
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.

Arle Hut, riverside luxury on Vineyard estate
A beautifully designed shepherd's hut on a working Hampshire farm, set on a private tributary of the River Arle — one of England's finest chalk streams. Ten minutes' walk from Alresford along the river path. Wake to birdsong and the gentle sound of running water in one of the most peaceful settings in Hampshire. King-size pocket sprung bed, fully equipped kitchen, powerful hot shower and a two-person outdoor bath on the deck. Fire pit, log burner, river views and countryside walks from the door.

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.

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

Studio in Abbots Worthy
Beautiful self-contained studio with its own front door, step free access and parking for one car in the charming hamlet of Abbots Worthy. Situated in the Itchen Valley, between the Cathedral City of Winchester (8 min drive) and Georgian Market Town of Alresford (10 min drive). Super-king bed (can also be made into two single beds) with luxury bedding and towels. Ensuite shower room. Wifi, Sky TV, coffee machine, fridge, microwave, hob, toaster, kettle, iron, hairdryer, wardrobe & hangers

Tranquil Garden Studio Retreat
- Stylish Garden Studio, enjoy birdsong, wildflowers and stunning views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches, local gin, breakfast, fluffy towels - Fast WiFi, dedicated workspace & free parking - Dog-friendly, secure garden with resident, friendly dogs - Scenic walks from the doorstep - Escape from the city and immerse in nature - Close to Bombay Sapphire and Highclere Castle - Perfect for couples, dog owners and solo adventurers

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

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.

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!

Peaceful riverside retreat in the Test Valley
This airy and comfortable detached bungalow is within our wonderfully rural and peaceful garden, at the end of a private drive near Stockbridge. Its view is over a stream of the River Test to a field with sheep, cows and chickens, and it has its own patio. Horsebridge is a hamlet with a pub, close to where the Test Way and Clarendon Way cross; both are perfect for walkers and cyclists. Salisbury, Winchester, Southampton and Stonehenge are all but a short drive away.

Luxury Barn conversion Cotswold’s with Sauna/Spa
The Barn is a 2 bedroom conversion in the picturesque Cotswold village of Leighterton,Tetbury with a rustic feel and a new spa room. The barn has two large bedrooms both with wet room en-suites, and one with a free standing bath. Each bedroom has a king bed & single love chair sofabed .Fitted with its own smart TV The Living area and bedrooms have WIFI Gigaclear300mbs Underfloor heating Well behaved dogs are welcome Enclosed garden. Strictly no parties /hens allowed

The Ultimate Couples Retreat | 30 Mins from London
This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Adventure Prospect - Historic Waterfront Cottage
Relax and enjoy your stay at this unique and tranquil getaway. 'Adventure Prospect' has recently been completely renovated and is steeped in military history. Formerly known as the "shifting house" it was first built in 1898-1899 to accommodate munitions workers changing into the special clothing that they wore when working on magazines. The cottage provides an ideal escape from everyday life and has direct access to the water.
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

The Old Stables, Derrydown Farm

The Summer House

The Joinery, Owslebury, Winchester

Iconic Beach Front Stay | The Watch House, Lepe

Cosy New Forest Farmhouse

Stylish Barn Conversion

Beautiful family house sleeps 9-10 5* reviews

Luxury Country Home for Families & Friends
Pet-friendly home rentals with a pool

Daily Red Kite Feed & Pool - Countryside Apartment

Shepherd's Hut (wood-fired hot tub/sauna optional)

Luxurious Lodge on Lake at Chichester with Hot Tub

Piilopirtti - a traditional Finnish log cabin

Grayswood Cowshed in stunning Grounds

5* waterside luxury boathouse - pool & log-burner

Oak House Annexe in the New Forest

The Pool House: Contemporary country escape
Private, pet-friendly home rentals

Luxury Wellness Retreat | Hot Tub & Sauna

Cosy Yurt Hideaway South Downs National Park.

Coach House in the heart of the test valley

Honeysuckle Cottage - East Meon

The Annexe - Unique and Tranquil Getaway.

Gorgeous CountryCottage overlooking Windsor Castle

Woodrest Cabin, South Downs National Park

Ultra luxury, newly refurbished country retreat
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$60,875 GYD | G$59,620 GYD | G$64,641 GYD | G$60,039 GYD | G$57,528 GYD | G$62,340 GYD | G$56,482 GYD | G$70,498 GYD | G$57,737 GYD | G$64,013 GYD | G$61,712 GYD | G$69,661 GYD |
| 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 |
Quick stats about vacation rentals that are pet-friendly in Winchester

Total vacation rentals
Explore 70 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Winchester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winchester rentals

4.8 Average rating
Winchester stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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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
- University of Oxford
- Goodwood Motor Circuit
- South Downs National Park
- Stonehenge
- Thorpe Park Resort
- Longleat Safari Park
- Chessington World of Adventures Resort
- Windsor Castle
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Bracklesham Bay
- Lower Mill Estate
- Hampton Court Palace
- Highclere Castle
- Boscombe Beach
- Mudeford Quay
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse





