
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$18,822 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.

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!

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.

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.

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.

Daweswood - Luxury countryside cottage, lake & tub
Just 6 minutes from Canterbury city centre and 10 minutes from Whitstable seafront, Daweswood cottage is a flagship country retreat designed with you in mind. Does drifting to sleep whilst reading a book in the garden room hammock sound like perfection? How about Prosecco in the hot tub, or playing board games late into the early hours next to a wood burning fire in the cosy snug? Go fishing on the huge lake, feed the mandarin ducks on the pond, or even try metal detecting!

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.

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.

Idyllic 2- Bedroom barn with amazing views
Relax in our spacious barn conversion with beautiful countryside views. The Barn is ideally located for exploring National Trust properties, historic gardens, vineyards, Tenterden, Rye and Camber Sands. Enjoy your own private patio after a day out. The Barn is one of three separate properties within the grounds, each with its own private entrance and outdoor space. The White Hart pub is just a short walk away.
Popular amenities for Maidstone District cottage rentals
Cottage rentals with a hot tub

Evegate Manor Barn

Swallows Nest Cottage with Pool & Spa

Birch Cottage, Rye, Coastline Views & Hot Tub

Blackthorn is a luxurious, rural retreat for two.

Idyllic Cottage with Private Hot Tub

'Oak Lodge' Littlebourne, Canterbury (hot tub)

Beautiful Cottage Retreat + Hot Tub + Spa

Charming cottage with hot tub & private garden
Pet-friendly cottage rentals

Dot Cottage, cosy hideaway in the centre of Rye

Delightful pet-friendly oast with private garden

The Cosy Cottage, with heated swimming pool !

Cosy Private Cottage in Wrotham, Kent Downs AONB

2 bedroom Georgian cottage on Island Wall

Characterful cottage with woodburner and parking

Converted barn with garden & private sun terrace

Pretty cottage in the heart of Tenterden
Private cottage rentals

The Stables with walled garden near the Pantiles

Wonderful rural dwelling- relax or explore Kent!

Charming Cottage & private parking, heart of Kent.

The Old Bicycle Shop - Chilham

Old Fire Station in central Benenden village, Kent

A Cosy Cottage With A Fabulous View Close To TW.

Hollyhock Cottage

Cheerful 2 Bed Cottage In The Heart Of Canterbury
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$40,572 GYD | G$43,082 GYD | G$40,154 GYD | G$43,291 GYD | G$43,918 GYD | G$43,082 GYD | G$40,363 GYD | G$40,572 GYD | G$40,572 GYD | G$40,154 GYD | G$39,526 GYD | G$46,219 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
- Rentals with breakfast Maidstone District
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- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- Brighton Seafront
- London Bridge
- The O2
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- Clapham Common
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