Freshwater Bay Cottages

Freshwater Bay Cottages

We've got 18 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 webcamRead more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 18 self catering cottages in Freshwater Bay to show you...

Bay View is a 2 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £614

Bay View

3902

2 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. ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £614

10 Bayclose is a 2 bedroom self catering apartment with sea views in Freshwater, Isle of Wight
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £510

10 Bayclose

5159

2 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...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £510

Driftwood is a A dog friendly luxury retreat with private hot tub sleeping 4.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Driftwood

5613

A 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Colwell Bay Cottages

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1234

Escape Away is a A luxury retreat with private hot tub and use of swimming pool.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Escape Away

5612

A 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

House of Logs is a 4 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £665 *

House of Logs

4225

4 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...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £665 *

St Andrews is a 6 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.
  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2727

St Andrews

4641

6 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...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2727

Modwena is a 3 bedroom self catering cottage near the sea in Yarmouth, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £572 *

Modwena

4468

3 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...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £572 *

Need more time? Reserve any cottage for up to 24 hours before booking.

Pinings Yard is a 2 bedroom self catering cottage near the beach in Yarmouth, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £633

Pinings Yard

4625

2 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...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £633

6 Coastguard Cottages is a 3 bedroom, dog friendly holiday cottage near the beach in Brook, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1097

6 Coastguard Cottages

3558

3 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...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1097

Load 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.

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