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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

  • Sleeps4
  • Bedrooms3
  • PetsNo

    Sykes Rating

The Retreat is a pleasant, single-storey static holiday home with enclosed decking situated near the pretty little village of Shorwell on the Isle of Wight. Newport 3.9 miles. (Ref. 1169982)

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

7 nights from £393

Last booked 5 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

  • 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

  • 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

    4.9

    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

Last booked 3 days ago
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  • 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

7 nights from £350

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2

    Sykes Rating

Character coastal cottage in Totland Bay within walking distance of the beach. Character features with woodburner. Bay window with fantastic coastal views. Freshwater 1 mile. (Ref. 942245)

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

7 nights from £461

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Sykes Rating

Immaculately-presented coastal cottage in Chale, Isle of Wight. Spacious accommodation, wonderful coastal views, enclosed garden. Award-winning pub/restaurant 3 mins walk. (Ref. 20405)

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

7 nights from £537

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Delightful cottage attached to the owner's home just outside Yarmouth. Freestanding bath, rear patio garden, private stairway to beach. Sea and marshland views. Yarmouth 0.6 miles. (Ref. 952517)

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

7 nights from £643

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Immaculately-presented Isle of Wight cottage in historic Brading. Open plan accommodation with WiFi. Pubs, shop, restaurants and footpaths on doorstep. Superb transportation links. Ryde 4 miles. (Ref. 10532)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £344

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    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 £368

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Sykes Rating

An attractive bungalow resting in Freshwater near Yarmouth, Isle of Wight. Open-plan. Accessible. Pet-free. Family-friendly. Off-road parking. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 26614)

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

7 nights from £383

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Sykes Rating

A superb two-bedroom eco lodge resting 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. 1081343)

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

7 nights from £570

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Sykes Rating

A well-presented, two-bedroom eco lodge based in Pondwell near Seaview, Isle of Wight. Country views. Beach nearby. Hot tub. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1081444)

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

7 nights from £557

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Sykes Rating

Muscat is a delightful two-bedroom eco lodge resting 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. 1083796)

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

7 nights from £570

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A contemporary single-storey holiday lodge settled on Whitecliff Bay Holiday Park in Bembridge on the Isle of Wight. Open-plan. Veranda. On-site facilities. Ryde 7.6 miles; Newport 11 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1092221)

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

7 nights from £528

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A wonderful two-bedroom eco lodge perched 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. 1083791)

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

7 nights from £585

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Sykes Rating

A lovely two-bedroom eco lodge resting 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. 1083795)

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

7 nights from £570

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.