Isle of Wight Retreats for 3 People
Let your problems float away as you cross the threshold into a luxury self-catering cottage sleeping 3 on the Isle of Wight. Spontaneous short break or much-anticipated holiday, you can settle straight into your island haven. Browse through our 206 available cottages sleeping up to 3 people on the Isle of Wight and find your favourite today. Read more
Give yourself something to look forward to and secure yourself a dream holiday in a self-catering retreat for three. Whether you are looking for a little extra space to spread out, want to invite a couple of friends, or have a little family of your own, our cottages sleeping 3 people offer all the home-comforts you could need combined with modern luxuries. It's great news if you have a four-legged member of your family too, as many of our cottages are dog-friendly. With everyone able to join in, your Isle of Wight holiday will be complete.
Self-Catering Cottages for 3 on the Isle of Wight
At Classic Cottages we want your holiday to be the best it can be. That's why we personally inspect and handpick all of our cottages onto our books. With each property fully equipped with a complete inventory, you needn't worry about packing everything and the kitchen sink either. All of our cottages provide everything you could need and more for your stay, from your bed linens right down to the last teaspoon. All you need to do? Have fun, relax and make memories.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
Explore 206 cottages sleeping 3 on the Isle of Wight
4a Ship House
35563 bedroom self catering cottage near the beach in Seaview, Isle of Wight
4A Ship House, an attractive townhouse positioned right in the middle of Seaview, is perfect for a family looking for a coastal break. 'Ship shape' in presentation, the fantastic t...
Price per week £357 - £827
Starfish
39522 bedroom self catering apartment near the beach in Ventnor, Isle of Wight
Accessed via a set of stairs, this bright and airy first and second floor apartment offers contemporary accommodation, with large and spacious rooms packed with period features, hi...
Price per week £384 - £760
Elm Cottage
35973 bedroom self catering apartment with sea views in Seaview, Isle of wight.
Elm Cottage is a stylish, spacious first floor apartment, brimming with quirky taste and character, in the sought after village of Seaview and it enjoys sea views across the roof t...
Price per week £396 - £913
40 Trelawny Way
35553 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
The location of 40 Trelawny Way, on a quiet residential road in Bembridge, belies its extravagant interior. For those looking for a family home with an interior decorated with arti...
Price per week £405 - £1071
2 Sea Whispers
39783 bedroom self catering cottage near the beach in Seaview, Isle of Wight
This charming first floor apartment is laid over two floors and situated right in the heart of Seaview village, tucked away down a quiet side street called Rope Walk, so called as ...
Price per week £405 - £950
Park Lodge Annexe
37202 bedroom, dog friendly holiday apartment near the beach in Shanklin.
Park Lodge Annexe is a beautifully presented lower ground floor apartment within walking distance to the Rylstone Gardens and the Chine. The cliff path is a minute stroll away, lea...
Price per week £407 - £837
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.
September Cottage
36553 bedroom self catering cottage near the beach in Brook.
September Cottage is an excellent, family-friendly holiday home with an expansive, attractive kitchen and good-sized kitchen, sitting and dining areas. It's easy to imagine curling...
Price per week £413 - £898
Old Coastguards
36402 bedroom, dog friendly holiday cottage near the beach in Alum Bay, Isle of Wight.
Where to start in describing Old Coastguards? Our highlights are the tremendous views, log burning sauna with external heated shower, and roll-top bath, not to mention luxurious fu...
Price per week £460 - £1030
Chillerton Farm Barn
39643 bedroom, rural self catering apartment near the beach near Newport, Isle of Wight
This stunning barn conversion is located just outside the picturesque village of Chillerton, in the heart of the Island’s farming community between Newport and Chale. The outlook o...
Price per week £495 - £1071
Bella Cottage
39033 bedroom self catering cottage in Newport, Isle of Wight
Located in the centre of the Island on the outskirts of the town of Newport, this is perfectly located to explore different places on the Isle of Wight. In the colder months, wrap ...
Price per week £495 - £1415