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 Short Breaks

REFINE SEARCH

Your Isle of Wight search returned 174 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)
  • Guest Rated (highest first)
20
  • 10
  • 20
  • 50
  • 100

3 nights from $402

Last booked 2 days ago
See more details
  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.8

    Sykes Rating

Shepherd hut on land, a stunning shepherd's hut nestled in the town of Ryde in Isle of Wight. Romantic. Near beach. Close to amenities. Enclosed garden. Sandown 4.7 miles; Newport 8 miles. (Ref. 1155491)

  • Wi-fi
  • Ground floor bedroom

3 nights from $369

Last booked yesterday
See more details
  • 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

3 nights from $456

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A charming three-storey terraced cottage nestled at the heart of Brading town on the Isle of Wight. Open-plan living. Designated parking space. Close to the coast. Shanklin 3.5 miles; Bembridge 3.6 miles; Ryde 4.6 miles. (Ref. 1057222)

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

3 nights from $665

  • 3 Guests
  • 2 Bedrooms
  • Pets Yes

    Sykes Rating

Medina by The Solent is a pleasant, first-floor apartment situated by the sea in Cowes, Isle of Wight, well-positioned to nearby beaches, shops, and pubs. Newport 5.2 miles; Ryde 12.6 miles; Shanklin 14.5 miles; Ventnor 15.5 miles; Freshwater 15.7 miles. (Ref. 1166333)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • 5% off - Mon 31st Mar to 3rd May 2025

3 nights from $391

  • 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

3 nights from $401

Last booked 3 days ago
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    3.7

    Sykes Rating

This superb chalet rests on the outskirts of the village of Freshwater, on the Isle of Wight. Open-plan living. Electric fire. Yarmouth 2 miles; Brighstone 8.9 miles. (Ref. 942183)

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

3 nights from $355

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    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

3 nights from $568

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.6

    Sykes Rating

Little Beach, a pleasant little holiday Lodge resting in the coastal town of Seaview, Isle of Wight. Smart TV. Open-plan. close to beach. Front patio. Ryde 2.8 miles. (Ref. 1133680)

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

3 nights from $486

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.4

    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

3 nights from $602

  • 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

3 nights from $565

Last booked 2 days ago
See more details
  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

A lovely country-style cottage resting in Shorwell, Isle of Wight. Beautiful views. Close to amenities. Pet-friendly. Close to walking trails. Newport 5.6 miles; Yarmouth 9.4 miles. (Ref. 1108496)

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

3 nights from $612

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.4

    Sykes Rating

A welcoming former fisherman's cottage, perfectly located in St Helens, Isle of Wight. Traditional seaside accommodation. Shops, restaurant and pub all on doorstep, beach 1 mile. Ryde 5 miles. (Ref. 22962)

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

3 nights from $321

3 nights from $459

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.4

    Sykes Rating

Stone-built cottage situated in the village of Wroxall on the Isle of Wight. On grounds of Appuldurcombe House. 300 acres of land. WiFi. Ventnor 1.5 miles. (Ref. 960237)

  • Wi-fi
  • Off-road parking
  • Dishwasher

3 nights from $485

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.0

    Sykes Rating

A remarkable three-bedroom holiday home resting in Sandown, on the Isle of Wight. Open-plan. Family-friendly. Close to the beach. Ryde 6.5 miles; Cowes 14 miles; Yarmouth 18.9 miles. (Ref. 1073331)

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

3 nights from $670

  • 4 Guests
  • 1 Bedroom
  • Pets Yes

    4.5

    Sykes Rating

Delightful beachfront cottage apartment. Light and spacious open plan living accommodation. Stunning panoramic coastal views across the Solent. Café/restaurant next door. Newport 12 miles. (Ref. 905107)

  • Wi-fi
  • Off-road parking

3 nights from $427

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.5

    Sykes Rating

Willow Cottage is a charming, stone-built cottage 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. 1070765)

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

3 nights from $539

  • 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

3 nights from $801

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    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

3 nights from $537