Baby Friendly Holiday Cottages on the Isle of Wight

Located on the beautiful Isle of Wight, we have a collection of 202 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 202 luxury baby friendly cottages on the Isle of Wight

1 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.


Offering a high standard of accommodation, the Worsley Apartment is a ground floor apartment housed within Shanklin Villa, a beautifully converted Victorian building. With a separa...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

Price per week £360 - £940

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 £235 - £939

View
  • 25% off

    2 Nov 2018 - 9 Nov 2018

    £313.54 £235.16

  • 25% off

    9 Nov 2018 - 16 Nov 2018

    £313.54 £235.16

  • 25% off

    16 Nov 2018 - 23 Nov 2018

    £313.54 £235.16

  • 25% off

    23 Nov 2018 - 30 Nov 2018

    £313.54 £235.16

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. It's the perfect base for a couple or a family with ...

  • 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 - £709

We are Gold accredited with the Green Tourism Business Scheme.

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


The Crows Nest is a second floor apartment at the top of a Victorian property in the historic village of Seaview. A family looking for a convenient base from which to enjoy the Isl...

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

Price per week £295 - £607

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

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 - £684

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

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 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 - £648

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

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