Holiday rentals in Headcorn

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Top-rated holiday rentals in Headcorn

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Top guest favourite
The modern countryside house features a striking angular design with large glass panels reflecting the sky. A spacious lawn surrounds the property, complemented by a patio and outdoor seating area. Lush greenery provides a natural border, enhancing the tranquil outdoor setting.
Barn in Sutton Valence
4.97 out of 5 average rating, 134 reviews

The Barnyard

Kick back and relax in this calm and stylish architecturally designed countryside home. Recently built, with the focus on creating a high end holiday home which has been equipped to a very high standard. Situated in the heart of the wine producing area of the Kent countryside, with many local pubs and restaurants only a gentle stroll away. The beautiful contemporary design, with vaulted ceilings and polished concrete floors serve to provide a relaxing and stylish vacation for up to six guests.

Top guest favourite
A small wooden cabin is set against a backdrop of lush greenery and a clear blue sky. Several sheep graze peacefully in the vibrant green grass surrounding the cabin, with a wooden fence delineating the area.
Farm stay in Biddenden
4.97 out of 5 average rating, 340 reviews

Ayleswade shepherd hut in Kent countyside

set in the small village of biddenden in the heart of the kent countryside belonging to a local farming family of many generations .You can expect beautiful country walks with many footpaths and local villages nearby for cream teas and lovely lunches , the nearby village of Headcorn with its straight connections to London or the coast is good for sightseeing, you wake up to views of our sheep and free range chicken and enjoy a relaxing cup of tea.Theres milk ,tea and coffee and our eggs for you

Top guest favourite
Cabin in Biddenden
5.0 out of 5 average rating, 98 reviews

The Oaks. Beautiful Scandi style cabin on stilts

The Oaks cabin, a romantic escape from daily life - tranquil and luxurious. Relax from the moment you arrive. Nestled next to ancient woodland within a family small holding. Adjoining the High Weald National Landscape, 2 miles from Tenterden in the Kent countryside. From here you can enjoy wonderful experiences in Kent and Sussex and end your day in one of the great local pubs, breweries or vineyards. Immerse yourself in nature from the deck and adjoining field. A cabin of pure, sleek escapism.

Top guest favourite
Flat in Sutton Valence
4.95 out of 5 average rating, 22 reviews

Downstairs at The Old Mill

Relax and unwind surrounded by nature in Kent. Enjoy stunning views over the Weald and beautiful sunsets from your own private garden. Kick off your shoes and make yourself comfortable in this spacious self-contained apartment with a fully equipped kitchen, dining area and sitting room. You have your own entrance, there is plenty of hot water and home comforts and the large double bedroom leads out to the patio through French windows ensuring cosiness in winter and a cool breeze in the summer.

Guest favourite
A charming brick exterior showcases a green door complemented by a lattice screen and a blossoming plant nearby. The towering Victorian chimney rises prominently against a clear blue sky, highlighting the unique character of the converted building.
Tiny home in Frittenden
4.88 out of 5 average rating, 156 reviews

Tiny Rural Chimney House

Enjoy the lovely setting of this romantic spot in rural Kent. The Tiny Chimney house boasts stunning countryside views and fantastic walks. Step out the door and follow public footpaths directly to Sissinghurst castle, local woods or some fabulous local pubs. Located in a conservation area The Tiny Chimney house is a converted brick building attached to a quirky 40ft Victorian Chimney. The room sleeps two and is ideal for hikers or a couple's rural escape, but still within an hour of London.

Guest favourite
The historic barn's exterior is showcased with dark wooden paneling and a traditional red-tiled roof. Large glass doors brighten the entry, surrounded by greenery and flowering vines. The lawn provides a tranquil space, and blue skies create an inviting backdrop.
Barn in Cranbrook
4.95 out of 5 average rating, 339 reviews

Hoppers' Hideaways -The Hop Barn - 1 bed - Kent

Situated in the heart of the Kent countryside, this historic barn has been modernised but yet still retains it's unique character and charm. The Hop Barn is the perfect getaway from the hustle and bustle of everyday life where you can enjoy walks through the nearby orchards or simply sit on the patio and listen to the sound of nature. For those wanting to explore, the barn is conveniently located nearby to renowned gardens, castles, stately homes, forests, quaint villages and historic towns.

Top guest favourite
Guest suite in Frittenden
4.98 out of 5 average rating, 52 reviews

The Annex at Poplar Cottage

Forget your worries in this serene space located in a small village close to a superb local pub, Sissinghurst Castle, Bedgebury Gardens as well as many stunning countryside walks and places of interest. The Annex has its own access and provides a lounge with fully fitted kitchen, one bedroom and en suite shower room with a private decked outside space overlooking a garden. Visitors have free parking (by prior arrangement). Nearest shops can be found in surrounding villages 3-4 miles away.

Top guest favourite
Barn in Headcorn
4.94 out of 5 average rating, 18 reviews

Farrows Hideaway

Escape to our newly converted, self-contained hideaway. Enjoy a spacious living area and a large private garden with parking. Highlights: Aviation Fans: We are on the flight path for Headcorn Aerodrome—perfect for airshows! Location: 1hr to London via nearby mainline station; 40 mins to the coast. Explore Kent: Minutes from Headcorn’s pubs and shops. Short drives to Leeds Castle and the Big Cat Sanctuary. Relax in the quiet countryside with adventure at your doorstep.

Top guest favourite
An exterior view of a barn features a neatly maintained lawn, framed by a stone structure. Double glass doors lead into the barn. Two small chairs are positioned on a paved patio area near the entrance, inviting relaxation. Surrounding greenery adds a natural touch.
Guest house in Boughton Monchelsea
4.97 out of 5 average rating, 365 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

This barn is situated in the picturesque village of Boughton Monchelsea. It has its own private garden with stunning meadow views. It has lots of local amenities to explore and is only 15 minutes drive from Leeds castle and a 15 minute drive to the train station which will take you directly into London. The exposed oak beamed barn is situated next to a traditional oast house, perfect for romantic getaways and people who want to escape the fast pace of everyday life.

Guest favourite
A charming black timber cottage is surrounded by lush greenery and neatly trimmed hedges. A well-maintained lawn extends in the foreground, leading to a wooden fence that provides a sense of privacy while natural light enhances the serene landscape.
Guest house in Biddenden
4.95 out of 5 average rating, 153 reviews

Little Batchelors - Idyllic escape

Set in the grounds of a stunning 400 year old Tudor Hall and gardens, this beautiful new property is 1.5 miles away from the gorgeous Sissinghurst Castle Garden and within easy reach of Biddenden, with its renowned vineyard and Michelin starred restaurant. A perfect setting for couples, small families or friends. It has a very large open plan living/dining/kitchen area with doors onto a decked terrace and two en-suite double bedrooms, with ample room for parking.

Top guest favourite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill in Benenden
4.99 out of 5 average rating, 873 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

Top guest favourite
Guest house in Headcorn
4.98 out of 5 average rating, 94 reviews

The Annexe - Headcorn

Ideal base for vineyards, golf and Headcorn aerodrome plus visit Kent's castles, historic towns and coastline. Detached, self contained annex opposite the owners home with ample parking. 1 mile to Headcorn railway station (1 hour London) and 40 minute drive to the Channel Tunnel. Ideal for a family of four or two couples. Bedroom 1: Superking (can be two singles), upstairs bedroom two singles. Mezzanine area with sofa bed.

Popular amenities for Headcorn holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Kent
  5. Headcorn