
House holiday rentals in Maidstone
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Top-rated house rentals in Maidstone
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

Little Appleby
Dog friendly Little Appleby is located in Egerton, rural Kent, the Garden of England. We are well placed for the tunnel with Folkestone, Le Shuttle 20 miles away. Egerton adjacent to Pluckley boasts many lovely country walks with huge Dering woods walkable from the listing and the villages of Goudhurst and Sissinghurst within 20 minutes. By car, Rye, Canterbury & Whitstable are within 40 minutes Ashford Designer outlet is 25 minutes away. The dog friendly restaurant and pub is a 5 minute walk.

Modern 2 Bed House in Rainham, Kent
Welcome to this modern home from home in Rainham, Kent. 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 & much more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels, fast WiFi, fully equipped modern kitchen, large garden & a private parking space for your stay.

Jacks Cottage -
A beautiful oak framed building with great views of the south downs. Accommodation comprising of a comfortable lounge with TV and wifi and log burner. The kitchen is well equipped with a dishwasher, oven and microwave. One double bedroom downstairs with en suite shower room. Upstairs there is a mezzanine with two single beds and a sitting area above the lounge area with a bathroom with free standing bath. The outside space is a south facing patio with table and chairs and a BBQ is available.

*NEW* Perfect Location! Beautiful Cottage hideaway
Perfectly located for a short break, this beautiful fully renovated to a high standard Grade 2 listed cottage is a few minutes walk from 24 bars, pubs & restaurants in the popular market town of West Malling. We have a free parking space in town if required. Unfortunately steep narrow stairs means may not be ideal for the very young/old. 11 minute walk from train station to London, perfectly located for a weekend getaway. Supermarket, boutique shops, beauty salons & coffee shops await you!

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.

Beautiful views country location luxurious living
Individual property adjoining main house. Fully fitted large modern kitchen with bifold doors and patio. Stunning lounge area with views and also has bifold doors to lower patio. Guests are welcome to use the tennis court. 10 minute walk to local friendly pub with good pub food menu. Lovely walks through woods and fields on public footpaths. Just over an hour from London to Battle Station. 15 minutes to Battle Rye or Hastings. 15 minutes to Bodiam castle national trust. 30 minutes Tenterden.

Biggin Farm bungalow
Take a break and unwind in the beautiful kent countryside, but still have great access to road and rail networks. Only half a mile away is the newly opened Wishful Thinker pub and restaurant. 1mile away is the village of Lenham, the picturesque square has 2 public houses, a couple of restaurants and a tea room. Historic and beautiful Leeds castle is only 4 miles away and the city of Canterbury is 23miles. Lenham has rail link to London and Ashford. 4.5 miles to junction M20 junction 8.

Cosy Countryside Annex
Cosy countryside annex in rural Kent, perfect for a peaceful getaway or a convenient stopover. Located on the driveway opposite our home, The Little House offers its own living space in a peaceful countryside setting. Base price is for one guest; additional guests are welcome for a small nightly supplement NOTICE: A neighbouring farm is currently carrying out building works. There may be some noise during normal working hours (Mon–Fri, but evenings and weekends are generally quiet.

Stunning cottage overlooking Bodiam Castle
Take it easy at this unique and tranquil getaway overlooking one of the most stunning views in East Sussex, Bodiam Castle. Located in the heart of Ewhurst Green, within walking distance (100m) of the White Dog Pub this is a great rustic cottage with a modern interior. There are 2 fantastic outside areas and it is a complete sun trap. Only 5 minutes from the Kent and Sussex railway, with Rye and Camber Sands located 20 minutes away, this property is one of a kind!

Hermitage Cottage 2 Guests 2 Children.
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.

The Yard Rye
The Yard is a two-bed interior-designed cottage in the citadel of the beautiful Cinque Port town of Rye. It is situated down a cobbled passageway next to a pretty tea room. PLEASE NOTE – The property can sleep up to two adults in the master bedroom and one child in the single, with a pull-out camp bed if needed for an extra child. We also have a travel cot for an infant. Please be aware we have a steep staircase.
Popular amenities for house rentals in Maidstone
House rentals with a pool

Jacobs Lodge - Beauport Holiday Park

Stay and Swim at our home & private indoor pool.

Sea 'n' Stars with Views, Decking, Wifi & Netflix

Spring Farm Sussex

The Manor Coach House

Premium Lodge in Camber sands

GWP - Rectory North

Trinity House Cottage
Weekly house rentals

Delight Marvel-Cades Place,Maidstone

The Beekeepers Barn

Charming Countryside Cottage

Rose - Luxury Holiday Hot tub lodge

Victoria Village Haven

Ticehurst Charming Cottage Retreat

Fully renovated listed cottage

High Tide
Private house rentals

St Kitts, Autumn Spa By the Sea, at Sandgate

Cairo Lodge Barn @cairolodgebarn

Beachfront views of Rye Bay, with EV charger.

Pelsham Farm Bungalow

Countryside Cottage with stunning views and tennis

High Trees Lodge – Luxury Retreat • 2 King Suites

4BR 3bath Refurb| Medway

Guest house in St Michaels
When is the best time to visit Maidstone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 SGD | $160 SGD | $158 SGD | $163 SGD | $196 SGD | $204 SGD | $211 SGD | $228 SGD | $192 SGD | $199 SGD | $183 SGD | $211 SGD |
| 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 |
Quick stats about house rentals in Maidstone

Total holiday rentals
Explore 120 holiday rentals in Maidstone

Nightly prices starting at
Maidstone holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 2,190 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
110 of Maidstone holiday rentals include wifi 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
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- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Marble Arch
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- Tottenham Court Road
- Kings Cross
- The O2
- Natural History Museum
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Camden Market
- Borough Market




