Vacation rentals in Maidstone District

Self-contained luxury annex

The Annex is a completely private part of our house for guests exclusive use, located in the historical Kentish village of Leeds, within walking distance to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle. The Kent show ground. 35 mins drive to Eurotunnel & 50 mins to Dover ferry port. 1 hour to London via train. The Annex has it's own private entrance, rear private patio area, sitting room/ fully equipped kitchenette, downstairs shower room/ large upstairs bedroom.

Adorable 1 bed guesthouse with patio

Sit back & relax in this calm, cosy space. Set within the grounds of our gated family home in Detling located on the slope of the North Downs, 4 miles north east of Maidstone, & on the Pilgrims' Way. Whether you want a relaxing get away or want to explore many of the wonderful walks and bike trails the north downs have to offer you can be sure to find a warm and cosy place to stay at the end of the day. We have a very friendly dog who will be on hand to greet you along with 2 young children

Grand Bubble

Grand bubble sleeps 4 people who can enjoy the ultimate view of nature. You can fall asleep with the stars and wake up to the rising sun. This bubble has the wow factor and includes your own hot tub, BBQ, a shower, a flushing toilet, outdoor chess set and a golf buggy. The bubble is very secluded set at a bottom of a 12 acre field off a woodland. Out side of the bubble is a very large outdoor gazebo with comfy seating and a large gas bbq so even if it rains you can still bbq comfortably.

Boutique Barn Retreat with Private Courtyard

Escape to this stylish boutique barn in the heart of the Kent countryside. Surrounded by orchards and countryside, Wagon Lodge blends rustic charm with modern comfort, featuring vaulted beamed ceilings, underfloor heating, a private courtyard for outdoor dining, and beautifully designed interiors for up to 4 guests. Perfect for romantic escapes, family getaways, vineyard visits, coastal adventures, and exploring nearby Rye, Goudhurst, Tunbridge Wells and Kent’s stunning castles & gardens.

Mote Park View

Welcome to our stylish and spacious 4-bedroom an suite semi-detached house, situated next to Mote Park. This bright home is ideal for large families, accommodating 8-10 guests. The property provides 4 parking spaces with electric charger. Enjoy stunning park views from the comfort of your room or while relaxing on the terraces. Located close to the town centre, this home provides easy access to local amenities and local park .Book now for a perfect blend of tranquillity and convenience!

Adorable 1 bedroom guest barn, Boughton Monchelsea

This barn is situated in the picturesque village of Boughton Monchelsea. It has its own private garden with stunning meadow views. It has lots of local amenities to explore and is only 15 minutes drive from Leeds castle and a 15 minute drive to the train station which will take you directly into London. The exposed oak beamed barn is situated next to a traditional oast house, perfect for romantic getaways and people who want to escape the fast pace of everyday life.

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.

Number 26 at West Malling

Enjoy a stylish experience at a newly refurbished Grade II Listed property in the heart of the historic market town of West Malling, Kent. This spacious, duplex apartment provides excellent access to the many shops, restaurants, bars, salons, jewellers and other amenities within the picturesque High Street setting. High specification finishes have been used throughout, so whether you decide to go out or stay in, you can be sure to enjoy a luxurious break.

Lake House Staycation

Escape to The Lakehouse, a charming lakeside retreat steeped in history. Once a working quarry, the lake provided the very stone used to build this beautiful home—and even nearby Leeds Castle. Lovingly restored with original stonework, this tranquil hideaway offers stunning water views, modern comforts, and timeless character. Enjoy peaceful walks, local pubs, and the rolling Kent countryside—perfect for a romantic getaway or serene weekend escape.

Reeds retreat

welcome to Reeds Retreat , why not come and enjoy the lovely setting of this romantic spot in nature! Watch the wildlife while relaxing in the outside roll top bath or maybe spend the evening star gazing. Reeds retreat is the perfect space to unwind alone or with a special someone! Afternoon tea, with or without fizz can be added to your stay ! (On request) Pamper yourself during your stay, please feel free to enquire!

The Old Engineer, a rural boutique retreat

Our rural boutique accommodation with private entrance and pretty courtyard garden is surrounded by fields. The space is designed with the guests comfort and luxury in mind. It is the perfect spot for a relaxing and peaceful get away. Super king bed (or twin if requested). Located between Tunbridge Wells and Maidstone, close to the Hop Farm and attractions such as Sissinghurst Gardens, Vineyards and many NT properties.

Silverwood Studio Countryside Getaway

Escape to the countryside at Silverwood Studio, based on a farm in the most stunning location in Kent. We have recently renovated this barn to a high standard, complete with a log burner, kitchenette and a large picture window looking over the most fantastic view. It is located in a truly beautiful setting, in the middle of the English countryside, perfect for a romantic getaway or peaceful retreat.