
House vacation rentals in Winchester
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Top-rated house rentals in Winchester
Guests agree: these houses are highly rated for location, cleanliness, and more.

Historic town centre riverside hideaway
Whether your idea of a getaway involves romance, outdoor pursuits, or delving into Christchurch's history, our riverside retreat is for you. After a full day, pamper yourself in our luxurious spa bathroom and sink into the super king-sized bed. Enjoy riverside dining on your private patio, with scenic views of the river and paddle boarders passing by. Nestled in a secluded spot, yet conveniently amidst town centre cafes and restaurants, we offer the perfect blend of privacy and hospitality.

Orchard Barn Spa, exclusively for you, New Forest
Orchard Barn offers a couple the perfect romantic retreat, including a new Spa Barn with hot tub and sauna, for your exclusive use during your stay. Orchard Barn is spacious, detached and oak framed, set in a large garden with pretty woodlands. It has a stunning double height ceiling, giving a truly romantic feel. The cottage is equipped to meet all your needs, from luxurious white linen by Beaumont & Brown, to robes for the spa. I aim to ensure that all my guests have a truly memorable stay.

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 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

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.

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.

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

Arnewood Rise, a holiday home in New Forest & pool

Copse Farm Cottage

Award winning architecture in a National Park

6-Bedroom Retreat w/ Pool, Sauna, Garden & Bar

Stunning forest cottage

Luxury Cedar House - Private Garden, Pool & Spa

Luxury Seaside Retreat with Indoor Pool & Sauna
Weekly house rentals

Weaver's Cottage

House in the heart of Winchester

Stunning House in Central Winchester

Iconic Beach Front Stay | The Watch House, Lepe

The Bowie is a David Bowie themed Smart House +EV

Cosy self-contained Garden Annexe

Charming Mews House in Historic Winchester

Canon Street
Private house rentals

The Old Stables, Derrydown Farm

Idyllic South Downs Country Cottage

Hay Barn Cottage,

Home in the Heart of Whitchurch

Beautiful townhouse in central Winchester

Stunning Beachhouse with Sea Views | Pass the Keys

East Cottage

Stunning peaceful base to explore Hampshire
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 138 | € 157 | € 149 | € 156 | € 151 | € 147 | € 153 | € 195 | € 184 | € 166 | € 157 | € 169 |
| 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 € 17 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
- Goodwood Motor Circuit
- Paultons Park Home of Peppa Pig World
- Oxford University
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Boscombe Beach
- Lower Mill Estate
- Winchester Cathedral
- Highclere Castle
- Bournemouth Beach
- Chessington World of Adventures Resort
- Kimmeridge Bay
- Thorpe Park Resort
- Goodwood Racecourse
- Highcliffe Beach
- West Wittering Beach
- Worthing Pier
- The Tank Museum
- Southbourne Beach
- Wentworth Golf Club
- RHS Garden Wisley
- Poole Quay




