Cottages sleeping 10 people on the Isle of Wight
Get all your friends and family together in a great big cottage that sleeps 10 for a fun holiday on the Isle of Wight. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 10 self catering cottages sleeping 10 people on the Isle of Wight.
7 nights from £1176
Orchard House
36414 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...
7 nights from £1176
7 nights from £1355
Windy Ridge
44644 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...
7 nights from £1355
7 nights from £1404
Pitt Corner
36444 bedroom, dog friendly holiday 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 a roomy retreat, with plenty of space for the family to spread...
7 nights from £1404
7 nights from £1623
Saye House
45734 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...
7 nights from £1623
7 nights from £2008
Solent Heights
39465 bedroom self catering cottage near the beach in Cowes, Isle of Wight
A beautifully designed, contemporary home in the popular sailing town of Cowes, Solent Heights boasts sea views and quality finishes throughout. Set over four floors - including ba...
7 nights from £2008
7 nights from £2228
Cara Cottage
48465 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Welcome to Cara Cottage, a stunning detached property located in the heart of Bembridge village. This eye-catching holiday home with soft pink 'Spanish inspired' exterior is beauti...
7 nights from £2228
7 nights from £1788
Redworth
45415 bedroom self catering home near the beach in Bembridge, Isle of Wight.
This impressive five bedroom house is located on Ducie Avenue, a charming unmade road leading to the beach, in the village of Bembridge. Located within a few minutes walk of the lo...
7 nights from £1788
7 nights from £2660
St Andrews
46416 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.
Looking for a truly unique getaway? This beautiful, converted church offers an unforgettable Isle of Wight escape, blending historic charm with modern convenience. Perched in an el...
7 nights from £2660
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
Kingston Barns
7 nights from £1806
Kingston Barns
7 nights from £2394
Share a holiday on the Isle of Wight with extended family or your best friends - there's room enough for everyone in our holiday cottages that sleep 10 people. Whether it's a special occasion; a birthday or anniversary or you just fancy a summer get-together.
We have an amazing collection of large holiday homes to rent on the Isle of Wight. Each of these properties has been inspected by our team and includes everything you'll need for a great island getaway. Cook up a storm in the kitchen, relax and catch up over a glass of wine in the living room and retire to the cosy bedrooms after a long day exploring the Isle of Wight.
Planning a large group holiday on the Isle of Wight needs a lot of advanced preparation. Narrow down your property search by using the menu on the left hand side to decide on location, size and added extras in your property. Add in a hot tub or swimming pool for extra luxury on your break or simply decide whether you'd like to stay in Seaview or Ventnor. It all depends on what you want.
Choose from 10 Isle of Wight cottages sleeping 10 and start your self catering holiday now.
