November on the Isle of Wight

Across the Isle of Wight we have a collection of 153 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. 

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

153 cottages for November on the Isle of Wight

4 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight


Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £717 - £877

5 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.


Creekside is a fabulous waterfront property that makes a wonderful choice of holiday home at any time of the year. This stunning detached house, set on the banks of Wootton Creek, ...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £738 - £807

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


Mariners is a beautiful beachfront property offering light, spacious, contemporary family accommodation. Tastefully refurbished in recent years, this modern property is spread acro...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £873 - £1022

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


Swift Cottage is a gorgeous, comfortable Edwardian end-of-terrace property, spread over three levels with wooden flooring throughout the kitchen and dining area. The spacious dinin...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

Price per week £875

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


Mountbatten Garden Apartment is a fabulous apartment stylishly furnished with four en suite bedrooms and comes with a private courtyard including a six person hot tub. Vibrantly de...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

Price per week £895

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


Seacrest House is a stunning holiday home with fabulous Solent views across beautiful Appley beach and is perfect for a large family or group of friends looking for a property with...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

Price per week £989 - £1145

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

5 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of wight.


This stunning converted coach house, benefitting from a fabulous location within the grounds of the Priory Estate, is an exceptional holiday home-from-home. The Priory Coach House ...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £1129

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


A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is roomy, with plenty of space for the family to spread out. As w...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1244 - £1322

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


A truly amazing, contemporary home with views directly out to sea, in the popular sailing town of Cowes. Offering exceptional quality throughout the whole home this is a superb bas...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £1578 - £1678

6 bedroom, rural self catering home near the beach in Bembridge, Isle of Wight.


Windleshore is a gorgeous holiday home, set in the beautiful and sought-after village of Bembridge. Accessed by a private road, and with extensive grounds, this fabulous retreat of...

  • Sleeps 11 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1485

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