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

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.

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

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.

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.

Martyr Worthy Home with a View
Situated at the end of a lane with the river as your neighbour, the accommodation is set in beautiful cottage gardens. With walks on your doorstep and local village pubs just a stroll across the fields, you have the benefit of a peaceful rural location and the convenience of being close to the historic city of Winchester and the attractive Georgian town of Alresford.
Popular amenities for Winchester house rentals
House rentals with a pool

Coastal, New Forest 3 Bed Home Facilities Included

Copse Farm Cottage

Luxe New Forest home with swim spa - Moonwood

Country House, 4 Acres, Views & Swimming Pool

Award winning architecture in a National Park

Villa @London Rd

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

Stunning forest cottage
Weekly house rentals

House in the heart of Winchester

Stunning House in Central Winchester

Highbury house

Iconic Beach Front Stay | The Watch House, Lepe

Charming Mews House in Historic Winchester

Newly refurbished Bungalow

Stunning peaceful base to explore Hampshire

Annex for couple or solo stay.
Private house rentals

Vaulted Barn: Private Garden & Cozy Fireside Charm

Annex@Capers End

South Downs Comfy Getaway

Charming home, close to amenities

A Writer's Retreat. Beautiful Annex in Meon Valley

Beautiful Home in Charming Alresford

Stunning Beachhouse with Sea Views | Pass the Keys

Coachmans Lodge
Quick stats about house rentals in Winchester
Total vacation rentals
Explore 890 vacation rentals in Winchester
Nightly prices starting at
Winchester vacation rentals start at $14 CAD per night before taxes and fees
Verified guest reviews
Over 32,560 verified reviews to help you choose
Family-friendly vacation rentals
430 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 210 rentals that welcome pets
Vacation rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
380 properties have a dedicated workspace
Wifi availability
870 of Winchester vacation rentals include wifi 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
- Bournemouth Beach
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Boscombe Beach
- Hampton Court Palace
- 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
- Wentworth Golf Club
- Worthing Pier
- RHS Garden Wisley
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