
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$4,188 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.

Romantic OffGrid Cabin | Stargazing & Valley Views
Featured in The Guardian and The Times Top 10 UK Off-Grid Stays. Wake to sunrise over the South Downs in this secluded hilltop off-grid cabin overlooking the whole of the South Downs National park. Experience total serenity under star-filled skies with the warmth of a wood-burning stove enhancing the peaceful ambiance. Our off-grid cabin offers tranquility whilst still being close to cosy pubs, historic towns and scenic walks. Dog Friendly. It’s the perfect place to disconnect and recharge.

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

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 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!

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.

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.

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

History + Luxury Eco House in The New Forest

Uninterrupted Sea Views • Balcony • Walk to Beach

The ultimate fairy-tale cottage

Iconic Beach Front Stay | The Watch House, Lepe

Cosy New Forest Farmhouse

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

Stylish Barn Conversion

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

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

Luxurious Lodge on Lake at Chichester with Hot Tub

‘Stag Cottage’ New Forest Romantic Hideaway

Grayswood Cowshed in stunning Grounds

Oak House Annexe in the New Forest

The Pool House: Contemporary country escape

Cosy Wooden Cabin by the Woods

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

Gorgeous apartment in heart of Winchester, parking

Stylish Hideaway with an amazing woodland view

Coach House in the heart of the test valley

Pine Lodge - Headlands Farm

Gorgeous CountryCottage overlooking Windsor Castle

Cosy cabin in Annie’s meadow

The Shed down the Field .Hidden gem private garden

Nettlebed Farm Holiday Lets, Barn2 of 3
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$60,936 GYD | G$59,679 GYD | G$64,705 GYD | G$60,098 GYD | G$57,585 GYD | G$62,402 GYD | G$56,538 GYD | G$70,568 GYD | G$57,795 GYD | G$64,077 GYD | G$61,773 GYD | G$69,731 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
- Bracklesham Bay
- Bournemouth Beach
- 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
- Worthing Pier





