
Guest house holiday rentals in Maidstone District
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Maidstone District
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Me Old Abode Herne Bay…Entire Cabin By The Sea
Enjoy your stay at this lovely hut at the end of our garden. Our garden is 140 feet long so it's lovely and peaceful. The property consists of a lounge/kitchen/diner, bathroom & double bedroom. With enough room for a family of 4 to enjoy cooking an evening meal, there is a dining table, a 55 inch flat screen TV. This room hosts a double sofa bed. There is a separate bathroom with shower, toilet & sink. The double bedroom has a wardrobe, dressing table, stool, hair drier and a 50 inch TV.

Stylish, Studio Apartment. 5 mins from Eurotunnel.
A newly refurbished, light, clean, fully functional living space with off road parking and outside area. Situated 2 minutes easy drive from M20 Junction 13, 5 minutes from Eurotunnel and 15 minutes from Port of Dover. This AirBnb is perfect for overnight stays or longer if you wish to take in the sights of Folkestone and Kent. There is a train station only 5 mins walk so if you fancy a day in London you can be there within the hour. The historical city of Canterbury is only a 25 minute drive.

Romantic Floating Cabin -‘The Water Snug’
Romantic lake cabin for two, floating on our peaceful one-acre lake in ancient woodland. Relax by the cosy log burner, cook in the fully fitted kitchen, and wake to magical lake views from the bedroom. In spring, enjoy the woodland with bluebells and delicate flowers; summer brings long golden evenings over the lake, and autumn paints the trees in rich, vibrant colours. Step outside to gentle ripples, watch wildlife, or visit East Hoathly village with its café, shop, and pub just minutes away.

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 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.

'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.

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.

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.

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.

The Whitstable Oyster - a self-contained studio
The Whitstable Oyster is a private, self-contained studio in a converted side building of our family home. Situated on a quiet road, it’s a 10-minute walk to Whitstable’s high street and around 20 minutes to the beach, with a Co-op close by. Inside, you’ll find a king-size bed, TV, compact kitchen with hob and combi-oven, dining table, sofa, and a separate shower room with toilet. Free street parking is available. A practical and comfortable base to enjoy Whitstable from.

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.
Popular amenities for guest house rentals in Maidstone District
Family-friendly guest house rentals

Converted Coach House in Kent

Kentish country side, Hot tub, great outside space

Contemporary 1 bedroom Cabin with secluded Patio

Seaside Cabin with Courtyard - Whitstable

Garden Lodge

Entire 1 bedroom Apt. Sleeps 4- Private Entrance!

Beautifully developed historic stables, high spec

Self-contained annex, with off-road parking.
Guest house rentals with a patio

Whispering Waves-Brighton 8 mins/Beach/AC/Parking

Barons Granary, The Bull Pen, Iden nr Rye

Contemporary rural retreat with breathtaking views

Simple cosy cabin.

The idyllic Acorn Lodge

The Granary - Luxury conversion in beautiful Kent

Stylish one-bedroom studio in Appledore, Kent

The Haven
Guest house rentals with a washing machine and dryer

Exclusive use modern barn with stunning views

Watermill, beautiful village of Wye, North Downs

Ludwell Farm Cottage

Self Contained Garden Studio near Glyndebourne

Jaysbarn charming nook, guesthouse Sussex/Kent

The Annex

Greenfield Lodge Brighton (Free Parking)

Luxury Apartment in West Hanningfield + Tennis.
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 SGD | $172 SGD | $169 SGD | $168 SGD | $177 SGD | $173 SGD | $173 SGD | $174 SGD | $173 SGD | $162 SGD | $163 SGD | $181 SGD |
| 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 |
Quick stats about guest house rentals in Maidstone District

Total holiday rentals
Explore 40 holiday rentals in Maidstone District

Nightly prices starting at
Maidstone District holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 3,870 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Maidstone District holiday rentals include wifi 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!
Destinations to explore
- Waterfront rentals Maidstone District
- House rentals Maidstone District
- Fitness-friendly rentals Maidstone District
- Apartment rentals Maidstone District
- Cottage rentals Maidstone District
- Rentals with pools Maidstone District
- Rentals with a fireplace Maidstone District
- Shepherd’s hut rentals Maidstone District
- Barn rentals Maidstone District
- Smoking-friendly rentals Maidstone District
- Rentals with a hot tub Maidstone District
- Rentals with breakfast Maidstone District
- Cabin rentals Maidstone District
- Serviced apartment rentals Maidstone District
- Farm stay rentals Maidstone District
- Pet-friendly rentals Maidstone District
- Rentals with lake access Maidstone District
- Hotel rooms Maidstone District
- Rentals with a patio Maidstone District
- Rentals with outdoor seating Maidstone District
- Rentals with a firepit Maidstone District
- Flat rentals Maidstone District
- Rentals with a washing machine and dryer Maidstone District
- Rentals with an EV charger Maidstone District
- Family-friendly rentals Maidstone District
- Guest house rentals Kent
- Guest house rentals England
- Guest house rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Brighton Seafront
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Buckingham Palace
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- London Stadium
- Victoria Park
- British Museum
- Primrose Hill
- London Eye
- St Paul's Cathedral
- Trafalgar Square





