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, 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

Price per week £515 - £1061

2 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight


This beautiful contemporary apartment is literally on the beach front, offering stunning views of the picturesque Freshwater Bay. Extremely well appointed, the apartment offers mod...

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

Price per week £569 - £1286

2 bedroom self catering cottage near the beach in Cowes, Isle of Wight


Solent View is an immaculately presented seaside villa just metres away from the sea shore of Gurnard. Each room has been thoughtfully decorated to make you feel relaxed and the op...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £650 - £1750

2 bedroom self catering apartment with sea views in Cowes, Isle of Wight


This stylish and under stated first floor apartment offers you spectacular views across Cowes Harbour and over The Solent to the main land, with a contemporary interior all located...

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

Price per week £655 - £2500

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

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

Price per week £685 - £1015

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

Price per week £768 - £1220

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight


On the promenade of Ventnor seafront, Villa Amanti is an immaculate south facing, ground floor apartment with uninterrupted sea views from its sunny seating area, accessed through ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £825 - £1400

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


A deceptively spacious semi-detached Victorian property, Red House has a lovely large kitchen with both a breakfast-bar and a separate dining-area from which the enclosed garden ca...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £311 - £959

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


A Victorian property set on a quiet road and yards from the beach. Oaks is a well-equipped property, decorated to a high standard and perfect for families with open plan seating an...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £334 - £755

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


The Saltings is a three-bedroom lower ground floor apartment with a beachfront location. It would ideally suit a family with children. The bright, spacious sitting/dining room i...

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

Price per week £337 - £735

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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