Freshwater Cottages
We've got 20 holiday cottages in and around the stunning Freshwater. One of the largest towns in West Wight, Freshwater has pretty much everything you may need while on holiday in the Isle of Wight. There are plenty of eateries in and around the town and a good choice of shops and activities to explore. To get a taste of what awaits you, visit our Freshwater webcam.Read more
Freshwater was once home to Alfred Lord Tennyson and sits very close to Tennyson Downs, a walker’s paradise. Freshwater is ideal for those who enjoy the outdoors as there’s also an 18 hole golf course and plenty of opportunity to get out on the water at Freshwater Bay, just south of the town. The small pebbled cove is surrounded by chalk cliffs and is supposedly one of the most picturesque bays on the whole of the island. A beautiful spot to enjoy all year round.
Freshwater is in a great position for discovering the west of the island. The Needles are further west from the town and Yarmouth is around two miles north, great for getting the ferry from Lymington. Yarmouth is a lovely harbour town with even more choice for places to eat than Freshwater. Staying on the west of the island doesn’t mean you have to miss out on seeing the east. The golden beaches of Shanklin, Sandown and Ventnor are great for families or dog owners and sailing fanatics will love Cowes, Bembridge and Seaview for their harbours and impressive views of the ocean during race weeks.
We have 20 self catering cottages in Freshwater to show you...
7 nights from £1757
Bayside House
41784 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight
This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes' walk to the water’s edge, a truly stunning holiday destination. The pro...
7 nights from £1757
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
7 nights from £449
Dairy Cottage
39122 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
Originally the farm's milking parlour, Dairy Cottage is a light and airy single-storey cottage with plenty of charm throughout. Mattingly Farm is made up of three barns in total Da...
7 nights from £449
7 nights from £504
Blakes Barn
39072 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
If you are looking for a traditional cottage, look no further than Blakes Barn. Mattingly Farm is made up of three barns in total, Blakes Barn, Dairy Cottage (3912), and Orchard Co...
7 nights from £504
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.
Mattingley Farm
7 nights from £1402
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
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 £2038
Ridge House
39915 bedroom, dog friendly holiday home close to the beach, near Lymington.
On the edge of the New Forest this fabulous home is the perfect summer escape. Set in the stylish seaside village of Milford on Sea and within a 10 minute walk of the beach, Ridge ...
7 nights from £2038
7 nights from £1113
Yachtsmans Cottage
31942 bedroom, dog friendly cottage with views of the river in Lymington, New Forest
A special ‘Just for Two’ rate (for the week) applies outside of school holidays, call us to book. Just moments from the water’s edge at Lymington, this semi-detached whitewashed...
7 nights from £1113
7 nights from £900
Weirside Cottage
53202 bedroom, dog friendly holiday cottage near the beach near Yarmouth.
As pretty as a picture, feast your eyes on Weirside a stunning Grade II Listed cottage at the heart of the idyllic island village of Brighstone, just half mile from the sea and the...
7 nights from £900
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
Show properties within 10 miles of Freshwater