
House holiday rentals in Winchester
Find and book unique houses on Airbnb
Top-rated house rentals in Winchester
Guests agree: These houses are highly rated for location, cleanliness and more.

2 bed House with Sea View and 2 parking spaces
Modern, open plan 2 bed house with garden, parking & great views from the Juliet balcony in the main bedroom. Perfect for people visiting Southampton and the Isle of Wight. Close to M27, bus & train stations. Ideal for local attractions such as Paulton's Park, Peppa Pig World, Portsmouth Historic Dockyard,The Mayflower Theatre, Gunwharf Quays & SeaCity Museum. Located right next to Weston shore & only 10 minutes to the city centre with plenty of bars and restaurants & West Quay Shopping Centre.

The Joinery, Owslebury, Winchester
The Joinery is on the edge of Owslebury, a picturesque village just south of Winchester. It is light and airy and offers 4 bedrooms on ground floor level, two with ensuite shower and a family bathroom. Upstairs is a large open plan area with kitchen, dining table and sofas for relaxing and enjoying the views of the surrounding countryside.There is also a snug room with TV. There are steps down to the main entrance so not suitable for people with mobility issues. The garden area is not enclosed.

Spacious and Stylish Home in Heart of Top Village
A stylish and spacious recently renovated recording studio, which has been finished to a high spec with exposed timber beams, brickwork and a stunning log burner perfect for relaxing after exploring all that Hampshire and West Sussex have to offer. There is a large double bedroom with king sized bed and ensuite bathroom, and an open plan living area with sofa beds and log burner that can accommodate up to 3 further guests. There are 3 fantastic pubs within walking distance - one only 50m away!

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.

Entire cottage in the heart of rural Hampshire.
Dairy Cottage was a former milking parlour. We stopped milking cows in 1992 and converted the building into a self catering holiday cottage. The cottage is situated between the Cathedral City of Winchester and the market towns of Alton and Petersfield. Nearby is the pretty town of Alresford where the River Arle flows into a lake constructed to provide fishing as well as a reservoir for the River Itchen navigation. There is a lovely short river walk here which we're happy to tell you about.

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

Homely and Comfortable in a quiet location
A pretty, well-equipped and homely two bedroom terraced property situated in a quiet and lovely 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.

Annex for couple or solo stay.
The Beehive, is a separate building with private access. It's part of our home in Headbourne Worthy and set in a peaceful semi-rural retreat. It is perfect for solo visitors or couples but not suitable for young children. We have lovely views, with great access to the rural footpaths and only a 15-20 minute walk to Winchester. It is a bright and airy space, with modern features and neutral décor. We are a 5 minute drive from the City of Winchester and mainline train station to London.

Quiet Winchester One Bedroom Home with own parking
Welcome to your lovely detached one bedroom home in a quiet leafy private road on the edge of St Giles Hill - just above medieval Winchester and on the edge of beautiful the South Downs Way. Your self-contained home includes parking on the drive, a stylish double bedroom, shower room, living area (with full double-width sofa bed) incorpoating a full kitchen/washing machine. Its an easy 10 minute downhill stroll across the park (lovely for a sunset picnic) to historic Winchester.

Romantic 17th Century Paper Mill on The Meon River
Enchanting converted 17th Century Paper Mill over the River Meon in Warnford, Hampshire. Quirky interior with original Japanese features. Trout anglers will have a ball. There are swans, herons, kingfishers and mallards and, if you're really lucky, you might see an otter. As you can see from the photo, the Mill is just by our cottage, but we're not always there so often you'd have the whole garden to yourself. My place is good for couples and solo adventurers.

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.

