
Vacation rentals in Owslebury
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Top-rated vacation rentals in Owslebury
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Understated luxury at The Annexe
The Annexe is a unique and stylish self-contained unit over two floors. High spec accommodation including a kitchen-diner-lounge, TV & wet room on the ground floor & king size bed, desk, TV and spin bike located upstairs. Well appointed on a private leafy lane 3 miles from Winchester. Picturesque walks are right on the doorstep and it is an ideal ‘escape’ to explore historic Winchester and enjoy the lovely Hampshire countryside on the edge of the South Downs and River Itchen. Understated luxury!
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Nettlebed Farm Holiday Lets, Barn1 of 3
* From £124 p/n +Airbnb charges Beautiful oak barn set in traditional english countryside. Placed with own access within 15 acres of private woodland and grazing land, away from the main road for peace and tranquility. Guests are able to have privacy for relaxation and enjoy views of horses grazing and the comings and goings of the British wildlife. Just 4 minute drive to the market town of Bishops Waltham or you can join and follow the infamous Pilgrims Trail and walk there in just 30 minutes.
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The Nest
This charming 3-bed cottage with private parking and garden is situated in Shawford, near to the historic town of Winchester. Walks along the River Itchen, swimming, fishing and picnic spots are on your doorstep. Local pub in Shawford and pubs in nearby village of Twyford. Winchester is also accessible by foot ( 45 mins) or a short 5 minute train or bus away. London is an hour by train and other local attractions include Marwell Zoo, Peppa Pig World, South Coast, Portsmouth and New Forest.
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Cosy Shepherd's hut - Hensting Valley Park
Come and stay in our cosy shepherd's hut, and enjoy a free bottle of Prosecco! - Complimentary with every stay! Enjoy the sounds of nature when you stay in our unique space, right in the heart of the Southdowns national park, with beautiful countryside walks, and stunning views on your doorstep. Situated near to the picturesque village of Owslebury, where you will find the wonderful Ship Inn - great for eating & drinking. We are 3 miles from Marwell Zoo, and 5 miles from Historic Winchester.
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New Barn
A self-contained studio flat on the first floor of an oak-framed barn in the heart of Owslebury village, a stone’s throw from The Ship pub. It has a kitchen and dining area, bathroom with shower, and a living space with a large double, or twin beds. The kitchen includes a two-ringed hob, fridge, combi-microwave,kettle, coffee machine and toaster. There is off-road private parking just outside the property. EV charger - 22kW type 2 - available on request (extra charge for electricity used).
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NEW 2 bed luxury cottage near Winchester W/Parking
Enjoy this stylish, beautifully decorated NEW two-bed luxury space in the tranquil village of Twyford, near winchester. A king size bed and 2 singles if you need them and a super king bedroom overlooking the garden with enough space for a cot if you have a young child. Both rooms access the luxurious bathroom from the landing, which contains an stunning double shower. Downstairs contains a beautiful kitchenette with breakfast bar, dinning table & cosy sitting room with tv & log burner.
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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.
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The Limes, Colden Common, Winchester, with parking
Escape to peace and comfort at The Limes, a spacious and private ground-floor annexe set in a rural village just south of Winchester. Tucked well back from the main road and overlooking a beautiful garden with countryside views, this light-filled retreat offers a true home-from-home experience. With its own private entrance, off-road parking, and easy access to Winchester (just 15 minutes away), it’s an ideal base for relaxing breaks, work trips, or exploring the surrounding area.
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Boxwood, Owslebury, Winchester
Boxwood is on the edge of Owslebury, a picturesque village outside Winchester (15 minutes drive) in the South Downs National Park . It has a large open planning living space and 1 bedroom on the ground floor level alongside a cloak/shower room. Upstairs there are 3 bedrooms 1 twin, 1 double and 1 king with ensuite and a bathroom with bath and separate shower. There are 2 terraces and parking for 3 cars at the end of a shared drive. Note there are steps down to the door for access.
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Room with a view
You’ll love sharing photos of this unique place with your friends. Room with a View is a cosy and bright studio room located in the outskirts of the rural village of Owslebury. Just a 5-mile drive from the medieval city of Winchester, Room with a View is situated in a prime location, perfect for a serene getaway or business stay. Secluded from the busy bustle of the city, yet a swift 10-minute drive, Room with a View is surrounded by acres of fields and beautiful views.
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The Woodshed
The Woodshed is right in the heart of the South Downs National Park, between the villages of Warnford and Exton, a secluded and peaceful space surrounded by a working farm. The Woodshed has a view of Old Winchester Hill that is magic. Activities in the area include biking, hiking, and angling, and three of the best pubs in Hampshire are within a 5 mile radius. As we are a little distance from the main track, I am happy to come and collect guests from Exton if walking.
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Country Cottage near Winchester, Hampshire
Tenacre Cottage is a cosy and quirky semi-detached cottage located in the outskirts of the rural village of Owslebury. Just a 5-mile drive from the medieval city of Winchester, Tenacre Cottage is situated in a prime location, perfect for a rural getaway or business stay. Secluded from the busy bustle of the city, yet a swift 10-minute drive, Tenacre Cottage is surrounded by acres of fields and beautiful views.
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Popular amenities for Owslebury vacation rentals
Other great vacation rentals in Owslebury

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The Pigsty
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Cosy Riverside Escape Near Winchester
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Artist studio with outdoor bath and field views
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New barn conversion
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Destinations to explore
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Goodwood Motor Circuit
- Thorpe Park Resort
- Stonehenge
- South Downs National Park
- Southbourne Beach
- Windsor Castle
- LEGOLAND® Windsor Resort
- Boscombe Beach
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Chessington World of Adventures Resort
- Mudeford Quay
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse
- University of Reading
- Kimmeridge Bay
- Bournemouth International Centre





