Popular property types See all properties

24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Isle of Wight Holiday Cottages

REFINE SEARCH

Your UK & Ireland search returned 199 cottages

Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2

    Good

  • 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 £451

  • 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 £966

  • 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 £520

  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Low Tide Loft is a detached and spacious house situated a short stroll from the beach with sea glimpses, located in Colwell Bay on the Isle of Wight. Yarmouth 3.9 miles; Cowes 16.3 miles; Fishbourne 17.1 miles; Ryde 19.1 miles. (Ref. 1164181)

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

7 nights from £942

Last booked 6 hours ago
See more details
  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Munday H2 is a delightful holiday cottage with off-road parking and outdoor spaces, in the coastal town of Freshwater, near Yarmouth, Isle of Wight. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1155153)

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

7 nights from £437

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Whitfield P1 is a cheerful holiday cottage resting in Yarmouth, Isle of Wight, featuring a woodburning stove, Juliet balcony, and an open-plan design. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1164327)

  • Wi-fi
  • Off-road parking

7 nights from £475

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

High Tide located in Cowes, Isle of Wight is a short walk from the beach and has a stunning sea views over The Solent. Newport 5.6 miles; Ryde 12.1 miles; Shanklin 14.9 miles; Ventnor 15.9 miles; Freshwater 16 miles. (Ref. 1050183)

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

7 nights from £606

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Jamestown 5 is a single-storey cottage settled into the seaside holiday park in Norton, near Yarmouth, Isle of Wight, close to a beach and the coast. Yarmouth 1.2 miles; Freshwater 2 miles; Bouldnor 2.1 miles. (Ref. 1161684)

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

7 nights from £426

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Sundowners, a stylish, first-floor maisonette located in the seaside town of Ryde in Isle of Wight, resting close to a shop and a pub, and near a beach. Wootton Bridge 3.8 miles; Bembridge 6.7 miles; Newport 7.5 miles. (Ref. 1157164)

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

7 nights from £423

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

117 Crosswinds is a contemporary single-storey lodge with on-site facilities, located near a beach on the outskirts of Bembridge, on the Isle of Wight. Ryde 7.6 miles; Newport 10.7 miles; Cowes 15.2 miles; Yarmouth 20 miles. (Ref. 1165420)

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

7 nights from £487

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Tourist Board rating

A delightful cottage nestled on the West Bay Development on the edge of Yarmouth, Isle of Wight. Off-road parking. Communal lawn. Open-plan. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131458)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £475

  • 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 £357

  • 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

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • 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 £532

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Sykes rating

This stylish workshop conversion resides in Ventnor, Isle of Wight. Smart TVs. Close to amenities and beach. En-suite bathrooms. Summer house. Newport 11.1 miles; Cowes 15.5 miles. (Ref. 1115193)

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

7 nights from £645

  • Sleeps5
  • Bedrooms3
  • PetsNo
  • Sykes rating

A wonderful, detached holiday home in the heart of Niton on the Isle of Wight. Close to local amenities. Enclosed garden. Near a beach. In the Isle of Wight AONB. Ventnor 4.4 miles; Shanklin 8.6 miles. (Ref. 1125740)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £987

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A lovely, three-bedroom eco lodge sitting in Pondwell near Seaview, Isle of Wight. Open-plan. Near a beach. Hot tub. Country views. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083787)

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

7 nights from £626

  • 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 £738

Last booked 4 hours ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • 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 £502

Last booked yesterday
See more details
  • 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 £662

Last booked yesterday
See more details

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.