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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 $28 AUD 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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Winchester holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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Guest favourite
A spacious apartment complex is surrounded by lush greenery and trees, with well-maintained gardens showcasing a neat arrangement of colorful flowers. A paved driveway leads to the entrance, providing access to the residences, amidst a tranquil countryside setting.
Guesthouse in Hawkley

Daily Red Kite Feed & Pool - Countryside Apartment

JUNIPER HOUSE AIRBNB - Spacious, secluded apartment in the heart of Hampshire’s countryside. We offer: - Daily Red Kite & Badger feeding, viewed from inside comfortable conservatory, with tea, coffee and refreshments! 30-90 Red Kites during each feeding/up to 10+ badgers! - Milk, bread, spread, tea, provided upon arrival. - Indoor swimming pool, with full access; no permission required, 24/7. - Thirty acres of private garden/woodland to explore! - Free, on-site parking; multiple spaces.

Outdoor spacesWalkabilityBreakfast

4.96 out of 5 average rating, 290 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.

WalkabilityOutdoor spacesKitchen

4.81 out of 5 average rating, 162 reviews
Top Guest favourite
A charming wooden annexe is nestled within a lush green garden, surrounded by manicured bushes. The building features a light-colored door and window shutters, adding to the rustic aesthetic. A small patio area with seating is visible, inviting outdoor relaxation.
Bungalow in Hampshire

The Annexe - Unique and Tranquil Getaway.

Take it easy at this unique and tranquil getaway, complete with its own private tennis court, should you wish to use it. In addition there is also a very large garden area to the front of the Annexe for you to enjoy. A private secure gated entrance with plenty of parking space is also provided. Two electric remote control Vellux windows complete with blinds also provide plenty of fresh air and light into your new home. A private patio area with seating and gas BBQ is also provided. Enjoy !!

Outdoor spacesPetsEV charging

4.94 out of 5 average rating, 152 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.

PetsOutdoor spacesParks

4.95 out of 5 average rating, 146 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

WalkabilityPetsValue

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.

PetsWalkabilityBreakfast

4.99 out of 5 average rating, 409 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.
Guesthouse 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!

PetsOutdoor spacesAmenities

4.97 out of 5 average rating, 600 reviews
Top Guest favourite
The exterior of Colindale Cottage is depicted, showcasing a two-story structure with a light-colored façade. A garden room with glass panels is visible, along with well-kept flowerbeds and a lush green lawn. A large tree provides shade in the tranquil outdoor space.
Cottage in Hampshire

Colindale Cottage, Nether Wallop

Located between the historic cities of Winchester and Salisbury ,Colindale Cottage is an ideal base for exploring the Test Valley and beyond. Stonehenge, Highclere Castle and the New Forest are close by. The coast is approx and hour away. Dogs are welcome. Nether Wallop is a pretty village in the heart of the Test Valley close to the small town of Stockbridge with its independent shops and eateries. Nether Wallop featured in the Miss Marple series starring Joan Hickson.

PetsWalkabilityNearby

4.97 out of 5 average rating, 371 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.

WalkabilityPetsQuiet

4.97 out of 5 average rating, 190 reviews
Top Guest favourite
The cottage exterior is framed by leafy trees, featuring a pebbled driveway leading to a bright white façade. Large windows allow ample natural light, while decorative wall lights add a welcoming touch to the entrance.
Bungalow in Totton

Cottage in New Forest sleeps 4.

The Cottage is detached and on one level, open plan lounge and dining area with fully equipped kitchenette. Main bedroom has kingsize bed with tv and second bedroom has 2 adult single beds. This cosy space has ample private parking outside the cottage Half a mile walk will lead you further into the forest Paultons park - 10 mins drive New forest wildlife park - 12 mins drive Long down dairy farm 10 mins drive Southampton- 10 mins drive Bournemouth- 30 mins drive

PetsOutdoor spacesIndoor spaces

4.93 out of 5 average rating, 605 reviews
Top 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 in Hampshire

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.

PetsWalkabilityAmenities

4.97 out of 5 average rating, 122 reviews
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 in Lepe

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.

