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 Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.
We have 20 self catering cottages in Freshwater to show you...
7 nights from £617 *
Driftwood
5613A dog friendly luxury retreat with private hot tub sleeping 4.
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 £617 *
Colwell Bay Cottages
7 nights from £1234
7 nights from £617 *
Escape Away
5612A luxury retreat with private hot tub and use of swimming pool.
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 £617 *
7 nights from £665 *
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 £665 *
7 nights from £510
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 £510
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 £614
Bay View
39022 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight
Perched above the stunning Freshwater Bay, this elegant contemporary apartment offers breathtaking views of the scenic coastline and the ultimate spot for refreshing seaside dips. ...
7 nights from £614
7 nights from £572 *
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 £572 *
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 £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 £579
Spinnakers
36592 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
A really lovely little bungalow, holding true to its seaside location with a nautical feel to the interior styling, semi-detached Spinnakers is situated on a small private estate w...
7 nights from £579
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.
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