The Isle of Wight is a fantastic destination to visit all year round and, as it’s accessed by a short ferry crossing, it gives the feeling of a foreign holiday with the ease of a UK staycation. With so many beautiful beaches, historic sites and nature-rich landscapes to explore, whatever you want from island life - whether it's coastal walks, finding the best places to eat and drink, or spending days on the very best beaches in the South of England - you’ll be able to find it on the Isle of Wight. Read our discover the Isle of Wight guide to find out more!
Our range of Isle of Wight cottages is equally as diverse – from huge homes close to the coast perfect for big celebrations, to cute cottages nestled in the countryside ideal for a romantic bolthole. To help you find your dream setting for the most memorable of Isle of Wight holidays, we’ve rounded up our top Isle of Wight cottages for 2023.
Including cottages with hot tubs, dog-friendly properties and luxury homes, browse our top 10 cottages and find some inspiration for your next Isle of Wight holiday.
All Isle of Wight cottages
1. Briary Cottage, Cowes
Sleeps 4
Why we love it:
This gorgeously decorated cottage is in Cowes on the north coast of the Isle of Wight. Cowes is famed for its yacht races, its chain ferry and lovely waterside pubs. This converted coach house is located just metres from the sea and enjoys wide and rewarding views of the Solent. The property itself is made unique with its bewitching castellated tower and its lovely grounds. Inside there are homely rooms that mix the modern with the old. The oak and tiled floors are heated too making this a very cosy prospect.
Why our guests love it:
“We stay at this cottage a few times every year. The location is perfect with its vistas over the Solent. The owners who live next door are absolutely lovely and helpful. This place feels like a second home away from home.” – Roger
Book Briary Cottage
2. Keats House, Shanklin
Sleeps 8 + 2 dogs
Why we love it:
Situated on the cliff tops of Shanklin, this family holiday home enjoys a stately position just minutes away from a sandy beach. Shanklin has long been a favourite seaside resort and it continues to draw visitors from far and wide year on year. It’s easy to see why with its long promenade and gorgeous beach. The four-bedroom house provides very spacious accommodation for all the family. Two bedrooms have en-suite bathrooms, and other features include a summerhouse, garden decking, and a separate annexe with its own bedroom!
Why our guests love it:
“Really good location not far from the beach. A large garden for anyone with kids and pets. Spacious rooms for the whole family to be together…” – Colin
Book Keats House
3. The Hayloft Cottage, Godshill
Sleeps 3 + 2 dogs
Why we love it:
This former milking parlour has been transformed into a lovely holiday cottage. Nestled at the centre of the island just half a mile from the picturesque village of Godshill, this property is perfectly located to explore the four corners of the Isle of Wight with ease. Sleeping three guests in comfort, this is perfect for a young family, or a couple with a single parent in tow. There is a traditional wood burner and all the mod cons you could need. Enjoy the walled courtyard-style garden, watching the birds and red squirrels as they come to feed throughout the day.
Why our guests love it:
“Lovely comfortable cottage in an excellent location for island exploration. We enjoyed every minute of our holiday and we will book again soon.” – Roy
Book The Hayloft Cottage
4. Tennyson Wing Cottage, Alum Bay
Sleeps 4 + 2 dogs
Why we love it:
Very close to the Isle of Wight’s Needles, this fantastic first-floor apartment has panoramic views of Tennyson Downs and the English Channel and Solent. With walks on the downs close by, you can easily visit Freshwater Bay and wild south road along the bottom of the island to Blackgang Chine. Marvel at the multitude of colours in the sands at Alum Bay or go paddling in the local coves at Yarmouth, Totland and Colwell Bay. The apartment has a lovely open-plan living space and a large decking area where you can enjoy the views.
Why our guests love it:
“Superb location facing west so the large balcony comes into its own of an evening – perfect sundowners. A spacious apartment, very well-equipped and comfortable. Our two dogs had a lovely time too.” – Caroline
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5. Bayside Cottage, Colwell Bay
Sleeps 4
Why we love it:
This elegant bungalow is close to the lovely beach at Colwell Bay, which is popular with swimmers. This spacious Isle of Wight accommodation is perfect for a family looking to get to know the island. Nothing is too far away on the island, but at the western end there is a myriad of walking trails close by, as well as The Needles attraction, Alum Bay, Tennyson Downs, and Parkhurst Forest. The bungalow has a charming conservatory as well as a summerhouse. There is also handy storage space for bikes and canoes in the garden too.
