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October Half Term Cottages on the Isle of Wight

48 properties found
Tennysons View Cottage (IC136)
Tennysons View Cottage (IC136)
Tennysons View Cottage (IC136)
Tennysons View Cottage (IC136)
Tennysons View Cottage (IC136)
Tennysons View Cottage (IC136)
Tennysons View Cottage (IC136)
Tennysons View Cottage (IC136)
Tennysons View Cottage (IC136)
Tennysons View Cottage (IC136)

Tennysons View Cottage

Freshwater, Isle of Wight

2
1
1

Just a stone’s throw from the quiet beach at Freshwater Bay, this self-contained apartment is perfect for a relaxing and romantic coastal getaway on the Isle of Wight.

Castle Coach House (IC025)
Castle Coach House (IC025)
Castle Coach House (IC025)
Castle Coach House (IC025)
Castle Coach House (IC025)
Castle Coach House (IC025)
Castle Coach House (IC025)
Castle Coach House (IC025)
Castle Coach House (IC025)

Castle Coach House

Ventnor, Isle of Wight

2
1
1

Ground-floor stable conversion property sleeping two guests, clustered around a secluded courtyard alongside other holiday cottages, situated just a short walk from Ventnor seafront.

The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)
The Wendy House - Freshwater (73929)

The Wendy House - Freshwater

Freshwater, Isle of Wight

2
1
1
pets 2

Cosy bolthole for two set in the pretty village of Freshwater, minutes from the bay and picturesque downland, this is the ideal base for walking and exploring all that the Isle of Wight has to offer.

The Clock Tower Cottage (IC145)
The Clock Tower Cottage (IC145)
The Clock Tower Cottage (IC145)
The Clock Tower Cottage (IC145)
The Clock Tower Cottage (IC145)
The Clock Tower Cottage (IC145)
The Clock Tower Cottage (IC145)
The Clock Tower Cottage (IC145)
The Clock Tower Cottage (IC145)
The Clock Tower Cottage (IC145)

The Clock Tower Cottage

Ventnor, Isle of Wight

2
1
1

Charming clock tower, part of a converted stable block, sleeping two adult guests in an interesting cottage in the pretty seaside town of Ventnor, a short walk from the popular sandy beach.

Castle Cottage - Ventnor (IC026)
Castle Cottage - Ventnor (IC026)
Castle Cottage - Ventnor (IC026)
Castle Cottage - Ventnor (IC026)
Castle Cottage - Ventnor (IC026)
Castle Cottage - Ventnor (IC026)
Castle Cottage - Ventnor (IC026)
Castle Cottage - Ventnor (IC026)

Castle Cottage - Ventnor

Ventnor, Isle of Wight

2
1
2

Pretty stable conversion property sleeping two guests, offering attractive accommodation in the seaside resort of Ventnor, just a short walk to the beach and the well-regarded botanic gardens.

The Clock House (IC144)
The Clock House (IC144)
The Clock House (IC144)
The Clock House (IC144)
The Clock House (IC144)
The Clock House (IC144)
The Clock House (IC144)
The Clock House (IC144)

The Clock House

Ventnor, Isle of Wight

2
1
1

Delightful one-bedroomed cottage, offering well-maintained period accommodation for up to three guests, located in the popular seaside village of Ventnor, within walking distance of the sandy beach.

Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)
Bay Springs (85248)

Bay Springs

Sandown, Isle of Wight

2
1
1

A cosy annexe located in the heart of a popular seaside resort on the Isle of Wight. The ideal choice for a romantic getaway or a fun-packed holiday.

The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)
The Bolthole - Ryde (83825)

The Bolthole - Ryde

Ryde, Isle of Wight

2
1
1
pets 2

This stylish ground-floor apartment is located between Ryde and Swanmore and is ideal for a seaside break away with your four-legged friends or a couple’s holiday.

Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)
Vestry Cottage (IC163)

Vestry Cottage

St Lawrence, Isle of Wight

3
2
1
pets 2

Delightful Grade II listed cottage dating from the 15th century, offering attractive period-style accommodation for three guests, located in the quiet hamlet of St Lawrence on the Isle of Wight’s south coast.

Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)
Sunnybank - Ventnor (79076)

Sunnybank - Ventnor

Ventnor, Isle of Wight

4
2
1

An ideally located apartment on the south coast of the Isle of Wight. With so much to do and explore you are spoilt for choice on holiday here.

Lavender Cottage - Godshill (IC072)
Lavender Cottage - Godshill (IC072)
Lavender Cottage - Godshill (IC072)
Lavender Cottage - Godshill (IC072)
Lavender Cottage - Godshill (IC072)
Lavender Cottage - Godshill (IC072)
Lavender Cottage - Godshill (IC072)
Lavender Cottage - Godshill (IC072)
Lavender Cottage - Godshill (IC072)
Lavender Cottage - Godshill (IC072)
Lavender Cottage - Godshill (IC072)

Lavender Cottage - Godshill

Godshill, Isle of Wight

4
2
1
pets 2

Situated on a delightful farm in a lovely part of the island, this charming cottage rests in an Area of Outstanding Natural Beauty between Appuldurcombe Down and the picturesque village of Godshill.

Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)
Cliff View Apartment (75730)

Cliff View Apartment

Ventnor, Isle of Wight

4
2
2

Located beneath St Boniface Down, the highest point on the Isle of Wight, this apartment is perfect for those who want to be close to Ventnor’s seafront and beach. There is so much to see on this beautiful island.

Isle of Wight October half-term breaks

As the leaves begin to fall and the muted colours of autumn fill the landscape, the Isle of Wight is still the most beautiful place to take a holiday. Many attractions are still open and gearing themselves up for Hallowe’en and Bonfire Night, perfect if you have little ones with you, desperate to dress up in ghoulish costumes and go pumpkin hunting!

Though days are shorter, you can still enjoy days out at the coast, taking bracing walks along the island’s beaches, as well as long country walks, after which you can snuggle up together in front of a roaring log fire. Whatever type of holiday you are looking for, we have the perfect selection of cottages for October half term.

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Location

  • Waterside views
  • Fishing onsite / nearby
  • Pub within 1 mile
  • Beach within 5 miles
  • Shop within 1 mile

Facilities

  • Games / Play facilities
  • Four poster bed
  • Open fire / woodburner
  • Hot tub
  • Enclosed garden / patio
  • Sky TV
  • Tennis court
  • Internet access
  • Swimming pool

Minimum star grading

Property

  • Romantic
  • Does not allow pets
  • Downstairs bathroom
  • Family friendly
  • Luxury
  • Thatched
  • Working farm
  • Apartment
  • Downstairs bedroom

Recently added

  • Added in last 2 months
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