Baby Friendly Holiday Cottages on the Isle of Wight

Located on the beautiful Isle of Wight, we have a collection of 191 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.

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 191 luxury baby friendly cottages on the Isle of Wight

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


Take a few steps up to the entrance, and you'll find yourself in 3 Kings House, a ground floor apartment in a small development. The property is just a short walk from Bembridge Ha...

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

Price per week £295 - £643

2 bedroom, dog friendly apartment near the beach near St Helens, Isle of Wight.


This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...

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

Price per week £295 - £695

View
  • 10% off

    27 Jul 2018 - 3 Aug 2018

    £695.00 £625.50

  • 20% off

    17 Aug 2018 - 24 Aug 2018

    £695.00 £556.00

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


The Crow's Nest is a second floor apartment of a Victoria property in the historic village of Seaview. Simply furnished but with wonderful views over the village rooftops to the So...

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

Price per week £295 - £595

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  • 20% off

    3 Aug 2018 - 10 Aug 2018

    £595.00 £476.00

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


35 Cross Street is a cute end of terrace townhouse with accommodation spread over three floors, and has a sunny, enclosed courtyard. Built at the turn of the century, and decorated...

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

Price per week £303 - £680

We are Gold accredited with the Green Tourism Business Scheme.

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


The perfect bolt-hole for families, 61 Drake Cottage is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview. Just yards from the ...

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

Price per week £309 - £670

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


The Lobster Pot is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview and next to a nature reserve. This beach bolt hole has dec...

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

Price per week £312 - £704

View
  • 20% off

    27 Jul 2018 - 3 Aug 2018

    £690.00 £552.00

  • 20% off

    10 Aug 2018 - 17 Aug 2018

    £690.00 £552.00

2 bedroom, rural self catering apartment near the beach in Ryde.


6 Sandlands is a modest top floor apartment with a large, open plan living area, just a stroll away from Ryde's wonderfully sandy beaches, the canoe lake and the children's sand pa...

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

Price per week £313 - £660

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


With an interesting history and dating from 1852, Trevessa was once a fishing cottage and overlooks the sea. The sitting-room, dining-room and both bedrooms have beautiful sea view...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £314 - £920

View
  • 20% off

    3 Aug 2018 - 10 Aug 2018

    £920.00 £736.00

2 bedroom, dog-friendly holiday cottage with sea views in East Cowes, Isle of Wight


Smugglers' Run is a waterside property overlooking the River Medina and across to the sailing town of Cowes. Watch the boats sail by from the privacy of the balcony off the living-...

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

Price per week £321 - £635

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


Kitty Wake is a comfortable and neatly presented holiday bungalow located on the edge of the Salterns Holiday Village, in the charming village of Seaview. There are on site ameniti...

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

Price per week £329 - £799

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

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