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 & Hampshire search returned 248 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
  • Sleeps8
  • Bedrooms3
  • PetsYes
  • Sykes rating

25 St. Benedict Road is a charming, detached property resting in Hayling Island, Hampshire. Close to a beach. Close to a shop and a pub. Pet-friendly. Emsworth 6.9 miles; Portsmouth 11.3 miles; South Downs National Park 12.4 miles. (Ref. 1150068)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £766

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A beautifully presented, single-storey lodge resting in Bembridge, Isle of Wight. Countryside views. Close to beach. On-site facilities. Ryde 7.6 miles; Newport 11 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1088102)

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

7 nights from £663

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

1550 historic terraced cottage, extended and modernised whilst retaining period features and plenty of character. Balcony with sea views. Centrally located, good range of places to eat and close to shops. Wightlink ferry within walking distance. (Ref. 989971)

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

7 nights from £592

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Stunningly located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Private patio with furniture. Stunning walks and mountain biking from doorstep. Newport 4 miles. (Ref. 913108)

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

7 nights from £572

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Primrose Cottage is a delightful, detached home resting in St. Helens, on the Isle of Wight. Close to a shop and a pub. Close to a beach. Near AONB. Sandown 4.3 miles; Ryde 4.5 miles; Newport 10.6 miles. (Ref. 1151022)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 15% off - Sun 1st Dec 2024 to 1st Jan 2025

7 nights from £399

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A welcoming open-plan bungalow nestled on the outskirts of Niton, Isle of Wight. Dog-friendly. Farm location. Barbecue. Ground-floor living. Family-friendly. Ventnor 4.2 miles; Shanklin 8.2 miles. (Ref. 1104466)

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

7 nights from £849

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

This charming, two-bedroom holiday home rests near Yarmouth, Isle of Wight. Open-plan. Pet-free. Close to a beach. Close to amenities. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131452)

  • Wi-fi
  • 5% off - Tue 15th Oct to 22nd Dec 2024

7 nights from £394

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This superb, ground-floor church-conversion rests in Ventnor, Isle of Wight. Near amenities. Open-plan. Close to beach. Newport 12 miles; Cowes 16.1 miles. (Ref. 1087994)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Sat 26th Oct 2024 to 28th Feb 2025

7 nights from £652

  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

59 Bar End Road, a lovely holiday home located in the stunning cathedral city of Winchester. Dog-friendly. Near amenities. Near South Downs National Park. Southampton 12.1 miles; North Wessex Downs AONB 14 miles; Basingstoke 21 miles. (Ref. 1151613)

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

7 nights from £760

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • 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 £360

  • 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

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Beautifully presented, double-fronted terrace located in the traditional town of Fordingbridge. Designated parking. WiFi. River views. Shop and pub on doorstep. (Ref. 1004231)

  • Wi-fi
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £1260

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Holiday cottage sleeping 2, close to New Forest. Parking, WiFi. In Rockbourne. (Ref. 967959)

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

7 nights from £358

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A stylish, first-floor apartment sitting in Ventnor, Isle of Wight. Close to beach and coast. Converted chapel. Open-plan. Wroxall 2.9 miles; Newport 10.9 miles; Cowes 15.7 miles. (Ref. 1074379)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • 10% off - Tue 19th Nov 2024 to 28th Feb 2025

7 nights from £552

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2

    Good

  • Sykes rating

Well-presented detached bungalow set in the heart of Upton, Isle of Wight. Open plan accommodation. Sandown and Newport 7 miles. (Ref. 942766)

  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £341

  • Sleeps5
  • Bedrooms3
  • PetsNo
  • Sykes rating

Whitfield P10 is a welcoming, terraced 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. 1161360)

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

7 nights from £443

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

46 Sea Front is a chic, reverse-level house located in the town of Hayling Island in Hampshire. Close to a beach. Near South Downs National Park. Portsmouth 12.1 miles; South Downs National Park 13.7 miles. (Ref. 1152193)

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

7 nights from £714

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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 £506

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming duplex apartment based in the village of Totland, Isle of Wight. Pet-friendly. Washing machine. Beach nearby. Freshwater 0.8 miles; Yarmouth 2.9 miles. (Ref. 1117800)

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

7 nights from £405

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Greenwood 7 is a delightful property in Cowes, Isle of Wight. Single-storey. Open-plan. Close to a beach. Newport 5 miles; Ryde 12 miles; Shanklin 14.5 miles; Ventnor 15.4 miles; Freshwater 13 miles. (Ref. 1161089)

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

7 nights from £408