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 13 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 13 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 13 fully equipped baby friendly boltholes in Isle of Wight

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

7 nights from £387

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 £387

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £525

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 £525

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

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

7 nights from £670

2 bedroom, holiday cottage near the beach in St Helens, Isle of Wight.


Hill Farm Lodge with its huge garden offers you plenty of room to stretch your legs or the children to kick a ball! The only steps are but a few to the front door, leading on to an...

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

7 nights from £670

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

7 nights from £710

2 bedroom, this holiday cottage is near the beach in St Helens, Isle of Wight.


Little Black Barn at Hill Farm is a beautifully converted property of a contemporary style, set in a stunning south facing location at the top of a hill on the outskirts of St.Hele...

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

7 nights from £710

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

7 nights from £416

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 £416

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

7 nights from £421

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 £421

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

7 nights from £425

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 £425

  • 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

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £689

4 bedroom, dog friendly holiday cottage with sea views in St Helens, Isle of Wight


Bay View is a charming semi-detached house situated down a quiet leafy lane off the Green in the picturesque village of St Helens and aptly named due to the stunning views over St ...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £689

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1015

4 bedroom converted barn with far reaching rural views in St Helens, Isle of Wight.


Hill Farm Barn is an immaculately presented and impressively converted 18th Century Threshing Barn standing in half acre of private grounds. Perched on a hilltop half a mile from a...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1015

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