Cottages on the Isle of Wight

Cottages on the Isle of Wight

Setting off on holiday to the Isle of Wight often feels like you’re going on a grand adventure. Sit back and relax on a short ferry crossing (don't forget you can make use of our exclusive ferry discounts!), and arrive on the Island to a world of nature, gorgeous scenery and plenty of fresh sea air (and fresh seafood). Discover the many gardens, historic buildings, beaches, and walks that can be found across this beautiful island. An Isle of Wight holiday is like no other, and we have a handpicked collection of gorgeous self catering holiday cottages for you to discover…Read more

 There’s plenty for you to do, whether you’re after the picture perfect sunset or an outdoor adventure. We’ve compiled an Isle of Wight Bucket List for you to take your pick of holiday adventures! Why not try something new? There’s kayaking, paragliding, sailing or coasteering for the adventurous, gentle coastal walks and plenty of family friendly attractions. And don't forget the many Isle of Wight festivals!

And as for accommodation, we have dog friendly cottages, cottages with a hot tub, beautiful homes perfect for a family gathering or gorgeous retreats for a romantic getaway. Find your perfect holiday cottage in the Isle of Wight here…

Check out our webcams in Ryde and Freshwater to see what awaits you.  

  

Bembridge beach and RNLI Lifeboat Station at sunrise

We have 143 self catering cottages on the Isle of Wight

Bentinck is a 3 bedroom self catering cottage near the beach in Ventnor.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £743

Bentinck

5724

3 bedroom self catering cottage near the beach in Ventnor.


Located in a quiet spot, just moments from the vibrant high street and picturesque seafront, Bentinck offers a welcoming, beautifully refurbished home with everything you could wis...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £743

Pepita is a 5 bedroom dog friendly cottage with sea views in Seaview.
  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1469 *

Pepita

5719

5 bedroom dog friendly cottage with sea views in Seaview.


With breathtaking sea views and the beach only a few steps from the front door, two former coastguard cottages and the adjoining boathouse have been transformed into an island gem,...

  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1469 *

View
  • 10% off

    26 Jul 2024 - 2 Aug 2024

    £3600.00 £3240.00

The Dairy is a 3 bedroom holiday cottage near the beach in Seaview.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £982

The Dairy

5631

3 bedroom holiday cottage near the beach in Seaview.


Set in the pretty village of Seaview, moments from the seafront, this delightful home-from-home is waiting to welcome you. The village centre is a short stroll away, here you will ...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £982

The Observatory is a 4 bedroom apartment with beautiful views in Seaview.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1200

The Observatory

5693

4 bedroom apartment with beautiful views in Seaview.


What a view! The most perfect seascape vistas will be found from this pretty apartment in the heart of the traditional seaside village of Seaview. This quirky home-from-home is the...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1200

Sunrise and Stars is a Dog friendly shepherds hut with a hot tub near Ventnor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

Sunrise and Stars

5672

Dog friendly shepherds hut with a hot tub near Ventnor.


Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by capti...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

Tangle Cottage is a 4 bedroom family home close to the beach in Seaview.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £716 *

Tangle Cottage

5669

4 bedroom family home close to the beach in Seaview.


Nestled at the end of Ryde Road, just a short walk from the beach and Seaview village, with off-street parking and a lovely large garden to the rear, semi-detached Tangle Cottage i...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £716 *

Inglefield is a Dog friendly holiday cottage with 4 bedroom near the beach in St Helens.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £908

Inglefield

5637

Dog friendly holiday cottage with 4 bedroom near the beach in St Helens.


This beautiful home close to Bembridge Harbour is a space to enjoy with family and friends. From exploring the bays and beaches to the rolling countryside and historic castles, Ing...

  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £908

The Little Dairy Park Farm is a 2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

The Little Dairy Park Farm

5636

2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.


This welcoming retreat is close to the pretty village of Seaview and the sandy beach at Ryde, and has the Isle of Wight Gin Distillery within walking distance. Thoughtfully present...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

Choose from our exclusive collection at the best prices with real time availability.

The Shack is a A seaside dog friendly holiday home with sea views in Cowes.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £882

The Shack

5634

A seaside dog friendly holiday home with sea views in Cowes.


Instantly relax into your holiday and breathe in the sea air, The Shack is the perfect holiday getaway. Overlooking the waters of the Solent, start your mornings on the front deck ...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £882

Colwell Bay Cottages

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

7 nights from £1234

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