Baby Friendly Holiday Cottages on the Isle of Wight

Located on the beautiful Isle of Wight, we have a collection of 166 baby friendly cottages for you and your family to enjoy. Each cottage provides either a cot for your baby to sleep in or the space for a travel cot, so you can rest assured that your baby will be happy and comfortable during your stay.

For cottages that include a high chair, cot, baby bath, bath mat, changing mat and stair gate,  look through our fully equipped Baby Plus cottages on the Isle of Wight.Read more

If you are looking for somewhere beautiful to stay with your baby on the Isle of Wight, look no further. Our selection of baby friendly self catering cottages provide the perfect home-from-home. 

Across the Isle of Wight, there are plenty of amazing things to do and see. Castles, culture and coast, the island is an exciting mix of stunning natural aesthetics and modern attractions. For the perfect family holiday with your little bundle, it offers plenty of opportunities for both exploration and relaxation. And the cherry on the cake? Luxury family accommodation to return to at the end of the day.

Your baby friendly cottage on the Isle of Wight

Travelling with your baby, whether it be for the first time or not, can be slightly stressful. At Classic Cottages we understand that finding the right accommodation can make or break your holiday. All of our cottages are personally inspected and fully equipped, so you don't have to worry about packing everything and the kitchen sink. 

Wherever you choose to stay, be it by the beach, in the town, nestled in the country or tucked up on a farm, we can provide you with your dream holiday cottage. Relax, gather your family close and enjoy the holiday of a lifetime with your baby.

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

We have 166 luxury baby friendly cottages on the Isle of Wight

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £500

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


This lovely three bedroom ground floor apartment is within a few minutes’ walk to the beach and Seaview village with the added bonus of a mature garden with outdoor seating. The ne...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £500

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £505

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


Welcome to Solent Peek, a lovely comfortable home in Totland on the West Coast of the Island. As the name suggests, there is sea view from the first floor master bedroom and it is ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £505

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

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £505

3 bedroom self catering cottage in East Cowes, Isle of Wight


Turnstone is a beautifully designed, newly built town house situated overlooking the River Medina on the north coast of the island and within walking distance of Osborne House. Fro...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £505

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £505

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


This charming cottage is tucked away down an unmade road just off Bembridge Harbour, within walking distance of Bembridge village centre. The front and rear gardens of Old Railway ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £505

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £525

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


Tucked away in the heart of Seaview village, 6 Seaview House is a charming ground floor apartment within a few minutes’ walk of the beach. It has private parking for two cars and a...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £525

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £530

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


Tucked away down a quiet side street in the idyllic village of Seaview, Portholes is a fantastic holiday home just minutes away from the sea. All within walking distance from your ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £530

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

7 nights from £531

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


Rose Villa is a beautifully appointed home in the heart of the village of Yarmouth. It would ideally suit a family or a group of friends traveling together. This spacious prope...

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

7 nights from £531

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £555

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


This truly lovely holiday home, with a wood-burner, is a great choice whatever the season. 1 Barton Lodge is a beautiful property which has been lovingly restored with your comfort...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £555

Choose from our exclusive collection at the best prices with real time availability.

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £565

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


This lovely and well-presented detached house is just moments away from the beautiful golden beaches of Ryde and mainland transport links, creating a perfect location for a base fo...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £565

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £570

3 bedroom self catering cottage in Whitwell, Isle of Wight


Set in the rural village of Whitwell, less than three miles outside of Ventnor, Willow Tree Lodge would suit a family looking for extra space indoors and out or a couple wanting a ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £570

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