Holiday houses in Chelwood Gate

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Top-rated holiday rentals in Chelwood Gate

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Guest favourite
Shepherd’s hut in East Sussex
4.99 out of 5 average rating, 149 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 patio area is visible with table and bench seating, where two people are dining. Surrounding them, various alpacas graze in the meadow, with lush greenery and trees in the background. The wooden structure of The Lodge provides a rustic backdrop to the serene scene.
Farm stay in East Sussex
4.97 out of 5 average rating, 116 reviews

The Lodge at Spring Farm Alpacas

"The Lodge" is a beautifully finished self contained holiday let in the middle of a working alpaca farm with over 100 alpacas and llamas grazing in wildflower meadows surrounding The Lodge. The Lodge is fully equipped with modern facilities. Tastefully decorated, fully insulated and centrally heated, The Lodge is perfect for peace and tranquillity whilst maintaining every creature comfort. We have also added a patio with table and bench seating to better appreciate the surroundings and alpacas!

Guest favourite
An outdoor hot tub is situated on a wooden deck, surrounded by lush greenery. A seating area with a light-colored chair offers a comfortable spot to relax. Large sliding glass doors lead into the retreat, allowing for seamless indoor-outdoor access.
Shepherd’s hut in Chessington
4.99 out of 5 average rating, 187 reviews

Lavish Retreat & Champagne 30mins Taxi from London

The Little Touch of Grey, provides an electric ambiance and the perfect setting for the elite of mind, who wants to reward both themselves and their partner. We are proud to share the latest addition to our portfolio with those who appreciate of all things bespoke. Included are; a complimentary bottle of Champagne, indoor & outdoor Jacuzzi, underfloor heating, sound system and salacious yet tasteful surprises throughout. For special occasions, use our secret compartment to add to your surprise.

Top Guest favourite
A sunny view of the property surrounded by lush greenery and vibrant shrubs. The gravel driveway leads to the barn, framed by well-maintained grass. A seating area with minimalistic chairs sits on the lawn, inviting relaxation amid a serene natural setting.
Barn in Nutley
4.98 out of 5 average rating, 211 reviews

Rural Retreat on the Ashdown Forest

THE FOREST MALTHOUSE on the Ashdown Forest is a luxurious, spacious, detached, 1 bedroom, converted barn dating from 1822 with wonderful views over the forest. The Vaulted Oak Framed barn offers guests an extremely high standard of countryside self-catering accommodation with endless walks on your doorstep & a large, open plan kitchen & living/dining room. In a quiet, rural setting, with secure gated parking it's an ideal base for walking, cycling, fishing, bird watching or simply relaxing.

Guest favourite
Barn in Hellingly
4.92 out of 5 average rating, 217 reviews

The Barn, Hot tub, projector, Fire Pit, Pizza oven

Our Grade ll Barn is in a quiet countryside spot within driving distance of Eastbourne, Tunbridge Wells, Brighton and Hastings. This unique place has a style all of its own. A spacious home for a romantic getaway or a weekend adventure exploring the local beaches, walks & golf clubs The Barn is equipped with a hot tub, outdoor cinema screen, Ooni pizza oven, firepit/BBQ. We have a driveway which has space for two cars directly outside. *Please note our place is NOT suitable for children.

Top Guest favourite
Tiny home in Furner's Green
4.95 out of 5 average rating, 147 reviews

Romantic American School Bus Meadow Escape+Hot Tub

As seen on Discovery+ & QuestTV! Stay in a quirky American school bus in a private Sussex meadow with a hot tub and countryside views. Perfect for couples seeking quirky, high-end glamping with your own space. Inside: cosy double bed, ensuite, full kitchen (Nespresso + pods), Wi-Fi, and heating. Outside: firepit, BBQ, hammock, and private hot tub. Nearby: Bluebell Vineyard, Ashdown Forest, alpaca walks, pubs, and gelato. A unique hideaway - birthdays, anniversaries, or just a cosy escape.

