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.

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Superhost
Guest house in Kent
4.76 out of 5 average rating, 137 reviews

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.

Top guest favourite
A charming exterior view of Pear Tree Lodge is presented, showcasing a light green door framed by large windows. The gravel pathway leads through well-maintained garden areas, which are enhanced by various plants and shrubs. Soft sunlight filters through the trees, creating a serene atmosphere.
Guest house in Kent
4.97 out of 5 average rating, 201 reviews

Pear Tree Lodge

Pear Tree Lodge has recently undergone a complete renovation. The property is self- contained from the main house with underfloor heating throughout and mid-century decor. There is a pretty garden exclusively for guests .Keys can be left out so guests can let themselves in and maintain their privacy, we will be on hand should you need anything. The property benefits from its own quiet shale driveway with off street parking. The lodge is a 15 minute walk to the beach, town and the train station.

Top guest favourite
Guest house in Folkestone
4.97 out of 5 average rating, 827 reviews

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.

Top guest favourite
A charming houseboat is nestled on a tranquil lake, surrounded by lush greenery and golden leaves. The exterior features wooden paneling and large windows that reflect the serene water. Lilypads cover parts of the lake, enhancing the natural beauty of the setting.
Guest house in East Hoathly
4.93 out of 5 average rating, 180 reviews

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.

Guest favourite
The exterior of a modern annex is depicted, featuring a sloped roof, large windows, and a wooden deck. Surrounding greenery includes well-maintained grass and flowering plants, contributing to a calming outdoor environment. The scene is set against a backdrop of cloudy skies.
Guest house in Delting
4.88 out of 5 average rating, 197 reviews

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

Top guest favourite
A wooden deck with steps leads to the entrance of the barn. The exterior showcases a gray wooden facade, framed by greenery, providing a sense of privacy. Windows are visible, allowing natural light to enter the space.
Guest house in Kingswood
4.97 out of 5 average rating, 117 reviews

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.

Top guest favourite
An outdoor decking area is furnished with a seating arrangement of gray wicker chairs and glass-top tables. Potted plants and colorful flowers enhance the space, while large windows of the residence create a bright backdrop.
Guest house in Kent
4.93 out of 5 average rating, 120 reviews

'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.

Top guest favourite
Guest house in Haywards Heath
4.94 out of 5 average rating, 223 reviews

Winter retreat - sauna, cold plunge pond & hot tub

Spa with hot tub and sauna all heated via a log burner for the ultimate retreat break. Guest house in large gardens, king sized bed, small kitchen and en-suite. Many local attractions near Brighton Gatwick Airport and the South Downs! Pull out double sofa bed, works well for smaller family’s. Stunning 25 meter swimming pond, water is crystal clear. Large deck and sun-loungers by the swimming pond. We use the garden too, it’s part of our home but there is plenty of opportunity for privacy.

Top guest favourite
Guest house in Smarden
4.97 out of 5 average rating, 180 reviews

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.

Top guest favourite
Guest house in Tenterden
4.97 out of 5 average rating, 159 reviews

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.

Top guest favourite
An open-plan living area showcases wooden beams and large windows that allow natural light to fill the space. A comfortable sofa faces a flat-screen television, while a light-colored dining table is positioned nearby. A soft rug adds warmth to the wooden flooring.
Guest house in Kings Hill
4.97 out of 5 average rating, 309 reviews

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.

Top guest favourite
An exterior view of a barn features a neatly maintained lawn, framed by a stone structure. Double glass doors lead into the barn. Two small chairs are positioned on a paved patio area near the entrance, inviting relaxation. Surrounding greenery adds a natural touch.
Guest house in Boughton Monchelsea
4.97 out of 5 average rating, 353 reviews

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

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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!

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