Guesthouse vacation rentals in Maidstone District

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Top-rated guesthouse rentals in Maidstone District

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

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.

Guesthouse in Kent

4.97 out of 5 average rating, 251 reviews

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.

Guest favorite

A charming exterior view of the converted agricultural building is framed by lush greenery and colorful flowers. The black wooden weatherboarding blends seamlessly with the natural surroundings, while large windows allow glimpses of the interior. The scene is set under a vibrant garden ambiance.

Guesthouse in Marden

4.94 out of 5 average rating, 189 reviews

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.

Top guest favorite

The exterior of the annex is showcased, featuring vertical wooden slats and a glass-paneled door. A small window is visible, allowing natural light into the space. The entrance is set on a paved path, surrounded by greenery and a water storage tank nearby.

Guesthouse in Sittingbourne

4.93 out of 5 average rating, 250 reviews

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.

Top guest favorite

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.

Guesthouse in Ticehurst

4.99 out of 5 average rating, 188 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 favorite

A spacious living area is enhanced by vaulted ceilings and exposed wooden beams. A large sectional sofa sits in front of a wall-mounted television, while a dining table with six chairs is arranged for meals. A well-equipped kitchen area is integrated into the space.

Guesthouse in Burwash

4.95 out of 5 average rating, 476 reviews

Newly converted stable block

Modern two bedroomed, separate accommodation with studio kitchen comprising of a combination oven, double hob, fridge and sink. There is also a kettle and toaster, cutlery etc. Youngs garden stable block is on the edge of a charming old village in East Sussex, within striking distance of Bateman's ( home of Rudyard Kipling ) and many other historic sites such as Bodiam castle, Scotney castle, and many more. The village is approximately a 10 minute walk and has 2 pubs and a small supermarket.

Guest favorite

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.

Guesthouse in Delting

4.87 out of 5 average rating, 181 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

Guest favorite

An outdoor seating area features contemporary furniture arranged on dark decking. Stylish gray cushions adorn wicker chairs surrounding a glass-topped table. Bright red tulips provide a pop of color, while a stone figure adds a decorative element. Lush greenery and a stone wall create a natural backdrop.

Guesthouse in Kent

4.92 out of 5 average rating, 115 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 favorite

The exterior of a self-contained building features a stone facade and a sloped roof. Large windows allow natural light to flood the interior. A wooden bench is positioned in front, alongside a gravel pathway leading to a rustic shed.

Guesthouse in Bethersden

4.96 out of 5 average rating, 122 reviews

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.

Top guest favorite

A charming outdoor seating area features white metal chairs and a small table set on wooden decking. Potted plants flank the seating arrangement, and a brick wall provides a backdrop. The space is bordered by lush greenery, offering a serene environment.

Guesthouse in Tonbridge

4.97 out of 5 average rating, 296 reviews

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

Top guest favorite

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.

Guesthouse in Kent

4.96 out of 5 average rating, 134 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 favorite

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.

Guesthouse in Kings Hill

4.96 out of 5 average rating, 266 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 favorite

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.

Guesthouse in Boughton Monchelsea

4.97 out of 5 average rating, 267 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.