Holiday rentals in Upper Hartfield

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Upper Hartfield

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1

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

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.

4.84 out of 5 average rating, 158 reviews

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

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.

4.98 out of 5 average rating, 172 reviews

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

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.

4.97 out of 5 average rating, 175 reviews

Top guest favourite

Home in Edenbridge

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.

4.98 out of 5 average rating, 119 reviews

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

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.

4.96 out of 5 average rating, 198 reviews

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

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.

4.92 out of 5 average rating, 304 reviews

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

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.

4.94 out of 5 average rating, 127 reviews

Guest favourite

A charming stone cottage is shown with a sloped roof and light blue window frames. Neatly trimmed hedges and small conifer trees are visible in the garden area, contributing to the inviting outdoor space. A wooden door serves as the main entrance.

Tiny home in Kent

The Old Apple Store

A lovely renovated old apple store in Kent. Featuring a pretty double bedroom and mezzanine floor with futon. Guests have their own garden to enjoy in the summer or a wood burner inside to cosy up to in winter. Situated in the countryside, a short drive to Tunbridge Wells. There are a huge range of activities and sights nearby including the lovely Penshurst Place. There are also so many fantastic places to eat and drink giving guests a lot of options to keep busy.

4.9 out of 5 average rating, 165 reviews

Top guest favourite

Cottage in East Sussex

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.

4.72 out of 5 average rating, 239 reviews

Top guest favourite

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

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.

4.99 out of 5 average rating, 101 reviews

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

“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.

4.95 out of 5 average rating, 425 reviews

Top guest favourite

A spacious garden is depicted, featuring well-maintained grass and clusters of vibrant yellow daffodils in bloom. A white building with multiple windows is visible, surrounded by trees and dense shrubs, creating a peaceful outdoor environment.

Flat in Upper Hartfield

Self-contained studio close to Pooh Bridge

Lovely light 1st floor studio flat. Totally self contained with off road parking. Very comfortable king size bed, large living space, kitchen (with fridge & cooker, kettle, toaster), shower/loo and TV. About 500m from both Pooh Bridge as well as an excellent pub. Tea, coffee etc plus welcome pack of cereals, bread, milk and butter will be awaiting your arrival. Use of garden area. Friendly host with equally friendly spaniel.

4.94 out of 5 average rating, 162 reviews