Isle of Wight Retreats for 3 People

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. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

Explore 126 cottages sleeping 3 on the Isle of Wight

The Drey is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £780

The Drey

5139

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


Located in the grand building that is Springfield Court, guests staying in this lovely holiday home can take full enjoyment of the grounds during their stay. Comfortably furnished ...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £780

Old Bembridge House is a 3 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £835

Old Bembridge House

4791

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


Tucked away on an unmade track just a few yards from the sea and Bembridge Yacht club, Old Bembridge House has all the makings of a perfect holiday idyll. Laid across three floors,...

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

7 nights from £835

Ledge View is a 3 bedroom, dog friendly cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £839

Ledge View

3764

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


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 £839

The Shute is a 3 bedroom dog-friendly self catering cottage with sea views near Ventnor, Isle of Wight.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £864

The Shute

4399

3 bedroom dog-friendly self catering cottage with sea views near Ventnor, Isle of Wight.


This gorgeous cottage, set in the breathtaking location of St Lawrence, has a large patio and unrivalled sea views. A truly magical place to sit and enjoy the scenery, the seaward ...

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

7 nights from £864

Sheldonia is a 3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £884

Sheldonia

5109

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


Welcome to Sheldonia, a hidden gem in the delightful seaside town of Ventnor and within touching distance of Steephill Cove - one of the Island's prettiest beaches, featured in The...

  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £884

9 The Ruskins  is a 3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £891

9 The Ruskins

4865

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


This delightful family holiday home can be found just a short stroll from the beautiful beaches of Bembridge and a wonderful array of traditional shops and restaurants. Light fille...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £891

View
  • 20% off

    23 Nov 2024 - 30 Nov 2024

    £1114.00 £891.20

Our property managers are local experts who handpick perfect places to stay.

Oak Tree Cottage is a 3 bedroom self catering cottage with sea views in Seaview, Isle of Wight
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £926

Oak Tree Cottage

4212

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
  • No pets
  • Changeover Fri

7 nights from £926

Underwood Cabin is a 3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £956

Underwood Cabin

4995

3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.


Nestled in the beautiful grounds of St Hubert's Lodge and surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful island retreat, perfectly situated be...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £956

The Dairy is a 3 bedroom holiday cottage near the beach in Seaview.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £982

The Dairy

5631

3 bedroom holiday cottage near the beach in Seaview.


Set in the pretty village of Seaview, moments from the seafront, this delightful home-from-home is waiting to welcome you. The village centre is a short stroll away, here you will ...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £982

Merivale is a 4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1061

Merivale

4240

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


This lovely, light and spacious detached house located on Fairy Road in Seaview, just a short stroll from the seafront, makes a fantastic base for a wonderful holiday on the Isle o...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1061

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