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Dog-friendly Cottages on the Isle of Wight

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Your Isle of Wight & Hampshire search returned 182 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Stable Cottage is a wonderful, single-storey barn conversion set on the outskirts of Burley, Hampshire, with a woodburning stove and pet-friendly policy. Bransgore 4.5 miles; Ringwood 6.5 miles; Bournemouth 14.4 miles; Southampton 16.2 miles. (Ref. 1166063)

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

7 nights from £823

  • Sleeps16
  • Bedrooms6
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Groomes Country House is a Grade II listed farmhouse resting in Farnham, Hampshire. Off-road parking. Pet friendly. Woodburning stove. Games room. Guildford 16.6 miles; Winchester 23.3 miles; Portsmouth 28.6 miles. (Ref. 974883)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £3195

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Frosthill Cottage is a spacious cottage resting in the town of Carisbrooke, Isle of Weight. Historic sites. Off-road parking. Woodburning stove. Newport 1.8 miles; Cowes 7.1 miles; Yarmouth 10.1 miles. (Ref. 1140820)

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

7 nights from £690

  • 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 - Fri 12th Sep to 1st Nov 2025

  • 10% off - Sat 1st Nov to 15th Nov 2025

  • 5% off - Sat 15th Nov to 21st Dec 2025

  • 10% off - Sun 21st Dec 2025 to 28th Mar 2026

7 nights from £571

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A warming, traditional barn conversion located near the village of Wootton Bridge on the Isle of Wight. En-suite. Wootton Bridge 2.5 miles. Grand piano. (Ref. 953419)

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

7 nights from £589

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Lovely semi-detached barn in rural Hampshire. Beautifully furnished and with the added bonus of the use of an additional communal barn when booked jointly with Pippin (233). (Ref. 988894)

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

7 nights from £435

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This well-presented, single-storey, detached lodge rests in the Thorness Bay Holiday Park, Isle of Wight. Lovely views. On-site facilities. Off-road parking. Newport 5.1 miles; Ryde 11.7 miles; Shanklin 13.8 miles; Ventnor 15.2 miles; Freshwater 12 miles. (Ref. 1108060)

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

7 nights from £515

  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Coppice Hill House is a splendid holiday cottage nestled in Bishop's Waltham, Hampshire. Enclosed garden. Family-friendly. Hot tub. Private driveway. Winchester 10.9 miles; Southampton 10.9 miles; Portsmouth 13.8 miles; New Forest National Park 16 miles. (Ref. 1150056)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £1416

Last booked today
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Ground floor barn conversion. One of a group of three with spectacular views. Wheelchair access. Beach, shops and pubs nearby. Ryde 2 miles. (Ref. 12934)

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

7 nights from £329

  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A charming cottage located in the village of Newport in Isle of Wight. Views over Carisbrooke Castle. Nautical décor. Enclosed garden. Pet-friendly. Cowes 4.6 miles. Ryde 6.7 miles. (Ref. 962983)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Thu 6th Mar to 31st Oct 2025

7 nights from £645

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A superb beachfront house resting on Hayling Island, Hampshire. Enclosed garden. Near a beach. Havant 5.4 miles; Emsworth 7.2 miles. (Ref. 1073325)

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

7 nights from £987

  • Sleeps12
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • 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
  • Washing machine

7 nights from £825

Last booked today
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Bay Cottage is a fine, single-storey house located near a beach in Bembridge, Isle of Wight, boasting an open-plan living space and woodburning stove. Ryde 7.7 miles; Newport 11.4 miles; Cowes 16.2 miles; Yarmouth 21.3 miles. (Ref. 1161592)

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

7 nights from £661

Last booked 2 days ago
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  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A striking chocolate box cottage tucked away in the village of Chale, on the Isle of Wight. Original features. Close to the coast. Off-road parking. Brighstone 5.6 miles; Shanklin 8.5 miles; Bembridge 14.4 miles. (Ref. 1052289)

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

7 nights from £797

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Brook Farm is an exceptional property resting in Shobley on the outskirts of Ringwood, Hampshire. Woodburning stoves. Large. Off-road parking. Bournemouth 15.9 miles; Salisbury 22.1 miles. (Ref. 1077087)

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

7 nights from £1015

Last booked today
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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 £434

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • 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

7 nights from £500

Last booked today
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  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Wicking is a gorgeous detached holiday house located in the beautiful seaside resort of Ventnor, Isle of Wight. Woodburning stove. Close to beach and amenities. Pizza oven. Newport 10.5 miles; Cowes 15 miles. (Ref. 1046702)

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

7 nights from £808

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

Tower Barn Cottage is a brilliant, historic property resting on the outskirts of Ryde on the Isle of Wight. Close to amenities. Close to a beach. Smart TV. Enclosed garden. Sandown 4.8 miles; Newport 8 miles. (Ref. 1039901)

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

7 nights from £970

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Fabulous wooden-clad barn conversion four miles from Ryde on the Isle of Wight. Dog-friendly. Exposed wooden beams. Countryside views. (Ref. 974434)

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

7 nights from £737