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

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.

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.

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.

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

Superb Farmhouse with pool, hot tub and fast wifi

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

Eden Cottage, your home away
Weekly house rentals

Weaver's Cottage

Stunning House in Central Winchester

Little Gables in Nether Wallop

Stable Cottage Beauworth Southdowns Hampshire

Annexe with free parking close to Salisbury Centre

Luxury lodge in idyllic riverside setting

Charming Mews House in Historic Winchester

Stunning peaceful base to explore Hampshire
Private house rentals

House in the heart of Winchester

Little Barber

Home in the Heart of Whitchurch

Iconic Beach Front Stay | The Watch House, Lepe

Beautiful townhouse in central Winchester

Beautiful New Forest Hideaway

Coachmans Lodge

Two Bedroom House in the Heart of Winchester
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $285 NZD | $324 NZD | $308 NZD | $322 NZD | $311 NZD | $302 NZD | $317 NZD | $401 NZD | $380 NZD | $343 NZD | $324 NZD | $348 NZD |
| 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 130 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $35 NZD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

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




