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. 

Isle of Wight Ferry Booking 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

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


If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in central Seaview and enjoys uninterrupted sea...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £395 - £867

2 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight


Bagwich Barn Cottage is located in a stunning setting within the grounds of the main house and with two other barns available for larger parties. A charming sun-room to the front o...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £395 - £842

2 bedroom, dog friendly holiday apartment with sea views in Ventnor, Isle of Wight.


Gilmerton is a charming and spacious apartment, beautifully decorated, and located on the outskirts of the vibrant town of Ventnor. The house is built into the hill so this first f...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £401 - £900

2 bedroom holiday apartment with sea views in Seaview, Isle of Wight.


22 Seaview Bay is an impressive two-bedroom waterfront apartment, set over two floors in the prestigious Seaview Bay development. It would suit a family with children able to navi...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £403 - £870

2 bedroom, dog friendly houseboat on the sea in Bembridge Harbour, Isle of Wight.


For a holiday with a difference this is it! Situated on a private pontoon in Bembridge Harbour, you will have fond memories of your time on this unique floating home for years to c...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £412 - £878

pretty 2 bedroom apartment in Yarmouth town centre, Isle of Wight


Located in the heart of the historic port town of Yarmouth, Harbour Life is perfectly situated within easy reach of the Wightlink ferry and public transport and just moments away f...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £417 - £830

We’re here to help you find your perfect place to stay 7 days a week.

2 bedroom self catering cottage near the beach in Ryde, Isle of Wight.


Venice Lodge is a Georgian cottage located in a quiet residential area of the popular seaside town of Ryde. This is a unique house that you won't soon forget. If you long for the s...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £417 - £857

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


7 Sandpipers is a modern townhouse, set in the heart of the popular sailing village of Seaview. Located just minutes from the seafront, with its beach, rock pools and coastal path,...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £420 - £980

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

Price per week £421 - £1449 *

* Includes 35% off for parties up to 4 + cot on selected dates. Only two bedrooms are available at the discounted rate, please confirm which bedrooms you wish to use on booking.

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight


With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £425 - £900

Loading more