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.

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Guest favorite

Home in Hampshire

4.97 out of 5 average rating, 117 reviews

Seaview dog friendly ground floor flat sleeps 4

Solent View Hill Head is a newly refurbished dog friendly ground floor apartment, one bedroom with additional double sofa bed in the lounge. Light and airy, this newly refurbished flat is located on Hill Head seafront with sea views across the Solent to the Isle of Wight. This modern ground floor apartment is only 120 metres from the all year round dog friendly beach. It has everything you need to enjoy your stay, smart TV, fast wifi, and space to store paddleboards. Dog friendly pub 15min wlk

Top guest favorite

An outdoor wooden deck is adorned with a small round table and two chairs, surrounded by lush green vines. The cozy cabin beyond features large glass doors, allowing glimpses of the warm interior and inviting ambiance created by soft lighting.

Tiny home in Milford on Sea

5 out of 5 average rating, 212 reviews

Cosy retreat with woodfired bathtub

Lymore Orchard is the perfect place for a getaway for 2. The quirky home is set in a secluded quiet country lane with private parking and its own beautiful garden.There is a woodfired bath tub(additional £40 info below) fire pit, outdoor furniture. The coastal village of Milford-on-Sea has great restaurants, 10-15 min walk along the road or a leisurely 20 minutes across the fields with views over The Isle of Wight. We provide 2 beautiful bikes so you can cruise around Well behaved dogs welcome.

Top guest favorite

The exterior of the annexe is shown, featuring a black door with decorative glass panels. Several windows allow light into the interior. Potted plants line the pathway, which is made of stone tiles, creating an inviting entrance. A water tank is positioned beside the building.

Guest suite in Shipton Bellinger

4.99 out of 5 average rating, 142 reviews

Pet friendly annexe **ALBEIT TIME** (not no.1)

Comfortable, pet friendly annexe, a village on the edge of Salisbury Plain. Attached to the main house, set back from the road with private access, small outside space and parking. Great location on the Wiltshire/Hampshire border, explore Stonehenge, the cathedral city of Salisbury, the market town of Devizes, Caen Hill Locks, the open space of Salisbury Plain, Thruxton Race Circuit and much more. Walking, cycling, mountain biking and off-road motor cycling all within minutes of the front door.

Guest favorite

The exterior of a charming brick house is displayed, featuring multiple large windows and a welcoming entrance. A patio area is furnished with a dining table and chairs, surrounded by well-maintained gardens and greenery. The space enjoys ample sunlight, enhancing the inviting atmosphere.

Home in Wiltshire

4.97 out of 5 average rating, 255 reviews

Glebe House, a beautiful country home

Beautiful Countryside Home. A gorgeous place to stay with family & friends. A beautifully proportioned and sunny 4 bedroom house with a stylish design. It has a stunning entrance hall, huge open plan kitchen and a utility room. Two bedrooms have their own ensuite. There is fantastic walking around, lovely pubs and great places nearby to visit including Salisbury, Stonehenge, Longleat Safari park, many historical sites and beaches within the hour. We can offer a hot tub subj to availability.

Guest favorite

Two black dogs are resting on a wooden deck overlooking a vast green grassed area. The landscape features trees and shrubbery in the background under a partly cloudy sky.

Cottage in Seaview

4.82 out of 5 average rating, 183 reviews

Two bedroom modern cosy cottage, close to beach

Ideal for high days and holidays, you’ll love it because the outdoor space around the cottage is huge for kids and dogs to play, the cottage is modern, new and quirky and only a 2 minute walk to the lovely beach! Great for couples, business travellers, families (with kids), and furry friends (pets). The cottage is close to public transport - hovercraft, bus & ferry; plenty of family-friendly activities, excellent eateries, perfect for nature lovers and long beautiful walks with amazing scenery

Guest favorite

A serene bedroom showcases a spacious bed with a beige throw and teal towels folded neatly on top. A vintage-style wardrobe and a dresser in natural wood tones complement the dark green walls. Light enters through bay windows adorned with stylish blinds, highlighting a framed quote on the wall.

Home in Parkstone

4.88 out of 5 average rating, 172 reviews

Cottage close to beaches and restaurants

A beautiful two bed house with garden and off street parking in an excellent location in Poole Dorset. The property features a new luxury bathroom installed in June 2021. There is an additional double sofa bed in the second living room. The property is moments from popular Ashley Cross with its bustling bars and restaurants and only a five minute drive to the award winning beaches of Sandbanks and Branksome Chine. Guests also have the open spaces of Poole Park only 5 minutes walk away.

