Guest house holiday rentals in Maidstone District

Find and book unique guest house rentals on Airbnb

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 $65 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!

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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Top guest favourite
A spacious driveway is shown, featuring textured brick paving that leads to the entrance of a detached studio apartment. Fenced greenery lines the space, providing privacy. The area appears well-maintained, with ample room for vehicle parking beside the gated entrance.
Guest house in Folkestone
4.97 out of 5 average rating, 829 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
An open plan studio space features wooden beams and a mix of cozy furnishings. A spacious bed is positioned to one side, while a small dining table with chairs is situated nearby. Natural light enters through the windows, illuminating the warm wooden floor.
Guest house in Ticehurst
5 out of 5 average rating, 251 reviews

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.

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
The exterior of the Strawberry Barn features a green wooden facade, surrounded by lush foliage. A small patio with a bistro table and two chairs provides a space to enjoy the outdoor view. The entrance door is framed by blooming red and green plants.
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
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.

Guest favourite
A spacious living area features exposed wooden beams and a wooden floor. Comfortable seating includes a large sofa and two armchairs surrounding a coffee table. A fireplace adds character, while a television is mounted on the wall. Dining space is visible in the background.
Guest house in Kent
4.9 out of 5 average rating, 107 reviews

Converted Coach House in Kent

Set in the ancient picturesque village of Wrotham, a self contained lovingly converted annex with a private entrance. A two min walk to the village high street with its three pubs and village shop. Borough Green is a mile away with direct trains to London in 35 - 45 mins. The village is surrounded by unspoilt countryside and amazing walks. Free on street parking. Well behaved pets are welcome. Other Attractions Yoga classes - on site Brands Hatch Motorsport - 7 mins Leeds Castle - 20 mins

Top guest favourite
A spacious studio with high ceilings is complemented by exposed wooden beams. A Swedish log burner sits centrally on a tiled platform. Large windows allow natural light to flood the space, enhancing the calm atmosphere. A cozy seating area and dining space are also visible.
Guest house in Kent
4.97 out of 5 average rating, 283 reviews

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.

Top guest favourite
The barn features a charming exterior with wooden siding and a gabled roof. Sunlight filters through lush trees, casting gentle shadows. A fenced garden area surrounds the property, complemented by a gravel pathway leading up to the entrance.
Guest house in Smarden
4.97 out of 5 average rating, 181 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
A cozy sleeping area features a spacious bed with a patterned yellow throw and white linens. Warm green walls and soft lighting from two fixtures create a comfortable ambiance. A large mirror reflects the room, enhancing the sense of space.
Guest house in Tenterden
4.97 out of 5 average rating, 160 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 warm wooden beams and a spacious layout. A comfortable light-colored sofa and ottoman are placed adjacent to a dining table, while a well-equipped kitchen is visible in the background. Fresh flowers accent the dining table, adding subtle elegance.
Guest house in Kings Hill
4.97 out of 5 average rating, 310 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, 354 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.

Top guest favourite
A charming black timber cottage is surrounded by lush greenery and neatly trimmed hedges. A well-maintained lawn extends in the foreground, leading to a wooden fence that provides a sense of privacy while natural light enhances the serene landscape.
Guest house in Biddenden
4.96 out of 5 average rating, 146 reviews

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.

Popular amenities for guest house rentals in Maidstone District

When is the best time to visit Maidstone District?

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