Cottages for October Half Term on the Isle of Wight

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. Read more

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 122 cottages available for October half term and find your favourite one.

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

Westhill View is a 2 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £550

Westhill View

4882

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


With the golden sands of Shanklin beach a short walk away, this lovely holiday home sits in the heart of town, perfect for traditional days by the seaside and within easy reach of ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £550

9 The Ruskins  is a 3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1114

9 The Ruskins

4865

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


This delightful family holiday home can be found just a short stroll from the beautiful beaches of Bembridge and a wonderful array of traditional shops and restaurants. Light fille...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1114

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Buckland Cabin  is a 1 bedroom cabin near the beach in Seaview, Isle of Wight.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £597

Buckland Cabin

4853

1 bedroom cabin near the beach in Seaview, Isle of Wight.


Tucked away just off the High Street in Seaview, this recently renovated and beautifully presented cabin is ideal if you are seeking a romantic hideaway for two. Step inside th...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £597

Cara Cottage is a 5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2226

Cara Cottage

4846

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


Welcome to Cara Cottage, a stunning detached property located in the heart of Bembridge village. This eye-catching holiday home with soft pink 'Spanish inspired' exterior is beauti...

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

7 nights from £2226

Daisy Cottage  is a 2 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £696 *

Daisy Cottage

4824

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


Daisy Cottage is a lovely cosy and welcoming mid terrace cottage nestled in the heart of Bembridge. Located in one of the most desirable areas to live in on the Isle of Wight, this...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £696 *

Old Bembridge House is a 3 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £835

Old Bembridge House

4791

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


Tucked away on an unmade track just a few yards from the sea and Bembridge Yacht club, Old Bembridge House has all the makings of a perfect holiday idyll. Laid across three floors,...

  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £835

Harbour View is a 4 bedroom self catering cottage with sea views in Ryde, Isle of Wight.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1773

Harbour View

4731

4 bedroom self catering cottage with sea views in Ryde, Isle of Wight.


Escape to the Isle of Wight for a blissful coastal retreat at Harbour View, an impressive Grade II Listed townhouse with stunning sea views, spread over three floors, and with the ...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1773

1 Harrow Cottages is a 1 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £385

1 Harrow Cottages

4642

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


This charming first floor apartment is in Nettlestone, just up the hill from Seaview and within walking distance of the beach. Surrounded by countryside there are lovely views from...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £385

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

St Andrews is a 6 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.
  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £3150

St Andrews

4641

6 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.


Wow! This spectacular converted church has the makings for the most amazing holiday, set in an elevated position with panoramic views across the surrounding countryside and a glimp...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £3150

Limpets  is a 3 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £861

Limpets

4622

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


This gorgeous home, just a stone's throw from the seafront, has sea views from the sitting-room and the luxury of your very own private garden, giving it all the ingredients for a ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £861

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