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Dog-friendly Cottages on the Isle of Wight

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Your Isle of Wight & Hampshire search returned 181 cottages

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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Superb thatched 17th century cottage in hamlet of Middleton, near Freshwater. Single-storey accommodation. Pet-friendly. Ideal for a couple. Freshwater 0.5 miles. (Ref. 951450)

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

7 nights from £554

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Little Barn is a stunning holiday home tucked away in the rural outskirts of Stockbridge, a charming town in Hampshire. Pet-friendly. Smart TV. Dishwasher. Winchester 10.1 miles; Salisbury 15.9 miles; Southampton 17.3 miles. (Ref. 1136243)

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

7 nights from £773

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Very attractive and unusual property in beautiful countryside and superb pub nearby too. Convenient for Salisbury - a proper country bolt hole! (Ref. 988967)

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

7 nights from £532

Last booked 2 days ago
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A fabulous four-bedroom cottage resting in Hayling Island, Hampshire. Contemporary. Child and pet-friendly. Annex. Families. Close to beach and amenities. Fleet 3.5 miles; Havant 6.8 miles; Emsworth 8.6 mile; Portsmouth 13.3 miles. (Ref. 1069926)

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

7 nights from £926

  • Sleeps15
  • Bedrooms8
  • PetsYes

    4.8

    Outstanding

  • 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 £2247

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Ivy’s Place is an idyllic cottage resting in the town of Highcliffe, Dorset. Pet-friendly. Enclosed garden. Off-road parking. Christchurch 3.4 miles; Bournemouth 8.8 miles. (Ref. 1140465)

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

7 nights from £658

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7

    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 £843

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Compton Grange - A charming, detached country cottage, a short walk from Compton Bay beach, situated between the town of Freshwater and the village of Brook, Isle of Wight. Beautiful sea views. Secret garden. Off-road parking. Yarmouth 6 miles; Cowes 13.5 (Ref. 1088285)

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

7 nights from £1186

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A fantastic stone-built cottage resting on the outskirts of Wroxhall on the Isle of Wight. Enclosed garden. Breath-taking views. Pet-friendly. Ventnor 3.1 miles; Shanklin 4.2 miles. (Ref. 1080047)

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

7 nights from £492

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful single-storey cottage resting in Cheriton near Alresford. Woodburning-stove. Dog-friendly. Ground-floor living. Countryside views. Winchester 7.3 miles; Basingstoke 25.2 miles; Guildford 33.5 miles. (Ref. 1115307)

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

7 nights from £654

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Delightfully romantic Grade II listed gatehouse on the fringes of the New Forest, well suited for a quiet break away from it all. (Ref. 988986)

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

7 nights from £483

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Low Tide Loft is a detached and spacious house situated a short stroll from the beach with sea glimpses, located in Colwell Bay on the Isle of Wight. Yarmouth 3.9 miles; Cowes 16.3 miles; Fishbourne 17.1 miles; Ryde 19.1 miles. (Ref. 1164181)

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

7 nights from £942

Last booked yesterday
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  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • 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 £717

  • Sleeps6
  • Bedrooms4
  • PetsYes
  • Sykes rating

King Henry House is a stunning pet-friendly house in Lymington, Hampshire, boasting a woodburning stove and open-plan living, whilst being close to amenities. Lyndhurst 8.8 miles; Christchurch 12.6 miles; Southampton 18.2 miles. (Ref. 1171565)

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

7 nights from £1016

Last booked yesterday
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  • Sleeps4
  • Bedrooms3
  • PetsYes
  • Sykes rating

Herons Nest is a lovely, three-storey and pet-friendly house located near the coast in Lymington, Hampshire, boasting an enclosed courtyard and Smart TV. Lyndhurst 8.7 miles; Christchurch 12.9 miles; Southampton 18.3 miles. (Ref. 1168619)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Baby-friendly
  • 5% off - Wed 17th Sep to 1st Oct 2025

7 nights from £721

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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

  • Sleeps11
  • Bedrooms5
  • PetsYes

    4.6

    Outstanding

  • 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 £1322

  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.8

    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 £1381

  • 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 £865

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful property with a lot of character, St. Michael’s House is the perfect property for families or a group of friends. Dog-friendly. Near the coast. Bembridge 2.3 miles. (Ref. 1000597)

  • Wi-fi
  • Washing machine

7 nights from £442