
House vacation rentals in Winchester
Find and book unique houses on Airbnb
Quick stats about house rentals in Winchester

Total vacation rentals
Explore 150 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

Verified guest reviews
Over 6,890 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
150 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 house rentals in Winchester
Guests agree: these houses are highly rated for location, cleanliness, and more.

Bay Tree, fabulous, modern 4 bed house, Winchester
Bay Tree is a spacious house in a quiet semi-rural location close to Winchester. Please do not book for a party or loud gathering. There are four bedrooms (six beds) two with ensuites, a downstairs shower wet room, well equipped kitchen, separate utility room and a large lounge/diner. The house has an enclosed private garden with decking & bbq. There is a trampoline for children to play on in the next garden. Towels and linen provided for guest use. On drive parking for two standard cars.

Stride’s Barn
A newly restored and beautifully refurbished oak framed barn conversion bordering the New Forest National Park . With spectacular far reaching views Stride’s Barn is situated 9 miles from the Cathedral City of Salisbury and 15 miles from Southampton . An ideal base to explore the local areas including many walks, pubs , restaurants, golf clubs and other tourist attractions such as Stonehenge and Paultons Park/Peppa Pig World . Can be rented with additional listing ‘The Cowshed’ (sleeps 2) .

The Summer House
The Summer House is a recently converted guest house, self contained with fully equipped kitchen , beautifully fitted bathroom ,double bed on the galleried mezzanine level ,accessed by ladder stairs with vaulted ceiling creating a loft style. It is fully heated ,has wi-fi , streamed TV, and ceiling speakers for streaming music. The space is modern,bright ,yet cosy. Outdoors it sits at the top of 14 acres of grounds over looking the main house. There is a private entrance and parking on site.

4 Bed City House with Private Garden and Parking
Discover our beautifully decorated four-bedroom home in Winchester's historic city centre. Enjoy the convenience of two rare parking spaces and a courtyard garden to unwind in. Indulge in the city's amenities that are just a stone's throw away, from artisan coffee shops to chic restaurants. Winchester Cathedral is only a leisurely five-minute stroll away! Whether for leisure or business, our spacious home offers comfort and convenience. Experience Winchester's charm and book your stay today!

The Piggery: with tennis court and games barn
The Piggery is a secluded flint built hideaway, with lots of period charm, set in the grounds of a manor house. Converted to a high standard it has it’s own private garden, access to the owners tennis court & a large barn with table tennis, table football & pool, wider house grounds including an island, surrounded by the river Meon. Numerous walks direct from The Piggery and a number of local vineyards are nearby. 5/10mins walk away are two super pubs and the very well stocked village shop.

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

Stable Cottage Beauworth Southdowns Hampshire
Nestled within the South Downs National Park, this charming countryside escape offers uninterrupted views across open fields where sheep graze. Wake up to breathtaking bedroom views, explore the surrounding countryside and historic Winchester, and in the winter, cosy up beside the crackling log burner. Thoughtfully equipped for families with babies and children, as well as couples seeking a peaceful getaway, it’s the perfect retreat to unwind and enjoy Hampshire’s beautiful landscape.

Homely, Cosy and Comfortable in a Quiet Location
A pretty, well-equipped, cosy and homely two bedroom terraced property situated in a quiet area of Chandler's Ford. Marwell Zoo, the New Forest, Paulton's Park/Peppa Pig World, Beaulieu, Isle of Wight ferry links and south coast beaches are a short drive away with excellent motorway and rail links. Ideal for contractor/business stays as well as families, couples and friends. Walk to the local shops and take a stroll to the beautiful Hiltingbury Lakes and local nature reserve.

Peaceful And Beautiful Barn In Downland Village
- Beautifully furnished barn in rural location - Close to Chichester, The South Downs and Goodwood - Free parking on premisies with access to EV charger - Two bedroom, one bathroom, sleeps 4 Spend some time in this stunning barn furnished with the highest quality furniture and fabrics. This beautiful lodge offers luxury accommodation over two floors for four people looking for a peaceful retreat with restaurants, vineyards and country side on your doorstep.

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.

Secluded and peaceful home in beautiful village
A delightful detached two storey property in the grounds of Whitethorn cottage, in the picturesque village of Crawley near the historic city of Winchester. Secluded and quiet with pleasant garden views. Nicely furnished to a high standard throughout. Crawley is a beautiful classic English village with an excellent gastro pub, within easy walking distance. We will be available to offer help and advice on the many places to visit in the local area.

Martyr Worthy Home with a View
Situated at the end of a lane with the river as your neighbour, the accommodation is set in beautiful cottage gardens. With walks on your doorstep and local village pubs just a stroll across the fields, you have the benefit of a peaceful rural location and the convenience of being close to the historic city of Winchester and the attractive Georgian town of Alresford.
Popular amenities for Winchester house rentals
House rentals with a pool

Eden Cottage, your home away

A holiday home in New Forest with pool & hot tub

Barford St Martin - The Apple House

Spacious house and garden in Itchenor

Surrey Cottage with indoor heated swimming pool

Coastal, New Forest 3 Bed Home Facilities Included

Pet friendly 2 bed holiday home

Stable Cottage with Hot Tub near Winchester
Weekly house rentals

Magical and Romantic Countryside Getaway Near Windsor Castle

Unique Penthouse in heart of Petworth, South Downs

Hidden Gem Barn Home | Luxury Living | Min to City

Biscuit Cottage

The Blue house on the wall

The Old Stables, Derrydown Farm

The Joinery, Owslebury, Winchester

Charming period home in historic Newbury
Private house rentals

Summer Riverside Escape Near Winchester

Stunning House in Central Winchester

The Bowie is a David Bowie themed Smart Home + EV

Grove Place, Winchester (2 parking spaces)

2BR Lovely Cottage Spacious with Private Garden

Boutique Retreat in Central Winchester

Beautiful Cottage by RiverItchen

In the heart of old Winchester
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 628 | ﺩ.ﺇ 654 | ﺩ.ﺇ 621 | ﺩ.ﺇ 723 | ﺩ.ﺇ 624 | ﺩ.ﺇ 668 | ﺩ.ﺇ 657 | ﺩ.ﺇ 834 | ﺩ.ﺇ 790 | ﺩ.ﺇ 742 | ﺩ.ﺇ 698 | ﺩ.ﺇ 735 |
| 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
- Condo rentals Winchester
- Rentals with breakfast Winchester
- Pet-friendly rentals Winchester
- Cabin rentals Winchester
- Villa rentals Winchester
- Cottage rentals Winchester
- Apartment rentals Winchester
- Townhouse rentals Winchester
- House rentals Hampshire
- House rentals England
- House rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Longleat Safari Park
- University of Oxford
- South Downs National Park
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Stonehenge
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Windsor Castle
- Boscombe Beach
- Lower Mill Estate
- Hampton Court Palace
- Bracklesham Bay
- Mudeford Quay
- Highclere Castle
- Goodwood Racecourse
- Winchester Cathedral
- Ascot Racecourse
- The Tank Museum





