Cottages near Totland Bay

Cottages near Totland Bay

We've got 18 holiday cottages within 5 miles of Totland Bay. You can refine your search using the controls below.

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 18 self catering cottages near Totland Bay to show you...

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 *

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 *

Colwell Bay Cottages

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

7 nights from £1234

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 *

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

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

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

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 *

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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

Spinnakers is a 2 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £579

Spinnakers

3659

2 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £579

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Check the tide times before you visit as at high tide there is very little beach. At low tide the beach is pebbly with some sand. A promenade goes through to Colwell Bay which is a nice walk with lovely views across to the mainland. There is a disused pier and other facilities are available including toilets and a restaurant. Dogs are not allowed from May until the end of September. No lifeguard cover is available here. Back to top