
Vacation rentals in Headley
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Top-rated vacation rentals in Headley
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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.

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.

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.

The Pigsty
The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

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.

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.

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 Glade at Ladyhill Vineyard near Winchester
Nestled on the edge of an ancient wood in South Downs National Park and with fantastic views over Ladyhill Vineyard and the Hampshire countryside The Glade has a cosy A-Frame to grab a good night sleep, a separate shower room with flushable loo to keep you fresh and a kitchen equip-for-easy glamping. Relax and admire the views, BBQ on the fire pit, spot deer and hare or stroll down the river Itchen to The Bush gastro pub. You’ll return home totally refreshed!
Popular amenities for Headley vacation rentals
Other great vacation rentals in Headley

There's Barn Cottage,

The Barn

Little Calluna

Forest Cabin & IR Sauna near Goodwood & Cowdray

Secluded Woodland Cabin with Outdoor Bath

16th c. Tithe Barn - come & enjoy the East Wing

Charming Guest House in idyllic rural location

Couples•Walkers•Wildlife Haven•Badger Watching
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