Dog-Friendly Cottages in Winchester

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Your Winchester, Hampshire search returned 17 cottages

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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming holiday home nested in the countryside near Meonstoke, Hampshire. Woodburning stove. Dog-friendly. In South Downs National Park. New Alresford 10.1 miles; Winchester 12.1 miles; Portsmouth 15.4 miles (Ref. 1113322)

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

7 nights from €1381

Last booked yesterday
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  • 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 €887

  • 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 €758

Last booked yesterday
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  • 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 €2606

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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
  • Baby-friendly

7 nights from €812

Last booked 5 hours ago
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  • 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 €1643

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A stunning single-storey barn conversion resting in Beauworth near Cheriton, Hampshire. Original features. Pet-friendly. Open-plan. Woodburning stove. In National Park. New Alresford 4.1 miles; Winchester 7.9 miles; Southampton 15.7 miles. (Ref. 1119351)

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

7 nights from €799

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Squirrel's Leap is a welcoming, detached house situated near a pub in Micheldever, Hampshire, boasting an electric fire, Smart TV, and enclosed garden. Southampton 18.9 miles; Reading 31.8 miles; Portsmouth 36.2 miles. (Ref. 1169788)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from €678

Last booked 2 days ago
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7 nights from €1195

  • Sleeps4
  • Bedrooms2
  • PetsYes

Unwind in Forest Holidays Golden Oak cabin; surrounded by a 270-hectare beech wood in Blackwood Forest, Hampshire - part of a collection of 60 nature sensitive cabins. (Ref. 1146624)

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

7 nights from €1416

7 nights from €3143

7 nights from €1601

7 nights from €1317

7 nights from €2279

7 nights from €1334

7 nights from €1184

7 nights from €1566

Spend an unforgettable staycation in one of the UK’s oldest towns by booking to stay in one of these dog-friendly cottages in Winchester, Hampshire with your beloved pooch! 

Why Book Dog-Friendly Cottages in Winchester? 

If you’re looking to stay somewhere where you can enjoy the best of a countryside escape combined with all the trappings of a city break, then you’ve come to the right place with this collection of dog-friendly cottages in Winchester! 

Perfect for those of you who love to bring your four-legged friends along for your holidays, these properties come complete with pet-friendly furnishings throughout, as well as providing you with plenty of space for your pooch to relax and run around.

The city is perfect for a holiday with your pooch! There are countless dog-friendly pubs and cafes for you to enjoy as well as plenty of picturesque walks to help stretch yours and your dog’s legs. Enjoy a stroll along River Itchen which then splits into canals. We’d recommend exploring Keats’ Walk hiking area or strolling up to the top of St Catherine’s Hill where you’ll be rewarded with beautiful views over Winchester. 

By booking a dog-friendly cottages in Winchester you are well-connected to the rest of the county and the wider region, so what are you waiting for? Book today! 

Places to Visit from your Dog-Friendly Accommodation in Winchester 

Being well-situated in the heart of the county, it should come as no surprise to hear that you, your guests and your four-legged friends will have plenty to see, do and explore during your stay here! 

One place that’s well worth visiting from your dog-friendly accommodation in Winchester is the city of Salisbury, found by taking just a 45-minute drive west into the neighbouring county of Wiltshire. Originally founded as an ancient town on a hill outside the city, which is now known as Old Sarum, Salisbury has plenty for visitors to see and do during a day trip.

One place you simply can’t miss out on checking out is Salisbury Cathedral, which houses one of the original copies of the Magna Carta! Other popular attractions include Mompesson House and The Salisbury Museum, both of which can be found right outside the cathedral and make for unique and interesting places to explore this town’s history. 

On the other hand, the town of Lymington is also a great place to visit and explore from these pet-friendly cottages in Winchester. Found in the heart of the ancient New Forest, it's a place where you'll find wild New Forest ponies roaming around the town centre, a phenomenon that’s completely unique to this part of the country. 

Other Popular Destinations near these Pet-Friendly Cottages in Winchester: 

Portsmouth 

Shaftesbury 

Southampton 

South Downs 

Warminster 

Types of Winchester Holidays 

As well as these dog-friendly cottages in Winchester, there’s also a much larger collection of dog-friendly cottages in Hampshire to explore. You can all choose from the full selection of Winchester cottages

However, if your mind is set on staying in this particular region for your next break and want to see what else is available, then there’s still tonnes of other types of properties to take a look at across the county. 

For example, these lodges and log cabins in Hampshire can make for excellent places to stay, as well as these properties on beautiful holiday parks in Hampshire and the Isle of Wight.

On the other hand, if you’re only thinking about getting away for a quick yet well-needed break, then these properties for short breaks in Hampshire are the perfect options to browse next!