Holiday houses in Oakley

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Top-rated holiday rentals in Oakley

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

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Top Guest favourite
The spacious interior features a wooden vaulted ceiling and oaked flooring. A large bed is positioned against a wall, complemented by bedside tables and a lamp. A semi-open shower room is visible, with neutral-colored tiles and a tray for toiletries, enhancing functionality.
Barn in Overton
4.88 out of 5 average rating, 179 reviews

The Cart Shed at Parsonage Farmhouse

A striking, converted cart shed with vaulted ceiling, detached from the hosts property. Situated down a long driveway within a 10 minute walk of this thriving Test Valley village. The village station is within an hour of London Waterloo. Local attractions include Bombay Sapphire Distillery Visitor Centre (20% discount available for our guests), Highclere Castle, the location for Downton Abbey, a number of local gastro pubs and many country walks. A well equipped gym. Enquire for further details.

Top Guest favourite
Condo in Beggarwood
4.99 out of 5 average rating, 182 reviews

Basingstoke, Cosy 2-Bed Apt with private parking

This attractive 2-bedroom ground-floor home-from-home apartment has 2 parking spaces for your use lounge/dining room with comfortable sofa, armchair and table with chairs Fully equipped kitchen internal bathroom featuring a walk-in shower. Double room has, Double bed, and a single room with large 3ft single bed, Our apartment is smart enabled access from M3 Jct 7 and under 5 miles from Central Basingstoke nature parks within walking distance. Complementary beverages, Milk, biscuits, & snacks 👍

Guest favourite
Shepherd’s hut in Oakley
4.96 out of 5 average rating, 102 reviews

Nuthatch shepherd's hut + hot tub, private estate

'Nuthatch' 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 Nuthatch 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 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 in Ibworth
4.94 out of 5 average rating, 215 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.

Superhost
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 in Sherborne Saint John
4.87 out of 5 average rating, 230 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 Pigsty features a unique domed structure with a blend of dark and natural wood accents. A small outdoor seating area with a round table and two chairs is positioned at the entrance, surrounded by lush greenery and potted plants.
Hut in Winchester
4.98 out of 5 average rating, 647 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 favourite
Tiny home in Overton
4.97 out of 5 average rating, 487 reviews

Tranquil Garden Studio Retreat

- Peaceful Garden Studio, enjoy birdsong, wildflowers 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

Top 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.
Guesthouse in Pamber End
4.96 out of 5 average rating, 124 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
Lush green lawns frame the barn, with a variety of colorful flowers adding vibrancy to the landscape. Mature trees provide shade, and a neatly trimmed hedge delineates the property. The rustic barn structure can be glimpsed through the greenery, enhancing the natural setting.
Barn in Tadley
4.97 out of 5 average rating, 356 reviews

Luxurious Country Barn in a stunning location

A very special romantic & comfortable barn in a stunning quiet rural setting. Private entrance, a vast 30ft sitting room/games room/dining rm; huge 60" Smart TV with Bose surround sound system, 3 comfy sofas, 8 ft snooker table, darts board & electric disco ball. A huge new walk-in power shower. Mezzanine double bedroom with a luxurious bespoke bed. Beautiful views over open fields with horses & chickens. Stunning rural walks. Near M4 & M3. 10 mins to Basingstoke, Newbury 15 mins.

Guest favourite
The room features a spacious bed with luxury linens, complemented by a comfortable sofa, ideal for relaxation. A wooden side table displays a small vase with flowers. A door leads to the en suite bathroom, while a mirror adds a sense of depth to the space.
Tiny home in North Waltham
4.92 out of 5 average rating, 157 reviews

Little Box

Cosy little Annex with one bedroom and one bathroom. Perfect size for two (or 2+baby). Double bed with luxury bed linen, comfy sofa, TV and tea & coffee making facilities in the main room. We have a very small fridge for milk or a baby bottle. Black out blind available. En suite with shower, sink and toilet. The terrace is a little sun trap during the summer with seating. Little Box is separate to our home, so you can come and go as you please. Free parking available.

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 in Ovington
4.97 out of 5 average rating, 175 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!

Top Guest favourite
Cabin in Medstead
4.96 out of 5 average rating, 102 reviews

Luxury Cabin with Outdoor Bath, Sauna & Fireplace

Set on the edge of the South Downs National Park, this luxurious cedar cabin offers complete privacy, stillness and refined comfort. Soak beneath the stars in your private outdoor bathtub, unwind in your exclusive sauna, or rest beside the indoor wood burner fireplace. Designed by a fellow traveller for deep rest and reconnection, every detail is intentional — inviting calm, closeness to nature and a quiet sense of renewal that lingers long after you leave.

Popular amenities for Oakley holiday rentals