Holiday rentals in Upper Hartfield

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Top-rated holiday rentals in Upper Hartfield

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Guest favourite
An aerial view of a country house surrounded by lush greenery and rolling hills. The property is nestled within extensive woodland, showcasing a harmonious blend of nature and architecture. Fields stretch into the distance, indicating a tranquil rural setting.
Home in East Sussex
4.84 out of 5 average rating, 157 reviews

Country Home on Ashdown Forest

(100th birthday of Winnie the Pooh very close to AA Milne's home & Pooh Bridge.) A Detached Rustic Arts & Crafts Country House built in 1928. Spacious bedrooms & 2 extensive reception spaces & large open-plan kitchen/diner/breakfast space. Acres of extremely private and tranquil Bluebell woodland & lawns in a peaceful and private wildlife location. Ideal for modest reunions and small groups, quiet getaways, walking, cycling & nearby country pubs. Near vibrant Forest Row & Royal Tunbridge Wells.

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
4.98 out of 5 average rating, 171 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 large, weeping willow tree stands in a lush green lawn, providing shade. The expansive views of rolling fields and scattered trees extend into the distance, under a cloudy sky that hints at a peaceful countryside atmosphere.
Flat in Forest Row
4.97 out of 5 average rating, 175 reviews

The View @ Heasmans

Newly converted apartment in a stunning Sussex house on the edge of Ashdown Forest with far reaching views over it. Self contained one bedroom space with large sitting room/kitchen and direct access onto beautiful gardens. Tunbridge Wells 15 mins, Gatwick and Lewes only 30mins away yet completely peaceful tucked away in secluded countryside. Forest Row is a lively village with many places to eat, drink and shop, from organic greengrocers to boutiques. Many excellent country pubs nearby too.

Top guest favourite
Home in Edenbridge
4.98 out of 5 average rating, 119 reviews

Taylour House - Historic, unique, yet modern

Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.

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, 198 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.

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.
Guest house in East Sussex
4.95 out of 5 average rating, 139 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
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, 303 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
A comfortable living area features a light grey sofa with green accent pillows facing a wall-mounted television. Two stylish floor lamps stand next to the windows, which provide views of the surrounding nature. The wood flooring complements the earthy tones of the brick wall.
Barn in East Sussex
4.94 out of 5 average rating, 127 reviews

Entire converted stone coach house

The Coach House is a newly converted, open plan space with very good internet connection in tranquil wooded location on the edge of the Ashdown Forest. It is adjacent to, but detached from the main house Fairstowe and is ideally suited for family occupancy or a couple. Guests have the freedom of having sole occupancy. A 2nd bedroom can be created by closing a multifold door where a single regular bed is provided for one guest and a single fold-out bed is available for a second.

Guest favourite
Cottage in East Sussex
4.72 out of 5 average rating, 238 reviews

Cosy country hideaway near Ashdown Forest

Escape to a peaceful country hideaway beside Ashdown Forest. Set within a private wing of our characterful stable cottage, the guest accommodation has its own entrance and includes a double bedroom, private lounge, kitchenette and shower room, all for your exclusive use. Woodland walks begin nearby, with Hartfield, Pooh Corner and traditional country pubs a short drive away. Free parking and self check-in make it an easy base for a quiet Sussex break.

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, 219 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
A traditional house surrounded by a well-maintained garden, featuring colorful blooming daffodils and lush green grass. Trees provide a natural frame, and a clear blue sky can be seen above, enhancing the tranquil outdoor setting.
Guest suite in East Grinstead
4.88 out of 5 average rating, 371 reviews

In the Heart of Beautiful Sussex

NEWLY REFURBISHED. The annexe is a self contained bright studio of roughly 25 square meters with its private and secure entrance, close to the main house, so we are not far away for help and advice. We are situated in a very beautiful spot of Sussex, 10 minutes to Ashdown Forest and only 20 minutes from Gatwick. We are 3 miles away from the center of the charming market town of East Grinstead. Unfortunately there is no public transport close to us.

Superhost
The cottage features a traditional two-story design with a charming thatched roof and black timber framing. Lush greenery surrounds the property, while a well-maintained garden showcases colorful flower beds and an expansive lawn, inviting relaxation and outdoor exploration.
Home in East Sussex
4.99 out of 5 average rating, 101 reviews

Beautiful Countryside Cottage

Perfectly presented picture postcard cottage, on the edge of the Ashdown Forest, the inspiration for the Winnie-The-Pooh books and 3 minutes drive to the historic village of Hartfield for the village store, Pooh Corner tea rooms, pubs and farm shop. This is a great location to explore the Kent & Sussex countryside. The spa town of Royal Tunbridge Wells is a 20 minute drive and only 45 minutes to the South Coast. We are family friendly.

Popular amenities for Upper Hartfield holiday rentals