November on the Isle of Wight

Across the Isle of Wight we have a collection of 146 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

146 cottages for November on the Isle of Wight

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

7 nights from £600

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


A very charming house overlooking The Green in the picturesque village of St Helens, on the east side of the Island, within a short and scenic walk to the beach. A footpath startin...

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

7 nights from £600

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £624

3 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.


Dating back to 1863 and converted in 2011, this superb two-storey apartment is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the u...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £624

View
  • 10% off

    23 Feb 2019 - 2 Mar 2019

    £624.48 £562.03

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

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

7 nights from £366

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


1 Yarborough Cottage is a wonderfully quaint end of terrace property facing St Helens Green on the east side of the island, with far reaching views over Culver Downs. The owners ha...

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

7 nights from £366

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £383

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


10 Tollgate Cottages is a pastel coloured, beach bungalow set in a small gated development close to the waterfront. Clean, neutral decor and its close proximity to the beach make t...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £383

View
  • 20% off

    22 Feb 2019 - 1 Mar 2019

    £382.51 £306.00

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £383

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


6 Tollgate Cottages is a bright and cheery cottage set in a small, gated development near the pretty village of Seaview. Close to the beach, local shops and bars, and with Cafe Blu...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £383

View
  • 20% off

    22 Feb 2019 - 1 Mar 2019

    £382.51 £306.00

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £383

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


27 Tollgate Cottages is one of a number of well presented, beachfront holiday bungalows situated in Salterns Village, a small gated development located opposite Seaview Duver and b...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £383

View
  • 20% off

    22 Feb 2019 - 1 Mar 2019

    £382.51 £306.00

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £383

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


24 Tollgate Cottages is a comfortable property just a stone's throw away from the beach, and a short walk from the local shops and dining in Seaview village. Situated on a small de...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £383

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

7 nights from £407

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


30 Seaview Bay is a lovely three bedroom apartment set over two levels, offering sea views from the master bedroom balcony. Doors from the sitting-room lead to a decked area and pr...

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

7 nights from £407

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

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

7 nights from £433

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


1 Harbour Strand is a town house with jaunty decor, attractive furnishings and interesting prints, including some of the owners own artwork. It offers a games-room, with table-tenn...

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

7 nights from £433

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

7 nights from £435

3 bedroom self catering cottage near the beach in Shanklin.


25 Palmerston Road is a bright, cheerfully decorated, family home and is one of our most popular properties. This property is a real find for a family looking for a home both close...

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

7 nights from £435

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