
Cottage holiday rentals in Maidstone District
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Top-rated cottage rentals in Maidstone District
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Converted barn with garden & private sun terrace
Very pretty converted barn in the heart of Kent. Completely private and self-contained providing you the ability to easily enjoy a socially distanced holiday. Take a long soak in our freestanding tub in the master bedroom; curl up on the super comfy sofa and indulge in our huge DVD collection; delve into the board game basket; enjoy the lovely bright living space; or cook up a storm in the well stocked kitchen. Wander through the lovely gardens and fields, or catch some rays on your very own sun terrace. For more images and recommendations check us out on instagram @the_oldbarn. You enjoy the whole cottage to yourselves - with your own front door so you can come and go as you please. There's free and very quick wifi accessible throughout. The large kitchen is equipped with most of the implements you'll need for your stay, including an oven, dishwasher, microwave, fridge freezer, washing machine and tumble drier. The contents of the welcome hamper varies seasonally, but always includes fresh bread, butter, milk and lots of other delicious bits. The cupboards are stocked with cereals, tea, coffee, spreads and basic condiments. There's a big open plan dining and living space. With a super comfy sofa (please keep the dogs off though!), DVD player (with lots of things to watch) and free-sat TV (over 200 TV channels). There is a toddler high chair in the dining area but if you require one suitable for a younger child please ask and we will do our best to accommodate. There are two big kingsize double bedrooms, with an en-suite bathroom (WC, sink and shower) in both. The bigger bedroom also has a freestanding bath within the room for a luxurious soak. Towels, cosy robes and bubble bath provided. There's a lovely garden which you're welcome to enjoy during your stay (as is your dog), complete with a table and chairs to eat outside if the weather allows! If you do bring your dog however please pick up after them! You enjoy the whole cottage to yourself - with your own front door and key so you can come and go as you please. I'm very responsive to airbnb messages and texts, so do contact me on either with any questions. I'll always be in touch prior to your arrival to make sure you're clear on check in process and directions. We'll be there regularly during your stay for anything you need and recommendations, but there's also a folder full of information in the cottage. The Old Barn is situated in the lovely village of Great Chart with two fantastic pubs just a minutes walk away. It's surrounded by wonderful countryside, historic buildings, great shopping, brilliant beaches, great places to eat & vineyards aplenty. Great Chart is less than 10 minutes drive from Ashford International Train Station where there’s usually plenty of taxis available. Trains leave approximately every half an hour to and from London St Pancras and take just 37 minutes (there are slower trains to other London stations too). You can also board a train at Ashford to Paris, which takes only 2 hours. The village is 10 minutes from the M20, there is parking for one car at the cottage, and plenty more free parking on the Street. We are also 30 minutes drive to Folkestone which is just a 35 minute channel crossing to Calais, and 45 minutes to Dover where the ferry departs for there also, so the perfect location if you’re breaking up the drive to France! There is free and very quick wifi available throughout the property. Our standard check in time is anytime after 4pm, and check out is by 10am on the day you leave. If you'd like to check in earlier or check out later, this is sometimes possible, but there is an additional fee of £10 per check in/out which is payable in cash on arrival. Sadly we can't always offer early check in or late check out, so please contact me to confirm availability. All early check ins or late check outs have to be agreed with me prior to arrival. The Old Barn is situated in the lovely village of Great Chart with a fantastic pub just a minutes walk away. It's surrounded by wonderful countryside, historic buildings, great shopping, brilliant beaches, great places to eat & vineyards aplenty.

The Cabin - a little ranch house. A peaceful haven
Located in the High Weald area of Kent which is an AONB, The Cabin at Valley View Farm is set in its own space amongst 16 acres of wood and grazing. It used to be an old hop pickers mobile home but has been lovingly restored to a modern, well presented “mini” haven. A fully self-contained cabin with open plan lounge/dining/kitchen area, UK king size bed in bedroom and a shower room and toilet. Ideal for a couple or two singles as a Z-bed can be provided. Private outside veranda with a fire pit

Cosy Cottage with Woodburner & Countryside Views.
Cowbeach Cottage is Grade II listed and has been lovingly restored to a high standard. It features a wealth of old oak beams and an inglenook fireplace with a cosy wood burning stove. It is tastefully decorated throughout to provide a relaxing space. The bespoke oak staircase leads to a beautiful vaulted bedroom with views across the Kent countryside. The cottage benefits from a private south facing garden and patio. It is ideally situated to explore the many National Trust properties close by.

Step back in history and stay in a 14th c home
A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

Shepherds Farm - Cottage
An immaculately-presented detached cottage, situated in the heart of Kent's glorious countryside close medieval village of Lenham and offers easy access to Canterbury, Maidstone and Ashford. This cottage has been stylishly converted from old stable buildings, and retaining some original features that date back to 1732, it has now been refurbished to a high standard, offering a contemporary feel throughout. Set entirely across the ground floor, it's a great choice for less mobile guests.

