
Holiday rentals in Oakley
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Top-rated holiday rentals in Oakley
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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.

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

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.

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.

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

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.

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.

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

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!

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.

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

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
Other great holiday rentals in Oakley

Luxury Cabin with Outdoor Bath, Sauna & Fireplace

The Barn @ North Lodge -Soho Farmhouse-esque Cabin

Beautiful Two Bedroom Cottage

Gorgeous rural escape only 10 mins from Winchester

Idyllic Little Barn in the Hampshire Downs

Garden Cottage..pretty countryside location

Woodland View

Forest Cabin & IR Sauna near Goodwood & Cowdray
Destinations to explore
- South Downs National Park
- Cotswolds AONB
- Paddington
- Covent Garden
- British Museum
- St Pancras International
- Hampstead Heath
- Kings Cross
- Wembley Stadium
- Buckingham Palace
- Tottenham Court Road
- Marble Arch
- Big Ben
- Natural History Museum
- Trafalgar Square
- Battersea Power Station (disused)
- New Forest National Park
- Royal Albert Hall
- Russell Square
- Olympia Events
- Clapham Common
- Brockwell Park
- Paultons Park Home of Peppa Pig World
- University of Oxford





