Isle of Wight Holiday Cottages

Our exclusive Isle of Wight cottages are handpicked and inspected by our team of local island experts. From dog friendly homes with enclosed gardens to luxury cottages with a hot tub, we’ve selected properties with great holidays in mind. With some of the best coast and countryside in Britain, the Isle of Wight is perfect for a romantic break for two or a family gathering with pets and all. Check out our webcams in Ryde and Freshwater to see what awaits you.Read more

About the Isle of Wight

Small but mighty, this 23 by 13 mile island is a hidden gem of escapism in the United Kingdom. The size of the island makes it easy to get around once you’re here and the proximity to the mainland makes it even easier to get here in the first place. Around 3 hours from London, the Isle of Wight is perfect for a weekend getaway in a luxury cottage if you’re looking for a relaxing short break. 

We know this island like no one else, and if you’re after some local tips we’ve got plenty, as we document the best things to do on the Isle of Wight on our blog. From top sunset spots to Christmas markets, we’ve found some real island gems for your visit. Whether you’re after a hive of activity or something more off the beaten track, take a look at our blog or speak to our Isle of Wight team for some hints from the experts.

  

Holiday cottages on the Isle of Wight The Needles on the western tip of the IOW

 

Where to stay on the island

To make your holiday special, we've picked out a great selection of self catered homes across the island for whatever you need. If you're getting the family together and need a place fit for a big group, we have plenty of large family friendly Isle of Wight cottages to accommodate you all. Or for a more romantic feel, tuck yourself away in one of our cottages for two away from it all on the island.

This is a great destination for holidays with pets too, with plenty of dog friendly beaches and pubs welcoming dogs all year round. Most importantly, we’ve got plenty of dog friendly cottages on the Isle of Wight just waiting to welcome you and your furry friend.

  

The rolling country side with sea views on the Isle of Wight Modern holiday home on the isle of wight

 

Add a little luxury

Our Isle of Wight holiday cottages with a pool might be just what you need, and many properties come equipped with a private hot tub as well. Sink back and embrace the relaxing island lifestyle in a luxury holiday cottage – you’ve earned it.

For an even more relaxing break look no further than a holiday cottage near the beach, with a sunbathe or a sea swim only steps away. Wherever you stay on the Isle of Wight you won’t be too far from the sea but if it’s sandcastles and surfboards on your mind, choosing one of our self catering spots near the beach is a must.

 

Bembridge beach and RNLI Lifeboat Station at sunrise

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

177 Luxury self catering cottages on the Isle of Wight

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £565

3 bedroom, rural self catering cottage near the beach in Merstone, Isle of Wight.


The Barn, a linked country cottage with a rustic interior and some exposed wooden beams, is located on the outskirts of Merstone and just minutes from the quaint village of Godshil...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £565

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £570

3 bedroom self catering cottage in Whitwell, Isle of Wight


Set in the rural village of Whitwell, less than three miles outside of Ventnor, Willow Tree Lodge would suit a family looking for extra space indoors and out or a couple wanting a ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £570

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £575

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


Located on the corner of Ryde Road, Westbourne is a lovely property ideally placed for Seaview Village and the beach. The village amenities are just a few minute's stroll away and ...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £575

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £587

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


Bay Cottage is a lovely three bedroom detached property on the outskirts of Seaview village, located in Seagrove Manor Road, a quiet spot yet just a few minutes walk into the villa...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £587

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £592

3 bedroom self catering cottage with sea views in Seaview, Isle of Wight


A seaside sanctuary, Shore House is a three-storey beautifully decorated house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £592

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £595

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


Primrose Cottage is a fully modernised and beautifully furnished Victorian three bedroom cottage situated just off the green in St Helens and offering everything you might need for...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £595

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

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £600

3 bedroom, rural self catering cottage in Newport, Isle of Wight


This property is a truly idyllic cottage situated in the grounds of a farm, with stunning countryside views and a lovely garden. This is what you would describe as holiday heaven. ...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £600

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £600

4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


This lovely, light and spacious detached house located on Fairy Road in Seaview, just a short stroll from the seafront, makes a fantastic base for a wonderful holiday on the Isle o...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £600

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £610

3 bedroom self catering apartment near the beach in Seaview.


Perched right on the waterfront opposite Seaview beach, 3 Quay Rocks has unrivalled views of the attractive seafront and beyond, out to the ships passing by on the Solent. The apar...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £610

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £637

3 bedroom self catering cottage near the beach in Seaview.


In a quiet position within a secluded courtyard in the village of Seaview, Raleigh Cottage is the perfect blend of old-world charm and contemporary comfort. It would suit a family ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £637

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