House vacation rentals in Maidstone District

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Top-rated house rentals in Maidstone District

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Top guest favorite
The entrance to The Annex features a well-defined porch with a welcoming door. Flower pots with red blooms sit on either side of the entrance, while a gravel pathway leads up to the front, framed by greenery from nearby plants.
Home in Leeds
5 out of 5 average rating, 228 reviews

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.

Top guest favorite
A charming exterior view of the property is featured, with a flowering wisteria vine cascading along the brick wall. The lawn stretches out, bordered by hedges and trees under a blue sky, creating a serene outdoor setting.
Home in Egerton
4.98 out of 5 average rating, 175 reviews

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.

Top guest favorite
A modern dining area features a round table set with plates and flowers, surrounded by four black chairs. A cozy sofa is positioned nearby, with a soft color palette complementing the overall design. Light enters through an opening to the kitchen area.
Home in Rainham
4.97 out of 5 average rating, 143 reviews

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.

Top guest favorite
The oak-framed cottage is set against a clear blue sky, showcasing solar panels on the sloped roof. A spacious lawn surrounds the building, and wooden patio furniture is visible on the sunlit terrace, inviting outdoor relaxation.
Home in Heathfield
4.9 out of 5 average rating, 365 reviews

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.

Guest favorite
The exterior of a Tudor cottage is showcased, featuring a mix of white-washed and timber-framed walls. Distinctive black doors and windows are visible, with one door highlighted in purple. The quaint, historical architecture reflects the charm of the surrounding lane.
Home in Kent
4.91 out of 5 average rating, 146 reviews

Tudor Cottage, c.1550! Canterbury Old Town. Cute!

Stay in a piece of Kent history! 500 year old Grade II-listed Tudor Cottage in quaint Ivy Lane. A quiet historic lane in the Old Town conservation area. Romantic Tudor Cottage is both traditional with many original features and beams, as well as contemporary in the styling and high quality architect restoration. Comfortable with all mod cons and essentials. Few mins walk to all the history, culture, entertainment, food scene, river beauty spots and shopping of gorgeous Canterbury. Enjoy!

Top guest favorite
A cozy living room is featured, showcasing a dark sofa paired with a light-colored armchair. A bookshelf holds an array of books, while plants are arranged around the room. Natural light filters through sheer curtains, highlighting the soft carpet and decorative rug.
Home in Royal Tunbridge Wells
4.98 out of 5 average rating, 385 reviews

Cosy Spacious House Town Tunbridge Wells Parking

A welcoming and spacious Victorian townhouse close to the centre with its bars restaurants and cafes and parks with a self check in. Street parking outside house in quiet road used only by residents (no permit needed). Three comfy large bedrooms, two relaxing reception rooms and a fab kitchen dining room. Downstairs sofa- bed . Modern bathroom power shower and downstairs cloakroom. Space to relax and newly upgraded wifi. Breakfast fresh coffee provided A home from home games books yoga stuff.

Top guest favorite
The exterior of a stone cottage is presented, featuring a balcony with a glass railing overlooking the river. Lush greenery surrounds the property, with a wooden jetty in the foreground, adding to the tranquil riverside setting.
Home in Sandling
4.99 out of 5 average rating, 190 reviews

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.

Guest favorite
A bright lounge area features large bifold doors that open to a spacious patio with outdoor dining furniture. Natural light floods the room, highlighting a television mounted on the wall. The soft seating arrangement includes a comfortable chair and a wooden coffee table at the center.
Home in Brede
4.94 out of 5 average rating, 126 reviews

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.

Top guest favorite
The exterior of the farmhouse showcases a charming white facade with green trim. Quiet gardens filled with lush greenery and blooming flowers surround the building, providing a serene and inviting atmosphere. Large windows allow natural light to illuminate the interior spaces.
Home in Lenham
4.97 out of 5 average rating, 150 reviews

Farmhouse 4 posters cinema music room AGA kitchen

Chilston Home Farm is a period farmhouse in the middle of Kent, the Garden of England. We have lovely walks right from the door, it's perfect for exploring historic Kent and there's easy access to trains to London & Europe. You’ll love the period ambiance: the kitchen Aga, cosy log fires. Two of the bedrooms have king-size four-posters. There's even a bijou cinema! Lots of books & games, a piano, guitar & drums for music lovers, pool table & darts. Ideal for couples or larger families.

Top guest favorite
A single-story cottage is seen with a light grey exterior and a dark roof. Two large windows are featured at the front, allowing natural light inside. Potted plants adorn the entrance, and a gravel driveway provides access to the property. Lush trees are visible in the background.
Home in Lenham
4.97 out of 5 average rating, 166 reviews

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.

Top guest favorite
The exterior of a charming cottage is shown, featuring a white façade with an inviting entrance. Flowering bushes and lush green grass surround the structure, with a paved path leading to the front door. Sunlight streams down, enhancing the serene garden setting.
Home in East Sussex
4.98 out of 5 average rating, 206 reviews

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!

Top guest favorite
A renovated cowshed is showcased, featuring a blend of wooden elements and extensive windows. The structure is set against a backdrop of open fields, with a well-kept lawn and a gravel driveway in the foreground. The peaceful landscape contributes to a serene environment.
Home in Frant
4.96 out of 5 average rating, 398 reviews

The Cowshed, Tunbridge Wells

Our renovated and extended 1920's cowshed. is a cosy retreat, 1 mile from the historic Pantiles of Tunbridge Wells and mainline station where London can be reached in around 50 minutes. It sits on the Kent and East Sussex border in an Area of Outstanding Natural Beauty. With its wide range of eating places and shops, Tunbridge Wells is a great base from which to explore the beautiful Garden of England. The owners live alongside the Cowshed but respect your privacy.

Popular amenities for Maidstone District house rentals

When is the best time to visit Maidstone District?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,753 GYDG$27,406 GYDG$27,824 GYDG$30,334 GYDG$32,636 GYDG$34,100 GYDG$35,146 GYDG$37,238 GYDG$32,636 GYDG$33,054 GYDG$30,125 GYDG$36,401 GYD
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Quick stats about house rentals in Maidstone District

  • Total vacation rentals

    Explore 260 vacation rentals in Maidstone District

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 6,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    160 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Maidstone District vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Maidstone District rentals

  • 4.7 Average rating

    Maidstone District stays receive an average rating of 4.7 out of 5 from guests

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