3 bedroom, dog friendly self catering cottage in Ventnor.


This gorgeous stone cottage is nestled in a wonderful countryside location in the central south of the Island, a short distance from the coastal town of Ventnor. Situated at the en...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £725

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

Price per week £860

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