
Holiday houses in Headley
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Top-rated holiday rentals in Headley
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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!

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.

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.

Unique Dome | Glamping | Hot Tub | Surrey | Adults
Olive Pod, is a the ultimate cozy, private picturesque geo dome home. Located on a fruit farm in Surrey, in its own private field hidden behind tall fir trees with no other pods or tents! Olive Pod has become a firm favourite adults only retreat with guests booking for proposals, anniversary's, birthdays and honeymoons - we can also decorate the place for your arrival ✨ Olive Pod is the ultimate escape to unwind and recharge in a tranquil natural setting. Perfect for couples or friends.

"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.

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!

Lotus Car Spa & Horse Hut
Yes, that is a hot tub in a Lotus Elan! On the outskirts of Medstead village, in the corner of a field where shire horses once roamed, you’ll find a tiny home like no other. Once hauled to and fro for Polo and Shire shows, The Horse Hut has been lovingly transformed into a luxury holiday stay—while maintaining its horsey heritage. Whether you're soaking in the Lotus Spa or sitting back on the verandah, take in the beautiful vista of the Hampshire countryside and Hattingley Valley.

Historic 16th Century thatched cottage, Hampshire
Right in the middle of Jane Austen country, this famous chocolate box 16th Century Grade II listed cottage, the oldest house in the village, is chocca-block full of history. It was home to the Archbishop of Canterbury, Queen Victoria's right-hand man, who not only christened and crowned the Queen but then went on to marry her Prince Albert. Set in the a picture-perfect Hampshire village full of thatched cottages and surrounded by gorgeous walks it is the perfect country retreat!

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.

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!

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.
Popular amenities for Headley holiday rentals
Other great holiday rentals in Headley

Eclectic Hilltop Retreat · Panoramic Balcony Views

Forest Cabin & IR Sauna near Goodwood & Cowdray

Owl Tree Cottage with access to Alice Holt

The Galloping Glamper - Luxury Campervan

The Stables, Pitlands Barns

Couples•walkers•wildlife haven•enclosed garden

Cosy/Private Studio Annexe, Hampshire Countryside

Wisteria Studio: rural retreat with private patio
Destinations to explore
- Paddington
- Big Ben
- British Museum
- London Bridge
- Covent Garden
- Marble Arch
- Buckingham Palace
- St Pancras International
- Hampstead Heath
- Natural History Museum
- Tottenham Court Road
- Kings Cross
- The O2
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- New Forest National Park
- Russell Square
- Olympia Events
- Camden Market




