Baby Friendly Holiday Cottages on the Isle of Wight

Located on the beautiful Isle of Wight, we have a collection of 203 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 203 luxury baby friendly cottages on the Isle of Wight

2 bedroom self catering cottage at Island Harbour, near Newport.


Spring Tide is a delightful holiday cottage situated in a small development at Island Harbour Marina on the banks of the River Medina. The marina is set in a beautiful secluded val...

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

Price per week £351 - £806

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


4A Ship House, an attractive townhouse positioned right in the middle of Seaview, is perfect for a family looking for a coastal break. 'Ship shape' in presentation, the fantastic t...

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

Price per week £357 - £827

2 bedroom self catering apartment near the beach in Ventnor, Isle of Wight


Accessed via a set of stairs, this bright and airy first and second floor apartment offers contemporary accommodation, with large and spacious rooms packed with period features, hi...

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

Price per week £384 - £760

3 bedroom self catering apartment with sea views in Seaview, Isle of wight.


Elm Cottage is a stylish first floor apartment brimming with character and comfort. It would suit friends traveling together, a couple or a family. From the front courtyard to t...

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

Price per week £396 - £913

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

Price per week £405 - £1071

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


This charming first floor apartment is laid over two floors and situated right in the heart of Seaview village, tucked away down a quiet side street called Rope Walk, so called as ...

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

Price per week £405 - £950

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

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

Price per week £407 - £837

3 bedroom self catering cottage near the beach in Brook.


September Cottage is an excellent, family-friendly holiday home with an expansive, attractive kitchen and good-sized kitchen, sitting and dining areas. It's easy to imagine curling...

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

Price per week £413 - £898

2 bedroom, dog friendly holiday cottage near the beach in Alum Bay, Isle of Wight.


Where to start in describing Old Coastguards? Our highlights are the tremendous views, log burning sauna with external heated shower, and roll-top bath, not to mention luxurious fu...

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

Price per week £460 - £1030

3 bedroom, rural self catering apartment near the beach near Newport, Isle of Wight


This stunning barn conversion is located just outside the picturesque village of Chillerton, in the heart of the Island’s farming community between Newport and Chale. The outlook o...

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

Price per week £495 - £1071

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