November on the Isle of Wight

Across the Isle of Wight we have a collection of 150 self-catering cottages for November. Offering wide variety and consistent quality, you can spend your November break exactly the way you please surrounded by home comforts and modern luxuries. Pour through our available properties and let your imagination run wild, a dream retreat is just around the corner. Read more

Whether you are looking for a novel way to spend Bonfire Night, hoping to make the most of the island's empty beaches or would like some serious rest and relaxation with your loved ones, we'll help you pave the way to an idyllic retreat. With autumn moving into winter and an atmospheric cheer in the air, you can look forward to lazy mornings, revitalising days out and evenings in in front of the fire. Browse through our available cottages and see what piques your interest. At Classic Cottages, we have learnt a thing or two about holidays over the years and understand the importance of accommodation in making or breaking your experience. That's why all of our properties are handpicked and personally inspected so your holiday is the best it can be. All you have to do? Enjoy. 

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

150 cottages for November on the Isle of Wight

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £425

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


6 St Joseph’s has stunning panoramic sea views, which you can sit and admire from the balcony, living room and master bedroom! Ideally positioned between Bonchurch and Ventnor this...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £425

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

7 nights from £425

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


With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two ...

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

7 nights from £425

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

7 nights from £426

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


Venice Lodge is a Georgian cottage located in a quiet residential area of the popular seaside town of Ryde. This is a unique house that you will not soon forget. If you long for th...

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

7 nights from £426

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

7 nights from £448

2 bedroom self catering apartment with sea views in Ventnor.


With sea views from the terrace and fresh, modern décor throughout, 2 St Josephs is a holiday maker's home-from-home. It is the perfect get-away for a small family, a couple or two...

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

7 nights from £448

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

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

7 nights from £450

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


This is a wonderfully secluded property with a charming garden and spacious balcony, all within a few minutes from the idyllic Seagrove Bay in Seaview. There are several steps up t...

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

7 nights from £450

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

7 nights from £458

2 bedroom self catering apartment near the beach in Seaview.


2 Springfield Court is an exclusive, ground floor apartment set within a gated development. Boasting eight acres of shared grounds, guests can enjoy use of the extensive grounds, h...

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

7 nights from £458

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

7 nights from £480

2 bedroom self catering apartment near the beach in Seaview.


Apt 1 Springfield Court is a luxurious, ground floor apartment, set in an exclusive development in the picturesque village of Seaview. It would suit a small family or a couple in n...

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

7 nights from £480

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £525

2 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.


Steeped in history Barton Manor is of great significance to the Isle of Wight’s heritage, situated adjacent to Osborne House and part of the original estate. The grand driveway lea...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £525

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

7 nights from £581

2 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight


This beautiful contemporary apartment is literally perched above the beach, offering stunning views of the picturesque Freshwater Bay. Extremely well appointed, the apartment offer...

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

7 nights from £581

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £644

2 bedroom, rural self catering cottage with sea views in St Helens, Isle of Wight.


Set in an idyllic location by the water’s edge on St Helens Duver, The Retreat offers stunning accommodation for a family holiday on the Island. The property offers beautiful livin...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £644

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

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