Outdoor spacesWalkabilityAmenities

4.98 out of 5 average rating, 153 reviews

Popular amenities for Winchester pet-friendly home rentals

Pet-friendly home rentals with a pool

Guest favourite
An outdoor space features a hot tub in the foreground, with jets gently bubbling. A swimming pool is visible in the background, surrounded by a stone patio and outdoor furniture. Lush greenery and a sunset sky create a serene backdrop.
Place to stay in Stroud

The Pool House: Contemporary country escape

Outdoor spacesWalkabilityBarbecue

4.97 out of 5 average rating, 235 reviews
Top Guest favourite
Guesthouse in Grayswood

Grayswood Cowshed in stunning Grounds

WalkabilityOutdoor spacesHospitality

4.98 out of 5 average rating, 363 reviews
Top Guest favourite
The image showcases the exterior of a two-bedroom bungalow, featuring a sloped roof and a combination of white and brown siding. A gravel driveway is visible, secured by a wooden gate with metal hardware, leading to an open area surrounded by greenery.
Home in Liss

Eden Cottage, your home away

PetsOutdoor spacesBathroom

4.98 out of 5 average rating, 144 reviews
Top Guest favourite
Barn in West Sussex

Delightful one bedroom barn with beautiful views

PetsWalkabilityLaundry

4.94 out of 5 average rating, 161 reviews
Superhost
A renovated barn exterior is framed by a charming garden with purple flowers. The entrance features a covered porch and large glass doors, leading to an inviting seating area with wicker furniture arranged around a table.
Farm stay in Plaitford

Cottage Pye - Beautiful Barn In The New Forest

Outdoor spacesPetsView

4.87 out of 5 average rating, 156 reviews
Top Guest favourite
The converted boathouse is set among lush greenery, with large windows offering views of the water. A spacious patio extends towards the pool area, which is bordered by trees and features multiple seating options. The serene creek can be seen in the background.
Villa in Isle of Wight

5* waterside luxury boathouse - pool & log-burner

Outdoor spacesPetsCheckout

4.96 out of 5 average rating, 297 reviews
Top Guest favourite
An indoor heated swimming pool is showcased, surrounded by large glass windows that provide views of the surrounding woodland. Comfortable seating is arranged nearby, and wooden beams create a warm ambiance throughout the space.
Tiny home in Isle of Wight

Delightful Chalet Bungalow with a Spa

PetsOutdoor spacesLaundry

4.94 out of 5 average rating, 251 reviews
Top Guest favourite
The image captures a log cabin with a green grass roof adorned with seasonal bluebells. A chimney emits smoke, indicating warmth within. A wooden hot tub is positioned on the deck, surrounded by trees and nature, inviting a serene outdoor experience.
Cabin in Ringwood

Piilopirtti - a traditional Finnish log cabin

WalkabilityPetsBeach

4.94 out of 5 average rating, 321 reviews

Private, pet-friendly home rentals

Guest favourite
A private deck features a luxurious hot tub surrounded by lush greenery. A round glass table with six cushioned chairs offers a space for dining or relaxation. A neatly folded towel is placed on the deck, enhancing the inviting outdoor setting.
Chalet in Pitt

Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB

PetsWalkabilityCleanliness

4.91 out of 5 average rating, 106 reviews
Top Guest favourite
A charming country cottage is showcased, featuring a sloped roof with triangular dormer windows. The welcoming red front door stands out against the pale exterior, surrounded by well-maintained shrubs and gravel pathways. Lush greenery can be seen in the background, highlighting the rural setting.
Cottage in Goodworth Clatford

Entire Country Cottage in Hampshire's Test Valley

WalkabilityOutdoor spacesNearby

4.98 out of 5 average rating, 142 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.

PetsWalkabilityLaundry

4.98 out of 5 average rating, 106 reviews
Guest favourite
Cottage in Sutton Scotney

Ultra luxury, newly refurbished country retreat

WalkabilityPetsRiver

4.88 out of 5 average rating, 511 reviews
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

Outdoor spacesWalkabilityCondition

4.97 out of 5 average rating, 416 reviews
Top Guest favourite
A quaint garden studio is nestled amidst lush greenery, with a thatched roof complementing the surrounding landscape. Vibrant flowering plants and bushes frame the outdoor area, while a backdrop of rolling hills enhances the serene countryside feel.
Barn in Selborne

Galley Hill Garden Studio

Outdoor spacesPetsBathroom

4.94 out of 5 average rating, 118 reviews
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 in Hampshire

Adventure Prospect - Historic Waterfront Cottage

PetsWalkabilityAccuracy

4.98 out of 5 average rating, 298 reviews
Guest favourite
A spacious detached house is set within a large lawned garden. The property features multiple windows that reflect the natural light, with a patio area visible under a parasol. Surrounding greenery enhances the tranquil outdoor environment, providing a serene countryside setting.
Cottage in Droxford

Gorgeous Country 5 Bed Escape with Separate Annex

Outdoor spacesPetsAmenities

4.92 out of 5 average rating, 173 reviews

When is the best time to visit Winchester?

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Avg. price$409 AUD$401 AUD$434 AUD$434 AUD$419 AUD$385 AUD$379 AUD$474 AUD$388 AUD$430 AUD$415 AUD$468 AUD
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