Guesthouse holiday rentals in Maidstone District

Guesthouse in West Malling

A light and airy living area is showcased, featuring a king-size bed with neatly arranged linens. A small dining table is positioned near a window, offering views of the outdoors. A sofa and kitchenette are visible, enhancing the space's functionality.

Idyllic countryside annexe

Relax and unwind in this tranquil space, a short stroll to the charming high street of West Malling with its boutique shops, pubs and restaurants. The annexe is set in the grounds of our family home, overlooking gardens and fields of the Kent countryside. It has parking and its own separate entrance, accessed via a key box. The space is light and airy with a king size bed, table, sofa, living area, kitchenette and en-suite. Ideal for a couples retreat or to use as a base to explore the area.

LocationValueBreakfast

4.94 out of 5 average rating, 107 reviews

A spacious room features a super king bed adorned with crisp white linens, flanked by bedside tables with floral lamps. A comfortable sofa in a muted blue hue is positioned in front, inviting relaxation. Natural light enters through a window, illuminating the warm wooden flooring.

4.99 out of 5 average rating, 315 reviews

The Old Engineer, a rural boutique retreat

Escape to The Old Engineer, a peaceful boutique retreat for two in the Kent countryside, between Tunbridge Wells and Maidstone. Surrounded by fields, it has a private entrance, pretty courtyard garden and luxurious super-king bed (or twin beds on request). Enjoy a comfortable self-catering space, then explore nearby gardens, castles, vineyards, walking and cycling routes, country pubs and restaurants. The Gardens wedding venue and Tunbridge Wells are close by, with London just 50 mins by train.

ValueFamilyCleanliness

Guesthouse in Sittingbourne

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.

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.

LocationFamilyLong stay

4.93 out of 5 average rating, 305 reviews

An open-plan living area features a large, curved sofa positioned towards a wall-mounted television. Natural light enters through sliding glass doors, which lead to an outdoor space. A modern kitchenette is visible, along with a washing machine, adding functionality to the inviting layout.

4.96 out of 5 average rating, 366 reviews

Kent home with a view

Annex at the bottom of our garden with its own patio area with views of the pool and garden. Nice quiet area with fields and woodland walks nearby Keys left in door - guests can let themselves in, we are generally around if you have questions There is BBQ area and a heated pool (shared with hosts) for stays of 2 days or more. Please note pool heating is not turned on until about mid-end of May and turned off in September. 5 min to Herne Bay. 15 min to Whitstable 20 min to Canterbury

LocationValueShared spaces

4.98 out of 5 average rating, 132 reviews

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.

Guesthouse in Kingswood

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.

FamilyValueAccuracy

4.89 out of 5 average rating, 210 reviews

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 Detling

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

LocationFamilyDecor

5.0 out of 5 average rating, 272 reviews

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

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.

LocationFamilyParking

4.93 out of 5 average rating, 122 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.

LocationFamilyHeating

4.97 out of 5 average rating, 194 reviews

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.

Guesthouse in Smarden

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.

FamilyLocationLong stay

4.89 out of 5 average rating, 113 reviews

Converted Coach House in Kent

Set in the ancient picturesque village of Wrotham, a self contained lovingly converted annex. A two min walk to the village high street with its three pubs and village shop. The village is surrounded by unspoilt countryside and amazing walks. Free on street parking. Borough Green is a mile away with direct trains to London in 35 - 45 mins. Other Attractions Brands Hatch Motorsport - 7 mins Sevenoaks & Knole Park - 15 mins Leeds Castle - 20 mins Bluewater Shopping Centre - 20 mins

ValueFamilyAccess

4.97 out of 5 average rating, 171 reviews

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 Tenterden

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.

ValueLocationGetting around

Guesthouse in Boughton Monchelsea

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.

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.

ValueLocationGetting around

4.97 out of 5 average rating, 368 reviews

Popular amenities for Maidstone District guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

4.98 out of 5 average rating, 107 reviews

Two alpacas are seen grazing on lush green grass in a tranquil garden setting. The foreground features a brown alpaca with a fluffy coat, while a light-colored alpaca, slightly blurred in the background, stands attentively. Trees line the garden's perimeter, providing a natural backdrop.

Guesthouse in Borden

Alpaca Lodge

FamilyLocationGetting around

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.

4.97 out of 5 average rating, 300 reviews

Woodsmoke Studio: Boho country retreat

LocationFamilyCheckout

4.93 out of 5 average rating, 198 reviews

The Garden Studio is presented with large floor-to-ceiling windows featuring soft curtains. A wooden deck is adorned with a seating area, surrounded by manicured grass and flowering plants, offering a serene outdoor space for relaxation.

Guesthouse in Cranbrook

Self Contained Garden Studio with stunning views

ValueLocationHospitality

4.95 out of 5 average rating, 534 reviews

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

Newly converted stable block

ValueLocationTV

4.89 out of 5 average rating, 253 reviews

A cozy lounge area is presented with a large sectional sofa adorned with various colorful cushions. A textured throw is casually draped over the seating. A coffee table with a decorative metal bowl sits at the center, while a well-stocked bookshelf features a variety of plants and books.

Guesthouse in Ticehurst

The Pheasant Roost

FamilyLocationCheckout

4.97 out of 5 average rating, 214 reviews

Pear Tree Lodge

FamilyLocationDecor

4.98 out of 5 average rating, 102 reviews

A charming wooden guest house is set among well-maintained gardens. Large glass doors provide expansive views of outdoor greenery and flower beds. The surrounding area is paved, offering a spacious patio atmosphere complemented by hanging plants and a well-kept lawn.