Top Guest favourite
Guesthouse in Haywards Heath
4.94 out of 5 average rating, 224 reviews

Winter retreat - sauna, cold plunge pond & hot tub

Spa with hot tub and sauna all heated via a log burner for the ultimate retreat break. Guest house in large gardens, king sized bed, small kitchen and en-suite. Many local attractions near Brighton Gatwick Airport and the South Downs! Pull out double sofa bed, works well for smaller family’s. Stunning 25 meter swimming pond, water is crystal clear. Large deck and sun-loungers by the swimming pond. We use the garden too, it’s part of our home but there is plenty of opportunity for privacy.

Top Guest favourite
A cozy lounge area is showcased, featuring a flat-screen television mounted on the wall. A wooden mantelpiece with candles and decorative items enhances the space, while a comfortable armchair and a soft beige sofa invite relaxation. Warm wooden flooring and a jute area rug complete the inviting setting.
Cottage in Ardingly
4.94 out of 5 average rating, 328 reviews

Ardingly Cottage for Gatwick Brighton & London

The Cottage is a delightful property in the heart of the Sussex countryside. Situated in the village of Ardingly the property is located in the centre of the village. Guests can use one bedroom and have exclusive use of the rest of the cottage which benefits from its own private garden and patio area. The cottage is 20 minutes from Gatwick and 10 minutes from Haywards Heath Railway Station. Local attractions include the South of England Showground, Wakehurst Place & The Bluebell Railway.

Top Guest favourite
The entrance area features a private courtyard with a set of metal bistro chairs and a small table. Lush greenery decorates the space, with potted plants placed around the outdoor area. The inviting door leads into the cozy retreat.
Cottage in Duddleswell
4.98 out of 5 average rating, 309 reviews

Hundred Acre Studio, an Ashdown Forest retreat

Hundred Acre Studio is a charming retreat down a private track on the Ashdown Forest. In the heart of Winnie the Pooh country, it is a perfect base for exploring the many pubs, beautiful walks, vineyards, heritage railway, and National Trust properties in the area. Close to the South Downs and the coast, as well as nearby Tunbridge Wells with its historic old town and weekly summer jazz nights. It is the ideal country getaway; private, quiet, and with everything you need for a break.

Guest favourite
The exterior of a brick building is showcased, featuring two sets of large windows adorned with shutters. A gravel driveway is visible, bordered by flowering plants. The entrance is framed by potted greenery, contributing to a serene and welcoming atmosphere.
Guest suite in Danehill
4.93 out of 5 average rating, 310 reviews

Country lovers studio with separate access

Hindleap studio is a ground floor bed sitting room with en-suite shower room and kitchenette. Private off-street parking. Located in an Area of Outstanding Natural Beauty, the quiet setting is a short stroll to our local pub which serves great food. With plenty of local walks and visitor attractions nearby such as steam railways, vineyards, national trust properties and quaint villages. Own transport is needed, although the local bus connects to Haywards Heath and East Grinstead.

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, 117 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.

Top Guest favourite
A bright living area is highlighted by a modern white dining table surrounded by four chairs. Light wood flooring complements the staircase, which leads to the upper level. A cozy seating area and a glass display case add to the inviting ambiance.
Guesthouse in Nutley
4.96 out of 5 average rating, 102 reviews

The Old Stables, Dovecote Farm

The Old Stables is a self contained two bedroom, detached annexe with direct access to the Ashdown Forest. A perfect place to stay while discovering the Forest and all its' walks, including Pooh Sticks Bridge, Friends Clump and all the other locations in the Winnie the Pooh books. The Old Stables is self catering, with a small kitchenette with microwave, two pan hob, fridge and coffee machine. If required we are able to provide a welcome pack of essentials at an extra cost.

Popular amenities for Chelwood Gate holiday rentals

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  2. United Kingdom
  3. England
  4. East Sussex
  5. Chelwood Gate