Freshwater Bay Cottages
We've got 16 holiday cottages in and around the gorgeous Freshwater Bay. Less than two miles from Freshwater itself, Freshwater Bay is a beautiful pebbled beach on the south west coast of the Isle of Wight. Surrounded by the chalky white cliffs and backing on to an Area of Outstanding Natural Beauty, you really are in paradise when visiting this beach. To get a taste of the view, check out our Freshwater Bay webcam.Read more
The coastal path makes this area great for walkers and an 18 hole golf course means that various outdoor pursuits can be achieved with a stay at Freshwater Bay. Within sight of the bay, there’s also the Needles and Totland just next door to Freshwater. Take an afternoon to explore Totland Bay, breathe in the fresh sea air and watch the ships passing by through the Solent and out into the big wide world.
To the east of the bay, passing through the AONB, you’ll get to Niton and St Catherine’s point. The point has plenty of works to enjoy and on certain days you can head into St Catherine’s lighthouse to explore. This area is the famous home of 16th century smugglers. Be sure to visit their favourite hang out, The Buddle Inn. A classic pub with views of the sea, this is a lovely spot to snuggle down in the winter or bask in the summer sunshine.
We have 16 self catering cottages in Freshwater Bay to show you...
7 nights from £614
Bay View
39022 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight
This beautiful contemporary apartment is literally perched above the beach, offering stunning views of the picturesque Freshwater Bay. Extremely well appointed, the apartment offer...
7 nights from £614
7 nights from £547
10 Bayclose
51592 bedroom self catering apartment with sea views in Freshwater, Isle of Wight
Overlooking the gorgeous coastline at Freshwater Bay sits 10 Bayclose, a wonderfully homely apartment perfect for a family getaway to the seaside. With light and airy interiors, sn...
7 nights from £547
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 £771 *
Driftwood
56132 bedroom dog friendly luxury retreat with private hot tub.
Whisk yourself away to this pretty retreat on the glorious Isle of Wight, new to the portfolio this spring and perfect for couples, small families and four-legged companions who lo...
7 nights from £771 *
7 nights from £771 *
Escape Away
56122 bedroom luxury retreat with private hot tub
New to the Classic portfolio, very close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base you...
7 nights from £771 *
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15% off
10 May 2024 - 17 May 2024
£848.00£720.80
7 nights from £709
House of Logs
42254 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight
House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday and do...
7 nights from £709
7 nights from £2727
St Andrews
46416 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...
7 nights from £2727
7 nights from £633
Pinings Yard
46252 bedroom self catering cottage near the beach in Yarmouth, Isle of Wight.
This gorgeous, tucked away cottage is just a short stroll from the centre of Yarmouth and a real delight. Gated access off a narrow unmade track, leading to the sea, takes you to y...
7 nights from £633
7 nights from £1097
6 Coastguard Cottages
35583 bedroom, dog friendly holiday cottage near the beach in Brook, Isle of Wight.
6 Coastguard Cottages is formerly the quarters of the Coastguard Station officers, now cosily decorated it makes for a peaceful island retreat. Positioned in a stunning coastal loc...
7 nights from £1097
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £2186
Flackstead
39133 bedroom self catering cottage near the beach in Brook, Isle of Wight
Flackstead is a unique eco-friendly house which has breathtaking and uninterrupted coastal views across Compton Bay towards the Needles. Flackstead combines the very best of co...
7 nights from £2186
7 nights from £449
Orchard Cottage
39362 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
Originally the farm's milking parlour, this delightful semi-detached cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural loc...
7 nights from £449