Holiday houses in Five Ashes

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Top-rated holiday rentals in Five Ashes

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A cottage with a classic slate roof is framed by well-maintained greenery, including shrubs and flowering plants. The light-colored exterior is complemented by blue window frames and a central door. A wooden bench is positioned in front, inviting relaxation.
Cottage in Mayfield
5 out of 5 average rating, 167 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.

ValueLocationOutdoor spaces

Top Guest favourite
An outdoor hot tub is situated on a wooden deck, surrounded by lush greenery. A seating area with a light-colored chair offers a comfortable spot to relax. Large sliding glass doors lead into the retreat, allowing for seamless indoor-outdoor access.
Shepherd’s hut in Chessington
5 out of 5 average rating, 202 reviews

Lavish Retreat & Champagne 30mins Taxi from London

The Little Touch of Grey, provides an electric ambiance and the perfect setting for the elite of mind, who wants to reward both themselves and their partner. We are proud to share the latest addition to our portfolio with those who appreciate of all things bespoke. Included are; a complimentary bottle of Champagne, indoor & outdoor Jacuzzi, underfloor heating, sound system and salacious yet tasteful surprises throughout. For special occasions, use our secret compartment to add to your surprise.

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Top Guest favourite
The oak-framed cottage is set against a clear blue sky, showcasing solar panels on the sloped roof. A spacious lawn surrounds the building, and wooden patio furniture is visible on the sunlit terrace, inviting outdoor relaxation.
Home in Heathfield
4.9 out of 5 average rating, 386 reviews

Jacks Cottage -

A beautiful oak framed building with great views of the south downs. Accommodation comprising of a comfortable lounge with TV and wifi and log burner. The kitchen is well equipped with a dishwasher, oven and microwave. One double bedroom downstairs with en suite shower room. Upstairs there is a mezzanine with two single beds and a sitting area above the lounge area with a bathroom with free standing bath. The outside space is a south facing patio with table and chairs and a BBQ is available.

ValueLocationHospitality

Top Guest favourite
The living space features an L-shaped blue sofa adorned with patterned cushions, inviting relaxation. A wooden dining area and well-equipped kitchen are visible, along with decorative lighting fixtures above. The rustic timber walls and vibrant textiles contribute to a cozy ambiance, with a staircase leading to the mezzanine.
Cabin in Firle
4.98 out of 5 average rating, 213 reviews

Spacious rustic cabin in beautiful national park

Caburn Cabin is in Firle Village in the South Downs national park. Our spacious timber cabin sleeps up to four people. It has a warm rustic charm whilst being fully equipped with modern facilities. There is a rear private deck with seating. Ideal for romantic escapes or active holidays. Enjoy the outdoors by foot & bike direct from the cabin. The local pub & village shop are just 10 minutes walk. Perfect for Glyndebourne, Charleston & Firle weddings or explore nearby towns of Lewes or Brighton.

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Guest favourite
A charming treehouse, built from cedar wood, is nestled among lush greenery. The structure features a conical roof and large, arched windows. A wooden boardwalk with steps leads to the entrance, surrounded by vibrant leaves and natural scenery.
Treehouse in Mayfield
4.99 out of 5 average rating, 145 reviews

Luxurious, picture-perfect, stunning treehouse

Hoots Treehouse is a picture-perfect, romantic, luxurious treehouse with all mod cons in an area of outstanding natural beauty - only 45 minutes south of M25. Clad in aromatic cedar wood, beautifully furnished - ideal private, woodland retreat for couples. Can also comfortably sleep up to 2 children (from 5 years) on single mattresses in loft area accessed by a ladder and hatch. NOT SUITABLE FOR 4 ADULTS. A wonderful place to chill-out and lose yourself - you won't want to leave! Sheer bliss!

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Top Guest favourite
Cottage in East Sussex
4.96 out of 5 average rating, 172 reviews

Sleeps up to 12, Large cottage with stunning views

Maylea, lovingly renovated self contained holiday let in a beautiful rural area. Positioned on the second highest spot in Sussex within easy driving distance to many fabulous locations. The perfect escape for peace and quiet or maybe a glass of something in the kitchen whilst cooking on the Range. The house is a cosy retreat with endless supply of logs. Pets are welcome. First and Foremost Maylea is a Wonderful family home, Rich in timeless memories of fun, laughter and great times together.

