Vacation rentals in Owslebury

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Top-rated vacation rentals in Owslebury

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Place to stay in Compton
5 out of 5 average rating, 112 reviews

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!

Top guest favorite
Barn in Durley
4.93 out of 5 average rating, 192 reviews

Nettlebed Farm Holiday Lets, Barn2 of 3

* From £124 p/n +Airbnb charges Beautiful oak barns 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.

Superhost
A rustic cabin with a dark metal roof features wooden siding and large glass windows. An outdoor deck includes comfortable seating and a fire pit. The cozy hot tub, partially visible through curtains, invites relaxation, surrounded by greenery and the warm glow of evening lights.
Farm stay in Headbourne Worthy
4.96 out of 5 average rating, 364 reviews

A Unique Farm Retreat

There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.

Top guest favorite
Hut in Winchester
4.98 out of 5 average rating, 633 reviews

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

Top guest favorite
A rustic oak-framed barn is shown, featuring a sloped roof with skylights. The exterior is surrounded by gravel and landscaped areas, including patches of green grass and blooming daffodils. A wooden fence and nearby thatched-roof building complete the charming village setting.
Loft in Owslebury
4.96 out of 5 average rating, 123 reviews

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).

Top guest favorite
A rustic oak-framed barn is nestled among trees, showcasing a sloped roof and large windows. Gravel pathways lead to the entrance, framed by potted plants. The structure is surrounded by open space, offering a serene rural setting.
Home in Winchester
4.94 out of 5 average rating, 391 reviews

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

Top guest favorite
An outdoor deck features a wooden table set for two with a folding chair and a cushioned seat. Double doors lead into the hangar, framed by a surrounding landscape of arable fields and wildflower meadows under clear blue skies.
Hut in Braishfield
4.99 out of 5 average rating, 383 reviews

The Hangar - countryside views, seclusion & peace.

The Farley Hangar is a peaceful space with far reaching views of Hampshire's woodlands and the Isle of Wight. Located on our family farm and private airstrip in the Test Valley. Winchester, Romsey and Stockbridge are just 20 mins away. On the doorstep of numerous cycle routes and footpaths including the Claredon Way (Sals-Win). King size bed & full-size bath with rain shower. From your private deck with log burner you will see various wildlife species and watch the stars at night.

Superhost
A wooden terrace surrounded by greenery features a large outdoor dining table with several chairs. Potted plants are positioned at the edges, while large windows reflect the natural light filtering through the trees.
Home in Owslebury
4.78 out of 5 average rating, 228 reviews

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.

Top guest favorite
Home in Hampshire
4.98 out of 5 average rating, 120 reviews

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.

Top guest favorite
A charming black wooden house is set against a backdrop of lush green grass. Flowering branches frame the image, with the property featuring multiple windows and a wooden door. The landscape is open, contributing to a serene rural atmosphere.
Farm stay in Hampshire
4.92 out of 5 average rating, 382 reviews

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.

Top guest favorite
Guesthouse in Hampshire
4.98 out of 5 average rating, 125 reviews

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.

Guest favorite
Hut in Ovington
4.97 out of 5 average rating, 161 reviews

The Glade at Ladyhill Vineyard near Winchester

Nestled on the edge of an ancient wood in South Downs National Park and with fantastic views over Ladyhill Vineyard and the Hampshire countryside The Glade has a cosy A-Frame to grab a good night sleep, a separate shower room with flushable loo to keep you fresh and a kitchen equip-for-easy glamping. Relax and admire the views, BBQ on the fire pit, spot deer and hare or stroll down the river Itchen to The Bush gastro pub. You’ll return home totally refreshed!

Popular amenities for Owslebury vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Owslebury