
Holiday rentals in Crowborough
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Top-rated holiday rentals in Crowborough
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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. An Air Fryer and Fridge is also available. 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.

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.

Double room in detached annex
Self contained double room in our detached garden annex with private off road parking and EV charging nearby. Equipped with a king bed, TV, waterfall shower and separate WC, hair dryer, kettle and mini fridge. Outside space with table and chairs for al fresco dining! Located close to the Ashdown Forest with plenty of country walks. We are a 15 minute drive from Royal Tunbridge Wells and an hour from London and the East Sussex coast. We are on hand in the main house for your convenience.

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.

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.

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.

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.

The Annex in the beautiful Ashdown Forest
The Annex, a luxury self contained barn studio conversion is located in Ashdown Forest. With a high quality en suite thermostatic power shower, and secure private parking area, The Annex offers an extremely high standard of countryside living. With a luxurious sofa bed, single pull out bed and sumptuous White Company bed linen and towels, there is everything you need to immerse yourself in a calm environment, exuding interior designed soft furnishings.

“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.

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.

The Granary, Organic Vineyard stay with Pool.
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.

Little Stonewall’s Guest Suite
A newly refurbished self-contained annex in the heart of Langton Green. Available for short stays and longer lets (1 / 2 / 3 months). Village green and popular countryside pub a mere 400 metres away, this is an ideal location for a countryside getaway. And with Royal Tunbridge Wells’ shops and restaurants 2.5 miles away, you really will be able to experience the best the area has to offer. Parking available on site.
Popular amenities for Crowborough holiday rentals
Other great holiday rentals in Crowborough

Self contained chalet annexe -Adults only-

Cosy Woodland Annex

The Lodge at Spring Farm Alpacas

Stunning Studio Barn, Buxted

Farmhouse studio with stunning country views

Shed In the Woods

Luxury architectural retreat/ East Sussex views

Grade II Listed 2 Bed Cottage in stunning Village
When is the best time to visit Crowborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £89 | £85 | £90 | £94 | £97 | £100 | £99 | £92 | £99 | £97 | £85 | £95 |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 15°C | 17°C | 17°C | 15°C | 12°C | 8°C | 6°C |
Frequently Asked Questions
Where should I stay in Crowborough?
Make yourself at home in Crowborough by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in Poundgate, and over 40 vacation rentals in Boarshead.
Are there vacation rentals with a dedicated workspace in Crowborough?
Yes! Work meets play with ease at over 10 vacation rentals in Crowborough featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Crowborough?
Four-legged friends are welcome in Crowborough. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Crowborough?
Crowborough has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Crowborough

Total holiday rentals
Explore 20 holiday rentals in Crowborough

Nightly prices starting at
Crowborough holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 1,820 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Crowborough holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Crowborough rentals

4.9 Average rating
Crowborough stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Tower Bridge
- Big Ben
- London Bridge
- Westminster Abbey
- British Museum
- Covent Garden
- Buckingham Palace
- Hampstead Heath
- The O2
- Trafalgar Square
- St Pancras International
- Emirates Stadium
- Wembley Stadium
- St Paul's Cathedral
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- Goodwood Motor Circuit
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Windsor Castle
- Hampton Court Palace




