
Cottage holiday rentals in Maidstone
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Top-rated cottage rentals in Maidstone
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Countryside Escape in Beautiful Cosy Cottage
Wisteria Cottage is a beautiful four bedroom, listed building, set in an idyllic historic village. Perfect setting for family holiday or for people who enjoy the countryside and glorious walks. Bluewater is close by. Wisteria cottage is great for those wanting a getaway that offers nearby vibrant city as well as beautiful countryside. We have recently modernised the cottage, it’s a brilliant space! We have put a climbing frame in the garden for hours of fun for the little ones. Relax and enjoy.

The Annex at Buttons Farm
The Annex is an elegant, spacious property in a beautiful rural setting. It is perfectly located for exploring Kent & Sussex with many wonderful attractions and activities close by. A short drive to Wadhurst station is perfect for day trips up to London, only a 1 hour journey. Wadhurst village, voted as the best place to live in the UK 2023, is a few minutes drive away. The rooms are large and spacious, perfect for couples or families. Small, well behaved dogs are welcome for an additional fee.

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.

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.

Peaceful Idyllic Stable on Romney Marsh near Rye
Homely interior with a calm feel. Surrounded by fields and sheep. Ideal for families. The main bedroom on the ground floor has a double bed. The room upstairs has two singles which can also be a double, ideal for children and young adults. The door to this room is an old French slatted shutter. There is a shower room with a loo on the ground floor. The kitchen, dining and living area is on the ground floor with a TV and warming gas fire. There is a double sofa bed in the living area.

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.

The Long Stable: Rural haven, spacious, fast Wifi
Stylishly fitted and eco-friendly, our detached, self-contained cottage is in a very rural location. There are no other holiday cottages on the farm. Situated in the High Weald Area of Outstanding Natural Beauty, on a sheep farm of 23 acres (which you are free to roam), this is a real get-away-from-it-all location. One of the most peaceful and relaxing places you will ever stay. With underfloor heating and a wood-burning stove you will be cosy whatever the weather.

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.

The Granary, Organic Vineyard stay with Pool.
Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

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 Maidstone cottage rentals
Cottage rentals with a hot tub

Charming cottage with hot tub & private garden

Evegate Manor Barn

Private, rural cottage with hottub near the coast.

Birch Cottage, Rye, Coastline Views & Hot Tub

'Oak Lodge' Littlebourne, Canterbury (hot tub)

Plantagenet: A Historic Country Cottage with Pool

Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6

Blackthorn is a luxurious, rural retreat for two.
Pet-friendly cottage rentals

Setts Wood Cottage, Tenterden

Converted barn with garden & private sun terrace

The Hideout - in the heart of Ashdown Forest

PJ's @ Willow Cottage

Westfields Cottage Sleeps 5 Beautiful setting

The Piggery-country hideaway, amazing valley views

2 bedroom Georgian cottage on Island Wall

Heated covered garden. Wlk to Sissinghurst Castle
Private cottage rentals

The Cottage, Dovedale Farm, Crowborough, TN6 1UT

Pebbles - calm and quiet near the sea

The Paper Mill Stables

Stable Cottage at Nurstead Court

Cottage with a view.

Charming cottage with minstrels gallery in 7 acres

Farmstay Fairfield Light, Bright, Peaceful Idyllic

Step back in history and stay in a 14th c home
Quick stats about cottage rentals in Maidstone

Nightly prices starting at
Maidstone holiday rentals start at $197 AUD per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

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

4.8 Average rating
Maidstone stays are highly rated by guests—averaging 4.8 out of 5!
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