Isle of Wight Cottages

The Isle of Wight benefits from the best parts of the British coast and countryside. Our exclusive collection of Isle of Wight cottages have been handpicked and inspected by our team of local experts. Bring your four legged friend for a run on the island’s beaches and stay in one of our dog friendly cottages or plan a big family getaway for Cowes Week in the summer. Take a break for two and relax by the sea in Ventnor or get active with a cycling or walking holiday on the Isle of Wight.

We take the hassle out of travel by sorting out the ferry arrangements for you so hop on board and be transported to this pretty isle with dramatic coastlines, beautiful forests, a wonderful history and of course, the best pick of holiday cottages.With its iconic Needles and white cliffs, the Isle of Wight is a world away from the mainland. Hop on a ferry and be transported to a pretty isle with dramatic coastlines, beautiful forests and a wonderful history left by its Victorian visitors which can still be seen today.

Bembridge beach and RNLI Lifeboat Station at sunrise

This 23 by 13 mile island is a hidden gem of escapism in the United Kingdom. The Isle of Wight is small but mighty. 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 to the island in the first place. Around 3 hours from London, the Isle of Wight is the perfect weekend getaway if you’re looking for a relaxing short break

Choosing a luxury holiday cottage on the Isle of Wight is a tough decision. We've welcomed Wight Locations into our fold and kept the office on the island filled with knowledgeable local staff to help with your holiday cottage needs. There are beautiful large properties for all the family in the popular village of Seaview. Find a couples bolthole on the sea front at Shanklin. Go for a traditional thatched cottage or a thoroughly modern family apartment, it’s up to you. We have plenty of dog friendly and family friendly cottages to choose from. The island is particularly great for dogs: many of the beaches and restaurants are dog friendly year round, just like our properties across Cornwall, Devon, Dorset, Somerset and Hampshire.

IOW rural sea views The Needles on the western tip of the IOW

Regardless of where your self catering cottage is, you’ll be able to get around the island easily. In South Wight, take long walks along the promenade at Sandown, Shanklin and Ventnor, explore the magic of Shanklin Chine and find some fresh fish to take home for dinner at Ventnor Haven. Stop at the pretty chocolate box village of Godshill for a classic cream tea and a look around the famous Godshill model village.

In West Wight, get on your walking boots for a stomp along the coastal path. Take in the dramatic views of Freshwater Bay, the iconic Needles and Totland Bay stopping off for lunch at one of the traditional pubs en route. The north of the island is a sailors paradise, Cowes plays host to the annual sailing festival Cowes Week in August, a must for all sailing fanatics. East Cowes was the former home of Queen Victoria who loved the area so much she built Osborne House, a great day out for all. East Wight is home to gorgeous valley views and plenty of things to do. The majority of the population live in the east so you’ll find eateries, vineyards, roman villas and more on this side of the island. A great place to use as a base for your holiday to the Isle of Wight.

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

198 Luxury self catering Isle of Wight cottages.

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


Fir Cottage is an attractive and contemporary conversion of a Victorian home, located right in the heart of St Helens. The village green (England's second largest) lies a few yards...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £373 - £840

2 bedroom self catering apartment near the beach in Ryde.


With spectacular views of the Solent, 3 Windsor House is a neutrally decorated second floor apartment with simple, modern furnishings, just yards from the beach and a short walk in...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £374 - £795

2 bedroom thatched self catering cottage with sea views in Seaview.


1 Thatched Cottage is a 19th Century cottage by the sea, with wonderful sea views. The thatched roof gives the property an old world charm and traditional appeal. Decorated to a hi...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £379 - £920

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

Price per week £380 - £840

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


Newlands is a charming detached cottage located just off the Green, in the picturesque village of St Helens. Its location is very peaceful yet within walking distance to the villag...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £383 - £710

2 bedroom self catering apartment with sea views in Ryde.


8 Appley Sands is a spacious, purpose built, top floor apartment overlooking the Solent and the award-winning beach at Appley. With en suites to both bedrooms, and comfortable, mod...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £385 - £840

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

2 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.


A really lovely little bungalow, holding true to its seaside location with a nautical feel to the interior styling, Spinnakers is situated on a small private estate within walking ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £387 - £860

3 bedroom, rural self catering cottage near the beach in Seaview, Isle of wight.


Westbourne Cottage is a pretty, pastel-coloured, holiday cottage, located in the picturesque Seagrove Bay. The single level accommodation (ideal for less able guests) is lightly de...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £390 - £795

2 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight


Bagwich Barn Cottage is located in a stunning setting within the grounds of the main house and with two other barns available for larger parties. A charming sun-room to the front o...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £395 - £825

2 bedroom, dog friendly holiday apartment with sea views in Ventnor, Isle of Wight.


Gilmerton is a charming and spacious apartment, beautifully decorated, and located on the outskirts of the vibrant village of Ventnor. The house is built into the hill so this firs...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £401 - £860

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