
Guesthouse vacation rentals in Maidstone District
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Maidstone District
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

Woodsmoke Arts Studio: Boho country retreat
Relax and unwind in this artist-run bohemian retreat. Tucked away in the village of Preston, surrounded by orchards, you'll enjoy a peaceful 'get-away' yet be in 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 access to a large garden. Your host is happy to interact as much or as little as you like, and will gladly share the best experiences the area has to offer.

The Apple Store
The Apple Store is a beautiful and meticulously clean converted agricultural building that sits in the lovely gardens of a 16th Century house. Perfect for a staycation and set in a peaceful, rural location, the property is approximately 1.5 miles from Marden village and .75 mile from Hush Heath vineyard. Ideal for visits to local National Trust and RHS properties like Sissinghurst Castle, Leeds Castle and Great Dixter. Trains from Marden station to London run all day and take less than an hour.

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.

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

The Annexe at Rockley
A contemporary space amongst pretty gardens in rural kent, The Annexe at Rockley is a self contained building. Tucked away down a country lane outside the village of Bethersden it’s an ideal base for walking and cycling or exploring the beautiful surroundings. There is plenty to do in the area for a short break such as visiting the local towns of Tenterden Canterbury and Tunbridge Wells . It’s also well placed for a stopover for anyone heading to France with Eurotunnel only 25 minutes away.

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.

Weald Lodge: self-contained annexe with parking
This stylish place to stay is perfect for couples looking for a country get away with walks across the fields. Driving distance to local amenities, pubs/restaurants & attractions. Weald Lodge is a separate annexe in the gardens of Wealdview Farmhouse (TN12 6SP) PLEASE NOTE, despite being in the category of farm, we are not a farm and do not have far machinery. The fields around us have grazing sheep Due to the open beams on the mezzanine level, we don't encourage infants or children

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.

Peaceful, charming oak framed annexe
Recently furbished, oak framed annexe building consisting of large open plan lounge, dining and kitchen area. Shower room with hand basin and WC. Upstairs, snug double bedroom. (May be converted to two singles) Extra sofa bed available downstairs so property can accommodate up to 4 guests. Reliable wifi and space for remote working. Small, discreet private patio area. Private parking. Close to golf course and village centre. Surround yourself with style in this standout space.

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.

Little Batchelors - Idyllic escape
Set in the grounds of a stunning 400 year old Tudor Hall and gardens, this beautiful new property is 1.5 miles away from the gorgeous Sissinghurst Castle Garden and within easy reach of Biddenden, with its renowned vineyard and Michelin starred restaurant. A perfect setting for couples, small families or friends. It has a very large open plan living/dining/kitchen area with doors onto a decked terrace and two en-suite double bedrooms, with ample room for parking.

Cosy, well-equipped Studio in Oak-Beamed Stable
Take it easy at this unique and tranquil getaway. This historic oak-beamed stable set within the grounds of a former Kent farm, is the perfect base for those wishing for a weekend away or longer to explore the Kent and Sussex countryside. With access to a large garden at the rear with amenities including a firepit, outside dining and seating area, BBQ, Hammock and pond jetty. Use of a large bell tent can also be included for an additional fee.
Popular amenities for Maidstone District guesthouses
Family-friendly guesthouses

Boutique countryside cabin

Pear Tree Lodge

The idyllic Acorn Lodge

Country cabin in Domewood Private Estate

Alpaca Lodge

The Dragons Nest

Kent home with a view

Chapel Field Lodge
Guesthouses with a patio

Whispering Waves-Brighton8min/Beach/AC/Parking

Barons Granary, The Bull Pen, Iden nr Rye

Detached garden annex in Lewes

Oak Tree Cottage

Stylish one-bedroom studio in Appledore, Kent

Amazing Clockhouse in a perfect location

Unique Cabin Retreat in an Urban Green Oasis

The secret hideaway (SS6)
Guesthouse rentals with a washer and dryer

Watermill, beautiful village of Wye, North Downs

Exclusive use modern barn with stunning views

Self Contained Garden Studio near Glyndebourne

Log cabin lakeside retreat in private grounds

Stylish, Studio Apartment. 5 mins from Eurotunnel.

The Annex

Greenfield Lodge Brighton (Free Parking)

Luxurious Apartment in West Hanningfield + Tennis
Quick stats about guesthouse rentals in Maidstone District
Total rentals
40 properties
Nightly prices starting at
$98 CAD before taxes and fees
Total number of reviews
3.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Amsterdam Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- River Thames Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Central London Vacation rentals
- Rentals with breakfast Maidstone District
- Hotel rentals Maidstone District
- Rentals with a patio Maidstone District
- Pet-friendly rentals Maidstone District
- Barn rentals Maidstone District
- House rentals Maidstone District
- Fitness-friendly rentals Maidstone District
- Rentals with a washer and dryer Maidstone District
- Condo rentals Maidstone District
- Serviced apartment rentals Maidstone District
- Cottage rentals Maidstone District
- Rentals with lake access Maidstone District
- Family-friendly rentals Maidstone District
- Smoking-friendly rentals Maidstone District
- Rentals with a fireplace Maidstone District
- Farmstay rentals Maidstone District
- Apartment rentals Maidstone District
- Rentals with an EV charger Maidstone District
- Rentals with outdoor seating Maidstone District
- Rentals with a hot tub Maidstone District
- Rentals with a firepit Maidstone District
- Rentals with pools Maidstone District
- Waterfront rentals Maidstone District
- Cabin rentals Maidstone District
- Guesthouse rentals Kent
- Guesthouse rentals England
- Guesthouse rentals United Kingdom
- British Museum
- Covent Garden
- Buckingham Palace
- Wembley Stadium
- Big Ben
- Trafalgar Square
- Tower Bridge
- London Bridge
- Hampstead Heath
- The O2
- Harrods
- Barbican Centre
- St. Paul's Cathedral
- Emirates Stadium
- ExCeL London
- St Pancras International
- Camden Market
- London Stadium
- Alexandra Palace
- Clapham Common
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Hampton Court Palace
- Kew Gardens