Totland Cottages

Totland is a West Wight village situated just over two miles from the Needles. A dramatic and beautiful part of the Isle of Wight, the coasts around Totland are very wild. This area is perfect for those with adventure in their blood as outdoor pursuits are a given if you plan on visiting. Read more

With everything from walking to golf to windsurfing, there’s something to get everyone active around Totland. The golden sands of Totland Bay are a pretty location to stop for a cup of tea in The Waterfront and admire the view. Watch ships passing through the Solent and out into the big wide world, take a moment to stop and breathe in the fresh sea air. 

Totland backs on to Tennyson Downs and is less than two miles from the enchanting Freshwater Bay, supposedly one of the most picturesque bays of the Isle of Wight. The town of Freshwater is next door to Totland and Yarmouth is around five miles away. Ideal if you want to hop on the Lymington to Yarmouth ferry to make your way to the isle.

We have 20 self catering cottages in Totland to show you...

New bookings can be placed for any holiday arriving on or after the 4th July 2020. COVID-19

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2246

6 bedroom, dog friendly holiday home with hot tub near the beach near Lymington.


Escape for the summer to this fabulous detached holiday home in the stylish seaside village of Milford on Sea, just a 10 minute walk to the beach with superb views across to The Ne...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2246

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £379

2 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £379

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £379

2 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. The double bedroom has pleasant views across the far...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £379

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £398

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


If you are looking for a traditional cottage, look no further than Blakes Barn. Constructed from Island stone, the charm starts outside Blakes Barn with the beautiful brick work, t...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £398

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

Mattingley Farm

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1157

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £635

3 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...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £635

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1723

3 bedroom self catering cottage near the beach in Brook, Isle of Wight


Flackstead is a unique eco-friendly house which has breath-taking and uninterrupted coastal views across Compton Bay towards the Needles. Flackstead combines the very best of c...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1723

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £555

3 bedroom, Rural holiday cottage with sea views in Brook, Isle of Wight


This pretty detached cottage can be found on a quiet lane in Brook on the south west coast. With its large, mature garden overlooking adjacent farmland, and close proximity to mile...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £555

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £432

3 bedroom self catering cottage near the beach in Brook.


September Cottage is an excellent, family-friendly holiday home with an attractive kitchen and cosy sitting-room. It's easy to imagine curling up on the sofa in front of the wood-b...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £432

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £997

2 bedroom, dog friendly cottage with views of the river in Lymington, Hampshire.


A special ‘Just for Two’ rate (for the week) applies outside of school holidays, call us to book. Just moments from the water’s edge at Lymington, this semi-detached whitewashed...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £997

We’ve been raising the standards of self catering holidays since 1977.

Show properties within 10 miles of Totland