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Isle of Wight Holiday Cottages

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Your UK & Ireland search returned 192 cottages

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  • 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 $879

  • 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 $1799

Last booked 2 days ago
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  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.4

    Good

  • Sykes rating

An attached coach house conversion in the village of Wroxall in the Isle of Wight. On Appuldurcombe Estate. Pet-friendly. Surrounding woodland. (Ref. 960233)

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

7 nights from $696

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This attractive, single-storey holiday home rests on the water's edge in Ryde on the Isle of Wight. Private dock. Spacious. Boat parking. Stunning views. Newport 5.1 miles; Sandown 8.8 miles. (Ref. 1135043)

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

7 nights from $1023

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.1

    Good

  • Sykes rating

A 400-year-old thatched farmhouse with adjacent riding stables. Far-reaching views, easy walk to the beach. Spacious family accommodation, perfect for exploring the island. (Ref. 12722)

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

7 nights from $748

  • 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 $440

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

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Stunningly located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Private patio with furniture. Stunning walks and mountain biking from doorstep. Newport 4 miles. (Ref. 913108)

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

7 nights from $741

  • 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 $830

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This charming detached house rests in the heart of Sandown, on the Isle of Wight. Electric fire. Enclosed garden. Shanklin 1.4 miles; Ventnor 5.6 miles. (Ref. 1020856)

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

7 nights from $847

  • 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 $862

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming cottage located in the village of Newport in Isle of Wight. Views over Carisbrooke Castle. Nautical décor. Enclosed garden. Pet-friendly. Cowes 4.6 miles. Ryde 6.7 miles. (Ref. 962983)

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

7 nights from $806

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Superb two-floor apartment in Bembridge village. Modern accommodation. Ideal for a family or friends. Sandy beach and variety of shops within walking distance. Ryde 7 miles. (Ref. 943090)

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

7 nights from $692

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • Sykes rating

A wonderful Victorian townhouse, contemporary, but still maintaining many of its original features. Stunning coastal views. 2 mins walk to the beach and coastal footpath. Shops, pubs, restaurants, café’s all within walking distance. (Ref. 920525)

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

7 nights from $990

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    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 $609

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A spectacular semi-detached eco house located in Freshwater, Isle of Wight. Contemporary interior. Solar panels. Close to sea. Ref 952914. (Ref. 952914)

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

7 nights from $578

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A pretty bungalow resting on the outskirts of Seaview on the Isle of Wight. All-ground-floor. Parking. Close to the coast. Ryde 2.7 miles. (Ref. 1051305)

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

7 nights from $489

  • 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 $744

  • 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
  • 5% off - Mon 4th Nov to 13th Dec 2024

7 nights from $596

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

The Anchorage is a pleasant terraced house in the village of Bembridge on the Isle of Wight. Pet-friendly. Open-plan. Off-road parking. Child-friendly. Ryde 7.3 miles; Newport 11.3 miles; Cowes 15.8 miles; Yarmouth 20.7 miles. (Ref. 1153862)

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

7 nights from $729

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Wicking is a gorgeous detached holiday house located in the beautiful seaside resort of Ventnor, Isle of Wight. Woodburning stove. Close to beach and amenities. Pizza oven. Newport 10.5 miles; Cowes 15 miles. (Ref. 1046702)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $1027

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 Isle of Wight Cottages? 

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 during Isle of Wight Holidays 

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.