
Pet-friendly vacation rentals in Winchester
Find and book unique pet-friendly homes on Airbnb
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!
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.

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

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.

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 Hayloft, a spacious and charming period barn
The Hayloft is a stunning, converted early 19th century barn with old wooden beams and period charm. It sits in the pretty village of Hurstbourne Tarrant in the heart of the Test Valley surrounded by beautiful countryside providing walks on the famous Test Way. There are some great local pubs close by. Stonehenge, Highclere Castle and the Bombay Sapphire Distillery are all near, as well as the quaint market towns of Stockbridge and Hungerford and the ancient cathedral city of Winchester.

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.

Boxwood, Owslebury, Winchester
Boxwood is on the edge of Owslebury, a picturesque village outside Winchester (15 minutes drive) in the South Downs National Park . It has a large open planning living space and 1 bedroom on the ground floor level alongside a cloak/shower room. Upstairs there are 3 bedrooms 1 twin, 1 double and 1 king with ensuite and a bathroom with bath and separate shower. There are 2 terraces and parking for 3 cars at the end of a shared drive. Note there are steps down to the door for access.

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!

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.

The Hidden house in Winchester
The Hidden House is a slice of modern luxury tucked away in the heart of Winchester. Detached and private, this space is perfectly placed for exploring Winchester and all it has to offer. Our guests also love hiding away and making use of the big TV setup and Hotel Chocolat Velvetiser! Don't take our word for it - check out our reviews. Winchester High Street/The Cathedral - 10 min walk Winchester Train Station - 5 min walk
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

Wonderful Seafront Home - Panoramic Ocean Views

The Old Stables, Derrydown Farm

Cosy New Forest Farmhouse

Iconic Beach Front Stay | The Watch House, Lepe

"Annexe" - Private Studio With Garden

Stylish Barn Conversion

Cosy comfort, hot-tub, wood burner, in New Forest.

Beautiful family house sleeps 9-10 5* reviews
Pet-friendly home rentals with a pool

Luxurious Lodge on Lake at Chichester with Hot Tub

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

Piilopirtti - a traditional Finnish log cabin

‘Stag Cottage’ New Forest Romantic Hideaway

Lodge by the sea to cater for all ages

Grayswood Cowshed in stunning Grounds

Oak House Annexe in the New Forest

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

Romantic Hideaway with a Private Hot Tub

A new detached Studio Annexe

2BR Lovely Cottage Spacious with Private Garden

Coach House in the heart of the test valley

The Print Rooms, Old Printworks, Winchester

Nettlebed Farm Holiday Lets, Barn1 of 3

Arle Hut, riverside luxury on Vineyard estate

4 BR House Winchester,Town-4 mins, 2X Free Parking
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$60,878 GYD | G$59,622 GYD | G$64,643 GYD | G$60,041 GYD | G$57,530 GYD | G$62,342 GYD | G$56,484 GYD | G$70,501 GYD | G$57,740 GYD | G$64,016 GYD | G$61,714 GYD | G$69,664 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 |
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- South Downs National Park
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Windsor Castle
- Stonehenge
- Bournemouth Beach
- Bracklesham Bay
- Thorpe Park Resort
- Lower Mill Estate
- Highclere Castle
- Hampton Court Palace
- Chessington World of Adventures Resort
- Boscombe Beach
- Winchester Cathedral
- Southbourne Beach
- Bournemouth International Centre
- Goodwood Racecourse
- The Tank Museum
- West Wittering Beach
- St Mary's Stadium
- Kimmeridge Bay
- RHS Garden Wisley