LocationFamilyBackyard

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, 198 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.

ValueFamilyCleanliness

Top Guest favourite
Guesthouse in East Hoathly
4.93 out of 5 average rating, 199 reviews

Romantic Floating Cabin -‘The Water Snug’

Romantic lake cabin for two, floating on our peaceful one-acre lake in ancient woodland. Relax by the cosy log burner, cook in the fully fitted kitchen, and wake to magical lake views from every room. In spring, enjoy the woodland with bluebells and delicate flowers; summer brings long golden evenings over the lake, and autumn paints the trees in rich, vibrant colours. Step outside to gentle ripples, watch wildlife, or visit East Hoathly village with its café, shop, and pub just minutes away.

LocationFamilyParking

Top Guest favourite
Bungalow in Rushlake Green
4.97 out of 5 average rating, 107 reviews

The Stables.

The Stables is a newly constructed oak framed building off a quiet country lane. Offering a light airy place to relax and enjoy the local area. Opposite the building is one of the many walks across fields to the village of Rushlake green, with its lovely pub and general stores, perfect for dog walkers. ( 1 dog only please ) Enclosed private garden and parking National Trust Batesmans at Burwash 7.5 miles Battle Abby 10 miles We also have the Byre listed if you want your friends to join you

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Superhost
A private hot tub is situated on a manicured lawn, surrounded by colorful flowers and lush greenery. Comfortable outdoor seating is arranged nearby, offering a serene atmosphere for relaxation. The backdrop features a historic brick building with large windows, ensuring a bright and inviting outdoor space.
Apartment in Uckfield
4.87 out of 5 average rating, 345 reviews

Loft Conversion in A.O.N.B. Hot Tub. Lovely Views

My place is close to Ashdown Forest and half hour drive to Glyndborne Opera House. Sussex Coast is within easy reach. Royal Tunbridge Wells 20mins away with the famous Pantiles. Many historical Villages nearby including Mayfield and Burwash. My large garden is full of wild life with two resident badger sets. White Deer are frequent visitors and can often be seen at dawn and dusk from the terrace. Foxes and family of Hare. More recently, we have two families of the protected Hedge Hogs.

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Top Guest favourite
A private patio area is furnished with gray seating and a black metal coffee table. Surrounding the space, greenery and flowering plants create a serene environment, complemented by a decorative mirror reflecting the outdoor light.
Home in Buxted
4.99 out of 5 average rating, 190 reviews

A deluxe home to explore Sussex and beyond

This deluxe, dedicated two-bedroom accommodation is light, fresh and airy. A great base to relax in the garden and games room or explore Sussex, Kent and beyond. Situated is in a quiet cul-de-sac with lovely country walks on your doorstep. Also you are within easy driving distance of Ashdown Forest, the South Downs the coast, the Bluebell Railway and several National Trust properties. Buxted train station, offers easy access for shopping in the local town and is a direct line to London.

ValueLocationOutdoor spaces

Top Guest favourite
The charming exterior of the cottage features a combination of red brick and stone, with a pitched gray roof. A covered entrance is flanked by small potted plants, and a spacious outdoor area includes a picnic table, surrounded by wooden fencing and lush greenery.
Cottage in Wadhurst
4.95 out of 5 average rating, 100 reviews

Castle Cottage, Wadhurst

Wadhurst Castle Cottage is a charming Regency self catering holiday cottage with well proportioned rooms, creating a light, spacious holiday home for up to 6 guests in 3 bedrooms, with sofa bed available in the sitting room. It has its own small secluded garden and is located in the parkland of historic Wadhurst Castle Estate, near Royal Tunbridge Wells and within easy reach of the seaside, London and Gatwick. It is well positioned for visiting a wealth of National Trust properties.

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Popular amenities for Five Ashes holiday rentals