
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.

The Joinery, Owslebury, Winchester
The Joinery is on the edge of Owslebury, a picturesque village just south of Winchester. It is light and airy and offers 4 bedrooms on ground floor level, two with ensuite shower and a family bathroom. Upstairs is a large open plan area with kitchen, dining table and sofas for relaxing and enjoying the views of the surrounding countryside.There is also a snug room with TV. There are steps down to the main entrance so not suitable for people with mobility issues. The garden area is not enclosed.
Outdoor spacesWalkabilityAir conditioning

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.
Outdoor spacesPetsIndoor spaces

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 !!
PetsOutdoor spacesBathroom

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 spacesNearby

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 spacesPetsCheck-in

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.
PetsOutdoor spacesCheckout

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 spacesHeating

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.
PetsOutdoor spacesFamily

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.
PetsWalkabilityAccuracy

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
WalkabilityPetsIndoor spaces

Entire Country Cottage in Hampshire's Test Valley
This stunning country cottage is located in the heart of the Test Valley with its own patio and garden looking out to the fields behind. It is nestled in a lovely rural setting, with beautiful walks from the house, pubs and village amenities within walking distance. The cottage has luxury fittings, a wood burner and provides a haven for couples whatever age to getaway in an idyllic part of rural England. We are happy to host one well behaved pet.
Outdoor spacesPetsNearby

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.
PetsOutdoor spacesCheck-in
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

The Old Stables, Derrydown Farm
Outdoor spacesPetsCleanliness

Beautiful family house sleeps 9-10 5* reviews
WalkabilityPetsCheck-in

Lovely 2 bedroom home
PetsWalkabilityAmenities

Barn House - No. Petersfield, UK
WalkabilityOutdoor spacesShared spaces

Cosy Country Retreat near Stonehenge & Salisbury
Outdoor spacesWalkabilityAccess

Cedar House - Pool & Spa Complex
Outdoor spacesWalkabilityShared spaces

Delightful Sunny House Close to the Village Square
Outdoor spacesWalkabilityIndoor spaces

A holiday home in New Forest with pool & hot tub
PetsWalkabilityHot tub
Pet-friendly home rentals with a pool

Daily Red Kite Feed & Pool - Countryside Apartment
PetsOutdoor spacesGetting around

The Pool House: Contemporary country escape
Outdoor spacesWalkabilityCondition

Grayswood Cowshed in stunning Grounds
Outdoor spacesWalkabilityCheck-in

Eden Cottage, your home away
PetsOutdoor spacesCondition

Delightful one bedroom barn with beautiful views
PetsOutdoor spacesHospitality

Cottage Pye - Beautiful Barn In The New Forest
WalkabilityPetsHeating

5* waterside luxury boathouse - pool & log-burner
WalkabilityPetsWi-Fi

Delightful Chalet Bungalow with a Spa
PetsWalkabilityLong stay
Private, pet-friendly home rentals

Countryside cottage with 3 bedrooms and hot tub.
WalkabilityPetsFamily

Ultra luxury, newly refurbished country retreat
Outdoor spacesWalkabilityBreakfast

Nettlebed Farm Holiday Lets, Barn1 of 3
WalkabilityPetsQuiet

Galley Hill Garden Studio
Outdoor spacesWalkabilityFamily

Adventure Prospect - Historic Waterfront Cottage
PetsOutdoor spacesFamily

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
WalkabilityPetsNearby

Woodrest Cabin, South Downs National Park
PetsOutdoor spacesLong stay

Honeysuckle Cottage - East Meon
PetsOutdoor spacesQuiet
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $408 AUD | $400 AUD | $434 AUD | $434 AUD | $418 AUD | $385 AUD | $379 AUD | $473 AUD | $387 AUD | $429 AUD | $414 AUD | $467 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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- House 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
- 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





