Luxury Cottages for 4 People on the Isle of Wight

Luxury Cottages for 4 People on the Isle of Wight

Enjoy a luxury island retreat and book a holiday cottage for up to four people on the Isle of Wight. There's room for you and three of your nearest and dearest, and many of our cottages are dog-friendly too. Browse through our selection of 126 available self-catering cottages and take a step closer to the holiday of a lifetime.Read more

Spending time with our friends and family is really important, but it's not always that easy to get together and catch up. Holiday cottages provide great neutral ground in beautiful settings, away from the distractions of everyday life. Spend time together in a luxury self catering cottage sleeping up to 4 people and rediscover yourselves.

Self Catering Cottages on the Isle of Wight for Four People

At Classic Cottages we pride ourselves on marketing only the finest holiday cottages on the Isle of Wight. Each one of our self catering cottages is personally inspected and fully equipped to ensure your total comfort. Take your time looking through our collection of 126 available holiday cottages and find the perfect one waiting for you. 

We have 126 self catering cottages for 4 on the Isle of Wight

2 Little Cedars is a 4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1146

2 Little Cedars

3520

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


2 Little Cedars is a sleek and modern property, with a light and clean finish throughout. Split over three floors, and stylishly decorated with luxury furnishings, this delightful ...

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1146

Orchard House is a 4 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1006

Orchard House

3641

4 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...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1006

Mountbatten Garden Apartment is a 4 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1390

Mountbatten Garden Apartment

3635

4 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...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1390

Seacrest House is a 5 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1438

Seacrest House

3653

5 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 ...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1438

Pitt Corner is a 4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1560

Pitt Corner

3644

4 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...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1560

Harbour View is a 4 bedroom self catering cottage with sea views in Ryde, Isle of Wight.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1773

Harbour View

4731

4 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 ...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1773

View
  • 20% off

    5 Apr 2024 - 12 Apr 2024

    £2453.00£1962.40

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Windy Ridge is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1804

Windy Ridge

4464

4 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...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1804

Solent Heights is a 5 bedroom self catering cottage near the beach in Cowes, Isle of Wight
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2006

Solent Heights

3946

5 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...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2006

Cara Cottage is a 5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2226

Cara Cottage

4846

5 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...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2226

Little Forelands is a 5 bedroom self catering cottage with sea views in Bembridge, Isle of Wight
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £2397

Little Forelands

4474

5 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...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £2397

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