Guesthouse in Hucking

Quaint rural 1-bedroom guest house with patio

LocationFamilyLong stay

A wooden annex features large glass doors that open to a private deck. Potted plants with vibrant flowers surround the area. A table and chairs are set up on the deck, inviting a connection to nature. Lush greenery frames the scene, creating a serene outdoor atmosphere.

4.89 out of 5 average rating, 142 reviews

Ashdown Forest Guest House

ValueLocationBiking

Guesthouses with a patio

4.94 out of 5 average rating, 127 reviews

A large glass sliding door showcases expansive views of the surrounding countryside. The open-plan living area features a comfortable seating arrangement and a small table, inviting relaxation and connection with nature. A patio area with outdoor furniture is visible beyond the glass.

Guesthouse in Benenden

Contemporary rural retreat with breathtaking views

LocationFamilyAccuracy

4.95 out of 5 average rating, 193 reviews

An inviting open-plan kitchen and lounge area features a comfortable grey sofa adorned with patterned cushions, a blue accent chair, and a wooden dining table set for four. The space is brightened by natural light filtering through the window with white blinds.

Guesthouse in Ticehurst

Chapel Field Lodge

FamilyLocationCheckout

4.99 out of 5 average rating, 222 reviews

The exterior of the cottage is displayed, featuring a brick facade with multiple windows framed in black. Two planters are positioned at the entrance, and the structure is surrounded by trees. A stone pathway leads towards the front door, inviting guests to enter.

Guesthouse in Folkestone

The Den at Castle Lea

FamilyLocationHospitality

4.82 out of 5 average rating, 107 reviews

A well-lit studio space features a comfortable double sleigh bed with soft linens and a cozy throw. Nearby, a small desk and chair are positioned against a bright window. A television is mounted on the wall, alongside a potted plant, adding a touch of greenery.

Guesthouse in Hawkhurst

Romantic, peaceful & beautiful Studio in Kent

ValueLocationIndoor spaces

4.9 out of 5 average rating, 330 reviews

Contemporary 1 bedroom Cabin with secluded Patio

LocationValueParking

A comfortable sleeping area features a king bed with dark throw blankets and decorative pillows. Flanking bedside tables hold stylish lamps. Artwork adorns the walls, while a small window allows natural light to enter, providing a view of the outdoor greenery.

4.95 out of 5 average rating, 139 reviews

Double room in detached annex

LocationValueParking

An inviting sitting area features a round table with two chairs, complemented by a soft sofa. Large French doors open to scenic countryside views, while light-colored walls provide a bright atmosphere. A television is mounted on the wall, enhancing entertainment options.

4.96 out of 5 average rating, 235 reviews

Oak Tree Cottage

ValueLocationParking

Superhost

The rustic cabin is surrounded by lush greenery, featuring a spacious outdoor patio area with comfortable seating and an umbrella for shade. Bifold doors provide access to the interior space, seamlessly connecting the outside with the open-plan living area. Towering trees offer a serene backdrop.

Guesthouse in East Hoathly

The Dragons Nest

FamilyValueGetting around

4.89 out of 5 average rating, 229 reviews

Guest house rentals with a washing machine and dryer

4.98 out of 5 average rating, 315 reviews

An open-plan living area features a mix of contemporary and rustic design elements. A cozy seating area includes a plush sofa adorned with colorful cushions. A wooden coffee table sits in front, surrounded by books and decorative items. Large glass doors allow natural light and views of the patio.

Guesthouse in Appledore

The Outbuilding Appledore

FamilyLocationTV

A two-story cottage is framed by lush greenery and flowering shrubs. Two white deck chairs are positioned on the lawn, accompanied by a small outdoor dining set. Large windows adorn the home, enhancing natural light. A Juliet balcony overlooks the garden.

4.99 out of 5 average rating, 459 reviews

The Annex

FamilyLocationBackyard

4.94 out of 5 average rating, 575 reviews

A well-maintained outdoor area features a spacious lawn bordered by trees and shrubs. A brick building with a red-tiled roof stands nearby, while gravel pathways provide access to the property. Open farmland extends into the distance, contributing to a tranquil, rural setting.

Guesthouse in Woodchurch

Converted stable block set in open farmland

LocationValueLong stay

4.9 out of 5 average rating, 299 reviews

The front exterior of the watermill showcases a brick facade complemented by a white wooden section. The entrance is framed by a gravel drive surrounded by lush greenery and mature trees. Clear blue skies create a bright atmosphere, enhancing the peaceful setting.

Guesthouse in Ashford

Watermill, beautiful village of Wye, North Downs

FamilyValueNearby

4.97 out of 5 average rating, 872 reviews

The entrance features a dark front door with a diamond-shaped window, framed by two white windows. A canopy extends over the door, providing shelter. A potted plant with white flowers sits near the door, adding a decorative touch to the wooden exterior.

Guesthouse in Folkestone

Stylish, Studio Apartment. 5 mins from Eurotunnel.

ValueFamilyCondition

4.98 out of 5 average rating, 176 reviews

A well-maintained garden area showcases a mix of blooming flowers and lush greenery. A gravel pathway leads through the garden, bordered by stone landscaping, with a cozy seating area visible among the plants. The inviting space is complemented by a wooden fence and an adjacent building.

Guesthouse in Wittersham

The Lodge

ValueLocationKitchen

A wooden log cabin is nestled among tall trees, surrounded by a vibrant carpet of bluebells. Large windows provide a glimpse of the cabin's interior, while the lush greenery and blooming flowers create a serene setting.

4.92 out of 5 average rating, 167 reviews

Log cabin lakeside retreat in private grounds

FamilyValueCheck-in