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Isle of Wight Short Breaks

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Your Isle of Wight search returned 174 cottages

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3 nights from $487

  • Sleeps12
  • Bedrooms4
  • PetsYes
  • Sykes rating

Milston is a lovely, dog-friendly house situated close to a beach near Chale, Isle of Wight, boasting a woodburning stove, enclosed garden, and sea views. Ventnor 7.2 miles; Shanklin 8.5 miles. (Ref. 1171872)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • 10% off - Tue 1st Jul to 8th Jul 2025

3 nights from $1040

Last booked yesterday
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  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • 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 $416

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A spacious, semi-rural and semi-detached holiday cottage with tasteful decor and a pretty, traditional cottage garden. Between two beautiful beaches. (Ref. 948494)

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

3 nights from $495

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Delightful cottage attached to the owner's home just outside Yarmouth. Freestanding bath, rear patio garden, private stairway to beach. Sea and marshland views. Yarmouth 0.6 miles. (Ref. 952517)

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

3 nights from $684

Last booked yesterday
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  • 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

3 nights from $525

  • 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
  • Baby-friendly

3 nights from $728

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    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

3 nights from $832

Last booked 3 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Cape A6 is a semi-detached, seingle-storey holiday home located in the Norton near the town of Freshwater in the Isle of Wight with private decking. Yarmouth 1.2 miles; Cowes 13.9 miles; Fishbourne 15.6 miles; Ryde 17.6 miles. (Ref. 1171473)

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

3 nights from $396

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.6

    Outstanding

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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 $855

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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

3 nights from $909

  • Sleeps16
  • Bedrooms6
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Burwyns is a wonderful six-bedroom holiday home resting in Ventnor, Isle of Wight. Close to amenities. Pet-friendly. Near Isle of Wight AONB. Sea views. Newport 11.5 miles; Cowes 16 miles. (Ref. 1143991)

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

3 nights from $1857

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • 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 $652

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Forbes C1 is a well-appointed, single-storey lodge with a private decking, on the edge of the bustling seaside town of Yarmouth, on the Isle of Wight. Newport 10 miles; Ryde 16.5 miles. (Ref. 1163441)

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

3 nights from $525

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

An attractive bungalow resting in Freshwater near Yarmouth, Isle of Wight. Open-plan. Accessible. Pet-free. Family-friendly. Off-road parking. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 26614)

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

3 nights from $485

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • Sykes rating

A wonderful Victorian townhouse, contemporary, but still maintaining many of its original features. Stunning coastal views. 2 mins walk to the beach and coastal footpath. Shops, pubs, restaurants, café’s all within walking distance. (Ref. 920525)

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

3 nights from $927

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

Fisherman's Cottage is an immaculate, detached cottage resting near a beach on the outskirts of Ventnor, on the Isle of Wight, enjoying coastal views. Newport 10.5 miles; Cowes 15 miles. (Ref. 1174468)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly
  • Games room

3 nights from $412

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A beautiful three-bedroom apartment set in a converted church in Ventor, Isle of Wight. Smart TV. Original features. Near a beach. In AONB. Newport 12.1 miles; Cowes 15.9 miles. (Ref. 1072796)

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

3 nights from $798

Last booked 2 days ago
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.3

    Good

  • Sykes rating

A historic, detached cottage settled on the edges of Carisbrooke, Isle of Wight. Thatched roof. AGA range. Newport 2.3 miles; Cowes 6.8 miles; Shanklin 10.9 miles. (Ref. 1102472)

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

3 nights from $1086

  • 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

3 nights from $926

Last booked yesterday
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