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Isle of Wight Holiday Cottages

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Your UK & Ireland search returned 197 cottages

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  • 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

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A spectacular church conversion set in the village of Chale Green, Isle of Wight. Coastal setting. Grand interiors. Spacious accommodation. Open-plan living. Shanklin 8.2 miles; Newport 9.6 miles; Totland 12.4 miles. (Ref. 1066825)

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

7 nights from £1055

Last booked 8 hours ago
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  • Sleeps10
  • Bedrooms4
  • PetsYes
  • Sykes rating

Coronation House is a stylish, pet-friendly cottage located in the Edwardian seaside village of Seaview in Isle of Wight boasting sea views and en-suites. Ryde 3.2 miles. (Ref. 1160832)

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

7 nights from £966

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Topsails, a detached property set in a desirable area, paces from a beach in the village of Freshwater, Isle of Wight. Pet-friendly. Enclosed garden. Off-road parking. Yarmouth 2.4 miles; Cowes 15.1 miles. (Ref. 1139901)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Mon 6th Jan to 28th Feb 2025

7 nights from £854

  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Low Tide Loft is a detached and spacious house situated a short stroll from the beach with sea glimpses, located in Colwell Bay on the Isle of Wight. Yarmouth 3.9 miles; Cowes 16.3 miles; Fishbourne 17.1 miles; Ryde 19.1 miles. (Ref. 1164181)

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

7 nights from £942

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A fabulous, Island Stone barn conversion on the Isle of Wight Coastal Path, near Ventnor. Private patio with spectacular coastal and farmland views. Beach 5 mins walk. Ventnor 1.5 miles. (Ref. 926288)

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

7 nights from £630

  • 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 £1014

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Superb thatched 17th century cottage in hamlet of Middleton, near Freshwater. Single-storey accommodation. Pet-friendly. Ideal for a couple. Freshwater 0.5 miles. (Ref. 951450)

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

7 nights from £554

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Compton Grange - A charming, detached country cottage, a short walk from Compton Bay beach, situated between the town of Freshwater and the village of Brook, Isle of Wight. Beautiful sea views. Secret garden. Off-road parking. Yarmouth 6 miles; Cowes 13.5 (Ref. 1088285)

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

7 nights from £1186

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Sundowners, a stylish, first-floor maisonette located in the seaside town of Ryde in Isle of Wight, resting close to a shop and a pub, and near a beach. Wootton Bridge 3.8 miles; Bembridge 6.7 miles; Newport 7.5 miles. (Ref. 1157164)

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

7 nights from £423

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A wonderful two-bedroom eco lodge perched in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Pet-free. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083791)

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

7 nights from £532

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This lovely, detached, four-bedroom property rests near Freshwater, Isle of Wight. Open-plan. Private driveway. Enclosed garden. Close to amenities and a beach. Yarmouth 2.4 miles; Cowes 15 miles; Fishbourne 16.7 miles; Ryde 18.7 miles. (Ref. 1112919)

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

7 nights from £941

  • 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 £437

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Whitfield P1 is a cheerful holiday cottage resting in Yarmouth, Isle of Wight, featuring a woodburning stove, Juliet balcony, and an open-plan design. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1164327)

  • Wi-fi
  • Off-road parking

7 nights from £515

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

High Tide located in Cowes, Isle of Wight is a short walk from the beach and has a stunning sea views over The Solent. Newport 5.6 miles; Ryde 12.1 miles; Shanklin 14.9 miles; Ventnor 15.9 miles; Freshwater 16 miles. (Ref. 1050183)

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

7 nights from £606

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

117 Crosswinds is a contemporary single-storey lodge with on-site facilities, located near a beach on the outskirts of Bembridge, on the Isle of Wight. Ryde 7.6 miles; Newport 10.7 miles; Cowes 15.2 miles; Yarmouth 20 miles. (Ref. 1165420)

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

7 nights from £487

Last booked 2 days ago
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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 £308

Last booked 2 days ago
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  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A striking chocolate box cottage tucked away in the village of Chale, on the Isle of Wight. Original features. Close to the coast. Off-road parking. Brighstone 5.6 miles; Shanklin 8.5 miles; Bembridge 14.4 miles. (Ref. 1052289)

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

7 nights from £736

  • 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 £675

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A beautifully presented, single-storey lodge resting in Bembridge, Isle of Wight. Countryside views. Close to beach. On-site facilities. Ryde 7.6 miles; Newport 11 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1088102)

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

7 nights from £716

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.