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 193 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
  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Fleming House is a traditional Victorian cottage rests in the seaside town of Cowes, on the Isle of Wight. Enclosed garden. Open fire. Close to shop and pub. East Cowes 0.9 miles; Newport 4.7 miles. (Ref. 1129757)

  • Wi-fi
  • Washing machine

7 nights from £527

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Rookley Lake Cottage is a lovely home located in Rookley near Godshill in Isle of Wight, with a pet-friendly policy, ground-floor living, and a hot tub. Newport 4.3 miles.; Shanklin 5.9 miles; Ventnor 6.6 miles. (Ref. 1084106)

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

7 nights from £654

  • 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 £1193

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Whitfield 16 is delightful cottage nestled on the West Bay Development on the edge of Yarmouth, Isle of Wight with an open-plan layout and location near the coast. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1163433)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £487

  • 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 £332

  • 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
  • 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 £500

  • 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
  • 5% off - Sat 2nd Nov to 21st Dec 2024

7 nights from £425

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Munday H1 is a pleasant, single-storey holiday bungalow resting in the town of Yarmouth in On the Isle of Wight with a location near to the beach. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1162047)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

7 nights from £445

  • 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
  • PetsNo

    4.4

    Good

  • Sykes rating

Whitfield P5 is a delightful cottage resting in the town of Yarmouth in Isle of Wight. Off-road parking. Open-plan. Near coast. Private decking. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131453)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £502

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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

  • 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 £402

  • 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 £457

  • 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 £538

Last booked 2 days ago
See more details
  • 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 £394

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

In One, a single-storey lodge, located near the village of Wootton Bridge, Isle of Wight. Open-plan. Lake views. Garden with hot tub and barbeque. Romantic. Newport 2.1 miles; Ryde 5.5 miles; Cowes 6.6 miles. (Ref. 1160606)

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

7 nights from £560

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Delaware M2 is a delightful townhouse, situated on the well-maintained grounds of West Bay Holiday Park, in the quaint town of Yarmouth, Isle of Wight. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131451)

  • Wi-fi
  • Off-road parking
  • Baby-friendly
  • 5% off - Fri 18th Oct to 29th Nov 2024

  • 5% off - Fri 29th Nov 2024 to 5th Jan 2025

7 nights from £384

  • 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 £493

  • 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 £664

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.