Vacation rentals in Headcorn

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Top-rated vacation rentals in Headcorn

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Guest favorite

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

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.

4.96 out of 5 average rating, 141 reviews

Guest favorite

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

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

4.97 out of 5 average rating, 355 reviews

Guest favorite

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

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.

4.88 out of 5 average rating, 163 reviews

Top guest favorite

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.

Guesthouse in Kingswood

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.

4.98 out of 5 average rating, 132 reviews

Guest favorite

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

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!

4.98 out of 5 average rating, 200 reviews

Guest favorite

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

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!

4.81 out of 5 average rating, 377 reviews

Top guest favorite

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

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.

4.96 out of 5 average rating, 239 reviews

Top guest favorite

Home in Detling

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.

4.98 out of 5 average rating, 144 reviews

Guest favorite

Barn in Headcorn

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.

4.88 out of 5 average rating, 24 reviews

Top guest favorite

Cottage in Yalding

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.

4.99 out of 5 average rating, 145 reviews

Top guest favorite

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

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.

4.96 out of 5 average rating, 287 reviews

Top guest favorite

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.

Guesthouse in Biddenden

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.

4.95 out of 5 average rating, 161 reviews