Baby Friendly Plus holiday cottages in Isle of Wight

Here at Classic, we provide holiday homes that will make your experience as enjoyable and hassle free as possible. With 8 of our holiday cottages for babies providing a cot, high chair, baby bath, bath mat, changing mat and stair gates, you can travel lighter and arrive to carefully and conscientiously furnished accommodation. Whether you’re looking to rent self-catering accommodation in Isle of Wight, or to take your little ones out and about, you can rest assured that there is comfort and contentment waiting for you and your baby.Read more

If you’re looking to holiday by the sea, escape to the country, or dive into city culture with your baby, Classic Cottages has the perfect place for you. We appreciate that getting away with a baby or young toddler doesn’t always prove to be a smooth process. That’s why 8 of our baby friendly cottages are equipped with a cot, gate and high chair so that we can makes things as easy as possible for you. Whether you’re looking to snuggle up in self-catering accommodation or hit the bright lights of the local town with your baby, you will come home to luxury accommodation that’s been lovingly furnished to make things just right 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 8 fully equipped baby friendly boltholes in Isle of Wight

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

7 nights from £348

2 bedroom thatched self catering cottage with sea views in Seaview.


If the restorative power of the sea appeals to you, 1 Thatched Cottage with its uninterrupted views is an ideal holiday home. This 19th Century property combines old world charm wi...

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

7 nights from £348

View
  • 15% off

    22 Feb 2020 - 29 Feb 2020

    £409.74 £348.28

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £452

2 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.


Steeped in history Barton Manor is of great significance to the Isle of Wight’s heritage, situated adjacent to Osborne House and part of the original estate. The grand driveway lea...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £452

View
  • 20% off

    21 Feb 2020 - 28 Feb 2020

    £564.41 £451.53

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

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £349

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


The location of 40 Trelawny Way, on a quiet residential road in Bembridge, belies its extravagant interior. For those looking for a family home with an interior decorated with arti...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £349

View
  • 20% off

    22 Feb 2020 - 29 Feb 2020

    £436.04 £348.83

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £425

2 bedroom, dog friendly holiday apartment near the beach in Shanklin.


Park Lodge Annexe is a beautifully presented lower ground floor apartment within walking distance to the Rylstone Gardens and the Chine. The cliff path is a minute stroll away, lea...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £425

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £432

3 bedroom self catering cottage near the beach in Brook.


September Cottage is an excellent, family-friendly holiday home with an attractive kitchen and cosy sitting-room. It's easy to imagine curling up on the sofa in front of the wood-b...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £432

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

7 nights from £555

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 £555

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

7 nights from £828

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 £828

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1330

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


This impressive 150 year old farmhouse sleeps nine and is the perfect location for a fabulous family gathering of all ages. In the breathtaking location of Barton Manor Estate, adj...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1330

We’ve been raising the standards of self catering holidays since 1977.