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Dog-friendly Cottages on the Isle of Wight

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Your Isle of Wight & Hampshire search returned 186 cottages

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  • 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
  • £100 off - Fri 5th Dec 2025 to 5th Dec 2026


for 7 nights £702

  • 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


for 7 nights £532

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful three-bedroom semi-detached house resting in Totland Bay on the Isle of Wight. Dog-friendly. Off-road parking. Near a beach. Freshwater 1 miles; Yarmouth 2.8 miles. (Ref. 1043546)

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


for 7 nights £497

Last booked yesterday
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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


for 7 nights £434

  • 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 £265

  • 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

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This charming two-bedroom holiday home rests in Sandown, Isle of Wight. In an AONB. Pet-friendly. Off-road parking. Enclosed garden. Shanklin 2.6 miles; Ryde 5.9 miles; Newport 8.9 miles; Cowes 13.4. (Ref. 1126551)

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


for 7 nights £453

  • 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


for 7 nights £485

  • 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


for 7 nights £1428

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A contemporary four-bedroom holiday home resting in Christchurch, Dorset. Open-plan. Enclosed garden. Pet-friendly. Close to the beach. Milford on Sea 7.9 miles; Bournemouth 8.2 miles. (Ref. 1085727)

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


for 7 nights £954

  • 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 £492

  • 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
  • 10% off - Mon 1st Dec to 19th Dec 2025


for 7 nights £1280

  • 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 £1322

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  • Sleeps16
  • Bedrooms6
  • PetsYes

    4.9

    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


for 7 nights £3121

  • 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


for 7 nights £616

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    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


for 7 nights £648

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Topsails, a detached property set in a desirable area, paces from a beach in the village of Freshwater, Isle of Wight. Pet-friendly. Enclosed garden. Off-road parking. Yarmouth 2.4 miles; Cowes 15.1 miles. (Ref. 1139901)

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


for 7 nights £902

  • 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 £438

  • 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 £975

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

An attached coach house conversion in the village of Wroxall in the Isle of Wight. On Appuldurcombe Estate. Pet-friendly. Surrounding woodland. (Ref. 960233)

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


for 7 nights £506