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Isle of Wight Holiday Cottages

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Your UK & Ireland search returned 196 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Lovely old dairy conversion, romantic retreat with countryside views, pet-friendly on the outskirts of Gatcombe, Isle of Wight. Newport 4 miles. (Ref. 951966)

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

7 nights from £422

Last booked 2 days ago
View cottage
  • 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

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

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Wonderfully located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Enclosed patio with furniture. Stunning walks and mountain biking from cottage. Newport 4 miles. (Ref. 903663)

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

7 nights from £572

Last booked 2 days ago
View cottage
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A stable conversion cottage set in beautiful countryside, but only 2 miles from the Victorian seaside resort of Ryde. Many interesting shops and restaurants and sandy beach close by. Sandown 7 miles. (Ref. 10062)

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

7 nights from £354

Last booked yesterday
View cottage
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A spacious, semi-rural and semi-detached holiday cottage with tasteful decor and a pretty, traditional cottage garden. Between two beautiful beaches. (Ref. 948494)

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

7 nights from £366

Last booked 2 days ago
View cottage
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.1

    Good

  • Sykes rating

Cosy retreat on the grounds of Appuldurcombe House near to the village of Wroxall on the Isle of Wight. Woodburning stove. 300 acres of woodland. Pet-friendly. Wroxall 0.7 miles. (Ref. 960236)

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

7 nights from £376

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A charming, detached cottage overlooking St. Helen’s Green, Isle of Wight. Woodburning stove. Pet-friendly. WiFi. Bembridge 2.1 miles; Ryde 5.2 miles. (Ref. 1102680)

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

7 nights from £613

Last booked 2 days ago
View cottage
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A thoughtfully converted old cart house, on a working farm on the edge of the village of Shorwell, Isle of Wight. Panoramic views of the Downs. Short walk to pub. Beach 2 miles. Newport 6 miles. (Ref. 22110)

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

7 nights from £337

Last booked yesterday
View cottage
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A beautiful detached cottage resting in Bembridge, Isle of Wight. Enclosed garden. Off-road parking. Woodburning stove. Ryde 7.9 miles; Newport 12 miles; Cowes 16.5 miles. (Ref. 1066102)

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

7 nights from £670

  • 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

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A semi-detached property, situated within the village of Freshwater. WiFi. Private garden area. Shop and pub within a 5-minute walk. Yarmouth 3 miles. (Ref. 981443)

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

7 nights from £618

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A fantastic stone-built cottage resting on the outskirts of Wroxhall on the Isle of Wight. Enclosed garden. Breath-taking views. Pet-friendly. Ventnor 3.1 miles; Shanklin 4.2 miles. (Ref. 1080047)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 20th Dec 2024 to 28th Feb 2025

7 nights from £411

Last booked yesterday
View cottage
  • 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
  • PetsNo

    3.7

    Good

  • Sykes rating

This superb chalet rests on the outskirts of the village of Freshwater, on the Isle of Wight. Open-plan living. Electric fire. Yarmouth 2 miles; Brighstone 8.9 miles. (Ref. 942183)

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

7 nights from £286

Last booked yesterday
View cottage
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2

    Good

  • Sykes rating

A charming holiday bungalow resting in Seaview, Isle of Wight. Decking with seating. Open-plan. Close to beach. Private parking. Ryde 2.9 miles. (Ref. 1052161)

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

7 nights from £386

  • 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

Last booked 6 hours ago
View cottage
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

An idyllic renovated cottage resting near Shalfleet on the Isle of Wight. Woodburning stove. Smart TV. Superfast WiFi. Close to beach. Yarmouth 2.8 miles; Freshwater 5.7 miles; Newport 7.2 miles; Cowes 9.9 miles. (Ref. 980661)

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

7 nights from £514

  • 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

Last booked 6 hours ago
View cottage
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A wonderful property with a lot of character, St. Michael’s House is the perfect property for families or a group of friends. Dog-friendly. Near the coast. Bembridge 2.3 miles. (Ref. 1000597)

  • Wi-fi
  • Washing machine

7 nights from £422

  • 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

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.