Why our guests love it:
“This property is simply the best. We are returning guests and have booked it again for next season. The attention to detail in the property is superb and its rooms are so comfortable.” – Carole
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6. Moonfleet Cottage, Freshwater
Sleeps 2 + 1 dog
Why we love it:
Whisk your loved one away for a break where you can press pause on life and spend quality time together, just the two of you. Moonfleet Cottage near Freshwater is perched in a private location on a clifftop on the Isle of Wight’s west coast, giving you gorgeous sea views and plenty of fresh coastal air, as well as the opportunity for a morning dip in the bay below. On chilly days, snuggle up inside in front of the wood burner and, if the sun shines, you can take a glass of something special out to the chairs in the garden and drink in the views.
Why our guests love it:
“Moonfleet Cottage is beautiful and characterful in the most stunning location. Stepping out in the morning, taking a deep breath of fresh air on the cliff overlooking the sea is priceless. It's cosy inside, bed very comfy. Very small but everything there you need. Walks right from the doorstep, no traffic at all. Peace and quiet.” – Kerstin
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7. Medham Farm Cottage, Cowes
Sleeps 2 + 1 dog
Why we love it:
Set in 35 acres of farmland, this exceptional hideaway gives guests access to a private paddock, a woodland and a pretty lake. The property has spacious rooms and comfy bedrooms to relax in after a long day of touring. There is a garden pond where you can watch birdlife and wildlife close by – keep an eye out for red squirrels. Situated close to Osborne House, the former residence of Queen Victoria, this property in Cowes is well located for enjoying the popular east coast beaches at Seaside, Shanklin, and Sandown. If you love Osborne, read our guide to the other National Trust and English Heritage properties on the Isle of Wight.
Why our guests love it:
“This cottage is set in beautiful surroundings which are quiet and peaceful. We saw a vast array of wildlife on the property like red squirrels, green and spotted woodpeckers and mistle thrushes. A wonderful relaxing holiday.” – Clive
Book Medham Farm Cottage
8. Sea Haze Cottage, Totland Bay
Sleeps 6 + 2 dogs
Why we love it:
Book a well-deserved break at this charming single-level holiday home in Totland Bay on the quieter western end of the Isle of Wight. Close to the Needles, Alum Bay and Tennyson Downs, there are lots of walks to enjoy from the doorstep. The property is characterised by its large spacious and light rooms; it also has a lovely large garden with trees and shrubbery borders. Sleeping six guests, this is a wonderful choice of Isle of Wight holiday home for families with children.
Why our guests love it:
“Spacious bungalow in a great location. It was very peaceful and spotlessly clean. A beautiful garden which was ideal for playing games and relaxation. Close to beaches and countryside walks too.” – Moyra
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9. Gilmerton, Ventnor
Sleeps 4 + 1 dog
Why we love it:
Tucked away in the quaint town of Ventnor, the Isle of Wight’s main settlement on the south coast, this alluring apartment offers breathtaking sea views. Close to the island’s most southerly beach, Ventnor has everything you need if you are looking for a hideaway. The modern interiors of Gilmerton complement the older restored features throughout. You can also enjoy the apartment’s balcony to take in the views with a cool drink of an evening.
Why our guests love it:
“This property was exactly as described with an amazing view of the sea. It was very homely with nice little extras such as binoculars to borrow.” – Jon
Book Gilmerton
10. Strawberry Cottage, Brighstone
Sleeps 4 + 2 dogs
Why we love it:
Just a short walking distance from the sea, this attractive detached bungalow is a great choice for an Isle of Wight holiday. It’s located at the edge of the small village of Brighstone, which is in the south of the island close to Blackgang Chine and the wild coast road. Walk the Brighstone Downs or hike to the Tennyson Downs; Brighstone Bay is home to diving, snorkelling, and surfing facilities. The house is tastefully furnished and has large rooms and a gated lawn out in the impressive garden.
Why our guests love it:
“Lovely cottage, nice central location. The tiny gift shop and museum in the village are well worth a visit.” – Patricia
Book Strawberry Cottage
Stay with us on the Isle of Wight
If you still haven’t found the perfect holiday cottage, then take a look at our brilliant collection of Isle of Wight self-catering accommodation. Ranging from large holiday lets for big celebrations to bijou villas for romantic getaways, and many boasting countryside or coastal views, we have plenty of properties for you to browse through below.
All Isle of Wight cottages