Vacation rentals in Maidstone

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Top-rated vacation rentals in Maidstone

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Guest favorite

Barn in Linton

4.88 out of 5 average rating, 256 reviews

Chimney Barn

Chimney Barn is on the grounds of a Grade II listed (450 yr old) property in a conservation area (rural setting) just outside Maidstone, Chimney Barn is close to Linton Park House, Estate, built in the 1730’s and now owned by an international agricultural company. The park has lots of Stunning walks throughout the country side, over looking Marden and the surrounding areas. The Bull Inn is also within walking distance and a very popular local pub and restaurant, with garden and stunning views.

Dec 23 – 30

$78 per night

Guest favorite

Guesthouse in Detling

4.91 out of 5 average rating, 129 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

Dec 30 – Jan 6

$106 per night

Guest favorite

Cabin in Rochester

4.94 out of 5 average rating, 264 reviews

Countryside Cabin with Private Patio

The Snuggery is a converted outbuilding that has been set up for a cosy stay with a wood burning stove and lots of snuggly wraps to cuddle up in. The open plan interior, high vaulted ceilings and natural oak flooring create an interior which is fun, light and airy. Walking enthusiasts will enjoy walks from the back door straight on to the North Downs Way and there is a bench by the front door fitted with a heated element, perfect for warming up your walking boots. Photos by Chloe-Rae

Aug 6 – 13

$120 per night

Guest favorite

Guesthouse in Kings Hill

4.96 out of 5 average rating, 181 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.

Dec 31 – Jan 7

$133 per night

Superhost

Cabin in Maidstone, Kent

4.94 out of 5 average rating, 499 reviews

Cosy Woodland Lodge with your own alfresco Hot Tub

Embrace the quirky, cosy interiors in this romantic getaway. Open the doors to the terrace, and let the sounds of nature waft through the lodge. Fire up the BBQ, enjoy a good meal and then spend the evening in the hot tub. Perfect for anyone looking to get away from it all The Lodge offers a romantic hideaway, with exclusive use of the hot tub jacuzzi and a low height mezzanine sleeping area on a futon mattress where you can star watch in bed while listening to the local owls.

Nov 17 – 24

$160 per night

Guest favorite

Houseboat in Kent

4.92 out of 5 average rating, 122 reviews

Lady Florence unique River Boat with Castle Views

Lady Florence is a new unique houseboat, situated on the River Medway in Maidstone. Is surrounded by breath-taking views of Allington Castle, in a quiet location. A great place to escape everyday life and unwind. The houseboat offers a fully fitted bathroom with shower, Modern kitchen supplied with all the necessary utensils, double bedroom area, pull out sofa bed that will sleep 2, terrace either end with outdoor seating, WIFI and Smart TVs. Local area has lots to offer.

Oct 24 – 31

$140 per night

Guest favorite

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 138 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.

Dec 27 – Jan 3

$127 per night

Guest favorite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 508 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.

Sep 23 – 30

$69 per night

Guest favorite

Guest suite in Wateringbury

4.98 out of 5 average rating, 165 reviews

Peaceful apt, views, Wi-Fi, garden & sunsets

Relax or work in this stylish apartment with private courtyard garden and vintage summerhouse * First floor apartment with free parking * Rural 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*

Sep 24 – Oct 1

$134 per night

Guest favorite

Home in Kent

4.93 out of 5 average rating, 215 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.

Oct 15 – 22

$92 per night

Guest favorite

Cottage in Marden

4.99 out of 5 average rating, 474 reviews

The Lodge

**Opted in to Airbnb's enhanced cleaning protocol** Cosy barn-style accommodation nestled in the heart of the Kent countryside. Located close to National Trust sites and country walks. The Lodge is the perfect country getaway and romantic retreat. Please note this is strictly a NO SMOKING property inside the Lodge, the garden and surrounding field. The property is also NOT SUITABLE for infants, children or pets. Two adults only.