The Granary Annex at Worthy Barn.
Ideal location for visiting the beautiful & historic Winchester in Hampshire. The Granary is 2 miles from Winchester, opposite a farm shop & lovely country pub is a 10 minute walk away. The main bedroom has a kingsize bed and views across watercress beds, the adjoining bedroom has bunk beds. The Granary is self contained with private 24 hour, access via key safe. There are many local walks and a variety of local food delivery options available.
Popular amenities for Winchester house rentals
House rentals with a pool

Coastal, New Forest 3 Bed Home Facilities Included

Copse Farm Cottage

Family holiday home

Award winning architecture in a National Park

Villa @London Rd

Stunning forest cottage

Eden Cottage, your home away

Beautiful and spacious 4-6 berth luxury caravan
Weekly house rentals

Weaver's Cottage

House in the heart of Winchester

South Downs Comfy Getaway

Stunning House in Central Winchester

Highbury house

Iconic Beach Front Stay | The Watch House, Lepe

Charming Mews House in Historic Winchester

Newly refurbished Bungalow
Private house rentals

Vaulted Barn: Private Garden & Cozy Fireside Charm

Annex@Capers End

Allens Cottage, Exton.

spacious studio

Watercress Corner

A Writer's Retreat. Beautiful Annex in Meon Valley

Stunning converted Coach House.

Stunning Beachhouse with Sea Views | Pass the Keys
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 AUD | $175 AUD | $171 AUD | $187 AUD | $198 AUD | $195 AUD | $204 AUD | $207 AUD | $190 AUD | $184 AUD | $180 AUD | $195 AUD |
| 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 house rentals in Winchester

Total holiday rentals
Explore 890 holiday rentals in Winchester

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

Verified guest reviews
Over 32,560 verified reviews to help you choose

Family-friendly holiday rentals
430 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 210 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
870 of Winchester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Paris Holiday rentals
- London Holiday rentals
- Picardy Holiday rentals
- Grand Paris Holiday rentals
- Amsterdam Holiday rentals
- Thames River Holiday rentals
- South West England Holiday rentals
- Inner London Holiday rentals
- Rivière Holiday rentals
- Dublin Holiday rentals
- Brussels Holiday rentals
- South London Holiday rentals
- Rentals with a washing machine and dryer Winchester
- Smoking-friendly rentals Winchester
- Hotel rentals Winchester
- Rentals with outdoor seating Winchester
- Fitness-friendly rentals Winchester
- Townhouse rentals Winchester
- Shepherds hut rentals Winchester
- Rentals with lake access Winchester
- Condo rentals Winchester
- Rentals with a hot tub Winchester
- Serviced apartment rentals Winchester
- Rentals with beach access Winchester
- Apartment rentals Winchester
- Guesthouse rentals Winchester
- Cabin rentals Winchester
- Rentals with pools Winchester
- Family-friendly rentals Winchester
- Barn rentals Winchester
- Bungalow rentals Winchester
- Private suite rentals Winchester
- Pet-friendly rentals Winchester
- Rentals with breakfast Winchester
- Rentals with an EV charger Winchester
- Rentals with a fireplace Winchester
- Tiny house rentals Winchester
- Waterfront rentals Winchester
- Cottage rentals Winchester
- Bed and breakfasts Winchester
- Rentals with a patio Winchester
- Rentals with a fire pit Winchester
- House rentals Hampshire
- House rentals England
- House rentals United Kingdom
- New Forest national park
- Paultons Park Home of Peppa Pig World
- Oxford University
- Goodwood Motor Circuit
- Bournemouth Beach
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Boscombe Beach
- Chessington World of Adventures Resort
- Winchester Cathedral
- Highclere Castle
- Kimmeridge Bay
- Thorpe Park Resort
- Twickenham Stadium
- West Wittering Beach
- Goodwood Racecourse
- Southbourne Beach
- Highcliffe Beach
- Arundel Castle
- The Tank Museum
- Worthing Pier
- Wentworth Golf Club
- RHS Garden Wisley
- Things to do Winchester
- Things to do Hampshire
- Art and culture Hampshire
- Things to do England
- Nature and outdoors England
- Art and culture England
- Wellness England
- Entertainment England
- Tours England
- Sports activities England
- Food and drink England
- Sightseeing England
- Things to do United Kingdom
- Sports activities United Kingdom
- Sightseeing United Kingdom
- Entertainment United Kingdom
- Food and drink United Kingdom
- Art and culture United Kingdom
- Tours United Kingdom
- Wellness United Kingdom
- Nature and outdoors United Kingdom