Holiday rentals in Headley

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Top-rated holiday rentals in Headley

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Top guest favourite
Place to stay in Hindhead
4.92 out of 5 average rating, 419 reviews

Tree Space ~ cosy retreat in the Surrey Hills

Tree Space is a tranquil haven tucked beneath majestic beech trees where peace and nature co-exist in harmony. The moment you arrive, there’s a sense of release—a chance to exhale deeply and step away from the pace of daily life. Surrounded by natural beauty, Tree Space offers an atmosphere of gentle sanctuary where you can reconnect with yourself and the natural world around you. It is a low impact log cabin inspired by African lodges- cosy and snug in winter and light and bright in summer.

Top guest favourite
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, 150 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.

Superhost
A rustic studio space features exposed wooden beams and a cozy sleeping area. A colorful quilt adorns the spacious bed, while a soft seating area is nearby. Light filters in through the window, creating a warm atmosphere, with decorative elements enhancing the inviting design.
Guest house in Haslemere
4.92 out of 5 average rating, 666 reviews

The Piggery, Henley Hill

The Piggery is a beautiful self- contained, detached converted Piggery set in landscaped gardens as part of Verdley Edge and nestled between Cowdray woodland and the stunning South Downs. With walks from the doorstep and an award winning country pub ‘The Duke of Cumberland’ in walking distance, this is perfect retreat from busy lives. After 6 years superhosting over 500 guests The Piggery has just received a full renovation for 2024 and is looking extra lovely, we can’t wait to welcome you.

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, 424 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
A rustic log cabin exterior is framed by greenery, featuring a private entrance with dual chairs on either side. Planters with small bushes enhance the welcoming appearance. Stone paving leads to the door, inviting guests to explore the inviting outdoor space.
Tiny home in Headley
4.89 out of 5 average rating, 257 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
The entrance to the hut features a wooden door with glass panels, allowing natural light to filter in. A cozy log burning stove is visible along the wall, accompanied by a curated selection of kitchenware displayed on shelves. Views of the outdoor paddock are framed through the door.
Shepherd’s hut in Passfield
5 out of 5 average rating, 420 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!

Top guest favourite
Guest house in Hampshire
4.94 out of 5 average rating, 787 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
Barn in Passfield
4.92 out of 5 average rating, 115 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
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, 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 spacious outdoor area is surrounded by greenery, featuring a dining table with chairs and a large umbrella for shade. A wood-fired hot tub is positioned nearby, complemented by a small gas BBQ. A gravel pathway leads to the rustic accommodation.
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
Apartment in Hampshire
4.97 out of 5 average rating, 259 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.

Guest favourite
A charming garden cabin is framed by lush greenery, featuring wooden exterior walls. Two large windows and a double door provide natural light and a welcoming entrance. The path leading to the cabin is bordered by vibrant plants, creating an inviting and secluded atmosphere.
Guest house in Oakhanger
4.83 out of 5 average rating, 420 reviews

Beautiful Blossom Bothy(self contained)

Bijou, comfortable single room garden cabin ( 1 superking bed or twins ) with kitchenette, excellent WiFi,TV and adjoining ensuite shower and WC, set in the middle of an SSSI within the South Downs National Park and accessed by an unmade bumpy track. Please note this is not a village location though pubs are about a 5 minute drive ( walkable with good footwear and a map ! ) A car or bicycles are favourable although we have accommodated hikers overnight.

Popular amenities for Headley holiday rentals

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