We have 38 May half-term cottages on the Isle of Wight
7 nights from £1254
Alcantara
35743 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Located just a short stroll away from the beautiful beaches of Seaview, Alcantara is a magical place for a holiday. With oodles of space, stylish interiors and classic furnishings,...
7 nights from £1254
7 nights from £2300
Barton Manor Farmhouse
35804 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
Set in the stunning grounds of The Barton Manor Estate, with access to a private beach, 200 acres of woodland and close to Cowes on the Isle of Wight, Barton Manor Farmhouse is a b...
7 nights from £2300
7 nights from £1501
Creekside
35884 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
Aptly named and perfectly positioned on the banks of pretty Wootton Creek on the north coast of the Isle of Wight, Creekside is a gorgeous waterfront holiday home with delightful v...
7 nights from £1501
7 nights from £1107
Garsdon
36044 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
This lovely bright and spacious detached house located on a quiet lane in Seaview is just a ten minute stroll from the beautiful beach at Seagrove Bay. With a charming large enclos...
7 nights from £1107
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £850
Spinnakers
36592 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
Situated in a peaceful, private estate just a short stroll from the charming seaside town of Yarmouth, Spinnakers is a cosy, single-storey semi-detached holiday home with well-kept...
7 nights from £850
7 nights from £516
The Beach Retreat
36652 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Perfectly situated just a stone's throw away from Seaview beach, where you will discover beautiful views across the Solent, The Beach Retreat is located close to the village centre...
7 nights from £516
7 nights from £753
Yardley
36972 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Yardley is a charming Victorian cottage, set in the centre of the pretty sailing village of Seaview. The beach and local shops are only a few minutes from your doorstep making this...
7 nights from £753
7 nights from £1142
10 Shanklin Manor
35113 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.
This superb two-storey, first floor apartment dating back to 1863 is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the use of a la...
7 nights from £1142
