
House holiday 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.

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.

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.

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

Grand Estate: Two Retreats - Pools, Spas & Gardens

Coastal, New Forest 3 Bed Home Facilities Included

Arnewood Rise, a holiday home in New Forest & pool

Copse Farm Cottage

Luxe New Forest home with swim spa - Moonwood

Koda’s Luxury 40x16 ft Lodge Shorefield New Forest

Award winning architecture in a National Park

Villa @London Rd
Weekly house rentals

House in the heart of Winchester

West Cottage

Stunning House in Central Winchester

Highbury house
Lovely, comfortable 5** home for HOSPITAL & CITY

Newly refurbished Bungalow

Stunning peaceful base to explore Hampshire

Peaceful modern home with free parking
Private house rentals

Annex@Capers End

Stylish house in Central Winchester

3 Bedroom Cottage in Central Winchester + Parking

Cosy cottage in stunning village

Iconic Beach Front Stay | The Watch House, Lepe

A Writer's Retreat. Beautiful Annex in Meon Valley

4 Bed City House with Private Garden and Parking

Beautiful townhouse in central Winchester
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 NZD | $203 NZD | $197 NZD | $217 NZD | $229 NZD | $226 NZD | $236 NZD | $240 NZD | $220 NZD | $213 NZD | $208 NZD | $226 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 890 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $18 NZD per night before taxes and fees

Verified guest reviews
Over 32,560 verified reviews to help you choose

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

Pet-friendly accommodation
Find 210 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
870 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
- Goodwood Motor Circuit
- Paultons Park Home of Peppa Pig World
- Oxford University
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Boscombe Beach
- Bournemouth Beach
- Winchester Cathedral
- Highclere Castle
- Chessington World of Adventures Resort
- Twickenham Stadium
- Kimmeridge Bay
- Thorpe Park Resort
- Goodwood Racecourse
- West Wittering Beach
- Highcliffe Beach
- Worthing Pier
- Southbourne Beach
- The Tank Museum
- Wentworth Golf Club
- RHS Garden Wisley
- Poole Quay
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