Holiday houses in Boars Head

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Top-rated holiday rentals in Boars Head

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Top Guest favourite
A shepherd’s hut is positioned in a grassy area, with wide doors open to the exterior. An alpaca is seen grazing on the lawn, surrounded by lush greenery under a clear blue sky. Outdoor seating is visible nearby, inviting relaxation in nature.
Shepherd’s hut in East Sussex
5 out of 5 average rating, 110 reviews

The Woolly Retreat - Alpaca Shepherds Hut.

Nestled in a secluded Alpaca field in the heart of the enchanting Ashdown Forest lies a cosy, new Shepherd’s Hut in the idyllic village of Hartfield, famous for its connection to Winnie the Pooh and his timeless adventures. Surrounded by Alpacas which you can feed , this charming retreat offers a perfect blend of rustic luxury & nature. Whether you're looking for a romantic getaway, or just a relaxing weekend immersed in nature, our shepherd's hut is the place to unwind, recharge and reconnect.

Top Guest favourite
A comfortable sleeping area features a king bed with dark throw blankets and decorative pillows. Flanking bedside tables hold stylish lamps. Artwork adorns the walls, while a small window allows natural light to enter, providing a view of the outdoor greenery.
Guesthouse in East Sussex
4.94 out of 5 average rating, 101 reviews

Double room in detached annex

Self contained double room in our detached garden annex with private off road parking and EV charging nearby. Equipped with a king bed, TV, waterfall shower and separate WC, hair dryer, kettle and mini fridge. Outside space with table and chairs for al fresco dining! Located close to the Ashdown Forest with plenty of country walks. We are a 15 minute drive from Royal Tunbridge Wells and an hour from London and the East Sussex coast. We are on hand in the main house for your convenience.

Guest favourite
A frost-covered lawn is framed by a wooden fence, leading to a view of two charming houses nestled among trees. The scene is set under a clear blue sky, with colorful autumn foliage enhancing the landscape.
Cottage in East Sussex
4.96 out of 5 average rating, 184 reviews

The Cottage, Dovedale Farm, Crowborough, TN6 1UT

This beautifully presented two bedroom detached cottage is situated within close proximity of Crowborough Town Centre and approximately 7 miles from the vibrant heart of Tunbridge Wells with popular shops, bars and restaurants. This characterful property is set amongst 4 acres of mature landscaped gardens which encompasses a private fishing lake. Along with 2 double bedrooms, this separate annex also comprises its own courtyard garden, ample parking as well as stunning views of the garden.

Guest favourite
The charming exterior of the cottage is framed by leafy trees. Wooden cladding and a rustic red roof complement a central wooden door. Flanking the entrance are large windows, while potted plants add greenery to the welcoming entryway. A wooden bench provides a seating area.
Cottage in Rotherfield
4.95 out of 5 average rating, 165 reviews

Delightful cottage in High Weald farm setting

The Old Kennel is in the High Weald AONB. A delightful self contained cottage set next to the farmhouse (shared drive). The charm here is the tranquillity of the countryside surroundings on our working beef farm. Set apart from the workings of the farm to allow quiet enjoyment. With glorious morning to early evening sun the garden benefits also from shade if needed. The space is ideal for a couple. A mezzanine for 2 children, steep access & restricted height, suitable only for some.

Guest favourite
The exterior of The Hideout is visible, showcasing large glass doors that provide a view of the interior. Surrounded by lush greenery, the space is framed by vibrant flowers and plants, highlighting its connection to nature. The wooden structure features a sloped roof, blending with the environment.
Cottage in East Sussex
4.92 out of 5 average rating, 279 reviews

The Hideout - in the heart of Ashdown Forest

The Hideout is located down a private drive, well off the road and right on Ashdown Forest. We are a five minute walk from Gills Lap which is a central walking hub on the forest. Dogs are welcome and there is a secure, enclosed courtyard garden. You can walk for miles from the gate and we provide maps and walking suggestions. Forest Row, a ten minute drive, provides good shops, restaurants and cafes. There is a great local pub, The Hatch Inn, which is walkable during daylight hours.

