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Dog-friendly Cottages on the Isle of Wight

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Your Isle of Wight & Hampshire search returned 179 cottages

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  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.4

    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 $1113

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7

    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 $1129

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7

    Sykes Rating

Plummers Water, a nicely-presented holiday bungalow in the quaint village of Pilley, Hampshire. Pet-friendly. Child-friendly. EV charging. Pool table. Lymington 2.9 miles; Milford on Sea 6.8 miles; Isle of Wight 16.8 miles (Ref. 1155530)

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

7 nights from $956

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.5

    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 $986

7 nights from $3662

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.2

    Sykes Rating

Luxurious, detached house in Netley Abbey near Southampton. Private, indoor heated swimming pool. En-suite facilities. Mezzanine social space with a bar. Wooded garden and lake. Southampton 4 miles. (Ref. 920526)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV

7 nights from $5456

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.8

    Sykes Rating

This large, detached holiday home rests in West Wellow, Hampshire. Enclosed garden. Off-road parking. Games room. Bedrooms with en-suites. Ground-floor living. Pet-free. Romsey 6.2 miles; Southampton 10.6 miles; Salisbury 13.5 miles. (Ref. 1082051)

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

7 nights from $1398

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  • Sleeps11
  • Bedrooms5
  • PetsYes

    4.6

    Sykes Rating

Spacious, character barn conversion 1.5 miles from the Hampshire village of West Tytherley. Exposed wooden beams. En-suite. Dog-friendly. Countryside views. (Ref. 983306)

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

7 nights from $1788

  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.2

    Sykes Rating

A detached 18th century property resting in the historic village of Lyndhurst, Hampshire. Within the New Forest National Park. Character features. Woodburning stove. Large garden. Lyndhurst 0.6 miles; Southampton 10.4 miles; Milford on Sea 13 miles. (Ref. 1067240)

  • Wi-fi
  • Off-road parking
  • 15% off - Fri 1st Aug to 3rd Oct 2025

  • 15% off - Fri 3rd Oct to 19th Dec 2025

7 nights from $1577

  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.8

    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
  • 5% off - Fri 4th Jul to 1st Aug 2025

7 nights from $1915

  • Sleeps12
  • Bedrooms6
  • PetsYes

    4.0

    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 $1863

  • Sleeps10
  • Bedrooms4
  • PetsYes

    Sykes Rating

Coronation House is a stylish, pet-friendly cottage located in the Edwardian seaside village of Seaview in Isle of Wight boasting sea views and en-suites. Ryde 3.2 miles. (Ref. 1160832)

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

7 nights from $1461

  • Sleeps16
  • Bedrooms6
  • PetsYes

    4.8

    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

7 nights from $2140

  • Sleeps16
  • Bedrooms6
  • PetsYes

    4.8

    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 $4307

  • Sleeps15
  • Bedrooms8
  • PetsYes

    4.9

    Sykes Rating

A grand, eight-bedroom home resting in Meonstoke, Hampshire. Countryside views. In AONB. Pet-friendly. Large. Open fire. Close to amenities. Droxford 1.7 miles; New Alresford 11.6 miles. (Ref. 1124828)

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

7 nights from $3037

  • 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

7 nights from $1134

  • 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

7 nights from $1166

  • Sleeps12
  • Bedrooms5
  • PetsYes

    4.9

    Sykes Rating

A grand, five-bedroom home located on the outskirts of Ringwood, Hampshire. In National Park. Games room. Hot tub. Tennis court. Large. Pet-friendly. Open fire. Bournemouth 13.3 miles; Poole 18.3 miles. (Ref. 1134272)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $4076

  • Sleeps13
  • Bedrooms5
  • PetsYes

    4.8

    Sykes Rating

Breaches Barn is on the owners' working farm and retains many original features with 5 bedrooms, WiFi and a cosy living space with log burner. (Ref. 965776)

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

7 nights from $2047