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

Bay Tree, fabulous, modern 4 bed house, Winchester
Bay Tree is a spacious house in a quiet semi-rural location close to Winchester. Please do not book for a party or loud gathering. There are four bedrooms (six beds) two with ensuites, a downstairs shower wet room, well equipped kitchen, separate utility room and a large lounge/diner. The house has an enclosed private garden with decking & bbq. There is a trampoline for children to play on in the next garden. Towels and linen provided for guest use. On drive parking for two standard cars.

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) .

Biscuit Cottage
I'm Clare, your host, and I’m delighted to welcome you to Biscuit Cottage; a special project I consider to be a reflection of me, and the experiences I’ve gained from 30 years of styling, all around the world! I hope you will find it stylish, elegant & cosy, and I hope you will love our amazing village, Milford on Sea. Our village is a true hidden gem, full of independent shops, restaurants & bars. Your accommodation overlooks the village green, and you're less than a mile from the beach!

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

Stable Cottage Beauworth Southdowns Hampshire
Nestled within the South Downs National Park, this charming countryside escape offers uninterrupted views across open fields where sheep graze. Wake up to breathtaking bedroom views, explore the surrounding countryside and historic Winchester, and in the winter, cosy up beside the crackling log burner. Thoughtfully equipped for families with babies and children, as well as couples seeking a peaceful getaway, it’s the perfect retreat to unwind and enjoy Hampshire’s beautiful landscape.

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.

Homely, Cosy and Comfortable in a Quiet Location
A pretty, well-equipped, cosy and homely two bedroom terraced property situated in a quiet 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.

Iconic Beach Front Stay | The Watch House, Lepe
A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

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.

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 house rentals in Winchester
House rentals with a pool

Eden Cottage, your home away

Cedar House - Pool & Spa Complex

Spacious house and garden in Itchenor

Coastal, New Forest 3 Bed Home Facilities Included

Stable Cottage with Hot Tub near Winchester

Award winning architecture in a National Park

Beach Cottage - Bracklesham Bay

Lycroft Farm Stay | Indoor Pool | South Downs
Weekly house rentals

Spacious and Stylish Home in Heart of Top Village

One bedroom house in Waterlooville. An ideal base.

Family Forest Retreat – Steps from Paultons Park

The Blue house on the wall

New Forest, Seaview

Spacious Seaside Getaway • Short walk to beach

Summer Riverside Escape Near Winchester

The Stable House
Private house rentals

Newly refurbished Bungalow

Charming South Downs Escape near Scenic Trails

Stunning House in Central Winchester

The Den

Stunning Beachhouse with Sea Views | Pass the Keys

The Bowie is a David Bowie themed Smart Home + EV

Coachmans Lodge

Beautiful Cottage In South Downs | Pass The Keys
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- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Longleat Safari Park
- University of Oxford
- Thorpe Park Resort
- Chessington World of Adventures Resort
- South Downs National Park
- Stonehenge
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Windsor Castle
- Boscombe Beach
- Hampton Court Palace
- Bracklesham Bay
- Mudeford Quay
- Highclere Castle
- Twickenham Stadium
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse
- Things to do Winchester
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- Things to do United Kingdom
- Shopping and fashion United Kingdom
- Dining United Kingdom
- Art workshops United Kingdom
- Tastings United Kingdom
- Museums United Kingdom
- Wellness United Kingdom
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- Cooking United Kingdom
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