
House vacation rentals in Winchester
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Top-rated house rentals in Winchester
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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.

Spacious one bedroom annex in Hampshire village
Little Ashbrook is a newly renovated annex adjacent to our main home, on the edge of the pretty Hampshire village of Abbotts Ann. Just 5 minutes walk to 2 village pubs and an excellent award-winning, well stocked village shop and post office. Conveniently located to explore Iron Age forts, Stonehenge, Avebury, the bustling market town of Stockbridge, the Cathedral cities of Winchester and Salisbury, the New Forest and the South Coast. London Waterloo is an hour by train. A perfect escape!

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

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.

Central Winchester 1 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.

One bedroom house in Waterlooville. An ideal base.
This is my small one bed house which is ideal for exploring SE Hampshire & W Sussex. The new king size bed, lounge, kitchen & bathroom provide an ideal base, located in a quiet suburban location. There is excellent access to the A3M & A27, so Portsmouth, Petersfield, Chichester and the South Downs lie within easy reach. I have a nice garden and car bay for my visitors and include broadband and gas central heating which I hope will make your visit relaxing, convenient and enjoyable.

The Little Forge
Enjoy a relaxing break in the heart of the beautiful Pewsey Vale. The Little Forge is set on a quiet lane at the edge of the friendly village of Pewsey, in an area of outstanding natural beauty. Enjoy countryside walks in the beautiful surroundings or explore the mystical Avebury, the market town of Marlborough or the pretty villages along the Kennet and Avon Canal. At the end of the day cozy up in front of the log burner or spend the evening in one of the local pubs or restaurants.

Stable Cottage Beauworth Southdowns Hampshire
Welcome to Stable Cottage, your idyllic getaway. Our newly built cottage is designed to the highest standard for your comfort and enjoyment. The cozy atmosphere is enhanced by super-insulated walls and a log-burning stove that keep you warm during colder months. In summer, the sliding patio doors let in sunshine and stunning views of the Hampshire countryside. Stay connected with super-fast fibre broadband and a Smart TV. Your stay at Stable Cottage will be unforgettable.

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.

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.

Luxury lodge in idyllic riverside setting
Hare House' is a warm, beautifully decorated lodge set in glorious countryside, but within walking distance of shops, cafes and pubs in the ancient town of Wilton. Perfect for couples seeking total relaxation. Snuggle up in front of the Swedish log burner and sleep in a super king size bed with luxurious bed linen. Perfect base for Stonehenge, Salisbury, New Forest, Bath and Dorset beaches - in easy driving distance.
Popular amenities for Winchester house rentals
House rentals with a pool

Superb Farmhouse with pool, hot tub and fast wifi

Coastal, New Forest 3 Bed Home Facilities Included

Luxe New Forest home with swim spa - Moonwood

Stunning 5BR Home with Pool - 5 min to Beach

Award winning architecture in a National Park

Stunning forest cottage

Luxury Cedar House - Private Garden, Pool & Spa

Eden Cottage, your home away
Weekly house rentals

Weaver's Cottage

Bonnie View Hilltop Retreat, Luxury Holiday Home

Stride’s Barn

Cosy New Forest Farmhouse

Entire cottage in the heart of rural Hampshire.

Bay Tree, fabulous, modern 4 bed house, Winchester

Charming Mews House in Historic Winchester

Canon Street
Private house rentals

2BR Cottage Spacious &Garden Christmas Special!

House in the heart of Winchester

Stunning House in Central Winchester

Cosy cottage in stunning village

Home in the Heart of Whitchurch

The Bowie is a David Bowie themed Smart House +EV

Stunning peaceful base to explore Hampshire

Hyde Brewery House - 2 bedroom house with parking
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ591 | ﺩ.ﺇ672 | ﺩ.ﺇ639 | ﺩ.ﺇ668 | ﺩ.ﺇ646 | ﺩ.ﺇ628 | ﺩ.ﺇ657 | ﺩ.ﺇ834 | ﺩ.ﺇ790 | ﺩ.ﺇ712 | ﺩ.ﺇ672 | ﺩ.ﺇ723 |
| 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 vacation rentals
Explore 130 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 6,080 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
130 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!
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Oxford University
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Boscombe Beach
- Lower Mill Estate
- Highclere Castle
- Winchester Cathedral
- Chessington World of Adventures Resort
- Kimmeridge Bay
- Thorpe Park Resort
- Bournemouth Beach
- Goodwood Racecourse
- Highcliffe Beach
- Worthing Pier
- West Wittering Beach
- The Tank Museum
- Wentworth Golf Club
- Southbourne Beach
- RHS Garden Wisley
- Poole Quay




