Pet-friendly holiday rentals in Winchester

Find and book unique pet-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 80 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 2,670 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    80 of Winchester holiday rentals include wifi 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!

Top-rated pet-friendly home rentals in Winchester

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

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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
4.83 out of 5 average rating, 156 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 favourite
The open living area features a vaulted wooden ceiling with pendant lighting and a modern fireplace. Comfortable seating includes two sofas and decorative cushions. Artwork is displayed along the walls, and a television is mounted above the fireplace. Light floods in through large glass doors leading to the outdoor space.
Home
4.93 out of 5 average rating, 167 reviews

The Summer House

The Summer House is a recently converted guest house, self contained with fully equipped kitchen , beautifully fitted bathroom ,double bed on the galleried mezzanine level ,accessed by ladder stairs with vaulted ceiling creating a loft style. It is fully heated ,has wi-fi , streamed TV, and ceiling speakers for streaming music. The space is modern,bright ,yet cosy. Outdoors it sits at the top of 14 acres of grounds over looking the main house. There is a private entrance and parking on site.

Top guest favourite
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
4.97 out of 5 average rating, 121 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 favourite
Tiny home
4.97 out of 5 average rating, 487 reviews

Tranquil Garden Studio Retreat

- Peaceful 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

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
4.94 out of 5 average rating, 400 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 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
4.99 out of 5 average rating, 399 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.

Guest favourite
A charming thatched cottage is framed by a white picket fence, surrounded by vibrant garden flowers. The distinctive curved roof and upper window are highlighted against a clear blue sky, emphasizing the cottage's historic character and inviting setting.
Cottage
4.9 out of 5 average rating, 136 reviews

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!

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
4.97 out of 5 average rating, 587 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!

Guest favourite
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
4.96 out of 5 average rating, 114 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 favourite
The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.
Home
4.98 out of 5 average rating, 143 reviews

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Top guest favourite
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
4.98 out of 5 average rating, 287 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 favourite
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
4.95 out of 5 average rating, 288 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

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