Holiday houses in Headley

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Top-rated holiday rentals in Headley

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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, 147 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.

Guest favourite
The exterior of The Old Bakery showcases a charming blend of wood and glass. Lush, round topiary trees are neatly arranged in decorative pots along a gravel path, with sunlight illuminating the scene under a clear blue sky.
Cottage in Haslemere
4.94 out of 5 average rating, 737 reviews

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.

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, 412 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
The entrance of the cabin is framed by greenery, featuring a wooden door flanked by two small potted plants. Two chairs are positioned on a stone patio, providing a welcoming outdoor space. A small sign reads 'Kwet Cabin' above the door.
Tiny home in Headley
4.89 out of 5 average rating, 254 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
A group of friendly alpacas roams in a grassy paddock surrounded by trees with fallen leaves. The handmade Shepherds Hut stands in the background, providing a charming retreat amidst nature.
Shepherd’s hut in Passfield
5 out of 5 average rating, 403 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!

Guest favourite
A stylish living area features a light-colored sofa adorned with patterned cushions. Two armchairs are positioned nearby, and a rustic coffee table holds magazines and a floral arrangement. The kitchen cabinetry, painted in a soft green, complements the space, while natural light enters through two windows.
Barn in Passfield
4.91 out of 5 average rating, 103 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
A charming wooden structure is surrounded by lush greenery, set on a spacious, well-maintained lawn. The sky is partly cloudy, illuminating the natural landscape. A private hot tub is situated nearby, enhancing the secluded atmosphere of this tranquil retreat.
Shepherd’s hut in Headley
5 out of 5 average rating, 214 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
A light-filled studio space features a spacious bed draped in a white coverlet and a cozy seating area with a soft couch and coffee table. A large window allows natural light to brighten the room, complemented by a wall-mounted television.
Condo in Hampshire
4.97 out of 5 average rating, 249 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.

Top Guest favourite
A bright and airy interior features a spacious bed draped in a light blue blanket, with decorative pillows. Large windows let in natural light, while a small dining area and kitchenette are visible in the background. Wood beams create an inviting atmosphere.
Barn in Rogate
4.98 out of 5 average rating, 315 reviews

Stunning Cabin with incredible views near Goodwood

The Cabin replaced our old tumbledown sheds. It is completely separate from the main dwelling and has far reaching views to the South Downs. There is one Super King bed in the main area (which can be separated into two single beds) and in the mezzanine, there are two single beds which can be pushed together to become a double. Goodwood (Racing), Midhurst (Polo), Chichester (theatre), South Downs Way (walking / mountain biking) are all within easy reach.

Superhost
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.
Guesthouse in Oakhanger
4.84 out of 5 average rating, 416 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.

Top Guest favourite
A lush garden is depicted with vibrant flowers in various colors, complemented by green foliage. Rolling hills covered in trees are visible in the distance under a clear blue sky, creating a serene backdrop that enhances the natural beauty of the semi-rural location.
Guest suite in Surrey
4.98 out of 5 average rating, 360 reviews

One Bed Country Hideaway in AONB

Because of the Coronavirus outbreak, in addition to our normal high standard of CLEANING, we DISINFECT the Annex after every stay. We also provide cleaning supplies for guests use. Lovely self contained 1 bedroomed annex with own entrance and small outside space with table and chair. Welcome pack. Semi-rural location in AONB within easy access to public transport restaurants and towns by car. Not suitable for on road cycling. A car is essential.

Guest favourite
A charming wooden cabin is framed by lush greenery and colorful flowering plants. The exterior features large glass doors, while a swing hangs gently from the tree. Diverse plant life in the foreground contributes to a serene garden setting.
Cabin in Hindhead
4.97 out of 5 average rating, 230 reviews

Oak Tree Retreat

Nestled between two treasures of the National Trust, the Devil's Punchbowl and Golden Valley (a designated Area of Outstanding Natural Beauty), this quirky cabin is the perfect place to get out in nature—or to simply relax in a cosy cottage garden and soak in the wood-fired hot-tub. The owner's passions for gardening and woodwork are on full display in the hand-built, self-contained studio retreat. We hope you love it as much as we do.

Popular amenities for Headley holiday rentals

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