A hangar with multiple small aircraft parked inside.

Headcorn Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Headcorn vacation rentals

A living room with a sectional sofa, a fireplace, and a TV mounted on the wall.

1. The Pigsty at the Secret Garden

The Pigsty at the Secret Garden
2.0 star property
Ashford
The price is CA $403
CA $484 total
includes taxes & fees
Oct 14 - Oct 15
The Pigsty at the Secret Garden
A balcony with a view of a street, two potted plants, a bottle of wine, and a glass of wine on a small table.

2. St Andrews Apartments

St Andrews Apartments
4.0 star property
Maidstone
9.8 out of 10, Exceptional, (30 reviews)
"Very nice place to stay, clean, and lots of room. Our door areas are nice and great views from the balcony. "
United States
Stuart
The price is CA $304
CA $364 total
includes taxes & fees
Sep 26 - Sep 27
St Andrews Apartments
An open door leading to a wooden deck with a view of a green landscape and trees.

3. Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Tenterden
9.6 out of 10, Exceptional, (14 reviews)
"This was our first of hopefully many visits and we loved the whole vibe x The bed was so comfortable and we had a wonderful time x"
United States
Anonymous traveller
The price is CA $380
CA $380 total
includes taxes & fees
Sep 29 - Sep 30
Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
A wooden cabin with a hot tub, a covered deck, and a sign reading "Cascade."

4. Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Tenterden
9.8 out of 10, Exceptional, (7 reviews)
"Found this place fairly last minute and couldn’t believe what a little gem it was. Gorgeous surroundings, an oasis of calm. We had a lovely stay."
United States
Anonymous traveller
The price is CA $380
CA $380 total
includes taxes & fees
Sep 29 - Sep 30
Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

5. Green Cottages

Green Cottages
2.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (12 reviews)
"A lovely cottage with everything we needed. "
United Kingdom
Nicholas
The price is CA $467
CA $560 total
includes taxes & fees
Oct 2 - Oct 3
Green Cottages
A cozy room with a bed, a small table, and a window overlooking a scenic landscape.

6. Songbirds

Songbirds
3.0 star property
Tenterden
10.0 out of 10, Exceptional, (1 review)
"Songbirds was so peaceful and quiet and would definitely go again The hosts were fantastic and very welcoming"
United Kingdom
Jessica
The price is CA $440
CA $528 total
includes taxes & fees
Oct 5 - Oct 6
Songbirds
A wooden deck with a wooden chair and table, a blanket, and breakfast items.

7. Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Tenterden
9.0 out of 10, Wonderful, (6 reviews)
"Great little property, surprisingly comfortable for a small space, nice rural views from the lovely hot tub, and great beer from the onsite brewery!"
United States
Harry I.
The price is CA $345
CA $345 total
includes taxes & fees
Sep 29 - Sep 30
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
A restaurant interior with wooden tables and chairs, a bar area with a bartender, and a brick wall with framed pictures.

8. Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom

Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Tenterden
9.2 out of 10, Wonderful, (5 reviews)
"Has everything you need. Very clean and comfortable. Only problem was the light coming in early in the morning, may want to take a sleep mask with you if you’re a light sleeper. Other thank that could not fault it."
United States
Rebecca J.
The price is CA $416
CA $416 total
includes taxes & fees
Sep 29 - Sep 30
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
A large stone castle with multiple towers, a moat, and a grassy landscape.

9. Harvest View, Tilmangate Farm

Harvest View, Tilmangate Farm
Ulcombe
10.0 out of 10, Exceptional, (4 reviews)
"Lovely place to stay, very clean and modern with all the facilities you would want. Horses outside to entertain the kids and great location to explore. Would highly recommend! Review independently collected and verified by Reevoo"
United States
Laura
The price is CA $1,188
CA $1,188 total
includes taxes & fees
Oct 2 - Oct 3
Harvest View, Tilmangate Farm
A modern two-story house with a sloped roof, large windows, and a chimney.

10. Luxury Family & Group Getaway | Hot Tub | Sleeps 12 | Kent Countryside

Luxury Family & Group Getaway | Hot Tub | Sleeps 12 | Kent Countryside
Cross-at-Hand
The price is CA $1,793
CA $2,304 total
includes taxes & fees
Sep 29 - Sep 30
Luxury Family & Group Getaway | Hot Tub | Sleeps 12 | Kent Countryside
A small wooden cabin with a porch, a bench, and a table.

11. The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
The price is CA $217
CA $282 total
includes taxes & fees
Sep 27 - Sep 28
The Field View 2 by Tiny Away
A dining area with a table set for four, a sofa, a TV, and a view of the outdoors.

12. Hay Fields, Tilmangate Farm

Hay Fields, Tilmangate Farm
Ulcombe
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay and everything was just as we expected. Would recommend to family and friends Review independently collected and verified by Reevoo"
United States
Richard
The price is CA $1,282
CA $1,282 total
includes taxes & fees
Oct 16 - Oct 17
Hay Fields, Tilmangate Farm
A wooden deck with two wooden chairs and a table, a hot tub, and a building with a door open to a kitchen area.

13. Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Tenterden
9.2 out of 10, Wonderful, (11 reviews)
"What a beautiful stay , peaceful , everything you could need for a well needed escape . Staff excellent , surroundings wonderful , bar / restaurant fantastic . Can’t wait to go back ."
United States
Anonymous traveller
The price is CA $380
CA $380 total
includes taxes & fees
Sep 30 - Oct 1
Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
A cobblestone street lined with traditional buildings, some with ivy and flower boxes, and street lamps.

14. Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms

Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
Benenden
9.6 out of 10, Exceptional, (20 reviews)
"A wonderful place for a holiday Nice location. Good opportunity for excursions to Hastings, Tenterden, Bodiam. Stop off at The Bull or the Milkhouse in Sissinghurst."
United States
Hartmut K.
The price is CA $1,430
CA $1,430 total
includes taxes & fees
Sep 29 - Sep 30
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
A cozy interior with a wood-burning stove, a kitchen area, a sofa, and a view of the outdoors.

15. Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (45 reviews)
"A stunningly beautiful setting. Clean, tidy and, elegantly decorated and set out. Secure, peaceful and comfortable. We shall most definitely stay there again. Cannot recommend highly enough! ✨💫✨💫✨💫💚🌲💚💫✨💫✨"
United Kingdom
Diana
The price is CA $270
CA $270 total
includes taxes & fees
Oct 1 - Oct 2
Extraordinary Huts
A view through a window of a patio area with a stone floor, outdoor furniture, and a garden.

16. Knights Cottage

Knights Cottage
3.0 star property
Maidstone
10.0 out of 10, Exceptional, (1 review)
"Beautiful cottage in an amazing setting - ideal for people who don’t want to use their cars once there! Communication with Skykes Cottages was very process heavy tho - we received so many useless emails before the booking, then during the trip there was so many different people to talk to for every problem. They took time to help. They don’t reply to WhatsApp for Hours tho they say to contact you there. Some improvements needed there to make it seamless please 🙏"
United Kingdom
Lucy
The price is CA $1,130
CA $1,356 total
includes taxes & fees
Sep 29 - Sep 30
Knights Cottage
A bedroom with a bed, a desk, and a chair.

17. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
7.8 out of 10, Good, (154 reviews)
"Small clean well appointed room in outbuilding. Large free car park. Good WiFi. Friendly helpful staff. No food available on sight."
United Kingdom
John
The price is CA $109
CA $131 total
includes taxes & fees
Oct 5 - Oct 6
The Lower Bell
A covered wooden walkway leading to a building with large glass doors.

18. Birch - Flimwell Park Lodges

Birch - Flimwell Park Lodges
Ticehurst
10.0 out of 10, Exceptional, (1 review)
"very good clean room with excellent bathroom"
United States
james t.
The price is CA $168
CA $168 total
includes taxes & fees
Sep 30 - Oct 1
Birch - Flimwell Park Lodges
A modern bedroom with a large bed, a bedside table, a desk, and a window.

19. The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom

The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
Rye
9.8 out of 10, Exceptional, (8 reviews)
"Had a great time, thank you very much ! Would definitely stay again! Good location, easy to get into Rye and surounds."
United States
Anonymous traveller
The price is CA $380
CA $380 total
includes taxes & fees
Sep 30 - Oct 1
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
A bedroom with a bed, bedside table, nightstand, and a ceiling light fixture.

20. Summerhill by Suspire

Summerhill by Suspire
2.5 star property
Ashford
The price is CA $211
CA $343 total
includes taxes & fees
Oct 1 - Oct 2
Summerhill by Suspire
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Headcorn Hotel Reviews

Village Hotel Maidstone

Village Hotel Maidstone

10/10 Excellent
"1"
Nicola 1-night trip
Posted 3 hours ago
Village Hotel Maidstone

Find out more about Headcorn

Everything you need to know about Headcorn vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Headcorn vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Headcorn vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Headcorn vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Headcorn. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Headcorn vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Headcorn vacation rentals we have selected for you start as low as CA $123 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Headcorn rentals

At Expedia, we put the best Headcorn vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Headcorn rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Headcorn vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Headcorn. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Headcorn?

Yes, we have vacation rentals near well known local attractions in Headcorn, or you can go with a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Headcorn has to offer?

Luxury Pod-sleeps 2-hot Tub-pets-garden: This vacation home near Headcorn is located on the waterfront and has an outdoor pool, a private yard, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle.

How many vacation rentals will I find in Headcorn?

Expedia has 4 vacation rentals for your stay in Headcorn.

What can I see and do in Headcorn?

While exploring the area, visit family-friendly sights like Stoneacre, or get outside and enjoy nature at Sissinghurst Castle and Garden. In the larger area, you’ll find Weald of Kent Golf Club and Chart Hills Golf Club.

What are vacation rentals like in Headcorn?

Vacation rentals are private accommodations you can book for a couple days or more in Headcorn. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips or small group gatherings.