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Isle of Wight Holiday Cottages

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Your UK & Ireland search returned 196 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Pierpont D1 is a pleasant single-storey holiday home settled on The West Bay Club in Norton near Yarmouth, on the Isle of Wight with on-site facilities. Newport 10.7 miles; Ryde 17.4 miles. (Ref. 1169089)

  • Wi-fi
  • Ground floor bedroom

7 nights from £305

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Chantries is a delightful, detached cottage in the village of Bembridge, Isle of Wight. Open fire. Barbecue. Pet-friendly. Child-friendly. Near coast. Ryde 7.5 miles; Newport 11.7 miles; Cowes 16.2 miles; Yarmouth 21 miles. (Ref. 1158892)

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

7 nights from £652

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Primrose Cottage is a delightful, detached home resting in St. Helens, on the Isle of Wight. Close to a shop and a pub. Close to a beach. Near AONB. Sandown 4.3 miles; Ryde 4.5 miles; Newport 10.6 miles. (Ref. 1151022)

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

7 nights from £476

  • 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 £479

Last booked yesterday
View cottage
  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

The Hayloft is a first-floor, pet-friendly apartment situated in the seaside town of Ventnor in Isle of Wight and is set just s short walk from the beach. Newport 12.1 miles; Cowes 16.5 miles. (Ref. 1167864)

  • Washing machine
  • Baby-friendly

7 nights from £482

  • 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 £496

  • 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

Four Lakes Retreat - In Two is a delightful, single-storey holiday lodge located in the outskirts of Newport in Isle Of Wight with a private hot tub. Ryde 5.3 miles; Cowes 6.6 miles; Ventnor 10.3 miles; Yarmouth 11.4 miles. (Ref. 1160607)

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

7 nights from £702

  • 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

Last booked yesterday
View cottage
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • 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 £266

  • 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 £1041

Last booked yesterday
View cottage
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A stylish, first-floor apartment sitting in Ventnor, Isle of Wight. Close to beach and coast. Converted chapel. Open-plan. Wroxall 2.9 miles; Newport 10.9 miles; Cowes 15.7 miles. (Ref. 1074379)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Tue 19th Nov 2024 to 28th Feb 2025

7 nights from £516

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

    5.0

    Perfect

  • 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

  • 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

  • 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
  • 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
  • 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

  • Sleeps12
  • Bedrooms6
  • PetsYes
  • Sykes rating

The Old Dairy is a detached barn conversion resting in Wroxall, near Ventnor, Isle of Wight. Near AONB. Countryside views. Woodburning stove. Pet-friendly. Ventnor 3.1 miles; Godshill 3.3 miles; Shanklin 4.2 miles. (Ref. 1070762)

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

7 nights from £1340

  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.8

    Good

  • Sykes rating

A semi-detached cottage located in the village of Ryde in the Isle of Wight. Woodburner. Traditional. Enclosed garden. Sandown 7 miles; Newport 7 miles. (Ref. 973145)

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

7 nights from £524

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.3

    Good

  • Sykes rating

A wonderful coast and country family home with spectacular nurtured gardens, in the village of Chale on the South West coast of the Isle of Wight. Quality spacious accommodation. Ventnor 7 miles. (Ref. 948970)

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

7 nights from £939

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.