
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 spacesWalkabilityBathroom

Nettlebed Farm Holiday Lets, Barn1 of 3
* From £124 p/n +Airbnb charges Beautiful oak barn set in traditional english countryside. Placed with own access within 15 acres of private woodland and grazing land, away from the main road for peace and tranquility. Guests are able to have privacy for relaxation and enjoy views of horses grazing and the comings and goings of the British wildlife. Just 4 minute drive to the market town of Bishops Waltham or you can join and follow the infamous Pilgrims Trail and walk there in just 30 minutes.
PetsOutdoor spacesWi-Fi

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.
PetsOutdoor spacesHeating

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 !!
PetsWalkabilityDecor

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.
Outdoor spacesWalkabilityCheckout

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
Outdoor spacesPetsBarbecue

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!
WalkabilityOutdoor spacesCleanliness

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.
PetsWalkabilityAccess

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.
Outdoor spacesPetsHiking

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
WalkabilityOutdoor spacesCheck-in

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.
WalkabilityOutdoor spacesBiking

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.
PetsWalkabilityQuiet
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

The Joinery, Owslebury, Winchester
WalkabilityOutdoor spacesBarbecue

Lovely 2 bedroom home
PetsWalkabilityBackyard

Cosy Country Retreat near Stonehenge & Salisbury
WalkabilityOutdoor spacesHospitality

Cedar House - Pool & Spa Complex
Outdoor spacesPetsBathroom

Barn House - No. Petersfield, UK
WalkabilityPetsLayout

Beautiful family house sleeps 9-10 5* reviews
Outdoor spacesWalkabilityQuiet

Delightful Sunny House Close to the Village Square
Outdoor spacesPetsParking

Charming period home in historic Newbury
PetsOutdoor spacesHospitality
Pet-friendly home rentals with a pool

The Pool House: Contemporary country escape
WalkabilityOutdoor spacesHospitality

A holiday home in New Forest with pool & hot tub
PetsWalkabilityCleanliness

Grayswood Cowshed in stunning Grounds
PetsWalkabilityBeach

Eden Cottage, your home away
Outdoor spacesPetsAir conditioning

Cottage Pye - Beautiful Barn In The New Forest
Outdoor spacesWalkabilityParking

Delightful one bedroom barn with beautiful views
WalkabilityOutdoor spacesShared spaces

5* waterside luxury boathouse - pool & log-burner
WalkabilityOutdoor spacesView

The Lodge
PetsWalkabilityDecor
Private, pet-friendly home rentals

Entire Country Cottage in Hampshire's Test Valley
PetsWalkabilitySleep quality

Countryside cottage with 3 bedrooms and hot tub.
PetsOutdoor spacesGetting around

Ultra luxury, newly refurbished country retreat
Outdoor spacesWalkabilityCondition

The Hangar - countryside views, seclusion & peace.
Outdoor spacesWalkabilityDecor

Adventure Prospect - Historic Waterfront Cottage
PetsWalkabilityLong stay

Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB
WalkabilityPetsHeating

Two bedroom rural retreat.
Outdoor spacesWalkabilityLaundry

Galley Hill Garden Studio
WalkabilityOutdoor spacesFamily
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $404 AUD | $396 AUD | $429 AUD | $429 AUD | $414 AUD | $381 AUD | $375 AUD | $468 AUD | $383 AUD | $425 AUD | $410 AUD | $462 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
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- 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
- Southbourne Beach
- South Downs National Park
- Windsor Castle
- LEGOLAND® Windsor Resort
- Boscombe Beach
- Lower Mill Estate
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Mudeford Quay
- Chessington World of Adventures Resort
- The Tank Museum
- Winchester Cathedral
- Ascot Racecourse
- Bournemouth International Centre





