Vacation rentals in Duddleswell

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Top-rated vacation rentals in Duddleswell

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Guest favorite

Guesthouse in East Sussex

4.83 out of 5 average rating, 140 reviews

Modern barn in the heart of the Ashdown Forest

Our spacious 2 bedroom barn is situated in the heart of the Ashdown Forest and is a perfect base for a walking break. Seek out the locations of Pooh's adventures in AA Milne's books or explore the beautiful South Downs, a short drive away. Our barn is situated within the grounds of our family house. A maximum of two well behaved dogs are allowed. Please be aware we have sheep and other farm animals onsite so dogs must be kept under control at all times. EV charger available at extra cost

Jul 17 – 24

G$31,257 GYD per night

Guest favorite

Cabin in East Sussex

4.86 out of 5 average rating, 344 reviews

Forest Den

Welcome to The Forest Den set in almost 1 and a half acres 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!

Sep 27 – Oct 4

G$21,908 GYD per night

Guest favorite

Barn in Nutley

4.97 out of 5 average rating, 144 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.

Aug 29 – Sep 5

G$34,841 GYD per night

Guest favorite

Cottage in East Sussex

4.95 out of 5 average rating, 129 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.

Aug 13 – 20

G$37,809 GYD per night

Guest favorite

Home in Maresfield

4.92 out of 5 average rating, 145 reviews

Finches.

Great secluded country get-away destination. Attached annexe with own private entrance. Accommodates 5. Ideal for relaxing weekend. Quiet work space with excellent wifi. Delightful large garden/patio setting overlooking fields. Easy access for car or camper van with ample parking just outside rooms. Close to many hotel function venues. Sussex National Golf, Glyndebourne, Charleston, Ashdown Forest. Ideally situated for exploring East Sussex. Local mainline station to central London.

Nov 7 – 14

G$27,260 GYD per night

Guest favorite

Barn in Ashdown Forest

4.95 out of 5 average rating, 107 reviews

Delightful cosy country cottage in Ashdown Forest

Spring Farm Cottage offers you a relaxing cosy retreat, with secure gated parking, set in beautiful surroundings in the Ashdown Forest's 6500 acres- an area of outstanding natural beauty with amazing heathland views, endless walks, ideal for nature lovers and bird watchers. The cottage is luxuriously fitted with everything you need for a comfortable and relaxing stay. A welcome pack of semi-skimmed milk (or your choice) juice, various teas, coffee and cereals and snacks will be provided.

Jul 24 – 31

G$31,482 GYD per night

Guest favorite

Guest suite in East Sussex

4.95 out of 5 average rating, 104 reviews

One bedroom Annex with private entrance & patio

This listing is a recently refurbished annex attached to the side of the main property. It comes with a private entrance, bathroom, patio outdoor seating area and small kitchenette including a microwave, kettle, toaster and full crockery set. There is also a small fridge too. Tea and coffee is provided with fresh milk and bottled water. Fruit juices are also provided. Only a 5 minute walk to Crowborough town, the location is perfect and also situated on the outskirts of Ashdown forest.

Sep 15 – 22

G$24,461 GYD per night

Guest favorite

Cottage in Duddleswell

4.99 out of 5 average rating, 240 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.

Sep 27 – Oct 4

G$23,185 GYD per night

Guest favorite

Cottage in East Sussex

4.91 out of 5 average rating, 191 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.

Jul 26 – Aug 2

G$30,215 GYD per night

Guest favorite

Tiny home in Buxted

4.99 out of 5 average rating, 345 reviews

Idyllic and Secluded Lakeside Lodge

Reconnect with nature at this unforgettable escape. Taylor’s Lodge is set in beautiful surroundings overlooking a private lake. We have ducks, chickens, two cats and a friendly dog. Enjoy feeding the fish, you might even see the heron on his daily visit! No fishing please. We are set in 4 acres with beautiful walks to Buxted Park, Ashdown Forest. There are two pubs within a short walk, both excellent food. Our lodge is fitted out to provide a comfortable stay with nature in abundance.

Aug 17 – 24

G$35,652 GYD per night

Guest favorite

Guest suite in Danehill

4.95 out of 5 average rating, 207 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.

Sep 2 – 9

G$14,786 GYD per night

Guest favorite

Guesthouse in Buxted

4.96 out of 5 average rating, 676 reviews

Stunning Studio Barn, Buxted

Our chalet-inspired studio barn, with vaulted ceilings and oak beams, is light and airy in the summer and beautifully warm and cosy in the winter, with underfloor heating throughout. It is completely self-contained, with a separate entrance from the adjacent family house. With a sumptuous superking bed (or two twins), sofa bed, unlimited fast WiFi and HDTV, you are assured of a relaxing and welcoming stay in a family-friendly setting in the East Sussex countryside.

Oct 13 – 20

G$29,352 GYD per night