3 bedroom holiday cottages in Isle of Wight

We have a collection of 118 holiday cottages in Isle of Wight with three bedrooms that offer the perfect base for groups. Whatever the occasion, book a holiday cottage with Classic Cottages and receive excellent customer service along with the finest self-catering accommodation around.Read more

Three bedrooms for three couples, or the ideal size for the average size family? The extra bedrooms range from doubles to singles, zip-and-links, twins and the occasional bunk, but you won’t find a sofa bed so there’ll be no squabbling over who gets the short straw.

A Isle of Wight cottage with three bedrooms has extra space for a small family, enough rooms for a few friends, or a bedroom for each of the children. And all the rooms will be made up with fresh bed linen and clean towels for your arrival (because all of our properties have bed linen and towels as standard). Use the filters on the left to help find the right one for you.

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

We have 118 self catering 3 bedroom cottages in Isle of Wight.

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £661

3 bedroom, dog friendly cottage near the beach in Bembridge.


Ledge View is a beautifully renovated semi-detached home just steps away from Forelands beach, lined with quirky beach huts, stretches of white sand, rock pools and an acclaimed ca...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £661

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £663

3 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight


A simply gorgeous three bedroom property just off St Helens' green on the eastern side of the Isle of Wight, The Haven is just a short walk from the coast and a ten minute stroll t...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £663

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £700

3 bedroom self catering cottage with sea views in Seaview, Isle of Wight


With a stunning spacious sea facing balcony, Oak Tree Cottage is in a superb location just steps from the beach and a short walk along the seafront into Seaview Village. An outdoor...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £700

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

7 nights from £925

3 bedroom self catering houseboat with sea views in Bembridge, Isle of Wight


Welcome aboard this luxury two-storey houseboat in Bembridge harbour with two rear balconies and a private pontoon, you can kayak right up to your back door just in time for lunch....

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

7 nights from £925

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £954

3 bedroom self catering cottage with sea views in Ryde, Isle of Wight


This absolutely stunning property is laid over five mezzanine floors, has two sea-facing balconies and a hot tub with a sea view! Beautifully decorated throughout, The Lodge offers...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £954

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1683

3 bedroom self catering cottage near the beach in Brook, Isle of Wight


Flackstead is a unique eco-friendly house which has breath-taking and uninterrupted coastal views across Compton Bay towards the Needles. Flackstead combines the very best of conte...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1683

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £445

3 bedroom, dog friendly holiday cottage near the beach in Totland, Isle of Wight


If you long for picturesque walks in the daytime and quiet nights under starry skies, then Ashmead Cottage is your holiday ideal. This lovely property would suit a family or even t...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £445

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £546

4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


This light, beautifully presented holiday home offers quality accommodation with wooden floors, whitewashed walls and interesting prints and furnishings lending splashes of colour ...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £546

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £684

4 bedroom, rural self catering cottage on the outskirts of Wootton, Isle of Wight


This gorgeous stone cottage is tucked away in the most idyllic and tranquil location, surrounded by fields and woodland, this is the perfect holiday setting to truly escape from it...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £684

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £795

3 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.


Montagu is a luxurious, upper ground floor apartment forming part of a converted Victorian villa, just seconds from the beach at Shanklin. With a private patio with sea views and a...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £795

Loading more