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 126 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.
Explore 126 cottages sleeping 3 on the Isle of Wight
7 nights from £1157
Creekside
35884 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
Creekside is a fabulous waterfront property that makes a wonderful choice of holiday home at any time of the year. This stunning detached house, set on the banks of Wootton Creek, ...
7 nights from £1157
7 nights from £1111
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 £1111
7 nights from £1390
Mountbatten Garden Apartment
36354 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.
Mountbatten Garden Apartment is a fabulous apartment stylishly furnished with four en suite bedrooms and comes with a private courtyard including a six person hot tub. Vibrantly de...
7 nights from £1390
7 nights from £1415
Seacrest House
36535 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.
This stunning three-storey holiday home is in the enviable position of being only a few minutes' stroll from the beach and also the centre of Ryde town. Built in the early part of ...
7 nights from £1415
7 nights from £1560
Pitt Corner
36444 bedroom self catering 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 £1560
7 nights from £1773
Harbour View
47314 bedroom self catering cottage with sea views in Ryde, Isle of Wight.
Escape to the Isle of Wight for a blissful coastal retreat at Harbour View, an impressive Grade II Listed townhouse with stunning sea views, spread over three floors, and with the ...
7 nights from £1773
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.
7 nights from £1804
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 £1804
7 nights from £2006
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 £2006
7 nights from £2226
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 £2226
7 nights from £2397
Little Forelands
44745 bedroom self catering cottage with sea views in Bembridge, Isle of Wight
This absolutely lovely family home in Bembridge, on the east coast of the Isle of Wight, has a large garden and stunning sea views. With a gated entrance Little Forelands is privat...
7 nights from £2397