
Holiday houses in Maidstone
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Top-rated holiday rentals in Maidstone
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Modern 2 Bed House in Rainham, Kent
Welcome to this modern home from home in Rainham. Perfect for any stay - leisure, work, visiting family/friends & local attractions. Conveniently situated close to local amenities, 5-minute walk to train station and town centre, restaurants, pubs, bars, shops & more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels including Sky Sports & Netflix, fully equipped modern kitchen, large garden & a parking space for your stay.

Self-contained luxury annex
The Annex is a completely private part of our house for guests exclusive use, located in the historical Kentish village of Leeds, within walking distance to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle. The Kent show ground. 35 mins drive to Eurotunnel & 50 mins to Dover ferry port. 1 hour to London via train. The Annex has it's own private entrance, rear private patio area, sitting room/ fully equipped kitchenette, downstairs shower room/ large upstairs bedroom.

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.

The Bamboo Lodge studio B&B in lovely countryside
The Bamboo Lodge is a new, comfortable, modern self-contained studio available on a self-catered or B&B basis. Features: - detached accommodation with private entrance - fully equipped separate kitchen (inc dishwasher) - en suite shower room - king size bed (John Lewis natural collection) - duck down duvet & pillows - high quality cotton bed linen & towels - log burning stove & comfortable seating area - peaceful location with off-road parking - easy access from M20 & A20 (great stop-over)

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.

The Strawberry Barns near North Downs Way Kent.
Strawberry Barns are your home-away-from-home in the Kent countryside. Surrounded by the quiet of peaceful woodland, in Bramley Acres in Kingswood, near Maidstone. Strawberry Barns are the ideal base for couples to explore the Kent Downs Area of Outstanding Natural Beauty (AONB), North Downs Way, delightful villages, pleasant woodland trails, and lovely pub walks in the countryside, all within a short distance of 500 acres of beautiful parkland and formal gardens at the historic Leeds Castle.

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.

Cosy 1 bed countryside cottage, tranquil location
Very spacious 1 bed en-suite cottage with off road parking and a small courtyard area. Formerly an Annex to the main house it is ideally situated for walking/hiking with easy access to the RSPB marshes of Cliffe. Beautiful views of the Kent countryside leading to Cooling Castle Barn, St Helens Church, Cliffe and St James church which inspired Charles Dickens to write Great Expectations where the hero Pip met Magwitch the convict. Easy car access to Historic Rochester Castle and Cathedral.

Weald Lodge: self-contained annexe with parking
This stylish place to stay is perfect for couples looking for a country get away with walks across the fields. Driving distance to local amenities, pubs/restaurants & attractions. Weald Lodge is a separate annexe in the gardens of Wealdview Farmhouse (TN12 6SP) PLEASE NOTE, despite being in the category of farm, we are not a farm and do not have far machinery. The fields around us have grazing sheep Due to the open beams on the mezzanine level, we don't encourage infants or children

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.

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.

Peaceful, country 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*
Popular amenities for Maidstone holiday rentals
Stay near Maidstone's top sights
Other great holiday rentals in Maidstone

Studio apartment with breathtaking views

The Barnyard

Guest home at Primrose Place

The Annexe with full Sky TV, Netflix etc. included

Luxury Top Floor Apartment

Maidstone 3 bedroom penthouse,pool table & parking

Number 26 at West Malling

Modern Detached Annexe
When is the best time to visit Maidstone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 AUD | $219 AUD | $216 AUD | $225 AUD | $236 AUD | $242 AUD | $243 AUD | $254 AUD | $230 AUD | $197 AUD | $203 AUD | $217 AUD |
| 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 most popular amenities for House Rentals in Maidstone?
Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with wifi, over 90 homes with free parking, over 110 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
What types of vacation rentals are available in Maidstone?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Maidstone. From over 120 house rentals to over 80 apartment rentals, we've got you covered.
Where should I stay in Maidstone?
Make yourself at home in Maidstone by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in East Farleigh, over 280 vacation rentals in Penenden Heath, and over 60 vacation rentals in Detling.
Do condo rentals in Maidstone have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in Maidstone. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Maidstone have free parking?
Absolutely! We offer over 40 apartment rentals with free parking in Maidstone. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Maidstone?
Yes! Work meets play with ease at over 50 house rentals in Maidstone featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly house rentals in Maidstone?
Four-legged friends are welcome in Maidstone. Choose from more than 20 house rentals for guests traveling with pets.
Are there family-friendly house rentals in Maidstone?
Maidstone has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Maidstone?
Experience the best of Maidstone with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do hotel rentals in Maidstone have wifi?
Absolutely! We offer over 20 hotel rentals with wifi in Maidstone. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Maidstone

Total holiday rentals
Explore 290 holiday rentals in Maidstone

Nightly prices starting at
Maidstone holiday rentals start at $31 AUD per night before taxes and fees

Verified guest reviews
Over 4,150 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
270 of Maidstone holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Maidstone rentals

4.6 Average rating
Maidstone stays receive an average rating of 4.6 out of 5 from guests
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- Tower Bridge
- British Museum
- Westminster Abbey
- Big Ben
- London Bridge
- Covent Garden
- Buckingham Palace
- Trafalgar Square
- The O2
- Hampstead Heath
- Wembley Stadium
- St. Paul's Cathedral
- St Pancras International
- Emirates Stadium
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Hampton Court Palace
- Chessington World of Adventures Resort
- Twickenham Stadium




