
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.

Hollyhock Cottage
Hollyhock Cottage offers welcoming accommodation within the beautiful Kent countryside. With 2 double bedrooms and one twin, the cottage can sleep up to 6 people. A travel cot is available on request. The ground floor has a fully equipped kitchen and lounge area with woodburner. At the back of the cottage is a spacious conservatory, ideal for dining. The bathroom is on the ground floor with a shower room and w.c. on the first floor. Outside is off-road parking and a private garden with BBQ.

Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6
Unwind in Bliss: a Luxurious 3-Bed Detached Thatched Cottage with Hot Tub, Sleeps 6, Amidst Magnificent Kent Countryside Unwind in our luxurious hot tub and let your worries melt away. Surrounded by lush fields this stunning countryside retreat provides a setting of unmatched beauty. The cottage offers a haven of relaxation and privacy reconnect with nature, create memories that will last a lifetime. Book your stay now and immerse yourself in the splendor of this captivating sanctuary.

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.

Twitchers Cottage Oare - Nature on your doorstep
Twitchers Cottage at Broomfield Barn is a beautifully presented converted in 2020, one bedroom cottage. Located on the edge of Oare marshes that is an important wetland reserve with a range of bird species. This area is popular with bird watches, walkers, wildlife photographers and cyclists or anyone who wants a relaxing break away surrounded by open countryside. There is plenty to do throughout the year wether you want coast, town or countryside it’s all in easy reach for your enjoyment.

Plantagenet: A Historic Country Cottage with Pool
A delightful and unique country cottage with historical links to the Plantagenet Kings of England! It's tucked away, surrounded by mature gardens with views over the Eastwell Manor country estate. Plantagenet Cottage is full of character and charm, it's spacious, very private and relaxing . Our heated pool is great in Summer [closed in Winter]. Enjoy the beautiful Kent countryside, great pubs, a nearby Spa, beaches, Canterbury and lots more - or simply just chill out at the cottage !

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.

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.
Popular amenities for cottage rentals in Maidstone District
Cottage rentals with a hot tub

Charming cottage with hot tub & private garden

Evegate Manor Barn

Private, rural cottage with hottub near the coast.

'Oak Lodge' Littlebourne, Canterbury (hot tub)

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

Beautiful Whitstable Retreat w/garden & driveway

PJ's @ Willow Cottage

Beautiful Cottage In The Heart Of Whitstable.

The Annex at Buttons Farm

Delightful pet-friendly oast with private garden

The Old Piggery Orlestone cosy country conversion

Cozy Flint Cottage

Ticehurst Home with a view
Private cottage rentals

Tranquil grade II listed barn next to windmill

Cosy period cottage in the Sussex Countryside

Countryside views/Dog friendly/secure garden

Cosy Cottage with Woodburner & Countryside Views.

Pebbles - calm and quiet near the sea

The Paper Mill Stables

Cosy cottage near English vineyards

Fisherman's cottage in the heart of Whitstable
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 | $244 SGD | $241 SGD | $281 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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- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Marble Arch
- St Pancras International
- Hampstead Heath
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- Tottenham Court Road
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- The O2
- Natural History Museum
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- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
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