Guest house holiday rentals in Maidstone District

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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 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
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
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, 116 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.

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
A large glass sliding door offers an unobstructed view of the rolling countryside. Outside, a decked terrace leads to a grassy area framed by trees and fields, while two modern chairs are positioned on the terrace, inviting relaxation.
Guest house in Benenden
4.95 out of 5 average rating, 119 reviews

Contemporary rural retreat with breathtaking views

The Rookery is a well located private space with stunning South-facing views across an Area of Outstanding Natural Beauty. An ideal base to explore countryside & coast, ancient forests & villages, historic castles, famous beaches and cosy local pubs. Just 15 min to Sissinghurst Castle & garden, Bodiam & Scotney Castle, 20 min to Rye & 30 min to the dunes & beach at Camber. Explore local walks, Go Ape at Bedgebury Forest, paddleboarding & watersports or tour our local wineries.

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
Guest house in Hucking
4.98 out of 5 average rating, 100 reviews

Quaint rural 1-bedroom guest house with patio

A peaceful self contained guest house in the grounds of our home. Independent patio, with seating and views over garden, stables and grounds. Our guest house is both cosy and spacious with a fully equipped kitchen. Basics are provided including towels, bread, coffee, tea and fresh bread or croissants. The living area is comfortable and affords a large TV and fast fibre broadband. Everything you need for a relaxing comfortable stay in a truly quiet peaceful environment.

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, 351 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, 145 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

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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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