Freshwater Bay Cottages
We've got 15 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 15 self catering cottages in Freshwater Bay to show you...
New bookings can be placed for any holiday arriving on or after the 1st March 2021. COVID-19
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
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
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 £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
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 £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 £668
6 Coastguard Cottages
35583 bedroom, dog friendly holiday cottage near the beach in Brook, Isle of Wight.
Formerly the officer's quarters of the coastguard station, 6 Coastguard Cottages has been beautifully decorated and offers a wonderful holiday home in Brook. This period property h...
7 nights from £668
7 nights from £1756
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 £1756
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 £388
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 £388
7 nights from £388
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 £388