
Vacation rentals in Maidstone
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Quick stats about vacation rentals in Maidstone

Total vacation rentals
Explore 320 vacation rentals in Maidstone

Nightly prices starting at
Maidstone vacation rentals start at G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 4,720 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
300 of Maidstone vacation 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 vacation rentals in Maidstone
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Riverside Cottage , Maidstone
Open plan Luxury Cottage with balcony over looking the river and nearby lock. Traditional Barges moor along this part of the river. The Market town is a 20 minute walk along a picturesque tow path or a few minutes drive. There are several Bar/Restaurants a short walk away . Ideal area for all age groups. Comfortably furnished and well equipped. Four Lovely Bedrooms, two with original stone walls. Two Shower Ensuite's and a family Bathroom. Two outside courtyards and Plenty of parking.

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

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.

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

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.

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.

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.

Spacious 2BR | Town Centre | Parking | Sleeps 5
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.

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.

Old Smock Windmill in rural Kent
Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

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.
Popular amenities for Maidstone vacation rentals
Other great vacation rentals in Maidstone

Ian the Airstream

Peaceful, charming oak framed annexe

Mote Park View

Delight Marvel-Wexford Place, 3 bedrooms house

Downstairs at The Old Mill

Lavender Cottage with Garden, Woodland & Tennis

Modern Studio Flat in Maidstone | Newly Build

Countryside luxury family dog friendly cottage
When is the best time to visit Maidstone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,541 GYD | G$30,332 GYD | G$29,077 GYD | G$30,750 GYD | G$32,215 GYD | G$33,051 GYD | G$33,261 GYD | G$34,725 GYD | G$31,378 GYD | G$30,123 GYD | G$27,403 GYD | G$30,541 GYD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°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.
Destinations to explore
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- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- Brighton Seafront
- London Bridge
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