October Half Term Cottage Breaks

The Island is very much still open for business in October and there’s always lots to do during the half term break. At this time of year, it may be a bit chillier, but the sea is still fairly warm for those brave enough to get one last dip before the end of the year.

We have some great ideas on activities to keep the kids amused this Half Term, come rain or shine!

On a rainy day, why not visit the new indoor play barn at Tapnell Farm, they can model their new favourite cereal bowl with pottery making at Chessell Barns, and what's not to like about a visit to Ventnor Botanic Garden's kids playground and coastal path leading to the beach. For children with a bit of bounce, try the new Isle Jump park in Lake. For more indoor family days out, please visit the Rainy Day section of our blog.

We have Cottages available across the Island and our current availability is shown below. Keep an eye on our special offers page for late availability discounts.

Short breaks for October Half Term now available.

Your search has found 57 cottages:

Showing 1 to 10 of 57

Little Tremore Cottage

Newport Central Wight
Property rating: 0

A one bedroom annexe in a quiet village, perfect or a couples peaceful retreat

  • Pets: No
  • Bedrooms: 1
  • Sleeps: 2
7 nights from £220 to £695

4 Carina

Seaview East Wight
Property rating: 0

This recently updated first floor apartment offers comfortable accommodation for up to 4 people in the pretty Victorian sailing village of Seaview on the East of the Island. A short stroll takes you to the pretty seafront with its sand & rock beach.

  • Pets: Yes
  • Bedrooms: 2
  • Sleeps: 4
7 nights from £285 to £590

The Crows Nest

Seaview East Wight
Property rating: 0

This spacious apartment occupies the top floor of an imposing Victorian property. Situated in Seaview village there are views of the Solent over the rooftops and it is only a short walk to the beaches and village shops.

  • Pets: No
  • Bedrooms: 2
  • Sleeps: 4
7 nights from £295 to £595

Smugglers’ Run

East Cowes North Wight
Property rating: 0

This well presented, two bedroom reverse level town house offers excellent sea views of Cowes Harbour and the River Medina

  • Pets: Yes
  • Bedrooms: 2
  • Sleeps: 4
7 nights from £255 to £620

2 Bermuda

Seaview East Wight
Property rating: 0

In a great location on the outskirts of Seaview, a few minutes walk to the beach and with excellent views across the Solent. Fully refurbished in recent years to a high standard the property has its own rear garden and a small balcony off the kitchen.

  • Pets: No
  • Bedrooms: 2
  • Sleeps: 4
7 nights from £335 to £694

35 Cross Street

Cowes North Wight
Property rating: 0

This delightful end of terrace cottage offers a comfortable place to stay and experience all that this vibrant Island town has to offer.

  • Pets: Yes
  • Bedrooms: 2
  • Sleeps: 4
7 nights from £295 to £663

The Lobster Pot

Seaview East Wight
Property rating: 0

The Lobster Pot is a comfortable, 2 bedroom, seafront bungalow which is close to the beach and a few minutes stroll along the waterfront to the charming, sailing village of Seaview, on the East of the Island, with its shops, bars and restaurants.

  • Pets: No
  • Bedrooms: 2
  • Sleeps: 4
7 nights from £306 to £676

Cockleshells

Seaview East Wight
Property rating: 0

An ideal location steps from the beach and just a short walk into Seaview Village and Yacht club, this two bedroom and dog friendly property is a gerat family friendly property.

  • Pets: Yes
  • Bedrooms: 2
  • Sleeps: 4
7 nights from £306 to £663

61 Drake Cottage

Seaview East Wight
Property rating: 0

This comfortably furnished beach bungalow is situated in a small development on the edge of Seaview village. With the use of communal grounds and close to the beach and nature reserve this is a peaceful Isle of Wight escape.

  • Pets: Yes
  • Bedrooms: 2
  • Sleeps: 4
7 nights from £306 to £663

Thin End

Seaview East Wight
Property rating: 0

Thin End is a pretty little attached cottage and offers comfortable, well presented accommodation. Situated in the village centre with all amenities close-by, it benefits from a charming rear garden. Small dogs permitted by prior arrangement.

  • Pets: Yes
  • Bedrooms: 3
  • Sleeps: 4
7 nights from £301 to £692