The Islands Advisors - Vacation Rentals in Maidstone

The Lodge with hot tub From US $220
         

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10.0 (16 Reviews)
House
  • Pet Friendly
  • View
  • Security/Safety
Knights Cottage From US $969
         

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10.0 (1 Review)
Cottage
  • Parking
  • Balcony/Terrace
  • Security/Safety
1 bedroom accommodation in Bearsted, near Maidstone From US $270
         

Harvest View, Tilmangate Farm From US $291
         

10.0 (4 Reviews)
Cottage
  • Parking
  • Balcony/Terrace
  • Security/Safety
Hay Fields, Tilmangate Farm From US $250
         

10.0 (2 Reviews)
Cottage
  • Parking
  • Balcony/Terrace
  • Accessibility

Luxury Places to Stay in Maidstone

Over 597+ Luxury Places to Stay in or Near Maidstone
Battel Hall From US $4,991
         

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New
Cottage
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The Coach House by Bloom Stays From US $2,662
         

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9.3 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Old Lakenham by Group Retreats From US $2,071
         

Keepers House From US $1,947
         

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New
Cottage
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Battel Hall, Hollingbourne From US $1,783
         

New
House
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Top-Rated Vacation Rentals with a Pool in Maidstone

Over 25+ Top-Rated Vacation Rentals with a Pool in or Near Maidstone
Thurnham Keep Stables, Near Leeds Castle From US $149
         

1 bedroom accommodation in Hollingbourne From US $211
         

9.8 (8 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Pool
Moorhen Cottage From US $301
         

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9.5 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
3 bedroom accommodation in Hollingbourne From US $282
         

9.4 (6 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Pool
3 bedroom accommodation in Hollingbourne From US $323
         

9.0 (16 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Pool
ORIDA Maidstone Hotel From US $96
         

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8.6 (1347 Reviews)
Hotel
  • Parking
  • Pool
  • TV

Pet-Friendly Vacation Rentals in Maidstone

Over 168+ Pet-Friendly Vacation Rentals in or Near Maidstone
Foxton Lodge - Uk47296 From US $531
         

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10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • View
3 Bed House - Sleeps 6 - Parking - Wifi From US $179
         

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4.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • TV
The Granary at Newage Farm From US $255
         

10.0 (6 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
3 bedroom accommodation in Hunton From US $197
         

10.0 (4 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • TV
2 bedroom accommodation in Otham, near Maidstone From US $271
         

Large Vacation Homes & Villas in Maidstone

Over 42+ Large Vacation Homes & Villas in or Near Maidstone
Keepers House From US $271
         

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10.0 (2 Reviews)
House
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  • View
  • Security/Safety
Beautiful 5 Bed Bungalow With Garden & Driveway From US $376
         

New
House
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens
Gather & Unwind: Gardens, Woodlands & Tennis cottages. From US $887
         

Large detached 4 bedroom Barn Conversion From US $183
         

8.6 (27 Reviews)
House
  • Parking
  • Pet Friendly
  • TV

Wheelchair Accessible Vacation Homes in Maidstone

Over 49+ Wheelchair Accessible Vacation Homes in or Near Maidstone
51 Guinevere Point From US $189
         

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10.0 (1 Review)
Apartment
  • Parking
  • Wheelchair Accessible
  • Accessibility
Chilston Park Hotel From US $184
         

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9.2 (259 Reviews)
Hotel
  • TV
  • Wheelchair Accessible
  • Balcony/Terrace
Bright and Sunny 2bedroom apartment in Maidstone near town centre From US $219
         

Maidstone Vacation Rentals and Airbnb Places to Stay Under $200

Over 327+ Maidstone Vacation Rentals and Airbnb Places to Stay Under $200
Boutique Maidstone Gem - Sleeps 2 From US $160
         

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10.0 (2 Reviews)
Apartment
  • Parking
  • View
  • Security/Safety
Stone Court House From US $144
         

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9.4 (182 Reviews)
House
  • TV
  • Balcony/Terrace
  • Accessibility
Little Fountains, Sutton Valence From US $152
         

10.0 (2 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Campbells Crib From US $166
         

10.0 (1 Review)
Apartment
  • Security/Safety
  • Fireplace/Heating
  • Child Friendly
BridgeCity Central Maidstone Spacious 1 Bed Flat From US $145
         

Instantly Bookable Vacation Homes in Maidstone

Over 215+ Instantly Bookable Vacation Homes in or Near Maidstone
Lake House Staycation From US $400
         

New
House
  • Parking
  • TV
  • Security/Safety
THE BARN AT MULBERRY LODGE, family friendly, with a garden in Langley From US $290
         

Little Seven Oaks is a one bedroom country retreat set in an ancient woodland. From US $207
         

10.0 (1 Review)
Cottage
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
The Cottage at Harple Farm From US $399
         

9.6 (9 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • TV
Blackberry Cottage - Kent Countryside Retreat From US $275
         

About Maidstone Vacation Rentals

With more than 606 Maidstone vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Theislandsadvisors and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Maidstone.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Theislandsadvisors Maidstone, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Maidstone. Places to stay near Maidstone are 657.06 ft² on average, with prices averaging US $275 a night.

Theislandsadvisors makes it easy and safe to find and compare vacation rentals in Maidstone with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Maidstone

Type Count
Holiday Apartments 235
Vacation Homes 221
Cottages 68
Hotels 35
Cabin Rentals 11
B&B 9
Others 5
Villas 3
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Maidstone

Pro Tip: Theislandsadvisors makes it easy to compare the best listings on Theislandsadvisors homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Theislandsadvisors homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Maidstone.

Weather in Maidstone

View the weather forecast for Maidstone before booking your Maidstone Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 32°F
March - May
High 61°F       Low 36°F
June - August
High 63°F       Low 48°F
September - November
High 58°F       Low 35°F

Maidstone Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Maidstone?
How many vacation rentals are available in Maidstone?

Currently, the total number of properties listed in 2026 is over 606 in the Maidstone area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Maidstone.