Holiday houses in Crowborough

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Top-rated holiday rentals in Crowborough

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Top Guest favourite
A hallway with light wooden flooring leads to an open space with large glass doors, providing access to the patio area. White cabinetry and a decorative rug create a welcoming environment. Natural light fills the area, highlighting soft furnishings and a small sitting space.
Guest suite in East Sussex
4.92 out of 5 average rating, 261 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. 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.

Guest favourite
Guest suite in Eridge
4.89 out of 5 average rating, 183 reviews

Cosy Annex with en-suite shower and private patio

A modern annex with en-suite bathroom. Would suit a business traveller, a couple or a young family for an affordable weekend/holiday getaway. The space comfortably sleeps 3, the pull out trundle bed can provide an additional full size single bed to fit a 4th person. However, this does compromise floor space and we feel this option would only suit a family with young children. The annex does not have a kitchen but tea and coffee making facilities, a toaster, mini fridge,microwave and outside BBQ

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
4.96 out of 5 average rating, 112 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!

Top Guest favourite
A serene garden setting surrounds a traditional brick building. Lush greenery and vibrant flowering shrubs in shades of pink and purple create a welcoming environment. Tall trees provide shade, enhancing the natural beauty of the space. A gravel pathway leads towards the entrance.
Guesthouse in East Sussex
4.94 out of 5 average rating, 108 reviews

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.

Top Guest favourite
A frost-covered lawn is framed by a wooden fence, leading to a view of two charming houses nestled among trees. The scene is set under a clear blue sky, with colorful autumn foliage enhancing the landscape.
Cottage in East Sussex
4.96 out of 5 average rating, 185 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.

Guest favourite
The charming exterior of the cottage is framed by leafy trees. Wooden cladding and a rustic red roof complement a central wooden door. Flanking the entrance are large windows, while potted plants add greenery to the welcoming entryway. A wooden bench provides a seating area.
Cottage in Rotherfield
4.95 out of 5 average rating, 165 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.

Top Guest favourite
The exterior of Hundred Acre Studio is showcased, revealing a charming country retreat surrounded by a spacious lawn. Mature trees and a well-maintained garden complement the structure, which features large glass doors, inviting natural light into the interior.
Cottage in Duddleswell
4.99 out of 5 average rating, 302 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 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, 280 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 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, 112 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.

Guest favourite
Barn in Friar's Gate
4.97 out of 5 average rating, 215 reviews

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.

Top Guest favourite
A spacious living area features wooden beams and large windows allowing natural light to fill the room. Comfortable seating includes a patterned sofa and two armchairs. A coffee table holds magazines, complementing the warm wooden flooring.
Cabin in Crowborough
4.95 out of 5 average rating, 395 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.

Top Guest favourite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 342 reviews

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.

Popular amenities for Crowborough holiday rentals

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.

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