
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.

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!

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.

Stylish Victorian villa in Winchester
Stylish Victorian semi-detached villa in the highly sought after area of Fulflood. Off-street parking and a few minutes walk from the station with fast trains to London and the South Coast. 10 minutes walk into central Winchester with shops, eateries and the cathedral. Finished and equipped to a high standard it is the perfect base for a stay in Winchester and the surrounding countryside. Local amenities including pub, coffee shops, deli, takeaways and convenience store within 2 minutes walk.

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.

Delightful 1 Bed Lodge In South Downs Village
Charming 1-bedroom, 1-bathroom stable conversion in a picturesque village near Chichester, with easy access to the South Downs National Park and the stunning beaches of West Wittering. Perfect for foodies, nature lovers, and pet owners seeking a tranquil countryside retreat. Includes: Pet-Friendly / Outdoor Patio / Parking / EV Charger (by arrangement) / Smart TV / Fully Equipped Kitchen
Popular amenities for house rentals in Winchester
House rentals with a pool

Coastal, New Forest 3 Bed Home Facilities Included

Copse Farm Cottage

Luxe New Forest home with swim spa - Moonwood

Stunning 5BR Home with Pool - 5 min to Beach

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

Rosie’s Isle of Wight Caravan - Whitecliff Bay

Luxury Cedar House - Private Garden, Pool & Spa

Eden Cottage, your home away
Weekly house rentals

Annex@Capers End

House in the heart of Winchester

South Downs Comfy Getaway

Boutique Retreat in Central Winchester

Iconic Beach Front Stay | The Watch House, Lepe

East Cottage

Charming Mews House in Historic Winchester

Newly refurbished Bungalow
Private house rentals

Stylish house in Central Winchester

Charming home, close to amenities

Watercress Corner
Lovely, comfortable 5** home for HOSPITAL & CITY

Stunning converted Coach House.

Stunning Beachhouse with Sea Views | Pass the Keys

Idyllic countryside 3 Bedroom Cottage

Coachmans Lodge
Quick stats about house rentals in Winchester
Total rentals
800 properties
Nightly prices starting at
$13 SGD before taxes and fees
Total number of reviews
29K reviews
Family-friendly rentals
380 properties are a good fit for families
Pet-friendly rentals
190 properties allow pets
Rentals with a pool
10 properties have a pool
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- New Forest national park
- Bournemouth Beach
- Paultons Park Home of Peppa Pig World
- Oxford University
- Goodwood Motor Circuit
- Stonehenge
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- Hampton Court Palace
- Windsor Castle
- Chessington World of Adventures Resort
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- Highclere Castle
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- Twickenham Stadium
- Goodwood Racecourse
- Arundel Castle
- Highcliffe Beach
- The Tank Museum
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