Top Guest favourite
Place to stay in Wadhurst
4.99 out of 5 average rating, 592 reviews

Luxury architectural retreat/ East Sussex views

Oliveswood barn a self contained contemporary Architect designed Barn is a luxurious couples retreat, a detached structure surrounded by beautiful AONB countryside with outstanding views. Dog friendly. Close to many famous houses and gardens ,Sissinghurst Castle, Great Dixter, Chartwell, Batemans and Scotney Castle. The Spa town of Royal Tunbridge Wells is a 20 minute drive away. Wadhurst our nearest village has 2 small supermarkets, great butcher, deli, 2 pubs and takeaways.

Top Guest favourite
A charming shepherd's hut is depicted with a rustic grey exterior. A wooden deck with seating overlooks the garden, featuring orange armchairs and a parasol providing shade. Lush green grass surrounds the hut, with colorful flowers adding softness to the tranquil outdoor space.
Shepherd’s hut in Frant
5 out of 5 average rating, 214 reviews

Idyllic Shepherd's hut in a quiet secluded meadow

Cozy inside and with gorgeous views outside, if that sounds like a splendid mix, then set off for the high-weald area of outstanding natural beauty and a self-catering stay at Gabriel's Rest, a gorgeous little shepherd's hut set in a peaceful and tranquil corner of a Sussex meadow with its own little garden. This idyllic retreat is set at Pococksgate Farm. It's all very peaceful here, and a relaxing place to just chill out all by yourselves with no one else around you.

Guest favourite
A wooden gate made of weathered timber opens to a gravel pathway, bordered by greenery. Beyond, rolling hills and trees are visible under a clear blue sky, creating a serene countryside atmosphere.
Barn in Friar's Gate
4.97 out of 5 average rating, 215 reviews

The Annex in the beautiful Ashdown Forest

The Annex, a luxury self contained barn studio conversion is located in Ashdown Forest. With a high quality en suite thermostatic power shower, and secure private parking area, The Annex offers an extremely high standard of countryside living. With a luxurious sofa bed, single pull out bed and sumptuous White Company bed linen and towels, there is everything you need to immerse yourself in a calm environment, exuding interior designed soft furnishings.

Top Guest favourite
An inviting dining area features a round table surrounded by four white chairs. A decorative bowl is placed at the center of the table. Natural light floods the space through large windows and a skylight, reflecting on the rich wooden flooring.
Cabin in Crowborough
4.95 out of 5 average rating, 391 reviews

“Beautiful and cosy” converted barn

We are offering a beautifully converted barn, in a secluded spot about 150m from our house, at the bottom of the garden. There are two bedrooms and two bathrooms. We are happy to welcome a well-behaved dog. We are in the Wealden Area of Outstanding Natural Beauty, on the edge of the Ashdown Forest - Winnie the Pooh territory - and within easy travelling distance of Tunbridge Wells, Eastbourne, Glyndebourne, Lewes, Brighton and London.

Top Guest favourite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 339 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Top Guest favourite
The exterior of a single-story annex features a warm wooden front door framed by rows of windows. Brickwork complements the natural landscaping, which includes flowering shrubs and a variety of greenery. A small bench sits beside the entrance, inviting relaxation.
Guest suite in Langton Green
4.95 out of 5 average rating, 391 reviews

Little Stonewall’s Guest Suite

A newly refurbished self-contained annex in the heart of Langton Green. Available for short stays and longer lets (1 / 2 / 3 months). Village green and popular countryside pub a mere 400 metres away, this is an ideal location for a countryside getaway. And with Royal Tunbridge Wells’ shops and restaurants 2.5 miles away, you really will be able to experience the best the area has to offer. Parking available on site.

Top Guest favourite
A summer house is set amidst lush greenery, featuring large windows that invite natural light. A small patio area is visible, adorned with a table. The structure is surrounded by trees, creating a serene natural setting.
Tiny home in Goudhurst
4.93 out of 5 average rating, 245 reviews

Summer House

Set in a picturesque village with miles of country walks, this detached Summer House is located just a few minutes walk from the village centre where you will find a local pub, tea rooms and village store. From its position you will enjoy beautiful views of rolling countryside and access to various walks on your doorstep. There are several National Trust places close by like Sissinghurst and Scotney Castle.

Popular amenities for Boars Head holiday rentals

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  3. England
  4. East Sussex
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