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 Isle of Wight search returned 200 cottages

Powered by AI
  • Powered by AI
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
  • Guest Rated (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    Sykes Rating

A splendid cottage based on the West Bay Development on the edge of Yarmouth. Dishwasher. Communal lawn. Off-road parking. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131494)

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

7 nights from $476

  • 5 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

A lovely single-storey cottage resting in Cowes, Isle of Wight. Close to amenities. Woodland views. Ground-floor living. Ryde 10.9 miles; Shanklin 13.1 miles; Freshwater 14.7 miles; Ventnor 15.1 miles. (Ref. 1104465)

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

7 nights from $514

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

A well-appointed, three-bedroom home resting in Cowes, Isle of Wight. Pet-friendly. Enclosed garden. Close to amenities and beach. Open-plan living. Newport 4.7 miles; Ryde 11.2 miles; Shanklin 13.6 miles; Ventnor 15.4 miles. (Ref. 1135018)

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

7 nights from $565

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    3.1

    Sykes Rating

15 Rosewood is a single-storey lodge resting in Great Thorness, near Northwood, Isle of Wight. Close to the coast. Close to a shop. Near an AONB. Northwood 2.9 miles; Newport 5.5 miles. (Ref. 1143515)

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

7 nights from $680

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    Sykes Rating

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

  • Off-road parking
  • Washing machine
  • Baby-friendly
  • 5% off - Thu 6th Mar to 31st Mar 2025

7 nights from $612

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    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 $553

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

19 Creek Gardens, a contemporary abode situated in Wooton Bridge, Isle of Wight. Off-road parking. Washing machine. Near a shop, pub and beach. Newport 4.5 miles (Ref. 1147608)

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

7 nights from $524

7 nights from $727

  • 8 Guests
  • 4 Bedrooms
  • Pets No

    4.6

18th century, stone cottage in the village of Shorwell on the Isle of Wight. Grade II listed. En-suite. WiFi. Exposed beams and stonework. (Ref. 964422)

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

7 nights from $1013

  • 12 Guests
  • 6 Bedrooms
  • Pets Yes

    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 $1779

  • 2 Guests
  • 1 Bedroom
  • Pets No

    Sykes Rating

A smart, shepherd's hut based on the edge of Seaview, Isle of Wight. Woodburning stove. Beach nearby. Romantic dwelling. Sandown 5.4 miles; Newport 8.9 miles. (Ref. 1083797)

  • Off-road parking
  • Ground floor bedroom

7 nights from $488

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.2

    Sykes Rating

A lovely two-bedroom cottage resting in Ventnor, Isle of Wight. Near a beach. Private garden. Off-road parking. Newport 11.7 miles; Cowes 15.9 miles. (Ref. 1094550)

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

7 nights from $480

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A delightful, two-bedroom cottage resting in Ventnor, Isle of Wight. Pet-friendly. Close to amenities and the beach. Family-friendly. Traditional. Near AONB. Newport 11.1 miles; Cowes 15.4 miles. (Ref. 1125141)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from $563

Last booked yesterday
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    Sykes Rating

21 Caulkers Rest, a holiday lodge resting upon Whitecliff Bay Holiday Park in Bembridge, Isle of Wight. Close to amenities and beach. Ryde 7.6 miles; Newport 10.7 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1148326)

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

7 nights from $619

  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.7

    Sykes Rating

A fresh and charming studio apartment situated in the peaceful seaside setting of Ventnor, within a minutes walk to the beach, local pubs & restaurants, all ground floor. (Ref. 948178)

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

7 nights from $442

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.9

    Sykes Rating

This delightful, two-bedroom holiday home rests in Cowes, Isle Of Wight. Smart TV. Enclosed garden. Pet-free. Ryde 11.3 miles; Shanklin 13.5 miles; Freshwater 14.4 miles. (Ref. 1127745)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from $527

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.4

    Sykes Rating

31 Crosswinds is a well-presented, single-storey holiday lodge on the Whitecliff Bay Holiday Park near Bembridge, Isle of Wight. On-site facilities. Ryde 7.6 miles; Newport 10.7 miles; Cowes 15.2 miles; Yarmouth 20 miles. (Ref. 1147448)

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

7 nights from $602

  • 5 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

A contemporary two-bedroom, ground-floor apartment resting in Shanklin, Isle of Wight. Open-plan. Near a beach. Hot tub. Close to amenities. Sandown 2.7 miles; Godshill 4.2 miles. (Ref. 1070558)

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

7 nights from $931

  • 5 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A cheerfully yellow, semi-detached cottage resting in the lovely village of St Helens on the Isle of Wight. Enclosed front patio garden. WiFi. Close to shop. Near beach. One dog £20. Bembridge 2.2 miles; Ryde 4.7 miles. (Ref. 1057228)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $694

Last booked yesterday
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    5.0

    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 $1124