
Holiday houses 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.

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.

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.

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.

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

Lotus Car Spa & Horse Hut
Yes, that is a hot tub in a Lotus Elan! On the outskirts of Medstead village, in the corner of a field where shire horses once roamed, you’ll find a tiny home like no other. Once hauled to and fro for Polo and Shire shows, The Horse Hut has been lovingly transformed into a luxury holiday stay—while maintaining its horsey heritage. Whether you're soaking in the Lotus Spa or sitting back on the verandah, take in the beautiful vista of the Hampshire countryside and Hattingley Valley.

Brambling shepherd’s hut + hot tub, private estate
Forget the rush.... enjoy a stay in Brambling hut where you'll likely be woken up to birdsong, then pull on your boots and spend the day walking the country footpaths and lanes of north Hampshire or take a rest; make a pot of Moon Roast freshly ground coffee, snuggle amongst the organic linens, and choose from a little selection of slow-read books. At night, toast marshmallows over your private firepit or enjoy an alfresco soak in the wood-fired hot tub under the stars.

Stunning studio flat in countryside setting
We live in a quiet and tranquil village surrounded by beautiful fields and countryside. Our studio flat is recently refurbished and is separate to our family home with its own access. There are many pretty walks around the area and several pubs in easy proximity. We have a village shop, and both Basingstoke and Tadley are 10 minutes by car. Basingstoke hospital and the railway station are also a 10 minute drive. We offer private parking (off road) for 1 car.

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!

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

Quiet self contained annex
Fully functional self contained annex for single occupancy (located in close proximity to family house) but in a quiet location with lovely views across fields and no disturbance from main residence. Secure off road parking with latest kitchen facilities for those that want to cook or a nice local pub/restaurant in walking distance for those that don't. (Unable to offer long term lets or double occupancy)
Popular amenities for Oakley holiday rentals
Other great holiday rentals in Oakley

The perfect hideaway

Beautiful Two Bedroom Cottage

Idyllic Little Barn in the Hampshire Downs

Woodland View

Forest Cabin & IR Sauna near Goodwood & Cowdray

Home in the Heart of Whitchurch

Modern & Historic Duplex Flat Riverside

Stunning Cosy Cottage in Hampshire Oakley
Destinations to explore
- South Downs National Park
- Cotswolds AONB
- Paddington
- Covent Garden
- British Museum
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- Wembley Stadium
- 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
- London Eye





