Vacation rentals in Headley Down

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Top-rated vacation rentals in Headley Down

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Top guest favorite
The wooden loft studio features a sloped roof and two roof windows, set against a backdrop of rolling green hills. A wooden deck leads to the entrance, surrounded by lush greenery, offering a serene rural atmosphere.
Guest suite in West Sussex
4.96 out of 5 average rating, 146 reviews

Downs View self-contained cosy studio lovely views

A self-contained, cosy loft studio with everything you need for a relaxed stay and stunning views to the South Downs. Fast Satellite Wifi, parking, deck area plus garden space with barbecue and seating. Shower room, kitchen area with microwave, coffee machine, fridge, air fryer, bike store. Beautiful scenic walks, cycle routes. Near to Liphook, Haslemere, Milland, Goodwood, Midhurst, Cowdray, West Wittering beach. Rural yet 3 mins by car from station, shops and a great pub. It’s a lovely place.

Top guest favorite
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 Rushmoor
4.94 out of 5 average rating, 100 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!

Top guest favorite
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 Haslemere
4.94 out of 5 average rating, 731 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 favorite
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 home in Headley
4.89 out of 5 average rating, 253 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 favorite
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 Passfield
5 out of 5 average rating, 401 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 favorite
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, 769 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.

Guest favorite
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 Passfield
4.91 out of 5 average rating, 103 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 favorite
The tiny home features a modern design with a slanted metal roof and large floor-to-ceiling windows. The structure is surrounded by lush greenery, with an outdoor dining area on a raised deck. A spacious lawn is visible in the foreground.
Tiny home in Surrey
4.99 out of 5 average rating, 218 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 favorite
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, 214 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 favorite
A light-filled studio space features a spacious bed draped in a white coverlet and a cozy seating area with a soft couch and coffee table. A large window allows natural light to brighten the room, complemented by a wall-mounted television.
Condo in Hampshire
4.97 out of 5 average rating, 246 reviews

Studio Apartment set within a rural village

Liphook’s endearing village centre is a walkable 0.7 miles away and holds everything you could expect from local shops. From a Boutique Cinema and pharmacies to takeaways and florists, all your daily needs are catered for. For a larger shopping trip, Sainsbury’s superstore is only 1 mile away by car and provides all the variety and choice you would expect. Local towns such as Haslemere and Petersfield bring more variety to the region with big brands and familiar names.

Top guest favorite
A lush garden is depicted with vibrant flowers in various colors, complemented by green foliage. Rolling hills covered in trees are visible in the distance under a clear blue sky, creating a serene backdrop that enhances the natural beauty of the semi-rural location.
Guest suite in Surrey
4.98 out of 5 average rating, 359 reviews

One Bed Country Hideaway in AONB

Because of the Coronavirus outbreak, in addition to our normal high standard of CLEANING, we DISINFECT the Annex after every stay. We also provide cleaning supplies for guests use. Lovely self contained 1 bedroomed annex with own entrance and small outside space with table and chair. Welcome pack. Semi-rural location in AONB within easy access to public transport restaurants and towns by car. Not suitable for on road cycling. A car is essential.

Guest favorite
A charming wooden cabin is framed by lush greenery and colorful flowering plants. The exterior features large glass doors, while a swing hangs gently from the tree. Diverse plant life in the foreground contributes to a serene garden setting.
Cabin in Hindhead
4.97 out of 5 average rating, 226 reviews

Oak Tree Retreat

Nestled between two treasures of the National Trust, the Devil's Punchbowl and Golden Valley (a designated Area of Outstanding Natural Beauty), this quirky cabin is the perfect place to get out in nature—or to simply relax in a cosy cottage garden and soak in the wood-fired hot-tub. The owner's passions for gardening and woodwork are on full display in the hand-built, self-contained studio retreat. We hope you love it as much as we do.

Popular amenities for Headley Down vacation rentals

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