Freshwater Bay Cottages
We've got 23 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 23 self catering cottages in Freshwater Bay to show you...
7 nights from £569
Bay View
39022 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight
This contemporary apartment perched above the beach offers stunning views of picturesque Freshwater Bay. Extremely well appointed, the open-plan living space with French doors out ...
7 nights from £569
7 nights from £655
Afton Thatch
35733 bedroom, dog friendly cottage near the beach near Old Freshwater, Isle of Wight.
If you're after a period property that is full of character, then Afton Thatch is the place for you. With its thatched roof, oak beams, open fireplaces and glorious river views, th...
7 nights from £655
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 £335
Afton Lodge
35721 bedroom, dog friendly cottage near the beach near Old Freshwater, Isle of Wight.
If a quintessentially English cottage is what you're after for your holiday, look no further than Afton Lodge. Set in Old Freshwater, the lodge boasts a thatched roof, stable door ...
7 nights from £335
7 nights from £437
Ashmead Cottage
37233 bedroom, dog friendly holiday cottage near the beach in Totland, Isle of Wight
If you long for picturesque walks in the daytime and quiet nights under starry skies, then Ashmead Cottage is your holiday ideal. This lovely property would suit a family or even t...
7 nights from £437
7 nights from £495
Solent Peek
39653 bedroom, dog friendly holiday cottage near the beach in Freshwater, Isle of Wight
Welcome to Solent Peek, a lovely comfortable home in Totland on the West Coast of the Island. As the name suggests, there is sea view from the first floor master bedroom and it is ...
7 nights from £495
7 nights from £750
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, the h...
7 nights from £750
7 nights from £460
Old Coastguards
36402 bedroom, dog friendly holiday cottage near the beach in Alum Bay, Isle of Wight.
Where to start in describing Old Coastguards? Our highlights are the tremendous views, log burning sauna with external heated shower, and roll-top bath, not to mention luxurious fu...
7 nights from £460
7 nights from £450
Highgate
42042 bedroom self catering cottage near the beach in Yarmouth, Isle of Wight
Tucked away down a quiet road leading to Fort Victoria Country Park on the outskirts of Yarmouth, Highgate is a superb holiday destination. Laid over one floor this property provid...
7 nights from £450
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 £600
Haslemere
36073 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
A classic red brick Victorian home, Haslemere is just a short walk from Yarmouth village. It would suit a family nicely but could be equally enjoyed by several friends travelling ...
7 nights from £600
7 nights from £417
Harbour Life
3917pretty 2 bedroom apartment in Yarmouth town centre, Isle of Wight
Located in the heart of the historic port town of Yarmouth, Harbour Life is perfectly situated within easy reach of the Wightlink ferry and public transport and just moments away f...
7 nights from £417