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

180 Luxury self catering cottages on the Isle of Wight

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £895

4 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.


Mountbatten Garden Apartment is a fabulous apartment stylishly furnished with four en suite bedrooms and comes with a private courtyard including a six person hot tub. Vibrantly de...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £895

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £960

5 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of wight.


This stunning converted coach house, benefitting from a fabulous location within the grounds of the Priory Estate, is an exceptional holiday home-from-home. The Priory Coach House ...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £960

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £1199.80 £959.84

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1009

5 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.


Seacrest House is a stunning holiday home with fabulous Solent views across beautiful Appley beach and is perfect for a large family or group of friends looking for a property with...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1009

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1079

4 bedroom, rural self catering cottage near the beach in Bembridge, Isle of Wight.


A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is roomy, with plenty of space for the family to spread out. As w...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1079

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £1348.48 £1078.78

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £1500

5 bedroom self catering cottage near the beach in Bembridge, Isle of Wight


This is an absolutely stunning detached house situated along Ducie Avenue, a private unmade road leading to the beach, in the charming seaside village of Bembridge. Within a few mi...

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £1500

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1610

5 bedroom self catering cottage near the beach in Cowes, Isle of Wight


A truly amazing, contemporary home with views directly out to sea, in the popular sailing town of Cowes. Offering exceptional quality throughout the whole home this is a superb bas...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1610

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

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1033

5 bedroom self catering home near the beach in Seaview, Isle of Wight.


A beautiful Edwardian villa, with evident period charm, West Ingle boasts sea views from almost every room. Spacious, light and airy, many original features have been retained. Bot...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1033

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1170

6 bedroom, rural self catering home with sea views in Seaview, Isle of Wight.


Bay House is an incredibly spacious and stylish Edwardian villa offering great sea views from many of its rooms. Lovingly refurbished throughout, the property is the ideal choice f...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1170

  • Sleeps 12 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1440

6 bedroom, dog friendly self catering home near the beach in Ryde, Isle of Wight.


Full of character, Pelham Lodge is a top destination for a large group of friends or an extended family looking for a house for a celebratory occasion. Just a short stroll from Ryd...

  • Sleeps 12 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1440

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

7 nights from £1116


Mattingley Farm is made up of three beautiful cottages, each sleeping up to four guests, and is the perfect getaway for a family or friends holiday. Dairy Cottage (3912) and Orchar...

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

7 nights from £1116