Guest favorite

The vaulted room features oak beams and a cozy woodburner, creating a welcoming environment. A comfortable sofa is positioned beside a dining table, while a decorative heart-shaped piece adds charm. A dog rests on a nearby mat, enhancing the homely feel of the space.

Cottage in Brook

4.93 out of 5 average rating, 113 reviews

Gardeners cottage-pet friendly,New forest bolthole

Gardeners cottage is a charming and cosy bolthole in the grounds of the Old Sir Walter Tyrell House, set in the heart of the new forest. The house was for over 150 years a pub, then derelict for a decade and now stylishly restored to a private residence. Gardeners cottage is a 1 bed, self contained dwelling with a kitchen-dining-living room, king size bedroom, and luxurious bathroom. It is pet friendly, has access to a private, south facing, fenced off garden with terrace.

Superhost

The charming exterior of the cottage is depicted, featuring warm red brick and traditional white window frames. A wooden picket fence surrounds a small garden area with greenery and climbing plants. Natural light highlights the inviting front door adorned with stained glass.

Home in West Dean

4.86 out of 5 average rating, 105 reviews

Charming 3 bedroom country cottage

Beautiful three bedroom semi-detached traditional Railway Cottage. Situated at the end of a pretty no through lane. Quaint patio area for alfresco dining and a lawn area. Secure for children and dogs. Numerous footpaths direct from the door. Many places of interest reached by car or train including Paultons Theme Park. The cottage backs onto paddocks where the owners shetland ponies, pet sheep and chickens live and our younger guests are welcome to come and meet them.

Superhost

Home in Mudeford

4.94 out of 5 average rating, 111 reviews

Sea Kisses - A Mudeford gem located close to beach

Welcome to Sea Kisses - a delightful bolthole in the heart of Mudeford, where relaxation meets adventure. This smart, dog-friendly holiday home offers the perfect base for 100% downtime, with the bonus of sandy beaches and a plethora of foodie destinations nearby. Whether you're seeking relaxation or adventure, Sea Kisses offers the ideal setting for both. Embrace the opportunity to unwind and create lasting memories in this idyllic coastal haven.

Top guest favorite

An inviting living area showcases a comfortable sofa with bright cushions, a dining table set for six, and a cozy log burner. Light wood paneling complements the spacious layout, while subtle seating accents add a relaxed vibe. A flat-screen TV is mounted on the wall for entertainment.

Cabin in Surrey

4.97 out of 5 average rating, 129 reviews

Little Cowdray Glamping - The Log Cabin

Little Cowdray Glamping Log Cabin is a self contained mini home, with a comfy King size bed, 2 Single Bunk beds, cooker, oven, microwave, bathroom with shower, log burner, and central heating. It has all the necessary accessories and utensils you will need for your stay. The Cabin has it's own Garden area, hot tub, and includes parking and outdoor seating. There is a Gas BBQ should you wish to dine outside or star gaze.

Guest favorite

A spacious kitchen-dining area features a large table set for several guests, surrounded by light green chairs. Modern lighting fixtures illuminate the room, which includes grey cabinetry, a central cooking area, and decorative plants. Additional seating is provided by a smaller table in a cozy corner.

Home in Tisbury

4.98 out of 5 average rating, 118 reviews

Spacious 4-bedroom holiday home in Tisbury

Beech House is a new, stone-built 4-bedroom house with a large open-plan living area and beautiful views over rooftops to the countryside beyond. Nestled in the heart of the popular small town of Tisbury, it’s a convenient stroll away from high-street shops, pubs and the train station. Despite its central location, the house is tucked away just off a quiet lane, making it wonderfully peaceful and homely.

Guest favorite

A lounge area features a grey sectional sofa positioned against a patterned accent wall. A small table is set with cups, while a pouf and a low wooden cabinet add functionality. Natural light enters through a window dressed with blackout blinds.

Townhouse in Westbourne

4.93 out of 5 average rating, 106 reviews

Rare 3 Bed Mews in heart of Westbourne near beach

Rare find 3 bedroom Mews House in heart of Westbourne with private parking only a mile from Alum Chine Beach through a pretty wooded Chine. Enviably located nestled in a conservation area in the heart of Westbourne “akin to Chelsea's King's Road with artisan bakeries, posh gastro pubs and bustling restaurants just steps away from one another” and Traveller’s Choice 2020 award winner.