Vacation rentals in Headley Down

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Top-rated vacation rentals in Headley Down

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Top guest favourite
A spacious bedroom features a large double bed with a neutral-colored bedspread. Natural light fills the room through two slanted skylights. A small dresser is positioned opposite the bed, and a textured area rug adds warmth to the space.
Guesthouse in Frensham
4.95 out of 5 average rating, 117 reviews

The Corner House Guest House - stunning location!

The Guest House is spacious, comfortable and has loads of amenities. It is the perfect place to have a break and unwind. Enjoy being in the heart of the stunning Surrey countryside and walk around the lakes, forests, heathlands and hills right on your doorstep. You are surrounded by The Flashes, Frensham Common and Hankley Common which are simply beautiful. You can swim at Frensham Great Pond, bring the bikes, walk the dog/s, explore the local area and the excellent pubs. Just relax and enjoy!

Guest favourite
The exterior of The Old Bakery showcases a charming blend of wood and glass. Lush, round topiary trees are neatly arranged in decorative pots along a gravel path, with sunlight illuminating the scene under a clear blue sky.
Cottage in Fernhurst
4.94 out of 5 average rating, 766 reviews

Idyllic Cottage in the heart of The South Downs

The Old Bakery is a luxurious self-contained cottage set in the heart of the beautiful South Downs National Park. It has been voted one of the best Air B&Bs in the UK in 2021! Guests can enjoy beautiful walks directly from the cottage or visit local villages such as Haslemere, Midhurst, Petworth, Arundel, the South Coast (West Wittering) and Goodwood. You will be spoilt for choices with some excellent pubs and restaurants in the area with the fabulous Duke of Cumberland pub a short walk away.

Top guest favourite
The exterior of the spacious annex is set amidst a well-maintained garden, featuring lush green grass, varied shrubbery, and decorative landscaping. A patio area can be seen, complemented by outdoor seating options and natural sunlight filtering through the surrounding trees.
Guest suite in Liphook
4.9 out of 5 average rating, 425 reviews

Large guest house

The spacious annex has a separate guest entrance and off-street parking. Guests can use the private patio and there are facilities for breakfast of toast & cereal (included). Located down a private drive in the heart of Liphook within walking distance of many local amenities (3 pubs, supermarket, cinema, take aways). The train station is only a 7 minute walk away and a 2 minute walk from a bus stop. We are on the edge of the South Downs National Park with some stunning walks from the house.

Top guest favourite
The entrance of the cabin is framed by greenery, featuring a wooden door flanked by two small potted plants. Two chairs are positioned on a stone patio, providing a welcoming outdoor space. A small sign reads 'Kwet Cabin' above the door.
Tiny homes in Headley
4.89 out of 5 average rating, 258 reviews

Log cabin. Quiet, private, cosy + breakfast

Cosy log cabin with kingsize bed and ensuite bathroom. The residence has its own private front door and is set in a village location with stunning walks and cycling routes. Parking available in the drive and in the summer, outdoor seating available. Village gem of a pub, The Crown & green is 100 yards from the property and it’s a short drive to Ludshott Common, Waggoners Wells and The Devils Punchbowl. 1.5 miles or a 4 minute drive from the wedding venue Cain Manor. Easy access to the A3.

Top guest favourite
A group of friendly alpacas roams in a grassy paddock surrounded by trees with fallen leaves. The handmade Shepherds Hut stands in the background, providing a charming retreat amidst nature.
Shepherd’s hut in Headley
5 out of 5 average rating, 423 reviews

"Bumble" The Shepherd's Hut

This traditionally inspired, hand-made Shepherds Hut is nestled inside a paddock in the leafy county of Hampshire. It offers a tranquil retreat in a home away from home setting with a cosy open plan living space championed by the log burning stove. Enjoy cooking your own English Breakfast - of which eggs are graciously supplied by our chickens -amongst views and visits of our 17 strong Alpaca herd. Please let us know if you'd like to meet and feed the Alpaca - they'd like to meet you!

Guest favourite
A charming detached cottage features dark wooden panels and a traditional red-tiled roof. The front door is surrounded by bright flowers and lush greenery, with a stone pathway leading to the entrance. Clear blue skies add to the inviting atmosphere.
Guesthouse in Hampshire
4.94 out of 5 average rating, 790 reviews

The Old School House Liphook - hot tub & tennis ct

The Old School House is a traditional and cosy one bedroom detached cottage in the grounds of our home on the western edge of Liphook village in Hampshire. Easy car access, just off the A3 and south of the Hindhead tunnel. The village has a train station. Situated in the South Downs National Park and ideally located for the market towns of Haslemere, Farnham, Petersfield and Alton, it is only 25 minutes from Goodwood. Great countryside and lots on offer locally for holiday or break.

