Holiday rentals in Oakley

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Top-rated holiday rentals in Oakley

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Top guest favourite
The spacious interior features a wooden domed ceiling, with soft lighting enhancing the natural wood tones. A king-sized bed is positioned prominently, accompanied by decorative pillows and a cozy throw. A luxurious roll top bath stands nearby, with ample natural light coming from the window.
Hut
4.98 out of 5 average rating, 629 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.

Guest favourite
Shepherd’s hut
4.96 out of 5 average rating, 113 reviews

Skylark shepherd's hut + hot tub on private estate

'Skylark' shepherd's hut is nestled in the peaceful surroundings of Summerdown Estate. One of a small cluster of four cosy shepherd's huts, ready for you to relax and unwind, surrounded by nature. A stay at Skylark hut includes the exclusive use of: Private wood-fired hot tub in its own private outdoor setting. Outdoor seating, firepit and BBQ it’s a beautiful spot to rest and relax. Wood burner & cosy interior Secluded setting in rural Hampshire Perfect for couples & special occasions

Guest favourite
The exterior of the barn features red brick walls, framed by lush greenery. A gravel area in front includes outdoor seating with cushioned chairs. A wooden door is visible alongside a window, allowing natural light into the interior space.
Barn
4.88 out of 5 average rating, 211 reviews

A beautifully renovated detached 18th century barn

A hidden gem set in a wonderful setting, this BRAND new refurbishment of the old Stable Barn is simply beautiful. The farm is surrounded by acres of woodland and farm land. Ideal for weekend breaks or longer stays and wonderful walks. Peaceful mornings and fun-filled afternoons await you at this unique experience! Full kitchen, quartz countertops, spa shower & flat screen! Includes a full Sky package with movies and sport. A 55 inch TV. Only 2.7 miles from the M3 . 7KW EV charging available.

Top guest favourite
The cottage exterior features a blend of brick and wood cladding, with large windows allowing natural light. A small paved terrace is accessible, adorned with green foliage and a few potted plants. The surrounding gravel area provides ample space for outdoor seating.
Cottage
4.94 out of 5 average rating, 204 reviews

Self contained, rural cottage, 2 double bedrooms

Peaceful rural cottage situated just off the A339 with stunning views. 10 minutes by car from Basingstoke train station. The cottage is next to our house and is a cosy, well equipped place to stay for either a commuter mid week or someone wanting to escape for country walks or bicycle rides. It has a small paved terrace for admiring the view. It is within a mile of Pitt Hall Barn, also close to Oakley Hall, Highclere Castle and Newbury Racecourse to name but a few. Dogs welcome by agreement.

Guest favourite
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
4.94 out of 5 average rating, 389 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

Guest favourite
The exterior of The Studio at The Forge is presented, featuring a modern black wooden structure with solar panels on the roof. Lush greenery surrounds the building, including manicured shrubs and a well-kept lawn, providing a serene garden setting.
Guest house
4.95 out of 5 average rating, 111 reviews

The Studio at The Forge in Pamber End

Tucked away at the bottom of a mature garden lies The Studio at The Forge. The Studio has recently been refurbished to a high standard. Inside there is a kitchenette with everything you will need to prepare a meal during your stay. The guest house includes a comfortable king-sized bed to ensure a good nights sleep with a private bathroom. There is a dedicated working space within the main room with a TV and a large sofa which has a pull out bed to accommodate extra guests on request.

Top guest favourite
The curved structure of The Farley Hangar is set amidst open fields, flanked by a solitary tree providing shade. A clear blue sky enhances the sense of tranquility, while the landscape offers a peaceful rural atmosphere.
Hut
4.99 out of 5 average rating, 381 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.

Top guest favourite
Tiny home
4.97 out of 5 average rating, 471 reviews

Tranquil Garden Studio Retreat

- Stylish Garden Studio with picturesque garden and stunning views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches, local gin, breakfast, fluffy towels - Fast WiFi, dedicated workspace & free parking - Dog-friendly, secure garden with resident, friendly dogs - Scenic walks from the doorstep - Escape from the city and immerse in nature - Close to Bombay Sapphire and Highclere Castle - Perfect for couples, dog owners and solo adventurers

Guest favourite
An A-frame structure is framed by trees and surrounded by blooming bluebells. Light filters through the open front, illuminating the interior where a seating area is presented. The natural setting offers a serene escape, with vibrant flowers in the foreground enhancing the tranquil scene.
Hut
4.97 out of 5 average rating, 157 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!

Guest favourite
The modern barn conversion features a combination of wooden and brick exterior, showcasing tall windows that provide natural light. A hedge surrounds the building, adding greenery to the landscape, while the roof has metal accents, emphasizing its contemporary design.
Barn
4.92 out of 5 average rating, 132 reviews

Hazel - Heath Row Barn

Hazel is one of two self-catering flats, within a modern barn conversion. Situated in a rural location, near the village of Overton. First floor flat, with two bedrooms and a spacious living area, it is perfectly situated to enjoy country walks while close enough to Overton which has a large range of independent shops, pubs, restaurants and takeaways. A great place to get away from it all and enjoy the countryside, while still being close to amenities.

Guest favourite
A peaceful pathway stretches alongside a river, bordered by lush greenery and wildflowers. In the distance, a church spire rises against a clear blue sky, framed by trees and open fields, creating a serene rural landscape.
Barn
4.78 out of 5 average rating, 441 reviews

Mini retreat Horses barn self contained apartment

outdoor space and sun loungers, looking over fields of cows and sheep not another house in sight truly a secluded spot. Make this a mini retreat to relax unwind and recharge. sports massage are also available please message me We have put a new settee in lounge hope you like it No children the design is not suitable for small toddlers No photo or video shoots !!!! No candles or outside bbq please please turn heating off when you leave or go out

Top guest favourite
The Cottage features a charming exterior with a textured roof and a modern patio area. Surrounded by greenery, a spacious seating arrangement is set on a stone surface, offering a tranquil spot for relaxation. Nearby structures exhibit a contemporary architectural style.
Cottage
4.98 out of 5 average rating, 196 reviews

The Cottage in Compton

Come and enjoy a stay in The Cottage, located in the grounds of our 17th Century converted Barn. Enjoy a unique location on the edge of Winchester with direct access to the countryside. The Cottage has been recently extended and refurbished with everything you will need to make your stay enjoyable. A perfect place for a break to explore all the wonderful things that Winchester has to offer!

Popular amenities for Oakley holiday rentals

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