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Isle of Wight Holiday Cottages

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Your UK & Ireland search returned 197 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.1

  • Sykes rating

The Shingles is a traditional property situated in the coastal town of Sandown, Isle of Wight. Beach nearby. TV. Garden. Shanklin 1.5 miles; Ryde 6.9 miles. (Ref. 1148748)

  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £359

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

21 Caulkers Rest, a holiday lodge resting upon Whitecliff Bay Holiday Park in Bembridge, Isle of Wight. Close to amenities and beach. Ryde 7.6 miles; Newport 10.7 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1148326)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £487

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Sea Breeze is a contemporary, coastal residence with elevated sea views set in Totland, Isle of Wight. Pet-friendly. Decked balconies. Near a beach. Freshwater 1 mile; Yarmouth 2.6 miles. (Ref. 1144186)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £1042

Last booked yesterday
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  • Sleeps5
  • Bedrooms2
  • PetsNo
  • Sykes rating

Culver View is a lovely single-storey chalet in the delightful town of Sandown, Isle of Wight, boasting an open-plan living space and countryside views. Shanklin 3.1 miles; Ryde 5.9 miles; Newport 9 miles; Cowes 13.5 miles. (Ref. 1144872)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £341

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

The Anchorage is a pleasant terraced house in the village of Bembridge on the Isle of Wight. Pet-friendly. Open-plan. Off-road parking. Child-friendly. Ryde 7.3 miles; Newport 11.3 miles; Cowes 15.8 miles; Yarmouth 20.7 miles. (Ref. 1153862)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Baby-friendly

7 nights from £623

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Munday H2 is a delightful holiday cottage with off-road parking and outdoor spaces, in the coastal town of Freshwater, near Yarmouth, Isle of Wight. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1155153)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £484

  • Sleeps16
  • Bedrooms6
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Burwyns is a wonderful six-bedroom holiday home resting in Ventnor, Isle of Wight. Close to amenities. Pet-friendly. Near Isle of Wight AONB. Sea views. Newport 11.5 miles; Cowes 16 miles. (Ref. 1143991)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1410

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

36 Leeson Road is a charming, stone-fronted cottage resting on the outskirts of Ventnor, Isle of Wight. Woodburning stove. Sea views. Near beach. Newport 11.6 miles; Cowes 16.2 miles. (Ref. 1144527)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
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  • 5% off - Fri 21st Feb to 28th Feb 2025

7 nights from £458

  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.1

  • Sykes rating

15 Rosewood is a single-storey lodge resting in Great Thorness, near Northwood, Isle of Wight. Close to the coast. Close to a shop. Near an AONB. Northwood 2.9 miles; Newport 5.5 miles. (Ref. 1143515)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom

7 nights from £528

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Frosthill Cottage is a spacious cottage resting in the town of Carisbrooke, Isle of Weight. Historic sites. Off-road parking. Woodburning stove. Newport 1.8 miles; Cowes 7.1 miles; Yarmouth 10.1 miles. (Ref. 1140820)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £797

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A delightful, single-storey stable conversion resting in Brighstone, Isle of Wight. Family and pet-friendly. Close to amenities and the beach. Contemporary. In AONB. Open-plan. Enclosed garden. Newport 8.5 miles; Yarmouth 8.8 miles; Cowes 12.3 miles. (Ref. 1129624)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £450

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This charming two-bedroom holiday home rests in Sandown, Isle of Wight. In an AONB. Pet-friendly. Off-road parking. Enclosed garden. Shanklin 2.6 miles; Ryde 5.9 miles; Newport 8.9 miles; Cowes 13.4. (Ref. 1126551)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £447

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful, two-bedroom cottage resting in Ventnor, Isle of Wight. Pet-friendly. Close to amenities and the beach. Family-friendly. Traditional. Near AONB. Newport 11.1 miles; Cowes 15.4 miles. (Ref. 1125141)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £424

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This delightful, two-bedroom holiday home rests in Cowes, Isle Of Wight. Smart TV. Enclosed garden. Pet-free. Ryde 11.3 miles; Shanklin 13.5 miles; Freshwater 14.4 miles. (Ref. 1127745)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £420

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Palm Tree Cottage is a beautiful, three-bedroom holiday home in Sandown, Isle of Wight. Close to a beach. Pet-friendly. Shanklin 1.6 miles; Ryde 6.7 miles; Newport 9.1 miles; Cowes 14 miles. (Ref. 1141880)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £721

