
Cottage vacation rentals in Maidstone District
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Maidstone District

Total vacation rentals
Explore 100 vacation rentals in Maidstone District

Nightly prices starting at
Maidstone District vacation rentals start at G$18,823 GYD per night before taxes and fees

Verified guest reviews
Over 5,660 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
90 of Maidstone District vacation rentals include wi-fi 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!
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.

Plantagenet, A Historic Country Cottage with Pool
A delightful and unique country cottage with historic links to the Plantagenet Kings of England. Tucked away in mature gardens with views over the Eastwell Manor estate, it’s spacious, private and full of character. Enjoy the heated outdoor pool in summer, optional hot tub, rustic outdoor shower, BBQ, garden games, exploring the beautiful Kent countryside, great pubs, beaches, Canterbury, Folkestone, Ashford Designer Outlet, farm shops & plenty more - or simply just chill and enjoy the cottage!

Tenterden High Street Cottage for 4 ( 2 bedrooms)
Perfectly situated on Tenterden High Street. Victorian terraced cottage for max 4 guests, with private parking. Easy walk to many antique shops, nice charity shops, cafés, pubs, micro brewery, steam railway station. 2 supermarkets. Great base for exploring the local area, with castles, beaches, gardens, vineyards and aerodrome, all a short drive away. There are many National Trust places nearby. Little House has heating, wood burner, washer dryer and dishwasher. Selection of DVDs and books.

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.

Castle Cottage, Wadhurst
Wadhurst Castle Cottage is a charming Regency self catering holiday cottage with well proportioned rooms, creating a light, spacious holiday home for up to 6 guests in 3 bedrooms, with sofa bed available in the sitting room. It has its own small secluded garden and is located in the parkland of historic Wadhurst Castle Estate, near Royal Tunbridge Wells and within easy reach of the seaside, London and Gatwick. It is well positioned for visiting a wealth of National Trust properties.

The Lodge
**Please note: Airbnb now includes its fees within the nightly rate. We have NOT increased our prices. 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.

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.

Gather&Unwind: Gardens, Woodland & Tennis Cottages
Two charming 3-bedroom cottages with private en-suite bathrooms, set within 2.5 acres of Kentish gardens and woodland. Enjoy a tennis court, children’s play area, walking trails and an in-house ice cream parlour stocked with local Taywell Kentish ice cream. Make your own old-fashioned candyfloss and buttery cinema-style popcorn. Perfect for families, friends and wedding guests. Dog-friendly, with historic Yalding village nearby and London just 45 minutes away by train.

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 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.

Characterful cottage with woodburner and parking
This is a cosy end terrace cottage which sleeps 3, situated in St.Michaels with shops and pubs on the doorstep. The cottage has off road parking and an enclosed garden to the rear. Downstairs there is a lounge with log burning stove and kitchen. Upstairs the main bedroom has a king-size double bed with attractive views to the front of the property. The second bedroom is a cosy single. The bathroom has a shower over the bath, washbasin and toilet. Cottage has WIFI.

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

Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6

The Granary, Organic Vineyard stay with Pool.

Badgers Den - Covehurst Bay Holiday Cottage

Idyllic Cottage with Private Hot Tub

Birch Cottage, Rye, Coastline Views & Hot Tub

Blackthorn is a luxurious, rural retreat for two.

Evegate Manor Barn

'Bramble Lodge' Littlebourne, Canterbury (hot tub)
Pet-friendly cottage rentals

Ticehurst Home with a view

Delightful pet-friendly oast with private garden

2 bedroom Georgian cottage on Island Wall

Converted barn with garden & private sun terrace

The Cosy Cottage, with heated swimming pool !

Country cottage near to Whitstable & Canterbury

Pretty cottage in the heart of Tenterden

Countryside Escape in Beautiful Cosy Cottage
Private cottage rentals

Idyllic 2- Bedroom barn with amazing views

A beautiful two bedroom Victorian coach house

Shepherds Farm - Cottage

Pickle Cottage Tenterden

The Stables with walled garden near the Pantiles

Peaceful Cottage with Views nr Sissinghurst Castle

Quiet luxury rural cottage with fantastic views.

Charming cottage with minstrels gallery in 7 acres
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,574 GYD | G$43,084 GYD | G$40,156 GYD | G$43,293 GYD | G$43,921 GYD | G$43,084 GYD | G$40,365 GYD | G$40,574 GYD | G$40,574 GYD | G$40,156 GYD | G$39,529 GYD | G$46,221 GYD |
| 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 |
Destinations to explore
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- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Victoria Park
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- London Stadium
- British Museum
- Barbican Centre
- Regent's Park
- Primrose Hill





