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.

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

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

After a little more luxury? Our Isle of Wight holiday cottages with a pool might be just what you need, and many properties come equipped with a 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

218 Luxury self catering cottages on the Isle of Wight

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


Set within a converted Victorian villa, Eversley Apartment is a large, contemporary split level apartment. With modern furnishings, this property offers a luxury option for a coast...

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

Price per week £720 - £1850

4 bedroom, rural self catering cottage near the beach near Ventnor, Isle of Wight


Located in the village of Chale, in an area of outstanding natural beauty, The Mission is a truly unique property well worth a visit. The current owners have lovingly restored this...

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

Price per week £725 - £1550

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

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


Hillside is a traditionally furnished Victorian holiday home located conveniently close to the pretty beaches at Seagrove and Priory Bay. Spread over four floors, there is enough s...

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

Price per week £729 - £1530

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, the h...

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

Price per week £750 - £1600

4 bedroom self catering cottage in Godshill, Isle of Wight


Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £765 - £1675

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


Spread over three floors The Swallows really is a beautiful family holiday home. The ground floor is very fresh, light and modern and has bi-folding doors leading out onto the pati...

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

Price per week £765 - £1796

3 bedroom self catering apartment with sea views in Shanklin, Isle of Wight.


Cromwell Apartment is a high end, beautifully presented, first floor apartment in a Victorian villa in Shanklin. Not your average beachfront apartment, the Cromwell comes with a de...

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

Price per week £795 - £1990

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


Rosa Monte is a semi-detached property with three double bedrooms and a children's bunk bedroom, accommodating eight in total. Situated just off Ryde esplanade it’s a short walk in...

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

Price per week £795 - £1581

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

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight


With stunning sea views from not one but two balconies Solent View Road is a wonderful holiday destination within a few minutes' walk from Seagrove Bay. Located just on the outskir...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £825 - £1887

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


Walnut Cottage is a real find if you're looking for a spot of luxury on holiday. Tucked away in central Seaview village Walnut offers spacious accommodation over two floors and an ...

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

Price per week £835 - £2095

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