
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.

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
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
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
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
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
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
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
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
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
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
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
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 reviewsPopular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

The Joinery, Owslebury, Winchester
WalkabilityPetsCheck-in
4.86 out of 5 average rating, 304 reviews
Lovely 2 bedroom home
WalkabilityPetsFamily
4.94 out of 5 average rating, 114 reviews
Beautiful family house sleeps 9-10 5* reviews
Outdoor spacesPetsKitchen
4.99 out of 5 average rating, 243 reviews
Barn House - No. Petersfield, UK
Outdoor spacesPetsShared spaces
4.95 out of 5 average rating, 104 reviews
Delightful Sunny House Close to the Village Square
Outdoor spacesWalkabilityLong stay
4.91 out of 5 average rating, 193 reviews
Cosy Country Retreat near Stonehenge & Salisbury
Outdoor spacesWalkabilityDecor
4.93 out of 5 average rating, 148 reviews
Cedar House - Pool & Spa Complex
Outdoor spacesPetsCondition
4.89 out of 5 average rating, 294 reviews
Cottage in Hartley Wintney/Wi-Fi/Netflix/Parking
WalkabilityOutdoor spacesHeating
4.94 out of 5 average rating, 549 reviewsPet-friendly home rentals with a pool

The Pool House: Contemporary country escape
Outdoor spacesWalkabilityBarbecue
4.97 out of 5 average rating, 235 reviews
Grayswood Cowshed in stunning Grounds
WalkabilityOutdoor spacesHospitality
4.98 out of 5 average rating, 363 reviews
Eden Cottage, your home away
PetsOutdoor spacesBathroom
4.98 out of 5 average rating, 144 reviews
Delightful one bedroom barn with beautiful views
PetsWalkabilityLaundry
4.94 out of 5 average rating, 161 reviews
Cottage Pye - Beautiful Barn In The New Forest
Outdoor spacesPetsView
4.87 out of 5 average rating, 156 reviews
5* waterside luxury boathouse - pool & log-burner
Outdoor spacesPetsCheckout
4.96 out of 5 average rating, 297 reviews
Delightful Chalet Bungalow with a Spa
PetsOutdoor spacesLaundry
4.94 out of 5 average rating, 251 reviews
Piilopirtti - a traditional Finnish log cabin
WalkabilityPetsBeach
4.94 out of 5 average rating, 321 reviewsPrivate, pet-friendly home rentals

Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB
PetsWalkabilityCleanliness
4.91 out of 5 average rating, 106 reviews
Entire Country Cottage in Hampshire's Test Valley
WalkabilityOutdoor spacesNearby
4.98 out of 5 average rating, 142 reviews
Countryside cottage with 3 bedrooms and hot tub.
PetsWalkabilityLaundry
4.98 out of 5 average rating, 106 reviews
Ultra luxury, newly refurbished country retreat
WalkabilityPetsRiver
4.88 out of 5 average rating, 511 reviews
Nettlebed Farm Holiday Lets, Barn1 of 3
Outdoor spacesWalkabilityCondition
4.97 out of 5 average rating, 416 reviews
Galley Hill Garden Studio
Outdoor spacesPetsBathroom
4.94 out of 5 average rating, 118 reviews
Adventure Prospect - Historic Waterfront Cottage
PetsWalkabilityAccuracy
4.98 out of 5 average rating, 298 reviews
Gorgeous Country 5 Bed Escape with Separate Annex
Outdoor spacesPetsAmenities
4.92 out of 5 average rating, 173 reviewsWhen is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Destinations to explore
- Family-friendly rentals Winchester
- Condo rentals Winchester
- Rentals with breakfast Winchester
- Cabin rentals Winchester
- Villa rentals Winchester
- Cottage rentals Winchester
- House rentals Winchester
- Apartment rentals Winchester
- Townhouse rentals Winchester
- Pet-friendly rentals Hampshire
- Pet-friendly rentals England
- Pet-friendly rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Goodwood Motor Circuit
- University of Oxford
- Thorpe Park Resort
- Stonehenge
- South Downs National Park
- Southbourne Beach
- Windsor Castle
- LEGOLAND® Windsor Resort
- Lower Mill Estate
- Boscombe Beach
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Chessington World of Adventures Resort
- Mudeford Quay
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse
- University of Reading





