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
4.96 out of 5 average rating, 142 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.

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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, 355 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

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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, 164 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.

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Top guest favourite
The exterior of the Strawberry Barn features a green wooden facade, surrounded by lush foliage. A small patio with a bistro table and two chairs provides a space to enjoy the outdoor view. The entrance door is framed by blooming red and green plants.
Guest house in Kingswood
4.98 out of 5 average rating, 132 reviews

The Strawberry Barns near North Downs Way Kent.

Strawberry Barns are your home-away-from-home in the Kent countryside. Surrounded by the quiet of peaceful woodland, in Bramley Acres in Kingswood, near Maidstone. Strawberry Barns are the ideal base for couples to explore the Kent Downs Area of Outstanding Natural Beauty (AONB), North Downs Way, delightful villages, pleasant woodland trails, and lovely pub walks in the countryside, all within a short distance of 500 acres of beautiful parkland and formal gardens at the historic Leeds Castle.

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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, 201 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!

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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
4.81 out of 5 average rating, 378 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!

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Top guest favourite
A single-story cottage is seen with a light grey exterior and a dark roof. Two large windows are featured at the front, allowing natural light inside. Potted plants adorn the entrance, and a gravel driveway provides access to the property. Lush trees are visible in the background.
Home in Lenham
4.96 out of 5 average rating, 240 reviews

Biggin Farm bungalow

Take a break and unwind in the beautiful kent countryside, but still have great access to road and rail networks. Only half a mile away is the newly opened Wishful Thinker pub and restaurant. 1mile away is the village of Lenham, the picturesque square has 2 public houses, a couple of restaurants and a tea room. Historic and beautiful Leeds castle is only 4 miles away and the city of Canterbury is 23miles. Lenham has rail link to London and Ashford. 4.5 miles to junction M20 junction 8.

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Top guest favourite
Home in Detling
4.98 out of 5 average rating, 144 reviews

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12

Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.

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Top guest favourite
Cottage in Yalding
4.99 out of 5 average rating, 145 reviews

Gather&Unwind: Gardens, Woodland & Tennis Cottages

Two charming 3-bedroom cottages with private en-suite bathrooms, set within 2.5 acres of Kentish gardens and woodland. Enjoy a tennis court, children’s play area, walking trails and an in-house ice cream parlour stocked with local Taywell Kentish ice cream. Make your own old-fashioned candyfloss and buttery cinema-style popcorn. Perfect for families, friends and wedding guests. Dog-friendly, with historic Yalding village nearby and London just 45 minutes away by train.

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Top guest favourite
An inviting end terrace cottage with a mix of red brick and white siding is showcased. The entrance features a rustic wooden door and a charming pathway leading to it, bordered by colorful flowers and lush greenery. A well-maintained garden is visible on the side.
Cottage in Tenterden
4.96 out of 5 average rating, 287 reviews

Characterful cottage with woodburner and parking

This is a cosy end terrace cottage which sleeps 3, situated in St.Michaels with shops and pubs on the doorstep. The cottage has off road parking and an enclosed garden to the rear. Downstairs there is a lounge with log burning stove and kitchen. Upstairs the main bedroom has a king-size double bed with attractive views to the front of the property. The second bedroom is a cosy single. The bathroom has a shower over the bath, washbasin and toilet. Cottage has WIFI.

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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
4.95 out of 5 average rating, 161 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.

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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, 884 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.

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Popular amenities for Headcorn holiday rentals