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October Half Term Cottages on the Isle of Wight

122 properties found
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)
Alverstone Ponds Hobbits Landing Lodge (78635)

Alverstone Ponds Hobbits Landing Lodge

Sandown, Isle of Wight

2
1
1
pets 1

A peaceful rural getaway in a cosy lodge, ideal for couples and their four-legged friends. Within easy reach of local attraction and facilities.

Little Dormers (IC073)
Little Dormers (IC073)
Little Dormers (IC073)
Little Dormers (IC073)
Little Dormers (IC073)
Little Dormers (IC073)
Little Dormers (IC073)
Little Dormers (IC073)

Little Dormers

Cowes, Isle of Wight

2
1
1

Close to the famous sailing centre of Cowes, this lovely property offers stunning sea views and is perfect for relaxing on the terrace and watching the boats and cruise liners in the Solent.

Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)
Brook Lodge (IC022)

Brook Lodge

Whitwell, Isle of Wight

2
1
1

Comfortable single-storey property set in impressively large gardens and offering spacious accommodation for two guests, situated in the village of Whitwell on the south coast of the Isle of Wight.

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 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.

Robins
Robins
Robins
Robins
Robins
Robins
Robins
Robins
Robins
Robins
Robins
Robins
Robins
Robins

Robins' Retreat

Whitwell, Isle of Wight

2
1
1

Just a short drive from sandy beaches and nestling in the heart of the beautiful Isle of Wight countryside, this cosy holiday cottage for two offers glorious views and comfortable accommodation.

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.

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.

Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)
Freshwater Reach (85321)

Freshwater Reach

Freshwater, Isle of Wight

2
1
1
pets 1

Enjoy a romantic break away or an active weekend at this wonderful one-bedroom ground floor apartment, located on the west of the Isle of Wight.

Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)
Moonfleet Cottage - Freshwater (IC088)

Moonfleet Cottage - Freshwater

Freshwater, Isle of Wight

2
1
1
pets 1

With breath-taking views from the property and garden, this property is the perfect choice for a romantic getaway for two.

The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)
The Corner House - Freshwater Bay (89576)

The Corner House - Freshwater Bay

Freshwater, Isle of Wight

2
1
1
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)
Pebbles - Blackwater (86258)

Pebbles - Blackwater

Newport, Isle of Wight

2
1
1
pets 1

A stylish pet friendly couples retreat, in the heart of the island, a great place to stay and explore the surrounding walks and cycle routes.

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

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

Facilities

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

Minimum star grading

Property

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

Recently added

  • Added in last 2 months
The Travel Chapter Limited trading as Island Cottage Holidays is an appointed representative of ITC Compliance Limited which is authorised and regulated by the Financial Conduct Authority (their registration number is 313486) and which is permitted to advise on and arrange general insurance contracts as an intermediary.
The Travel Chapter Limited trading as Island Cottage Holidays | The Travel Chapter Limited is registered in England and Wales. | Registered office Travel Chapter House Gammaton Road Bideford EX39 4DF Company No. 02431506 | VAT reg: 143053210.