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Dog-Friendly Cottages on the Isle of Wight

Your Isle of Wight & Hampshire search returned 183 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

RiverGem - Riverside Coach House is a lovely, pet-friendly first-floor apartment situated in the historic city of Winchester in Hampshire near amenities. Southampton 12.3 miles; North Wessex Downs AONB 13.4 miles; Basingstoke 18.8 miles. (Ref. 1012228)

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


for 7 nights £908

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

May Cottage, a delightful semi-detached cottage perched in the seaside resort of Shanklin in the Isle of Wight, with a pet-friendly policy and en-suite. Sandown 3.9 miles; Godshill 4 miles. (Ref. 1156246)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Sky TV


for 7 nights £515

  • 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


for 7 nights £1051

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Lovely old dairy conversion, romantic retreat with countryside views, pet-friendly on the outskirts of Gatcombe, Isle of Wight. Newport 4 miles. (Ref. 951966)

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


for 7 nights £442

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Northern Byre is a delightful, four-bedroom barn conversion resting in Sopley, Hampshire. Pet-friendly. Contemporary. Close to amenities and attractions. Christchurch 3 miles; Ringwood 6.3 miles; Bournemouth 7.5 miles. (Ref. 1141030)

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


for 7 nights £846

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    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


for 7 nights £442

  • 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


for 7 nights £839

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

The Old Parlour is a delightful farm stay near Southampton, Hampshire, well-situated to nearby amenities, while boasting a Smart TV and off-road parking. Winchester 10.1 miles; Portsmouth 16.1 miles; Bournemouth 39.2 miles. (Ref. 1179944)

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


for 7 nights £652

  • 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


for 7 nights £361

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

3 Malthouse Cottages is a characterful Grade-II listed home sitting pretty in the South Downs National Park in Chawton near Alton, near to a pub. Four Marks 3.4 miles; Bordon 7.8 miles; Portsmouth 29.3 miles. (Ref. 1167530)

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


for 7 nights £892

  • Sleeps11
  • Bedrooms5
  • PetsYes

    4.8

    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


for 7 nights £1359

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This attractive, single-storey holiday home rests on the water's edge in Ryde on the Isle of Wight. Private dock. Spacious. Boat parking. Stunning views. Newport 5.1 miles; Sandown 8.8 miles. (Ref. 1135043)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Washing machine
  • 15% off - Sat 30th May to 6th Jun 2026


for 7 nights £727

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A well-presented single-storey annexe resting in Ryde, Isle of Wight. Ground-floor living. Dog-friendly. WiFi. Sandown 4.7 miles; Newport 8.5 miles. (Ref. 1073801)

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


for 7 nights £290

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming, detached cottage overlooking St. Helen’s Green, Isle of Wight. Woodburning stove. Pet-friendly. WiFi. Bembridge 2.1 miles; Ryde 5.2 miles. (Ref. 1102680)

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


for 7 nights £590

  • 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


for 7 nights £1416

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

October House Holiday Cabin in Damerham near Fordingbridge, boasting a large enclosed garden, electric fire and pet-friendly features. New Forest 4.4 miles; Salisbury 11.8 miles; Bournemouth 19.8 miles. (Ref. 1163732)

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


for 7 nights £569

  • 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
  • 20% off - Sat 23rd May to 30th May 2026


for 7 nights £645

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

One end of a thoughtfully planned conversion from a former farm building on the edge of the charming village of Martin, right on the Hampshire/Wiltshire border. (Ref. 988903)

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


for 7 nights £522

Last booked yesterday
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  • 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


for 7 nights £797

  • 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


for 7 nights £667