Holiday houses in Maidstone

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Top-rated holiday rentals in Maidstone

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

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Superhost

Guest suite in Medway

4.74 out of 5 average rating, 27 reviews

Mini Room with toilet, No Shower.

This petite room is thoughtfully arranged to make the most of its space. It features a sofabed—perfect for a night or two when a single bed simply wouldn’t fit. While there’s no shower, the room does include a private toilet for convenience. You’ll find a small fridge, microwave, kettle, toaster, and a selection of tea, coffee, and sugar to help you settle in. A TV is also for a bit of downtime. Though not suited for long-term stays, this cozy setup works well for brief visits or overnight stops

Top Guest favourite

Guesthouse in Sittingbourne

4.93 out of 5 average rating, 257 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.

Guest favourite

Guesthouse in Detling

4.87 out of 5 average rating, 189 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

Place to stay in Addington

4.98 out of 5 average rating, 226 reviews

Petite Gite in an idyllic cottage garden.

Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

Guest favourite

Apartment in Kent

4.88 out of 5 average rating, 131 reviews

The Bohemian Basement

The Bohemian Basement is a unique stylish one bed apartment with its own private garden in the heart of Maidstone. The apartment is 1 of 3 within a newly converted Victorian property just minutes walk from the town centres shops, restaurants and bars. Perfectly equipped with everything you’ll need while visiting Maidstone and with the added bonus of having a wonderful private outdoor garden space, makes this a fantastic Airbnb. There is free on street permit parking which we supply.

Top Guest favourite

Guesthouse in Hucking

4.98 out of 5 average rating, 85 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.

Guest favourite

Cottage in Boughton Monchelsea

4.9 out of 5 average rating, 780 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Top Guest favourite

Guest suite in Wateringbury

4.99 out of 5 average rating, 260 reviews

Peaceful apt, views, garden, WiFi & sunsets

Relax or work in this stylish apartment with private courtyard garden and vintage summerhouse * First floor apartment with free parking * Country views * Wi-Fi * Self check in * 6ft super king bed * Heating * Smart TV * Plus a summerhouse * Under 1 hour train from London * Local pub/food 10 minute walk * Close to country walks * River Medway 1 mile for boating/walks * Not suitable for pets or children * Please note EV charging is NOT permitted on the property*

Top Guest favourite

Bungalow in Allington

4.97 out of 5 average rating, 116 reviews

Maidstone Bungalow sleeps 5 with parking

This stylish bungalow boasts with unique features and has everything you need for a comfortable stay. Open plan living space is airy and bright and compliments fully equipped modern kitchen. This 2 bed fully refurbished single level home sleeps up to 5 people and it can provide both king size and single beds. The bungalow is located in a prominent position in Allington, Maidstone, and it offers off road parking for multiple cars and a private garden.

Guest favourite

Home in Kent

4.92 out of 5 average rating, 285 reviews

Hermitage Cottage cosy 1-4 person accommodation.

Hermitage Cottage offers annexe accommodation. Bathed in sunshine in private garden setting. We are a commuters dream with Barming railway station at the door. London Victoria 57 minutes and Maidstone East just three minutes by rail. Fully fenced with garaging for one vehicle., entry by automatic gates. Finished to a very high standard with under floor heating and feature fire place. Your every comfort is assured. Welcome pack included.

Superhost

Apartment in Kent

5 out of 5 average rating, 8 reviews

Maidstone Studio

Stylish studio in Maidstone Town Centre Perfect for short or long stays. Enjoy a cosy en-suite, fully equipped kitchen/lounge, dining area, Smart TV, fast Wi-Fi, towels & toiletries. Just 2 mins to shops, cafés & train stations. Paid parking nearby + free on-street parking 6:30pm–8am. Ideal for solo travellers, couples or business guests. Your comfy home-away-from-home awaits!

Guest favourite

Guest suite in Sutton Valence

4.72 out of 5 average rating, 208 reviews

Charming Valence Green Cottage Annexe

Spacious double bedroom in annexe with kitchenette and shower room. Free parking, Sky TV and WiFi as well as own entrance and outdoor space. Ideal for short stays. Please take care on the path down to the annexe as when it has been raining it can be a bit slippery. If you are going to arrive after dark and would like the outside lights left on please don't hesitate to let me know