Freshwater Cottages
We've got 11 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 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 11 self catering cottages in Freshwater to show you...
7 nights from £1000
1 Church House
45964 bedroom self catering cottage near the beach in Totland, Isle of Wight.
A simply stunning church conversion in Totland on the west coast of the Island and within walking distance to the beach, making this the perfect holiday destination. Beautifully co...
7 nights from £1000
7 nights from £529
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 a sea view from the first floor master bedroom and it i...
7 nights from £529
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.
7 nights from £507
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 £507
7 nights from £1200
The Tap Room
46993 bedroom self catering cottage near the beach in Freshwater, Isle of Wight.
If you are looking to holiday in a place that is just that little bit special then The Tap Room at Golden Hill Fort is for you. The panoramic views from the shared roof terrace are...
7 nights from £1200
7 nights from £850
Benhams
45784 bedroom, dog friendly holiday cottage near the beach in Freshwater, Isle of Wight.
Located within walking distance of Freshwater Bay, stopping en route at the charming Piano Cafe for a spot of lunch or coffee and home-made cake, Benhams is an ideal base. The brea...
7 nights from £850
7 nights from £621
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 £621
7 nights from £1950 *
St Andrews
46416 bedroom, dog friendly holiday home 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 £1950 *
7 nights from £608
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 £608
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
7 nights from £638
Modwena
44683 bedroom self catering cottage near the sea in Yarmouth, Isle of Wight.
This gorgeous three bedroom cottage is in the picturesque town of Yarmouth just a few minutes' walk from the village centre and historic pier. Located on the west coast of the Isla...
7 nights from £638
7 nights from £700
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 £700