Top guest favourite
A stylish living area features a light-colored sofa adorned with patterned cushions. Two armchairs are positioned nearby, and a rustic coffee table holds magazines and a floral arrangement. The kitchen cabinetry, painted in a soft green, complements the space, while natural light enters through two windows.
Barn in Headley
4.92 out of 5 average rating, 116 reviews

The Artist’s Barn. A unique and rustic retreat.

Beautiful, unusual & stylish 2 bedroom, 2 bathroom, ( 1 en suite ) renovated and arty barn. In a tranquil, yet accessible countryside setting, overlooking fields with 2 ponies/stable yard. A comfortable, friendly & rustic place to unwind. It also stays cool, even on hot days but warm and toasty in the winter. Numerous nearby attractions including Jane Austen’s Museum, The Watts Gallery and Uppark House. DM if you’d like an art lesson. Can sketch ponies/portraits or landscapes!

Top guest favourite
Two rustic buildings are nestled within a lush green landscape, featuring a traditional shepherd's hut and a granary. Mature trees provide a natural backdrop under a clear blue sky, with wooden decking connecting the two structures.
Shepherd’s hut in Rogate
4.99 out of 5 average rating, 100 reviews

Fyning Granary and Shepherd's-Hut

Quirky farm building linked, via wooden decking, to a shepherds-hut. Set within the garden of a C16th Manor Farmhouse, tennis court and country walks directly from the door, safe parking year round. The buildings are let together as one, they are calm and comfortable with raised sleeping areas so most suited to agile guests/families with older children. Rustic and rural space bordering working farmland with plenty of resident wildlife located within the South Downs National Park.

Top guest favourite
Tiny homes in Haslemere
4.99 out of 5 average rating, 230 reviews

Tiny Home Escape: Log Burner, Projector & BathTub

Escape to our secluded, one-of-a-kind tiny home nestled in a private woodland, complete with an outdoor bathtub overlooking peaceful fields. Enjoy bright, open-plan living featuring a log burner, projector, and luxurious rainfall shower. Perfectly located within walking distance of Weyhill and the charming market town of Haslemere with its train station. Just a short drive from the A3, Goodwood, Devil's Punchbowl, and countless walking and cycling trails. A tranquil getaway awaits!

Top guest favourite
A charming wooden structure is surrounded by lush greenery, set on a spacious, well-maintained lawn. The sky is partly cloudy, illuminating the natural landscape. A private hot tub is situated nearby, enhancing the secluded atmosphere of this tranquil retreat.
Shepherd’s hut in Headley
5 out of 5 average rating, 219 reviews

Shepherd's Hide, Hampshire with wood-fired hot tub

A truly luxurious ‘in touch with nature’ experience. Situated in it’s own private paddock in beautifully secluded yet accessible surroundings. Nestled between the Surrey Hills and the South Downs National Park, Shepherd's Hide provides a peaceful and tranquil retreat in the country. On the Hampshire/Surrey border surrounded by National trust woodlands and commons, the area offers access to many outdoor spaces, ideal for walking, cycling, riding, fishing or just relaxing.

Top guest favourite
A bright and airy interior features a spacious bed draped in a light blue blanket, with decorative pillows. Large windows let in natural light, while a small dining area and kitchenette are visible in the background. Wood beams create an inviting atmosphere.
Barn in Rogate
4.98 out of 5 average rating, 329 reviews

Stunning Cabin with incredible views near Goodwood

The Cabin replaced our old tumbledown sheds. It is completely separate from the main dwelling and has far reaching views to the South Downs. There is one Super King bed in the main area (which can be separated into two single beds) and in the mezzanine, there are two single beds which can be pushed together to become a double. Goodwood (Racing), Midhurst (Polo), Chichester (theatre), South Downs Way (walking / mountain biking) are all within easy reach.

Guest favourite
An open-concept living space featuring a cozy seating area with a dark sofa, a round dining table set for four, and a modern kitchen with wooden cabinetry. Exposed beams line the ceiling, contributing to the cottage's character. Natural light is visible through the door leading outside.
Guesthouse in Elstead
4.93 out of 5 average rating, 264 reviews

14th Century Dairy

Nestled in the Surrey Hills, The Dairy is a self contained, self catering, 2 bedroom (with optional extra 3rd bedroom at additional charge) attached cottage. Set in the 14th century Manor grounds, The Dairy is cosy and retains the character of its past with exposed wood beams and stone walls. Enjoy the sounds of sheep grazing in the field, lunch at one of three local pubs and a plethora of fabulous country walks and biking trails on your doorstep.

Popular amenities for Headley Down vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Headley Down