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Isle of Wight Holiday Cottages

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Your UK & Ireland search returned 196 cottages

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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 £785

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Cava is a wonderfully-presented eco lodge nestled 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. 1083793)

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

7 nights from £555

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This contemporary, two-bedroom eco lodge rests in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Hot tub. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083794)

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

7 nights from £555

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

An impressive restored period property resting in the centre of Sandown. Close to amenities and beach. Fast WiFi. Pet-friendly. Shanklin 2.1 miles (Ref. 1025715)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £514

  • 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

Last booked yesterday
View cottage
  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.6

    Good

  • Sykes rating

A pleasant single-storey holiday home settled on The West Bay Club in Norton near Yarmouth, on the Isle of Wight. Open-plan. Off-road parking. On-site facilities. Newport 10.7 miles; Ryde 17.4 miles. (Ref. 1014813)

  • Wi-fi
  • Ground floor bedroom

7 nights from £379

  • 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

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This superb, ground-floor church-conversion rests in Ventnor, Isle of Wight. Near amenities. Open-plan. Close to beach. Newport 12 miles; Cowes 16.1 miles. (Ref. 1087994)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 15% off - Fri 3rd Jan to 14th Feb 2025

  • 10% off - Fri 14th Feb to 21st Feb 2025

  • 15% off - Fri 21st Feb to 28th Mar 2025

  • 5% off - Sat 29th Mar to 21st Dec 2025

7 nights from £593

  • Sleeps3
  • Bedrooms2
  • PetsYes
  • Sykes rating

Medina by The Solent is a pleasant, first-floor apartment situated by the sea in Cowes, Isle of Wight, well-positioned to nearby beaches, shops, and pubs. Newport 5.2 miles; Ryde 12.6 miles; Shanklin 14.5 miles; Ventnor 15.5 miles; Freshwater 15.7 miles. (Ref. 1166333)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £394

  • Sleeps12
  • Bedrooms4
  • PetsYes
  • Sykes rating

Tall Timbers, a lovely coastal cottage set in the Victorian town of Ventnor in Isle of Wight, enjoying a pet-friendly policy and a short walk to a beach. Newport 11.5 miles; Cowes 16 miles. (Ref. 1163988)

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

7 nights from £831

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Serenity is a lovely, single-storey holiday lodge resting in Thorness Bay near Cowes, Isle of Wight with an open-plan living space and pet-friendly policy. Newport 5.5 miles; Ryde 12 miles; Freshwater 12.4 miles; Shanklin 14.2 miles; Ventnor 16.1 miles. (Ref. 1160098)

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

7 nights from £392

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

The Pepper Pot Retreat is a delightful stable conversion resting in the countryside of Head Down, near Niton, Isle of Wight. Close to a beach. Hot tub. Noton 1 mile; Ventnor 4.3 miles; Shanklin 8.2 miles. (Ref. 1149144)

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

7 nights from £906

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

J21 Vermont is a cedar clad, New England-style cottage, resting near the coastal town of Yarmouth, Isle of Wight, within the grounds of West Bay Cottages. Newport 11.1 miles. Ryde 17.6 miles. (Ref. 1160866)

  • Wi-fi
  • Dishwasher

7 nights from £422

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • 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 £476

  • 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

  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • 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 £464

Last booked yesterday
View cottage
  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

128 Crosswinds, a lovely holiday lodge located on the outskirts of the beautiful coastal village of Bembridge, Isle of Wight. Pet-friendly. Electric fire. Ryde 7.6 miles; Newport 10.7 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1158227)

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

7 nights from £515

  • 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 £1080

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Whitfield P2 is a charming, family-friendly semi-detached home, within West Bay Cottages site, resting in Freshwater, near Yarmouth on the Isle of Wight. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1151160)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £588

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Forbes C1 is a well-appointed, single-storey lodge with a private decking, on the edge of the bustling seaside town of Yarmouth, on the Isle of Wight. Newport 10 miles; Ryde 16.5 miles. (Ref. 1163441)

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

7 nights from £472

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.