Nov 11 – 18

$90 per night

Guest favorite

Cabin in Kent

4.87 out of 5 average rating, 294 reviews

The Heath large log cabin Maidstone

Large detached one bedroom log cabin with open plan kitchen/lounge which has a vaulted ceiling. Has its own side entrance and is totally separate from the main house. We also have off street parking for 1 car. Ideal if you want to get away from it all for a few days or weeks. Located 2 minutes from J7 M20 close to Maidstone. Ideal for Leeds Castle. The Kent show ground. and Kent life. The Maidstone studios.

May 15 – 22

$115 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Maidstone vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Maidstone's top sights

Mote Park37 locals recommend

The Mall10 locals recommend

Maidstone Leisure Centre3 locals recommend

Lockmeadow Entertainment Centre5 locals recommend

Morrisons8 locals recommend

ALDI4 locals recommend

Other great vacation rentals in Maidstone

Guest favorite

Guesthouse in Kent

4.98 out of 5 average rating, 237 reviews

The Old Engineer, a rural boutique retreat

Aug 19 – 26

$115 per night

Guest favorite

Guesthouse in Sittingbourne

4.91 out of 5 average rating, 152 reviews

Self-contained annex, with free parking.

Oct 17 – 24

$70 per night

Guest favorite

Place to stay in Addington

4.98 out of 5 average rating, 161 reviews

Petite Gite in an idyllic cottage garden.

Sep 26 – Oct 3

$72 per night

Superhost

Guesthouse in East Peckham

4.85 out of 5 average rating, 232 reviews

The Grey Stables, near Peckham bush, Kent

Jan 13 – 20

$77 per night

Guest favorite

Barn in Kent

4.97 out of 5 average rating, 163 reviews

Northdown Lodge

Dec 7 – 14

$175 per night

Guest favorite

Barn in Kent

4.96 out of 5 average rating, 169 reviews

Rural cottage, private jacuzzi log burner hottub.

Nov 1 – 8

$140 per night

Guest favorite

Apartment in Kent

4.93 out of 5 average rating, 67 reviews

The Bohemian Basement

Oct 5 – 12

$103 per night

Guest favorite

Condo in Harrietsham

5.0 out of 5 average rating, 40 reviews

Entire apt. quiet area near Leeds Castle Maidstone

Feb 27 – Mar 6

$84 per night

Show all

Quick stats about vacation rentals in Maidstone

Total rentals
250 properties
Wifi availability
230 properties include access to wifi
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
4K reviews

Frequently Asked Questions

What are the most popular amenities for Serviced Apartment Rentals in Maidstone?
Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Where should I stay in Maidstone?
Make yourself at home in Maidstone by choosing from our most frequently booked neighborhoods. We have over 240 vacation rentals in Penenden Heath, over 290 vacation rentals in Weavering, over 100 vacation rentals in East Farleigh, and over 40 vacation rentals in Detling.
Do house rentals in Maidstone have a kitchen?
Absolutely! We offer over 80 house rentals with a kitchen in Maidstone. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Maidstone have free parking?
Absolutely! We offer over 10 serviced apartment rentals with free parking in Maidstone. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Maidstone?
Yes! Work meets play with ease at over 150 vacation rentals in Maidstone featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Maidstone?
Four-legged friends are welcome in Maidstone. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Maidstone?
Maidstone has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Maidstone?
Experience the best of Maidstone with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Maidstone

Top-rated vacation rentals in Maidstone

Vacation rentals for every style

Apartments

Houses

Cottages

Popular amenities for Maidstone vacation rentals

Stay near Maidstone's top sights

Other great vacation rentals in Maidstone

Guesthouse in Kent

Guesthouse in Sittingbourne

Place to stay in Addington

Guesthouse in East Peckham

Barn in Kent

Barn in Kent

Apartment in Kent

Condo in Harrietsham

Quick stats about vacation rentals in Maidstone

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

What are the most popular amenities for Serviced Apartment Rentals in Maidstone?

Where should I stay in Maidstone?

Do house rentals in Maidstone have a kitchen?

Do serviced apartment rentals in Maidstone have free parking?

Are there vacation rentals with a dedicated workspace in Maidstone?

Are there pet-friendly vacation rentals in Maidstone?

Are there family-friendly vacation rentals in Maidstone?

How much does it cost to stay in apartment rentals in Maidstone?

Destinations to explore