Vacation rentals in Chelwood Gate

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Top-rated vacation rentals in Chelwood Gate

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Top guest favorite
A charming outdoor area features light wooden seating arranged near potted plants. The backdrop showcases a brick wall with rounded arches and decorative elements, complemented by well-maintained greenery. Soft sunlight illuminates the space, enhancing the tranquil atmosphere.
Tiny home in Rotherfield
4.95 out of 5 average rating, 113 reviews

The Orangery, Organic Vineyard stay with pool.

The Orangery is a studio space situated at Coes Farm an organic vineyard and orchard making natural wines and ciders and 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. We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Top guest favorite
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, 209 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 favorite
Rooftop space is equipped with a circular hot tub and several wooden chairs with cushions. Soft lighting from string lights creates a relaxed ambiance, while the surrounding trees and open field provide a natural backdrop.
Tiny home in Furner's Green
4.88 out of 5 average rating, 116 reviews

Delightful Double Decker Bus with Hot Tub sleeps 4

Unique Stay in a fabulous converted DOUBLE DECKER BUS! Unwind in the rooftop Hot Tub after a day of wandering the Bluebell Woods, playing Crazy Golf on site, exploring the nearby Ashdown Forest or the local Vineyard for Wine Tasting or enjoying the onsite Ice Cream parlour. The bus boasts a super comfy double bed downstairs and European sized bunks up top! Heating upstairs & Down, as well as heated blankets to keep it nice and cozy in the colder months! Over 16s ONLY June through August

Top guest favorite
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 favorite
Guesthouse in Haywards Heath
4.94 out of 5 average rating, 221 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 favorite
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.

Top guest favorite
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, 291 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.

Guest favorite
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, 309 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.

Top guest favorite
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.

Guest favorite
Three friendly alpacas are positioned in a lush green field, basking in the sunlight. The animals exhibit varying fur colors: one is black, another is light brown, and the third is white. Surrounding trees and hedges create a natural backdrop.
Cabin in East Sussex
4.9 out of 5 average rating, 528 reviews

The Forest Den

Welcome to The Forest Den which has just been beautifully renovated offering a chic rural retreat. Forest Den is probably the closest accommodation to Pooh sticks bridge and set in the Heart of the Ashdown Forest with direct access into the famous 100 Acre Wood from AA Milne's Winnie the Pooh! Forest Den is a super cosy rural retreat offering a get away from it all lodge at the same time as offering all the creature comforts for a break. New for 2022… Alpacas!

Guest favorite
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Chessington
4.98 out of 5 average rating, 355 reviews

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Guest favorite
Cabin in Crowborough
4.95 out of 5 average rating, 409 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.

Popular amenities for Chelwood Gate vacation rentals

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