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Isle of Wight Holiday Cottages

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Your Isle of Wight search returned 209 cottages

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  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    Sykes Rating

1 Star Cottages is a delightful, terraced cottage resting in Freshwater, Isle of Wight. Pet-friendly. Close to a shop, pub, and beach. Enclosed garden. Yarmouth 2.7 miles; Newport 11.7 miles. (Ref. 1149357)

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

7 nights from £472

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    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 £445

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

A well-presented single-storey annexe resting in Ryde, Isle of Wight. Ground-floor living. Dog-friendly. WiFi. Sandown 4.7 miles; Newport 8.5 miles. (Ref. 1073801)

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

7 nights from £290

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Sykes Rating

Charming ground floor coastal apartment. Spacious studio accommodation. Stunning panoramic views across the Solent. Use of a private slipway. Café next door. Newport 12 miles. (Ref. 906577)

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

7 nights from £284

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    Sykes Rating

Fisherman's Cottage is an immaculate, detached cottage resting near a beach on the outskirts of Ventnor, on the Isle of Wight, enjoying coastal views. Newport 10.5 miles; Cowes 15 miles. (Ref. 1174468)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £351

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.1

    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 £377

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

Ground floor barn conversion. One of a group of three with spectacular views. Wheelchair access. Beach, shops and pubs nearby. Ryde 2 miles. (Ref. 12934)

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

7 nights from £361

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    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 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

One of a group of three properties in beautiful countryside location. All ground floor. One double bedroom with en-suite wet room. Beach, shops and bars close by. Ryde 2 miles. (Ref. 12935)

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

7 nights from £354

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Sykes Rating

The Granary is a lovely, converted granary that, ideal for couples, resting near the lovely village of Freshwater on the Isle of Wight with a hot tub. Yarmouth 1.5 miles; Cowes 16.3 miles; Fishbourne 18 miles; Ryde 20 miles. (Ref. 1173924)

  • Wi-fi
  • Off-road parking
  • Hot Tub

7 nights from £392

Last booked 3 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A delightful studio-style annexe resting in Bembridge, Isle of Wight. Contemporary. Close to amenities and the beach. Off-road parking. Romantic. Ryde 7.5 miles; Newport 10.5 miles; Cowes 15.4 miles; Yarmouth 20.5 miles. (Ref. 1077923)

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

7 nights from £349

Last booked today
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

Stylish, detached, Scandinavian-style timber lodge in tranquil setting near Ryde, Isle of Wight. Use of heated outdoor swimming pool. Rural setting. Parking. WiFi. Ryde, 3.1 miles; Sandown 3.7 miles; Ventor 9.2 miles. (Ref. 2906)

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

7 nights from £431

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    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 £572

  • Sleeps4
  • Bedrooms2
  • PetsYes

    Sykes Rating

Fig Cottage is a delightful, single-storey cottage resting close to a beach near Brook in Isle of Wight, boasting an electric fire and open-plan living. Yarmouth 6 miles; Newport 9.4 miles; Cowes 13.6 miles. (Ref. 1170979)

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

7 nights from £492

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

May Cottage, a delightful semi-detached cottage perched in the seaside resort of Shanklin in the Isle of Wight, with a pet-friendly policy and en-suite. Sandown 3.9 miles; Godshill 4 miles. (Ref. 1156246)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Sky TV

7 nights from £479

  • Sleeps4
  • Bedrooms2
  • PetsYes

    Sykes Rating

14 Orchard Road is a lovely, pet-friendly holiday bungalow situated in the small coastal village of Seaview on the Isle of Wight with a Smart TV. Ryde 3.3 miles. (Ref. 1164526)

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

7 nights from £482

Last booked 7 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    Sykes Rating

The Chapel is a detached, pet-friendly holiday home resting in the friendly little village of Northwood in Isle Of Wight with a woodburning stove. Cowes 4 miles. (Ref. 1166331)

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

7 nights from £612

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

This well-presented, single-storey, detached lodge rests in the Thorness Bay Holiday Park, Isle of Wight. Lovely views. On-site facilities. Off-road parking. Newport 5.1 miles; Ryde 11.7 miles; Shanklin 13.8 miles; Ventnor 15.2 miles; Freshwater 12 miles. (Ref. 1108060)

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

7 nights from £518

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Sykes Rating

This snug apartment is located in Lake near Sandown, Isle of Wight. Two bedrooms. Near beach. Open-plan living. Sandown 1.5 miles. Shanklin 3 miles; Ryde 6 miles. (Ref. 1000034)

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

7 nights from £315

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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

7 nights from £492

Last booked yesterday
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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.