House vacation rentals in Winchester

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Top-rated house rentals in Winchester

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Top guest favorite
A spacious living area features exposed wooden beams and warm lighting. A large bed adorned with decorative pillows is visible alongside a cozy seating arrangement. A dining table and chairs are positioned near a storage unit, while an inviting rug adds a touch of comfort.
Home in Sandleheath
4.97 out of 5 average rating, 302 reviews

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.

Top guest favorite
An outdoor patio area is visible, featuring a dining table surrounded by eight chairs. A large umbrella provides shade. The barn's rustic wooden exterior contrasts with the neatly laid stone tiles. Lush greenery and trees form a backdrop, under a partly cloudy sky.
Home in Whiteparish
4.99 out of 5 average rating, 345 reviews

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) .

Top guest favorite
A flint-built hideaway is shown, featuring arched windows and a slate roof. The private garden is surrounded by lush green grass, with a small outdoor table and chairs visible. A tree partially frames the scene, adding to the peaceful atmosphere.
Home in Meonstoke
5 out of 5 average rating, 180 reviews

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.

Top guest favorite
The exterior of Little Ashbrook is presented, showcasing a charming brick facade with a sloped roof. The entrance is framed by plants in decorative pots, with gravel pathways leading to the door. Large windows allow glimpses of the interior, illuminated from within.
Home in Abbotts Ann
4.99 out of 5 average rating, 179 reviews

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!

Guest favorite
A rustic oak-framed barn is nestled among trees, showcasing a sloped roof and large windows. Gravel pathways lead to the entrance, framed by potted plants. The structure is surrounded by open space, offering a serene rural setting.
Home in Winchester
4.94 out of 5 average rating, 374 reviews

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

Top guest favorite
A modern brick exterior presents a spacious home with multiple large windows, providing ample natural light. The entrance features a covered porch, while a gravel driveway leads to the entrance. A separate structure is visible, hinting at added functionality to the property.
Home in Headbourne Worthy
4.98 out of 5 average rating, 100 reviews

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.

Guest favorite
The bedroom features a spacious bed dressed in soft grey bedding, complemented by decorative cushions. Light streams through the window, softened by sheer curtains. A bedside table with literature adds a functional touch, while a wall-mounted mirror enhances the overall brightness.
Home in Hampshire
4.95 out of 5 average rating, 705 reviews

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.

Top guest favorite
A bright and welcoming living area features a striped sofa and a small dining table set for two. A colorful area rug lies beneath a wooden coffee table. Natural light filters through sheer curtains, enhancing the cozy atmosphere of the space.
Home in Hampshire
4.99 out of 5 average rating, 140 reviews

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.

Guest favorite
A charming garden stretches across the landscape, featuring lush greenery and a serene waterway. Two distinctive structures are visible: a traditional house and a converted mill, both surrounded by trees, creating a peaceful atmosphere by the River Meon.
Home in Hampshire
4.96 out of 5 average rating, 256 reviews

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.

Guest favorite
A charming detached property is surrounded by lush greenery, featuring a gravel driveway. The two-storey building includes a wooden balcony and a staircase leading to the upper level. Planters and trees add to the serene setting, enhancing the appeal of the outdoor space.
Home in Crawley
4.97 out of 5 average rating, 328 reviews

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.

Superhost
The spacious bedroom features a wood-paneled accent wall and a large bed with light bedding and decorative pillows. A piece of wall art is displayed above the bed. Natural light enters through large windows adorned with floral curtains, providing a serene ambiance.
Home in Kings Worthy
4.78 out of 5 average rating, 207 reviews

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.

Top guest favorite
A spacious living and sleeping area features a cozy red sofa and a wooden coffee table, adorned with books and decorative items. In the background, a super king size bed is complemented by soft linen and patterned wallpaper, with natural light illuminating the space from multiple windows.
Home in Salisbury, Wilton
4.99 out of 5 average rating, 213 reviews

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

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Avg. priceﺩ.ﺇ591ﺩ.ﺇ672ﺩ.ﺇ639ﺩ.ﺇ668ﺩ.ﺇ646ﺩ.ﺇ628ﺩ.ﺇ657ﺩ.ﺇ834ﺩ.ﺇ790ﺩ.ﺇ712ﺩ.ﺇ672ﺩ.ﺇ723
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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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