
Pet-friendly holiday rentals in Winchester
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winchester
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Romantic OffGrid Cabin | Stargazing & Valley Views
Featured in The Guardian and The Times Top 10 UK Off-Grid Stays. Wake to sunrise over the South Downs in this secluded hilltop off-grid cabin overlooking the whole of the South Downs National park. Experience total serenity under star-filled skies with the warmth of a wood-burning stove enhancing the peaceful ambiance. Our off-grid cabin offers tranquility whilst still being close to cosy pubs, historic towns and scenic walks. Dog Friendly. It’s the perfect place to disconnect and recharge.

Arle Hut, riverside luxury on Vineyard estate
A beautifully designed shepherd's hut on a working Hampshire farm, set on a private tributary of the River Arle — one of England's finest chalk streams. Ten minutes' walk from Alresford along the river path. Wake to birdsong and the gentle sound of running water in one of the most peaceful settings in Hampshire. King-size pocket sprung bed, fully equipped kitchen, powerful hot shower and a two-person outdoor bath on the deck. Fire pit, log burner, river views and countryside walks from the door.

Nettlebed Farm Holiday Lets, Barn2 of 3
* From £124 p/n +Airbnb charges Beautiful oak barns set in traditional english countryside. Placed with own access within 15 acres of private woodland and grazing land, away from the main road for peace and tranquility. Guests are able to have privacy for relaxation and enjoy views of horses grazing and the comings and goings of the British wildlife. Just 4 minute drive to the market town of Bishops Waltham or you can join and follow the infamous Pilgrims Trail and walk there in just 30 minutes.

The Joinery, Owslebury, Winchester
The Joinery is on the edge of Owslebury, a picturesque village just south of Winchester. It is light and airy and offers 4 bedrooms on ground floor level, two with ensuite shower and a family bathroom. Upstairs is a large open plan area with kitchen, dining table and sofas for relaxing and enjoying the views of the surrounding countryside.There is also a snug room with TV. There are steps down to the main entrance so not suitable for people with mobility issues. The garden area is not enclosed.

The Nest
This charming 3-bed cottage with private parking and garden is situated in Shawford, near to the historic town of Winchester. Walks along the River Itchen, swimming, fishing and picnic spots are on your doorstep. Local pub in Shawford and pubs in nearby village of Twyford. Winchester is also accessible by foot ( 45 mins) or a short 5 minute train or bus away. London is an hour by train and other local attractions include Marwell Zoo, Peppa Pig World, South Coast, Portsmouth and New Forest.

Studio in Abbots Worthy
Beautiful self-contained studio with its own front door, step free access and parking for one car in the charming hamlet of Abbots Worthy. Situated in the Itchen Valley, between the Cathedral City of Winchester (8 min drive) and Georgian Market Town of Alresford (10 min drive). Super-king bed (can also be made into two single beds) with luxury bedding and towels. Ensuite shower room. Wifi, Sky TV, coffee machine, fridge, microwave, hob, toaster, kettle, iron, hairdryer, wardrobe & hangers

Woodrest Cabin, South Downs National Park
Your escape to Woodrest starts with a beautiful walk through ancient woodland to a private and secluded meadow. We have two hand built cabins each set in their own acre of meadow. On arrival you will be met with the most stunning views of the Meon Valley. This unique stay allows you to switch off and enjoy the benefits of being on a family run farm, which has footpaths and woodland for you to explore. The South Downs Way is a short hike away, which leads to a wonderful nature reserve.

Barn on The South Downs Way, Dogs Welcome
Kites Loft takes its name from the many red kites often seen soaring above the fields of our small holding. The studio is situated directly on the South Downs Way, within an oak framed barn. It is warm, comfortable and well equipped for couples or a small family. It has a king sized bed and within the relaxing seating area is a sofa and TV. The kitchenette is finished off with a beautiful oak table to eat at, a cosy shower room and there is a dog bed to welcome any four legged friends.

Oak Framed Barn with Tennis Court
A stylish secluded, two storey, oak framed barn with tennis court, 4 miles from Winchester. Homely space with two bedrooms plus a sofa bed (upon request) and ground floor open plan living area. Super fast WiFi. The Barn adjoins the Watercress Way and stands separately in the grounds with views over open Hampshire fields. Nearest neighbour c.1 mile away but there is loads to do in the area with an abundance of country pubs, one or two within walking distance and beaches within 50 minutes

The Hangar - countryside views, seclusion & peace.
The Farley Hangar is a peaceful space with far reaching views of Hampshire's woodlands and the Isle of Wight. Located on our family farm and private airstrip in the Test Valley. Winchester, Romsey and Stockbridge are just 20 mins away. On the doorstep of numerous cycle routes and footpaths including the Claredon Way (Sals-Win). King size bed & full-size bath with rain shower. From your private deck with log burner you will see various wildlife species and watch the stars at night.

Self-contained Garden Cottage in idyllic location
Nestled in the grounds of our home, River Dale Garden Cottage is the perfect self-contained retreat for 'getting away from it all'. Situated in the picturesque Meon Valley, within the South Downs National Park, Garden Cottage is just a minute’s walk to the chalk stream, River Meon and access to the Meon Trail (the dis-used Railway Line) - perfect for walking, cycling and horse riding. Centrally located for exploring the cities of Winchester, Portsmouth, Southampton or Chichester.

Historic 16th Century thatched cottage, Hampshire
Right in the middle of Jane Austen country, this famous chocolate box 16th Century Grade II listed cottage, the oldest house in the village, is chocca-block full of history. It was home to the Archbishop of Canterbury, Queen Victoria's right-hand man, who not only christened and crowned the Queen but then went on to marry her Prince Albert. Set in the picture-perfect Hampshire village full of thatched cottages and surrounded by gorgeous walks it is the perfect country retreat!
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

The Old Stables, Derrydown Farm

Charming cottage less than 5 minutes from the sea

The Summer House

Betty the Bedford with outdoor jacuzzi bath

New Forest, Seaview

Uninterrupted Sea Views • Balcony • Walk to Beach

Iconic Beach Front Stay | The Watch House, Lepe

Delightful 1 Bed Lodge In South Downs Village
Pet-friendly home rentals with a pool

Shepherd's Hut (wood-fired hot tub/sauna optional)

Luxurious Lodge on Lake at Chichester with Hot Tub

Daily Red Kite Feeding/Pool - Countryside Lodge

Cedar Lodge - Pool & Spa Complex

‘Stag Cottage’ New Forest Romantic Hideaway

5* waterside luxury boathouse - pool & log-burner

Oak House Annexe in the New Forest

The Pool House: Contemporary country escape
Private, pet-friendly home rentals

Pogle's Riverside Cabin

14 Oxford Mews - Stunning House Sleeps 10

Central 2 Bed Apt in Sought After St. 4

Adventure Prospect - Historic Waterfront Cottage

The Hayloft - Rural retreat very near Winchester

Adorable Detached 1 bedroom Annexe with hot tub

Honeysuckle Cottage - East Meon

Kickback & relax in this stylish countryside Annex
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- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- University of Oxford
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- Stonehenge
- Chessington World of Adventures Resort
- Longleat Safari Park
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- Southbourne Beach
- Windsor Castle
- LEGOLAND® Windsor Resort
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- Bracklesham Bay
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