
Pet-friendly holiday 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.

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.

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 !!

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 forest shepherds hut, idyllic woodland retreat
This is a custom built shepherds hut in our secluded private woodland with direct access on to the open forest. It can be warm and cosy with a log fire in the woodburner, or open the stable door to let the outside in. Alternatively sit outside on the wooden decking with a fire pit in the evenings. There is a 'camp kitchen' with a gas barbecue, fridge, butler sink and covered seating area, or walk to one of our local pubs for lunch or supper. There is an outside tap and electricity on site.

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.

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!

Pretty Garden View at Coopers Farmhouse
The garden annexe to Coopers Farmhouse. This self-contained unit is upstairs, above our garage, with a balcony overlooking gorgeous fields and garden. You enter the living room with a mini-kitchen, TV and sitting area and sofa bed (king). Through an archway (no door) and in the bedroom the twin beds can zip together and be made into a lovely big double if required. Finally, an ensuite shower room. A small continental breakfast will be left for your first morning's stay.

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.

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.

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 Summer House

Delightful 2 Bed Lodge In Downland Village

Cosy New Forest Farmhouse

Stylish Barn Conversion

Beautiful family house sleeps 9-10 5* reviews

Entire cottage in the heart of rural Hampshire.

*Breakfast With A View* Free Parking*Water Access*

Stylish New Forest rural hideaway near Lymington
Pet-friendly home rentals with a pool

Daily Red Kite Feed & Pool - Countryside Apartment

Cosy Shepherd's Hut with wood-fired hot tub

Luxurious Lodge on Lake at Chichester with Hot Tub

Piilopirtti - a traditional Finnish log cabin

Cedar Lodge - Pool & Spa Complex

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

The North Transept

Gorgeous CountryCottage overlooking Windsor Castle

Luxury hut on the River Arle

Cosy cabin in Annie’s meadow

Ultra luxury, newly refurbished country retreat

The Yurt with Hot Tub!

Cosy Hideaway in the South Downs National Park

Cottage Near Peppa Pig World and New Forest
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £174 | £208 | £183 | £217 | £208 | £225 | £204 | £254 | £208 | £231 | £223 | £251 |
| 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 holiday rentals that are pet-friendly in Winchester

Total holiday rentals
Explore 70 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 2,520 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Winchester holiday rentals include wifi 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
- Rentals with a patio Winchester
- Rentals with a washing machine and dryer Winchester
- Villa rentals Winchester
- House rentals Winchester
- Rentals with a fireplace Winchester
- Rentals with breakfast Winchester
- Cabin rentals Winchester
- Family-friendly rentals Winchester
- Apartment rentals Winchester
- Cottage rentals Winchester
- Townhouse rentals Winchester
- Flat rentals Winchester
- Rentals with outdoor seating Winchester
- Pet-friendly rentals Hampshire
- Pet-friendly rentals England
- Pet-friendly rentals United Kingdom
- South Downs National Park
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Stonehenge
- Bracklesham Bay
- Windsor Castle
- Hampton Court Palace
- Highclere Castle
- Lower Mill Estate
- Boscombe Beach
- Chessington World of Adventures Resort
- Thorpe Park Resort
- Bournemouth Beach
- Winchester Cathedral
- Bournemouth International Centre
- Goodwood Racecourse
- The Tank Museum
- Kimmeridge Bay
- Southbourne Beach
- West Wittering Beach
- Highcliffe Beach
- Worthing Pier




