Guesthouse holiday rentals in Maidstone District

The Old Engineer, a rural boutique retreat

Escape to The Old Engineer, a peaceful boutique retreat for two in the Kent countryside, between Tunbridge Wells and Maidstone. Surrounded by fields, it has a private entrance, pretty courtyard garden and luxurious super-king bed (or twin beds on request). Enjoy a comfortable self-catering space, then explore nearby gardens, castles, vineyards, walking and cycling routes, country pubs and restaurants. The Gardens wedding venue and Tunbridge Wells are close by, with London just 50 mins by train.

Value · Family · Check-in

Idyllic countryside annexe

Relax and unwind in this tranquil space, a short stroll to the charming high street of West Malling with its boutique shops, pubs and restaurants. The annexe is set in the grounds of our family home, overlooking gardens and fields of the Kent countryside. It has parking and its own separate entrance, accessed via a key box. The space is light and airy with a king size bed, table, sofa, living area, kitchenette and en-suite. Ideal for a couples retreat or to use as a base to explore the area.

Location · Value · Parking

Self-contained annex, with off-road parking.

Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

Location · Family · Biking

Self Contained Garden Studio with stunning views

The Garden Studio has spectacular views over the Kent countryside from the property's floor to ceiling windows. The self contained compact studio has private access and includes lounge chairs, coffee table and a double bed. We have a dining table/ two stools overlooking the terrace. There is a fridge, a microwave, a two ring electric hob together with a kettle, Nespresso Coffee Machine and a toaster in the kitchen area. Iron/Board/Desk/Chair are on request prior to stay. Compact shower/wc.

Location · Value · Amenities

The Strawberry Barns near North Downs Way Kent.

Strawberry Barns are your home-away-from-home in the Kent countryside. Surrounded by the quiet of peaceful woodland, in Bramley Acres in Kingswood, near Maidstone. Strawberry Barns are the ideal base for couples to explore the Kent Downs Area of Outstanding Natural Beauty (AONB), North Downs Way, delightful villages, pleasant woodland trails, and lovely pub walks in the countryside, all within a short distance of 500 acres of beautiful parkland and formal gardens at the historic Leeds Castle.

Family · Value · Decor

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

Location · Family · Sleep quality

The Studio, Ticehurst

This fantastic open plan converted office space is located in the heart of High Weald, Area of Outstanding Natural Beauty. ‘The Studio’ is the perfect location for couples or families wanting to explore all that the countryside has to offer. Walking distance from Ticehurst Village, home to Sunday Times Pub of the Year ‘The Bell’. As well as Bewl water, Bedgebury Pinetum, fruit picking & plenty of National Trust properties on the doorstep, you won’t be short of things to do during your stay.

Family · Value · TV

The Sauna House

Update! New Lino floor installed. Welcome to our luxurious Airbnb retreat, where relaxation meets sophistication. This elegant getaway, with no shared spaces, boasts an indoor oasis with a rejuvenating hot tub and a tranquil sauna, perfect for unwinding. A comfortable Silentnight mattress to relax. Step outside to our charming outdoor seating area, where you can sip your morning coffee or enjoy a glass of wine under the moonlight. This retreat is ideal for a couple seeking a romantic escape.

Family · Location · Air conditioning

'The Hideaway ' Sole Street, Cobham, Kent.

The Hideaway is situated in the heart of Kent in the rural village of Sole Street, Parish of Cobham & Luddesdown. We are walking distance to Sole Street Station on the Victoria line to London. Ebbsfleet & Meopham are a driving distance away so St Pancras and Victoria can be reached in 17 - 35 minutes. The location is great for people who love long walks & nature as we are surrounded by ancient unspoilt woodlands and rolling hills. We have a choice of three Forestry Commission Parks to visit.

Value · Location · Sleep quality

Woodsmoke Studio: Boho country retreat

Relax and unwind in this artist-run bohemian retreat. Tucked away in the village of Preston, surrounded by countryside, you'll enjoy a peaceful 'get-away' within easy reach of local amenities and Kent's stunning coastline. The studio is blissfully quiet, set back from the cottage with its own entrance under a vine-covered pergola, with views to a large garden. Your host is happy to interact as much or as little as you like, gladly sharing the best experiences the area has to offer.

Family · Location · Walkability

Snap Mill Barn Country Holiday Let

Snap Mill Barn is a recently refurbished one bedroom barn located between Pluckley and Smarden in rural Kent. Surrounded by arable farm land with tranquil surrounding country side with a variety of walks at your doorstep. Open plan living with self contained kitchen, lounge dinner complete with log burner and super fast wifi. Stylish bathroom with enclosed shower and all linen and toiletries provided. Fully enclosed patio area. Many local amenities nearby i.e National Trust properties.

Location · Family · Getting around

The Stables

Our one bedroom studio is the perfect retreat for two to relax and unwind.  Just a short walk from the tree lined high street of Tenterden, with it's eclectic mix of independent shops,  historic buildings and small cafes, it is also home to Kent & East Sussex's heritage steam railway. But if relaxing with your favourite glass is more your thing, then it's worth noting, that it is also in the centre of England's wine country, with our local vineyards - from Chapel Down to Gusbourne.

Family · Location · Parking