Pet-friendly vacation 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
Guest favorite
A dark-stained tiny house is nestled in an expansive green field, overlooking the scenic South Downs National Park. Solar panels are visible on the roof, while the surrounding landscape features rolling hills and a bright blue sky filled with fluffy white clouds.
Tiny home in Froxfield
4.83 out of 5 average rating, 138 reviews

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.

Top guest favorite
Cabin in Old Alresford
4.99 out of 5 average rating, 121 reviews

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.

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
4.83 out of 5 average rating, 154 reviews

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.

Top guest favorite
The studio features a spacious super-king bed adorned with decorative cushions and a cozy throw. A well-equipped kitchenette and dining area are visible, alongside fitted cabinets that offer storage. Soft lighting enhances the calming color palette, creating a cozy and functional space.
Guest suite in Abbots Worthy
4.97 out of 5 average rating, 116 reviews

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

Top guest favorite
Tiny home in Overton
4.97 out of 5 average rating, 483 reviews

Tranquil Garden Studio Retreat

- Stylish Garden Studio, enjoy birdsong, wildflowers and stunning views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches, local gin, breakfast, fluffy towels - Fast WiFi, dedicated workspace & free parking - Dog-friendly, secure garden with resident, friendly dogs - Scenic walks from the doorstep - Escape from the city and immerse in nature - Close to Bombay Sapphire and Highclere Castle - Perfect for couples, dog owners and solo adventurers

Top guest favorite
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
4.94 out of 5 average rating, 394 reviews

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

Top guest favorite
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
4.99 out of 5 average rating, 389 reviews

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.

Top guest favorite
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.
Guesthouse in Winchester
4.97 out of 5 average rating, 582 reviews

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!

Top guest favorite
The exterior view of the garden annexe reveals a charming structure with a balcony overlooking verdant fields and lush gardens. Surrounding plants and shrubbery enhance the serene atmosphere, while a stone pathway leads to the entrance. The warm sunlight casts a gentle glow over the scene.
Guest suite in Houghton
4.96 out of 5 average rating, 243 reviews

Pretty Garden View at Coopers Farmhouse

The garden annexe to Coopers Farmhouse. This self-contained unit is upstairs, above our garage, with a balcony overlooking gorgeous fields and garden. You enter the living room with a mini-kitchen, TV and sitting area and sofa bed (king). Through an archway (no door) and in the bedroom the twin beds can zip together and be made into a lovely big double if required. Finally, an ensuite shower room. A small continental breakfast will be left for your first morning's stay.

Top guest favorite
An exterior view of a charming cottage made of stone and brick, featuring a red-tiled roof and multiple large windows. The surrounding area includes well-maintained greenery and a gravel driveway, enhancing the peaceful rural setting.
Home in Hampshire
4.97 out of 5 average rating, 111 reviews

The Old Stables, Derrydown Farm

A spacious cottage - two bedroom, three bathroom - converted from old stables - part of a 15th century traditional Hampshire farmstead in a tranquil edge-of-village setting in the iconic Bourne Valley. Two local pubs and village shop plus historic 12th century church within a 10 minute walk along flat footpaths. One guest described St Mary Bourne as a "Miss Marple village". Anyway it's perfect for a get-away-from-it-all weekend or midweek break.

Top guest favorite
The image features a serene waterfront scene at dusk, with a pink and blue sky reflecting on the calm water. The weathered stone wall encloses a small harbor, while historic buildings are positioned nearby, contributing to the tranquil ambiance.
Cottage in Hampshire
4.98 out of 5 average rating, 276 reviews

Adventure Prospect - Historic Waterfront Cottage

Relax and enjoy your stay at this unique and tranquil getaway. 'Adventure Prospect' has recently been completely renovated and is steeped in military history. Formerly known as the "shifting house" it was first built in 1898-1899 to accommodate munitions workers changing into the special clothing that they wore when working on magazines. The cottage provides an ideal escape from everyday life and has direct access to the water.

Top guest favorite
A modern living space is visible through open bi-fold doors, blending indoor and outdoor areas. A sleek seating arrangement is placed outside on a patio, complemented by soft lighting. Inside, a light-filled room showcases a comfortable sofa and dining area, enhancing the welcoming atmosphere.
Tiny home in Winchester
4.95 out of 5 average rating, 275 reviews

The Hidden house in Winchester

The Hidden House is a slice of modern luxury tucked away in the heart of Winchester. Detached and private, this space is perfectly placed for exploring Winchester and all it has to offer. Our guests also love hiding away and making use of the big TV setup and Hotel Chocolat Velvetiser! Don't take our word for it - check out our reviews. Winchester High Street/The Cathedral - 10 min walk Winchester Train Station - 5 min walk

Popular amenities for Winchester pet-friendly home rentals

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$60,830 GYDG$59,575 GYDG$64,592 GYDG$59,993 GYDG$57,485 GYDG$62,293 GYDG$56,440 GYDG$70,445 GYDG$57,694 GYDG$63,965 GYDG$61,666 GYDG$69,609 GYD
Avg. temp5°C5°C7°C9°C12°C15°C17°C17°C15°C11°C8°C5°C

Quick stats about vacation rentals that are pet-friendly in Winchester

  • Total vacation rentals

    Explore 70 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at G$4,181 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,470 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Winchester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winchester rentals

  • 4.8 Average rating

    Winchester stays are highly rated by guests—averaging 4.8 out of 5!

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchester
  6. Pet-friendly rentals