Cottage vacation rentals in Wealden District

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Top-rated cottage rentals in Wealden District

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Guest favorite

Cottage in Mayfield

5.0 out of 5 average rating, 123 reviews

Beautiful cottage in lovely setting

Set in the beautiful rolling East Sussex countryside, in a designated AONB, Winters Farm Cottage is a lovely retreat. Originally the stable block for Winters Farm, the cottage has been sympathetically converted retaining some original features and stylishly modernised. With outstanding views from the cosy interior we are sure you will have a wonderful break in this peaceful cottage. The cottage is detached, self contained & set away from the owners house with direct access to public footpaths.

Dec 20 – 27

G$38,130 GYD per night

Guest favorite

Cottage in Sandhurst

5.0 out of 5 average rating, 325 reviews

Cosy Cottage with Woodburner & Countryside Views.

Cowbeach Cottage is Grade II listed and has been lovingly restored to a high standard. It features a wealth of old oak beams and an inglenook fireplace with a cosy wood burning stove. It is tastefully decorated throughout to provide a relaxing space. The bespoke oak staircase leads to a beautiful vaulted bedroom with views across the Kent countryside. The cottage benefits from a private south facing garden and patio. It is ideally situated to explore the many National Trust properties close by.

Nov 26 – Dec 3

G$29,633 GYD per night

Guest favorite

Cottage in East Sussex

4.93 out of 5 average rating, 163 reviews

The Annex at Buttons Farm

The Annex is an elegant, spacious property in a beautiful rural setting. It is perfectly located for exploring Kent & Sussex with many wonderful attractions and activities close by. A short drive to Wadhurst station is perfect for day trips up to London, only a 1 hour journey. Wadhurst village, voted as the best place to live in the UK 2023, is a few minutes drive away. The rooms are large and spacious, perfect for couples or families. Small, well behaved dogs are welcome for an additional fee.

Jan 20 – 27

G$35,778 GYD per night

Guest favorite

Cottage in East Sussex

4.95 out of 5 average rating, 132 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.

Oct 8 – 15

G$38,551 GYD per night

Guest favorite

Cottage in Cross in Hand

4.88 out of 5 average rating, 145 reviews

Cosy period cottage in the Sussex Countryside

Situated on a leafy country road within easy reach of local shops, cafes, takeaways, country pubs, public footpaths and public transport this cosy period cottage is full of character. Guests can reach Brighton and Eastbourne in 40 minutes, Tunbridge Wells, Glyndebourne and Lewes in under 25 minutes. There are several golf courses and fishing lakes nearby. This cottage is perfect for couples or a small family. The price listed is for double occupancy. Additional guests are charged extra.

Mar 15 – 22

G$29,988 GYD per night

Guest favorite

Cottage in Rotherfield

4.96 out of 5 average rating, 129 reviews

Delightful cottage in High Weald farm setting

The Old Kennel is in the High Weald AONB. A delightful self contained cottage set next to the farmhouse (shared drive). The charm here is the tranquillity of the countryside surroundings on our working beef farm. Set apart from the workings of the farm to allow quiet enjoyment. With glorious morning to early evening sun the garden benefits also from shade if needed. The space is ideal for a couple. A mezzanine for 2 children, steep access & restricted height, suitable only for some.

Sep 3 – 10

G$23,662 GYD per night

Guest favorite

Cottage in Duddleswell

4.99 out of 5 average rating, 242 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.

Jul 17 – 24

G$23,265 GYD per night

Guest favorite

Cottage in East Sussex

4.98 out of 5 average rating, 165 reviews

Comfortable, one bed private dwelling

The Byre is a newly converted farm building set in a tranquil position off a quiet country lane. Offering a light and airy place to relax and enjoy the local area. Opposite the property is one of many walks across fields to the village of Rushlake Green, perfect location for dog walkers ( 1 dog only ) Small enclosed private garden. Visit National Trust Batesmans at Burwash 7.5 m Battle Abbey 10m Coastal towns Eastbourne and Bexhill nearby Herstmonceux castle 8 miles

Jul 5 – 12

G$29,580 GYD per night

Guest favorite

Cottage in Brightling

5.0 out of 5 average rating, 125 reviews

The Long Stable: Rural, spacious, fast Wifi

Stylishly fitted and eco-friendly, our detached, self-contained cottage is in a very rural location. There are no other holiday cottages on the farm. Situated in the High Weald Area of Outstanding Natural Beauty, on a sheep farm of 23 acres (which you are free to roam), this is a real get-away-from-it-all location. One of the most peaceful and relaxing places you will ever stay. With underfloor heating and a wood-burning stove you will be cosy whatever the weather.

Dec 21 – 28

G$49,259 GYD per night

Guest favorite

Cottage in Dallington

4.91 out of 5 average rating, 105 reviews

Oak Framed Mini Barn

Beautiful self contained detached let. The entrance is very private from the main house. Access to our private 3 acre field. Views are spectacular to say the least and the sunset never fails to deliver. Dallington Forest on our doorstep. We are close to many great country pubs and walks. Nearby woods and remote country walks accessible direct from the property. Beaches of Bexhill and Hastings/St Leonard’s less than 30 minute drive.

Oct 8 – 15

G$31,700 GYD per night

Guest favorite

Cottage in Rotherfield

4.99 out of 5 average rating, 88 reviews

The Granary at Coes Vineyard, East Sussex

Coes Farm 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 which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Apr 23 – 30

G$49,633 GYD per night

Superhost

Cottage in East Sussex

4.8 out of 5 average rating, 280 reviews

Ancient Cottage 14th century listed cottage

14th century listed cottage in the heart of Mayfield village .. beautiful quirky cottage totally unique holiday rental that will transport you back in time ,cosy low beamed living area complete with wood burner fire for warm and wonderful winter stays .. classic cottage garden with it own wishing well

Mar 10 – 17

G$34,764 GYD per night