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Garstons Barn is a lovely, three-bedroom barn conversion resting in Gatcombe near Newport, Isle Of Wight. In an AONB. Countryside views. Open-plan. Off-road parking. Cowes 9.5 miles; Ryde 10.9 miles; Yarmouth 12.3 miles. (Ref. 1133914)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £555

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A quaint Grade II listed cottage resting in Carisbrooke, Isle of Weight. Pet-friendly. Garden. Couple’s retreat. Newport 1.4 miles; Cowes 6.4 miles; Yarmouth 9.3 miles. (Ref. 1132228)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £288

  • Sleeps4
  • Bedrooms1
  • PetsNo
  • Sykes rating

A superb single-storey yurt resting in Ventnor, Isle of Wight. Shared games barn. Close to amenities and a beach. In an AONB. Woodburning stove. Newport 10.3 miles; Cowes 14.8 miles. (Ref. 1130743)

  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly
  • Games room

7 nights from £458

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A luxury, three-bedroom lodge resting upon Whitecliff Bay Holiday Park in Bembridge, Isle of Wight. On-site facilities. Contemporary. Luxury. Close to the coast. Ryde 7.6 miles; Newport 10.2 miles; Cowes 15.1 miles; Yarmouth 20.1 miles. (Ref. 1132117)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £642

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Little Beach, a pleasant little holiday Lodge resting in the coastal town of Seaview, Isle of Wight. Smart TV. Open-plan. close to beach. Front patio. Ryde 2.8 miles. (Ref. 1133680)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £392

Found just off the South Coast of England are these Isle of Wight cottages the perfect choice for your next staycation. The Isle of Wight combines the best of a countryside escape with a fantastic beach holiday, there’s no limit to what you can get up to from these holiday cottages on the Isle of Wight! 

Why Holiday Cottages Isle of Wight ? 

Home to a beautiful heritage coastline and a designated national landscape, the Isle of Wight makes for a wonderful place to spend your next break. Dotted with quaint towns and villages across its vast countryside, as well as tonnes of amazing attractions and landmarks like Carisbrooke Castle, Osborne House and unique attractions like the Isle of Wight Donkey Sanctuary, you won’t run out of things to see and do! 

What’s best is that staying in one of these Isle of Wight cottages places you no more than a short drive away from it all. Providing you with all the amenities and creature comforts of home, as well as plenty of space to unwind and relax, they make for the perfect bases to explore this wonderful island during your stay!

For more ideas on what to get up to here, check out our Isle of Wight Travel Guide » 

Places to visit from Isle of Wight Cottages 

With so much to see, do and discover across the island, you’ll have no problems planning your adventures from your Isle of Wight accommodation!  

One place we’d recommend visiting for a day trip is the town of Ryde, found on the island’s northern shores. Known for being the largest town on the island and famously referenced in the hit Beatles song “Ticket to Ride”, this wonderful town is packed full of independent shops, old-world pubs, cafés, bars and restaurants for you to enjoy. Here, you’ll also find the popular Ryde Beach, as well as a host of great attractions next to it like the Ryde Superbowl and the Peter Pan Funfair... perfect if you’re visiting with the family! 

Another fantastic place to visit from these Isle of Wight holiday cottages is Sandown, found on the island’s southern shores. Home to a bustling pier that stretches across Sandown Beach where you’ll find a great bar, café and ice cream kiosk, here you’ll also find some great attractions to explore such as Dinosaur Isle and the beautiful Battery Gardens that offer impeccable views over the English Channel. 

Other Popular Destinations near Isle of Wight Holiday Cottages:

Colwell Bay 

Cowes 

Freshwater 

Godshill 

Newport 

Shanklin 

Ventnor 

Yarmouth 

You can also check out the full list of Isle of Wight destinations

Types of Isle of Wight Holidays 

Book your next adventure today by choosing one of these Isle of Wight cottages! 

As well as these holiday cottages on the Isle of Wight, there are still plenty more properties to take a look at. Enjoy a holiday with your pooch at one of these dog-friendly Isle of Wight cottages or treat yourself to something extra special with these luxury Isle of Wight cottages.  

Make the most of the countryside by booking a stay in one of these lodges and log cabins on the Isle of Wight. If you’re looking for something unusual, try these glamping breaks on the Isle of Wight. Families will also be in their element thanks to these holiday parks on the Isle of Wight

If you’re planning a spontaneous getaway then these last-minute breaks on the Isle of Wight or these Isle of Wight short breaks, might be helpful. Don’t worry if you still haven’t found what you’re looking for as there are plenty of other cottages in the South East to choose from.