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

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

The Garden Room, Harvel - in the heart of Kent.
A Kentish gem - The Garden Room is an immaculately presented little cottage nestled in the beautiful hamlet of Harvel with thatched houses, Village Greens & the best Farm Café around. We offer a full range of in house Wellness Treatments. There is walking, stables, National Trusts, Silverhand Vineyard & Brands Hatch all on our doorstep. Good transport links; railway stations at Meopham, Borough Green & Ebbsfleet providing services DIRECT from London in UNDER 45 minutes. M25/M20 are 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.

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.

Country garden retreat by the river Barcombe Mills
An idyllic retreat in Barcombe Mills, close to Lewes and the Sussex coast. A warm & comfortable converted barn with stylish bedrooms, modern shower room, and kitchen diner with a big squishy sofa. Outside your door, you’ll walk into a large, private, fully-fenced garden, which you (and your dog) have exclusive use of. If you love long countryside walks by the river, or along the seafront, this is just the place. Pretty Sussex villages and country pubs abound in the area. Adults 18+ only.

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.

Whitstable Beach Cottage Seasalter Whitstable
If you're looking for a Whitstable holiday cottage, then our beach house at Seasalter may be perfect for you. One of just a handful of beach front properties in Whitstable bay, its captivating sea views make it a great place to stay summer or winter. Living literally right on the beach is something quite special, so if your passion is fishing, bird watching or sailing, if you just want to relax, or if you need a base to explore Kent from, you'll love our beach cottage.

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.

Charming, peaceful cottage by Sissinghurst Castle.
Idyllic, peaceful one double bedroom cottage by Sissinghurst Castle, only a 15 minute woodland walk away by public footpath. Sleeps 2-4. Set on the edge of a large, glorious lake, the cottage is a tranquil retreat at all times of year. In private grounds of 18 acres and surrounded by woods and wildlife, the cottage dates from 1798 but has recently been beautifully extended. The wood burner makes it a cosy and romantic getaway. London is only one hour away .

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
Cottage rentals with a hot tub

Tennis Court Cottage -hot tub

Charming cottage with hot tub & private garden

Oak Cottage: Hot Tub, Large Patio & Alpaca Views

Evegate Manor Barn

'Oak Lodge' Littlebourne, Canterbury (hot tub)

Plantagenet: A Historic Country Cottage with Pool

Blackthorn is a luxurious, rural retreat for two.

Beautiful Cottage Retreat + Hot Tub + Spa
Pet-friendly cottage rentals

Peace, Quiet, Cosy house with garden & log burner

Converted barn with garden & private sun terrace

The Hideout - in the heart of Ashdown Forest

Countryside views/Dog friendly/secure garden

Hazel Tree Cottage. A secluded country retreat.

The Annex at Buttons Farm

Tulip Tree Cottage Huge Garden+dog friendly

The Old Piggery Orlestone cosy country conversion
Private cottage rentals

Dungeness fisherman’s cottage full of character.

The Cottage, Dovedale Farm, Crowborough, TN6 1UT

The Long Stable: Rural haven, spacious, fast Wifi

The Paper Mill Stables

Spacious 3 bed maisonette in Hastings Old Town

Charming cottage with minstrels gallery in 7 acres

The Escape - South Downs Getaway

All Saints Cottage, City & Riverside with parking.
Quick stats about cottage rentals in Maidstone

Nightly prices starting at
Maidstone holiday rentals start at £104 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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