Pet-friendly holiday rentals in Winchester

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Winchester

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1

Top guest favourite

Three cabins are arranged in a peaceful setting surrounded by greenery. A stone pathway leads to the front of the cabins, marked by wooden posts. Large windows provide views of the exterior landscape, creating a harmonious connection with nature.

Barn in Durley

Nettlebed Farm Holiday Lets, Barn1 of 3

* From £124 p/n +Airbnb charges Beautiful oak barn 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.

WalkabilityPetsQuiet

4.97 out of 5 average rating, 418 reviews

Superhost

Home in Owslebury

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.

WalkabilityPetsNearby

4.86 out of 5 average rating, 304 reviews

Superhost

An open plan living, kitchen, and dining area is depicted, featuring a dining table with wooden chairs and a patterned tablecloth. The kitchen includes a stainless steel refrigerator, stove, and ample cabinetry. Soft seating is arranged in the living area, enhancing a comfortable environment.

Cottage in Shawford

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.

Outdoor spacesPetsKitchen

4.81 out of 5 average rating, 162 reviews

Top guest favourite

Guest suite in Twyford

NEW 2 bed luxury cottage near Winchester W/Parking

Enjoy this stylish, beautifully decorated NEW two-bed luxury space in the tranquil village of Twyford, near winchester. A king size bed and 2 singles if you need them and a super king bedroom overlooking the garden with enough space for a cot if you have a young child. Both rooms access the luxurious bathroom from the landing, which contains an stunning double shower. Downstairs contains a beautiful kitchenette with breakfast bar, dinning table & cosy sitting room with tv & log burner.

WalkabilityOutdoor spacesGetting around

4.95 out of 5 average rating, 146 reviews

Top guest favourite

An inviting living area features a curved wooden ceiling and large glass doors that open to a deck. Two reclining chairs are positioned on the outdoor space, complemented by shelves displaying books and decorative items. A round rug adds a cozy touch to the floor.

Cabin in Droxford

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.

Outdoor spacesWalkabilityDecor

5.0 out of 5 average rating, 165 reviews

Top guest favourite

A wooden barn structure is featured, showcasing a two-story design with prominent double doors at ground level, complemented by black metal hardware. Two small windows are positioned symmetrically on the roof, providing light to the upper level. A gravel area surrounds the building.

Barn in Beauworth

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.

Outdoor spacesPetsFamily

4.98 out of 5 average rating, 116 reviews

Guest favourite

A rustic oak-framed barn is nestled among trees, showcasing a sloped roof and large windows. Gravel pathways lead to the entrance, framed by potted plants. The structure is surrounded by open space, offering a serene rural setting.

Home in Winchester

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

Outdoor spacesWalkabilityAmenities

4.94 out of 5 average rating, 412 reviews

Top guest favourite

The curved structure of The Farley Hangar is set amidst open fields, flanked by a solitary tree providing shade. A clear blue sky enhances the sense of tranquility, while the landscape offers a peaceful rural atmosphere.

Hut in Braishfield

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.

WalkabilityOutdoor spacesValue

4.99 out of 5 average rating, 410 reviews

Top guest favourite

The exterior of Garden Cottage is framed by a well-tended garden featuring flowering plants and a manicured hedge. A paved pathway leads to a cozy seating area, and large windows reflect the natural surroundings. A welcoming atmosphere is established by the combination of greenery and rustic wooden structure.

Tiny home in Soberton

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.

WalkabilityOutdoor spacesIndoor spaces

4.96 out of 5 average rating, 360 reviews

Top guest favourite

A charming brick and flint building is surrounded by neatly trimmed bushes and a well-maintained garden. Two wooden chairs and a small table are set outside, inviting guests to enjoy the tranquil rural setting under clear skies.

Guest house in Winchester

Idyllic Hideaway Ham Green Cottage near Winchester

The Orchard Studio at Ham Green Cottage is a pretty brick and flint building tucked away in a corner of our truly English country garden. You are completely private. We are family-friendly and you can expect a comfortable stay and warm welcome. We are in a village close to the historic city of Winchester, however our setting is completely rural and quiet. We have a fantastic village pub or there are lots of places to chose from in Winchester itself - the best of both worlds!

WalkabilityOutdoor spacesValue

4.97 out of 5 average rating, 602 reviews

Top guest favourite

A welcoming living area features a comfortable seating arrangement with plush cushions and a patterned ottoman. A small TV sits on a wooden console. Natural light enters through double doors that open to a beautiful outdoor view, complemented by a brick fireplace and mirror.

Cottage in Bramdean

Countryside cottage with 3 bedrooms and hot tub.

Secluded country cottage surrounded by private paddocks in the heart of the South Downs National Park. Patio and hot tub overlook beautiful countryside and our Hampshire Down Sheep. The picturesque and historic towns of New Alresford 5 mins and Winchester 15 mins drive away. We have great walks, cycling and riding straight from the farm. There are 2 double rooms and one room with a single bed and a pull out mattress that could cater for 2 if required making 6 in total.

WalkabilityOutdoor spacesSleep quality

4.98 out of 5 average rating, 106 reviews

Top guest favourite

A quaint stone cottage is depicted against a clear blue sky, with a lush green hillside in the background. The structure features whitewashed walls, multiple chimneys, and a well-maintained hedge, creating a charming appearance near the water's edge.

Cottage in Eastmeon

Quaint Cosy Cottage in East Meon

Quaint Cosy Cottage in East Meon with access to Pubs, Shops, Historic Church and lots of country walks and access to South Downs National Park. It has public transport to both Petersfield and Winchester. This cottage benefits from 2 bedrooms, downstairs shower room/ toilet, kitchen and lounge with wood burning stove. With a view to a stream to the front and beautiful countryside to the rear. It has off road parking, lockable storage for bikes, small paved cottage garden.

PetsOutdoor spacesNearby

4.97 out of 5 average rating, 190 reviews