Holiday houses in Maidstone

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Maidstone

  • Total holiday rentals

    Explore 320 holiday rentals in Maidstone

  • Nightly prices starting at

    Maidstone holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Maidstone holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Maidstone rentals

  • 4.6 Average rating

    Maidstone stays receive an average rating of 4.6 out of 5 from guests

Top-rated holiday rentals in Maidstone

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

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Top Guest favourite
Condo in Wateringbury
4.99 out of 5 average rating, 301 reviews

Stylish Apartment With Private Summerhouse &Garden

Escape to the Kent countryside in this stylish, totally private apartment with your own courtyard garden plus a charming vintage summerhouse - perfect for relaxing weekend breaks just 1 hour from London. Ideal for couples looking for a peaceful countryside escape, offering rural views, countryside walks nearby and a local pub within a 12 min stroll. With self check in, parking and your own private entrance, it’s an easy base to unwind and explore Kent’s villages, vineyards and historic houses.

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Guest favourite
The modern countryside house features a striking angular design with large glass panels reflecting the sky. A spacious lawn surrounds the property, complemented by a patio and outdoor seating area. Lush greenery provides a natural border, enhancing the tranquil outdoor setting.
Barn in Sutton Valence
4.96 out of 5 average rating, 139 reviews

The Barnyard

Kick back and relax in this calm and stylish architecturally designed countryside home. Recently built, with the focus on creating a high end holiday home which has been equipped to a very high standard. Situated in the heart of the wine producing area of the Kent countryside, with many local pubs and restaurants only a gentle stroll away. The beautiful contemporary design, with vaulted ceilings and polished concrete floors serve to provide a relaxing and stylish vacation for up to six guests.

LocationValueBackyard

Top 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.
Guesthouse in Delting
4.88 out of 5 average rating, 208 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

LocationValueHiking

Guest favourite
A quaint entrance is framed by a variety of colorful flowers, including pink and purple blooms, cascading from hanging baskets and garden beds. The rustic wooden door is set against a whitewashed wall, complementing the charming brick pathway leading up to it.
Place to stay in Addington
4.98 out of 5 average rating, 262 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.

LocationValueParks

Top Guest favourite
A close-up of a wooden tray features two elegant champagne flutes alongside a bottle of Taittinger champagne. Fresh rose petals are scattered on the tray, with a bubbling hot tub visible in the background.
Place to stay in Lynsted
5 out of 5 average rating, 544 reviews

Romantic Hideaway & Hot tub in Kent Countryside.

A White Romantic Garden Cottage & Luxury Hot Tub set in the heart of the Kent Countryside with idyllic views across our orchards . Disconnect with the world, relaxing in the Hot Tub, tucked away in the Private woodland setting surrounded by twinkling fairy lights under the starry sky. The Cottage has been designed to provide comfort, space & tranquillity with its vaulted ceilings & private gardens & summerhouse & parking. Pubs are within walking distance & a nearby Forest to explore .

LocationFamilyAmenities

Superhost
A modern kitchen area features sleek dark cabinetry and stainless steel appliances, including an oven and microwave. Two pendant lights hang above a wooden bar with seating for two. A light gray sofa is positioned nearby, complemented by an orange decorative pillow.
Apartment in Kent
4.88 out of 5 average rating, 137 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.

LocationValueWalkability

Top Guest favourite
Tiny home in Kent
4.99 out of 5 average rating, 84 reviews

Modern Detached Annexe

Recently renovated Annexe with private access No Smoking anywhere, vaping allowed in garden area Private courtyard garden & off road parking Easy access to motorway & rail links directly to London 15 minutes to Leeds Castle Ideal accommodation for anyone wanting to explore the local area or visiting relatives/working locally Ideal stopover for anyone travelling to or from Europe via Eurostar/Eurotunnel or Dover Port Hosts onsite should you need us but we do respect your privacy

FamilyValueTV

Top Guest favourite
Apartment in Wateringbury
4.98 out of 5 average rating, 54 reviews

The Bakers | Luxury Top-Floor Smart-Home Retreat

Luxury top-floor apartment set in the heart of the Kent countryside, designed for guests who value calm, quality, and effortless comfort. This bespoke open-plan retreat blends a refined interior with discreet smart-home technology, allowing seamless control of lighting and ambience via in-wall and desktop touchscreens. Immaculately prepared and peacefully private, it is ideal for couples or professionals seeking a quiet, well-cared-for escape. Not suitable for parties or gatherings.

ValueLocationQuiet

Superhost
Apartment in Kent
4.85 out of 5 average rating, 13 reviews

The Basement *Central Maidstone flat ~ sleeps 4

Enjoy a stay at our modern, centrally located 2 bedroom basement flat complete with rear garden area with patio table and chairs. Close to transport links, Just a 7 minute walk to central shopping area and Maidstone east station which offers direct links to London Bridge in just 50 minutes! This space is fully furnished & equipped, and perfect for all stays! One visitors parking permit will be provided for the use of permit holder street parking for the duration of your stay.

LocationFamilyAccuracy

Guest favourite
A modern living space is presented with a spacious sectional sofa adorned with accent pillows. A round dining table is set with tableware, surrounded by stylish chairs. The kitchen features sleek cabinetry and contemporary appliances, creating an inviting environment for relaxation and dining.
Condo in Maidstone
4.86 out of 5 average rating, 86 reviews

Luxury Home with King Size Bed and Parking Space

This apartment has it's own unique styles. The apartment provides beautiful designs with modern amenities featuring walk-in showers with digital controls, designer bathroom, fitted oven, fridge and electric cooker, washing machine, filtered drinking water, super fast Wi-Fi, TV and worthy of mention are the beddings - mattresses (memory foam and firm spring), allergy free pillows and bed covers (Richard Howarth). The design of the whole apartment is luxurious and comfortable.

