
Holiday houses in Headley
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Headley
Guests agree: these stays are highly rated for location, cleanliness and more.

Romantic OffGrid Cabin | Stargazing & Valley Views
Featured in The Guardian and The Times Top 10 UK Off-Grid Stays. Wake to sunrise over the South Downs in this secluded hilltop off-grid cabin overlooking the whole of the South Downs National park. Experience total serenity under star-filled skies with the warmth of a wood-burning stove enhancing the peaceful ambiance. Our off-grid cabin offers tranquility whilst still being close to cosy pubs, historic towns and scenic walks. Dog Friendly. It’s the perfect place to disconnect and recharge.

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.

Couples•Walkers•Wildlife Haven•Badger Watching
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.

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.

"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!

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.

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!

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.

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.

The Ultimate Couples Retreat | 30 Mins from London
This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Unique Dome | Glamping | Hot Tub | Surrey | Adults
Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

Beautiful Barn nr Haslemere in a gorgeous setting
The Barn is situated half a mile up a track in the Surrey Hills, next to the Serpent Trail and a couple of 100 metres from the South Downs National Park. It feels like it is in the middle of nowhere, yet guests can walk to the centre of Haslemere in 30 minutes. 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.
Popular amenities for Headley holiday rentals
Other great holiday rentals in Headley

Lotus Car Spa & Horse Hut

Comfortable 1-Bedroom Guest Suite in rural setting

Tree Space ~ cosy retreat in the Surrey Hills

Stylish Surrey Hills Barn | Walks, Pubs & Outdoors

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Cosy Annex in the old orchard

Cosy/Private Studio Annexe, Hampshire Countryside

Forest Cabin & IR Sauna near Goodwood & Cowdray
Destinations to explore
- New Forest National Park
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- West Wittering Beach
- London Bridge
- St Pancras International
- ExCeL London
- The O2
- Tottenham Hotspur Stadium
- Tower Bridge
- Emirates Stadium
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Clapham Common
- University of Oxford
- Thorpe Park Resort
- Chessington World of Adventures Resort
- South Downs National Park
- Victoria Park
- Stonehenge





