Vacation rentals in Headley Down

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Stylish Surrey Hills Barn | Walks, Pubs & Outdoors

Just an hour from London, Weymoor Barn offers a peaceful escape in the heart of the Surrey Hills. Explore beautiful landscapes, charming market towns and cosy country pubs, with the Devil's Punchbowl and Frensham Ponds both within easy reach. Just as appealing is the chance to slow down and enjoy the countryside at your own pace. With walks from the doorstep, peaceful surroundings and private dining available by arrangement, it's an easy place to switch off and make the most of your time away.

Family · Value · Checkout

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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!

Location · Value · Long stay

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.

Family · Value · Condition

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Walkers•Wildlife Haven•Badger Watching•Log Burner

You come here to slow down together. You wake to birdsong & woodland views. Curl up in the evening watching badgers emerge from the nearby sett or live on cctv from the comfort of the sofa. Spotlessly clean, cosy and peaceful, every detail carefully thought through so you don’t have to think at all. Step straight out into the beautiful Surrey Hills for quiet paths, open fields and woodland trails that you and your dog will love. You leave relaxed, restored and already planning your return.

Location · Bathroom · Nearby

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.

Family · Location · Access

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The Barn at High Barn Farm

Our lovely Barn is situated half a mile up a track in the Surrey Hills, on the Serpent Trail and a field away from the South Downs National Park. We were lucky enough to be recommended by the Times Newspaper (September 2026) as a place to stay whilst walking the Serpent Trail, so whether you are looking for great walks, visiting friends or relatives, or just want to escape it all, we hope you will love this place as much as we do. The town of Haslemere itself is a 30 minute walk away.

Location · Value · Hospitality

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"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!

Location · Value · Kitchen

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.

Value · Location · Breakfast

Cosy forest lodge with wood-burner. Dogs welcome.

Forget your worries in this spacious and serene cabin opposite the forest. Throw open the doors, hear the birdsong and relax in comfort. Enjoy its convenient location to mainline train stations and the A3 whilst surrounded by woodland tranquility and National Trust walks. The villages of Grayshott and Churt lie within walking distance with their pubs, cafes, restaurants and characterful shops, whilst slightly further afield lie bustling Farnham, Haslemere, Midhurst and Petworth.

Value · Family · Accuracy

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Guest favorite

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.

Location · Biking · Sleep quality

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Comfortable 1-Bedroom Guest Suite in rural setting

Quietly situated on the side of Blackdown in the South Downs National Park, 2 miles from Haslemere and convenient for visiting Chichester and Goodwood, The Barn is a well-appointed guest suite which offers comfortable accommodation for two. Convenient for exploring the local area, with immediate access to numerous public footpaths including the Sussex Border Path and Blackdown Hill. Ideally situated for animal lovers with an abundance of wildlife plus our own pet alpacas.

Value · Location · Parks

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Grayswood Cowshed in stunning Grounds

A beautifully converted Cowshed in a rustic style with luxurious Super King bed in a studio suite with added double bunk room for up to four extra guests. Studio has a galley kitchen with hob and oven for basic cooking. Well fitted bathroom facilities including powerful shower and roll top bath and underfloor heating. Relaxing Sofa in main space with Flatscreen TV and wifi throughout. Underfloor heating throughout. Large french windows overlooking an orchard.

Family · Value · Biking