
Cottage holiday rentals in Maidstone District
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Top-rated cottage rentals in Maidstone District
Guests agree: these cottages are highly rated for location, cleanliness and more.

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.

Idyllic 2- Bedroom barn with amazing views
Spacious barn conversion with views of the countryside. The Barn is an ideal location to use as a base for visiting the many places of interest or for a relaxing holiday. There are many National Trust properties within a small radius together with historic gardens and local vineyards. Tenterden and Rye are a short drive and Camber Sands, with its sandy beach, is a must. There are a number of local pubs which serve food, The White Hart within a few minutes walk, and many others not far away.

A beautiful two bedroom Victorian coach house
A picturesque, newly converted Coach House in the small village of Badlesmere, high on the North Kent Downs. Set amongst rolling hills and wooded valleys, this striking conversion offers delightful accommodation, a south facing patio and use of a tennis court. Close to the market town of Faversham and the historic city of Canterbury, as well as Leeds Castle and fashionable Whitstable, it is an idyllic holiday spot or stopover on route to the continent, perfect for families or a romantic break.

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.

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.

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.

Pickle Cottage Tenterden
We would love to welcome you to our converted timber framed building (once a pig shed!) with modern furnishing, wooden floors and high ceilings. 1 double and 1 twin bedroom. Fully equipped kitchen, WiFi, Freeview TV, walk-in shower. Peaceful Kent countryside location, set in half an acre of garden, 1 mile from Tenterden. Great for weekend getaways, family holidays and an ideal venue for small business meetings.

Oak Cottage: Hot Tub, Large Patio & Alpaca Views
🥂 Oak Cottage: Hot Tub & Private Patio Escape to Oak Cottage in charming Harrietsham, at the foot of the North Downs. Enjoy a wood-fired hot tub on your large private patio and soak up the views. Located on a smallholding with alpacas, pigs, and sheep (Bam!), expect tranquility and wildlife. Includes our signature homemade welcome pack. Ask about our celebration decorations! Book your perfect Kent getaway.

Cosy 3 bedroom cottage in the heart of Kent
Shillinghurst Cottage is the perfect getaway for a relaxing break for friends, couples or a family break. It is cosy, comfortable yet modern and comes with everything you would expect to make it the ideal home away from home. Set in the heart of the beautiful village of Borden, it will suit individuals who like country walks, relaxing in a peaceful surrounding or exploring the many towns and cities nearby.
Popular amenities for cottage rentals in Maidstone District
Cottage rentals with a hot tub

The Granary, Organic Vineyard stay with Pool.

Evegate Manor Barn

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

Beautiful, Winter Retreat + Hot Tub

Willow Cottage, Hot tub & Coastline views, Rye
Pet-friendly cottage rentals

The Hideout - in the heart of Ashdown Forest

The Annex at Buttons Farm

Delightful pet-friendly oast with private garden

The Piggery-country hideaway, amazing valley views

2 bedroom Georgian cottage on Island Wall

Tenterden High Street Cottage for 4 ( 2 bedrooms)

Charming Little Worker’s Cottage

Pretty Victorian Cottage
Private cottage rentals

Countryside Escape in Beautiful Cosy Cottage

The Stables with walled garden near the Pantiles

Countryside views/Dog friendly/secure garden

The Old Tuck Shop (entire cottage - 1 double bed)

Hollyhock Cottage

Cottage with a view.

Charming, peaceful cottage by Sissinghurst Castle.

Idyllic Barn *reduced off peak rates*
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 SGD | $206 SGD | $210 SGD | $237 SGD | $244 SGD | $253 SGD | $251 SGD | $253 SGD | $253 SGD | $222 SGD | $207 SGD | $238 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 $91 SGD per night before taxes and fees

Verified guest reviews
Over 5,290 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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