Holiday rentals in Headcorn

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Top-rated holiday rentals in Headcorn

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

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Top guest favourite
Barn in Chart Sutton
5 out of 5 average rating, 10 reviews

Diesel's Desirable Den

The perfect space to unwind and relax, located in an Area of Outstanding Natural Beauty, great for couples and families. The living/dining room is a lovely spot to sit with a 43” Smart TV. There are two bedrooms, one with a King memory foam bed and en-suite and another with zip&link beds when put together creates a super king bed with en-suite and Smart TV. Outside - shared courtyard and with seating for guests to enjoy. in an Area of Outstanding Natural Beauty with access to 1acre to enjoy

Top guest favourite
A dining area features a round wooden table surrounded by four wooden chairs. A colorful tiled backsplash adds character behind a fully equipped kitchen with modern appliances. Bright light fills the space through multiple windows and recessed lighting enhances the warm ambiance.
Barn in Smarden
4.99 out of 5 average rating, 68 reviews

Pool, tennis by arrangement nestled in old orchard

A lovely new oak framed barn. Two small bedrooms each with small en-suite shower both under eaves so head height restricted in places. No bath. Velux windows with blackout blinds. Spacious living downstairs with fully fitted kitchen, fridge freezer, washing machine and dryer. Wood burning stove and huge bi-folding doors. Simple but comfortable. Lovey walks, inc. 20 mins. across fields to historic Smarden village. Sissinghurst close by and trains to London (1hr 15). Pool & tennis by arrangement

Top guest favourite
Cabin in Biddenden
5 out of 5 average rating, 91 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
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, 333 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

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
4.89 out of 5 average rating, 149 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
A warm-toned entry leads into a cozy room featuring a rocking chair and a wooden dresser. The walls are painted a soft yellow, and a natural wood ceiling adds to the inviting atmosphere. A wall hook is visible, providing space for personal items.
Cabin in Biddenden
4.98 out of 5 average rating, 186 reviews

Podkin Lodge- Cabin Kent/Sussex border.

Podkin Lodge is the perfect countryside retreat, a peaceful & stylish cabin tucked away next to ancient woodland. Considered interiors with all the amenities you would need, Podkin Lodge offers the best of both worlds, a relaxing bolt hole with all of Kent on your doorstep. Near local attractions including Sissinghurst, Rye, the vineyards of Chapel Down and Tillingham. With award winning restaurants and country pubs, we are ideally placed to explore the best of Kent. New log burner!

Guest favourite
A lakeside caravan is set within a lush green environment, featuring a decked area that leads to the surrounding foliage. Multiple windows provide natural light, while a pathway invites access to the entrance. The fishing lake reflects the tranquility of the setting.
Farm stay in Headcorn
4.8 out of 5 average rating, 366 reviews

Lillibelles lake house, Oak tree farm

Our Light and airy lake side caravan, perfect for relaxing while listening to the wild life, or making fun memories with family and friends. With the beautiful village of Headcorn only a few minutes away , you have everything you need on your door step. But if you want to venture further afield, Leeds castle along with many other attractions are always a fun day out. Beauty Treatments or afternoon tea, with or without fizz – Pamper yourself during your stay, please feel free to enquire!

Top 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
4.96 out of 5 average rating, 148 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, 867 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.

Guest favourite
Home in Leeds
4.9 out of 5 average rating, 41 reviews

Lake House Staycation

Escape to The Lakehouse, a charming lakeside retreat steeped in history. Once a working quarry, the lake provided the very stone used to build this beautiful home—and even nearby Leeds Castle. Lovingly restored with original stonework, this tranquil hideaway offers stunning water views, modern comforts, and timeless character. Enjoy peaceful walks, local pubs, and the rolling Kent countryside—perfect for a romantic getaway or serene weekend escape.

Top guest favourite
A summer house is set amidst lush greenery, featuring large windows that invite natural light. A small patio area is visible, adorned with a table. The structure is surrounded by trees, creating a serene natural setting.
Tiny home in Goudhurst
4.94 out of 5 average rating, 295 reviews

Summer House

Set in a picturesque village with miles of country walks, this detached Summer House is located just a few minutes walk from the village centre where you will find a local pub, tea rooms and village store. From its position you will enjoy beautiful views of rolling countryside and access to various walks on your doorstep. There are several National Trust places close by like Sissinghurst and Scotney Castle.

Top guest favourite
The exterior of a rustic barn highlights natural wood siding under a bright blue sky, accented by wispy clouds. A spacious lawn in front leads to a gravel driveway, with a view of the rolling countryside and distant hills visible in the background.
Guest house in Kent
4.98 out of 5 average rating, 132 reviews

Silverwood Studio Countryside Getaway

Escape to the countryside at Silverwood Studio, based on a farm in the most stunning location in Kent. We have recently renovated this barn to a high standard, complete with a log burner, kitchenette and a large picture window looking over the most fantastic view. It is located in a truly beautiful setting, in the middle of the English countryside, perfect for a romantic getaway or peaceful retreat.

Popular amenities for Headcorn holiday rentals

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