The Paper Mill Stables
Set in the beautiful grounds of a fifteenth century Wealden hall house, The Stables is a delightful oak framed cottage - a hidden-away and peaceful haven for two. There is a sitting room with woodburner for super cosy nights in, and the pretty bedroom has a luxurious 4000 pocket sprung king size bed, and quality Egyptian cotton linen. Outside is a secluded garden with a terrace, and seventy acres of woodland and pasture to wander through; our resident Labradors will be pleased to join you!

Cottage in the Wood, Detling
'Cottage in the Wood' contains two double bedrooms one with en-suite bath/shower and one with shower room along with a sheltered hot tub taking advantage of the rolling Kent countryside with extensive views over the local Vineyards and North Downs beyond. The small and picturesque village of Detling is found on the slope of the North Downs, just northeast of Maidstone, and on the Pilgrims' Way - ideal if you're looking for a break only a short distance away from London.

Cosy Private Cottage in Wrotham, Kent Downs AONB
Set on the edge of Wrotham village in the Kent Downs Area of Outstanding Natural Beauty. This self contained one bedroom cottage comes with free off street parking and use of a large cottage garden. We welcome well behaved dogs. A two minute walk into Wrotham Village, with a picturesque church, village shop, and three pubs including the AA Rosette awarded Bull Hotel. Now with a newly completed private patio to the rear solely for guest use. Dog secure with high gate.

PJ's @ Willow Cottage
Small but beautifully created detached one bedroom apartment with kitchen, study/dining room and shower room/toilet Close to places of interest, train station, bus routes and M2 / M20 motorways . Superfast Wi-Fi, flat screen TV, fridge/freezer, combination microwave, hob, coffee/hot water machines and many extras. Double bed with Simba memory foam mattress , leather sofa Off-road parking and full access to large garden area. A secure bicycle store also available.

The Oast Cottage: Private Annex with own entrance.
We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Northdown Lodge
We are a unique rural modern lodge with every luxury, nestled in 3 acres. Beautiful views and walking on the Northdown's way. Great local pubs to enjoy. No better place to relax and unwind watching amazing sunsets, and perhaps sampling our local wine grown next door. Or put your feet up by the log burner and watch a film from our vast collection, perhaps with a homemade afternoon tea (available to book in advance). Whatever your preference, you wont be disappointed.

The Lodge
**Opted in to Airbnb's enhanced cleaning protocol** Cosy barn-style accommodation nestled in the heart of the Kent countryside. Located close to National Trust sites and country walks. The Lodge is the perfect country getaway and romantic retreat. Please note this is strictly a NO SMOKING property inside the Lodge, the garden and surrounding field. The property is also NOT SUITABLE for infants, children or pets. Two adults only.
Popular amenities for cottage rentals in Maidstone District
Cottage rentals with a hot tub

The Granary, Organic Vineyard stay with Pool.

Evegate Manor Barn

Oak Cottage: Hot Tub, Large Patio & Alpaca Views

Private, rural cottage with hottub near the coast.

Plantagenet: A Historic Country Cottage with Pool

Thatched Cottage Kent hideaway 3 Bed HotTub Haven!

Blackthorn is a luxurious, rural retreat for two.

Badgers Den - Covehurst Bay Holiday Cottage
Pet-friendly cottage rentals

Beautiful Whitstable Retreat w/garden & driveway

Tranquil luxury fisherman’s cottage close to beach

The Annex at Buttons Farm

Ticehurst Home with a view

Tenterden High Street Cottage for 4 ( 2 bedrooms)

Charming Little Worker’s Cottage

Rural Cottage in grounds of Grade II* Farmhouse

Dot Cottage, cosy hideaway in the centre of Rye
Private cottage rentals

Victorian gardener's lodge set in Kent countryside

The Kennels

Lovely Kent cottage with rural Medway views

Lillibelles lodge,Oak tree farm

Well Cottage, Hollingbourne, Maidstone

Cottage with a view.

Charming cottage with minstrels gallery in 7 acres

Twitchers Cottage Oare - Nature on your doorstep
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 SGD | $201 SGD | $205 SGD | $232 SGD | $238 SGD | $247 SGD | $246 SGD | $247 SGD | $247 SGD | $216 SGD | $202 SGD | $233 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
Quick stats about cottage rentals in Maidstone District

Total holiday rentals
Explore 100 holiday rentals in Maidstone District

Nightly prices starting at
Maidstone District holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 5,490 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
90 of Maidstone District holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Maidstone District rentals

4.9 Average rating
Maidstone District stays are highly rated by guests – averaging 4.9 out of 5!
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