FamilyValueCleanliness

Guest favourite
Apartment in Kent
5 out of 5 average rating, 12 reviews

Spacious Town Centre Stay | Sleeps 5 | Parking

Welcome to Samsara Suite – A spacious and central Location. 2-bed suite ideal for contractors, professionals & family stays. Sleeps up to 5 with 1 double, 1 single & sofa bed. Opposite Sainsbury’s (1 min walk), 10-mins walk to restaurants like Zizzi, Wagamama, Pizza Express & Nando’s. 12-min walk to Maidstone East with direct London links. Free parking, fast WiFi, workspace & self check-in. Fully equipped kitchen & modern bathroom. Comfortable, convenient & great value stay.

LocationDecorSleep quality

Top Guest favourite
Home in Kent
5 out of 5 average rating, 8 reviews

3 Bedroom House Perfect for Contractors, families

Planning a stay in Maidstone with FRIENDS, FAMILY, or WORK COLLEAGUES? This beautifully presented 3-bedroom property is thoughtfully furnished and ideally located to suit all your needs. Whether you’re visiting for BUSINESS, WORK, A HOLIDAY or as a CONTRACTORS, this spacious and comfortable home is perfect for SHORT, MEDIUM or LONG TERM stays. Located within walking distance of the vibrant Maidstone town centre and local area. ARE YOU LOOKING FOR A LONG TERM? Ask to host !

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Popular amenities for Maidstone holiday rentals

When is the best time to visit Maidstone?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$248 NZD$247 NZD$236 NZD$245 NZD$270 NZD$252 NZD$270 NZD$282 NZD$255 NZD$245 NZD$223 NZD$248 NZD
Avg. temp5°C5°C7°C10°C13°C16°C18°C18°C15°C12°C8°C6°C

Frequently Asked Questions

  • What are the best places to stay in Maidstone?

    Central Maidstone neighborhoods have convenient access to shops, dining, and riverside walks, while nearby villages provide quieter, scenic stays. Both options make it easy to explore the area's history and parks.

  • What are the best things to do in Maidstone with kids?

    Children often enjoy exploring Maidstone's parks, botanical gardens, and interactive museums. Many families spend time at animal centers or participating in outdoor adventure activities.

  • What are some of the best things to do in Maidstone?

    Explore castles, stroll riverside parks, and visit museums that highlight local heritage. Many visitors enjoy discovering gardens and sampling Kentish cuisine at local markets or cafés.

  • How is the weather in Maidstone?

    Maidstone has cool winters around 36–47°F (2–9°C) with occasional rain and milder summers averaging 55–73°F (13–23°C). Light layers and a waterproof jacket make it easier to adjust to changeable weather throughout the year.

  • When is the best time to visit Maidstone?

    Late spring through early autumn is frequently suggested for milder weather and an active events calendar. These months highlight blooming gardens and outdoor activities across Maidstone.

  • What are the best places to visit in Maidstone?

    Popular places to visit include Leeds Castle, Mote Park, and the Maidstone Museum. Historic estates and tranquil gardens are also often recommended for a balanced visit.

  • What are some hiking trails in Maidstone?

    Maidstone has walking paths along the River Medway, and nearby woodlands with marked trails suitable for various fitness levels. Parks and nature reserves around the area can be a good starting point for local hikes.

  • What are some family activities we can do in Maidstone?

    Families often explore animal parks, hands-on museums, and play areas in Maidstone’s parks. Cycle paths and activity centers around the area provide active ways to spend the day together.

  • What are some of the best day trip ideas from Maidstone?

    Consider exploring Kentish villages, coastal towns, or historic market areas around Maidstone. Vineyards and walking trails in the surrounding countryside are frequently suggested as day trips.

  • Are there any pet friendly accommodations available in Maidstone?

    Pet friendly accommodations are available in various parts of Maidstone, including both town and countryside settings. Parks and riverside walks make it an enjoyable place to travel with pets.

  • What are some local tips for visiting Maidstone?

    Explore river paths and parks around the town center, and consider local markets for regional products. Comfortable shoes are helpful, as Maidstone has several historic sites and gardens best enjoyed on foot.

  • What is Maidstone known for?

    Maidstone is known for its historic castles, riverside walks, and vibrant local markets. The area has connections to the hop-growing traditions of the Kent countryside.

  • What are the best hidden gems to explore in Maidstone?

    Smaller museums, independent art spaces, and riverside parks are often mentioned as hidden gems in Maidstone. The nearby countryside has quiet woodlands and nature areas for a peaceful outing.

  • What are the best foods to try in Maidstone?

    Maidstone has dishes featuring locally grown produce, traditional Kentish pies, and artisan ciders. You may also find regional cheeses and baked treats at farmers’ markets or local bakeries.

  • What should I bring for a trip to Maidstone?

    Pack comfortable walking shoes, a waterproof jacket, and adaptable layers to match variable temperatures. A reusable water bottle and a small daypack are helpful for exploring parks and historic sites.

  • What is the nightlife in Maidstone like?

    Maidstone’s nightlife scene includes lively pubs, bars, live music venues, and periodic seasonal events. Locals often gather in the town center and along the riverside for entertainment.

  • What are the most popular events or festivals in Maidstone?

    Maidstone often hosts food and drink festivals, live music celebrations, and agricultural shows, especially in warmer months. The area is also known for recurring cultural events and seasonal fairs.

  • Are there family friendly vacation rentals in Maidstone?

    Family friendly vacation rentals can be found across Maidstone, with a mix of neighborhoods and rural surroundings. Many homes have features such as gardens or extra rooms tailored for group stays.