House vacation rentals in Maidstone District

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Top-rated house rentals in Maidstone District

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Top guest favorite
A modern living area features a comfortable arrangement of white soft furnishings and a large rug. A 50" Smart TV is mounted on the wall, and natural light fills the space through large windows. A fireplace and decorative elements enhance the welcoming ambiance.
Home in Hythe
4.98 out of 5 average rating, 281 reviews

74 By The Sea ★Stunning★ Scandi-Coastal Home

“74 By The Sea" is a large detached house perfectly located within 180 metres of Fishermans beach & a 5 minute walk to the high street. Ideal for families & friends. Sleeps up to 10 as an adult/child mix, or up to 8 adults for best comfort. Enjoy a modern scandi-coastal mix of design with 3 large bedrooms, separate "snug" with luxury sofa bed, 2 high spec bathrooms, a large open plan lounge and dining room, downstairs toilet and well-equipped kitchen. Child friendly rear garden and free parking.

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 well-lit bedroom displays a spacious bed with a light-colored headboard and pastel pink pillows. The walls feature a soft green hue, complemented by rustic wooden beams. A cozy armchair and a storage unit with baskets are positioned beside a large window, providing a view of the outdoors.
Home in West Malling
4.98 out of 5 average rating, 113 reviews

*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!

Guest favorite
The living room features a blue sofa adorned with textured cushions in warm tones. A round coffee table with various beverages sits on a geometric area rug. A gold floor lamp and a wooden cabinet complement the space, while a bookshelf showcases an assortment of decorative items.
Home in Hythe
4.95 out of 5 average rating, 149 reviews

Cosy house with sea views and contemporary decor

Cosy, comfortable & bright house with great sea views. Nestled away in the quiet area of upper Seabrook, yet only a few minutes walk to the beach. Newly decorated with contemporary, stylish furnishings offering you all your home from home comforts. There's also a good sized, totally enclosed rear garden along with a lovely front patio area with wonderful sea-views, perfect for those summer evening sundowners! There's plenty of off-street parking and storage for bikes etc in a small garage.

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
A view of the two-bedroom annex known as The Little House, surrounded by a grassy area. The structure features a mix of wood and white siding, with a sunny blue sky overhead. Nearby, a parking area is visible, along with a spacious driveway.
Home in Lynsted
4.9 out of 5 average rating, 176 reviews

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.

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.

Guest favorite
Double doors open to a private garden highlighting a well-maintained lawn and patio area. A circular table with ornate chairs is positioned centrally, and a barbecue station is visible in the background. The scene is illuminated by natural sunlight.
Home in Aylesford
4.92 out of 5 average rating, 303 reviews

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.

Top guest favorite
A charming bedroom is highlighted by a striped headboard adorned with decorative pillows. An accented wall in warm tones complements framed artwork above the bed. A small tray table holds a vase with fresh flowers, adding a touch of color and elegance to the space.
Home in East Sussex
4.98 out of 5 average rating, 128 reviews

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.

Top guest favorite
A light-filled dining area features a large wooden table surrounded by six chairs. The space includes a vintage-style green pendant light and a well-equipped kitchen visible in the background. A small vase with dried flowers and a bowl of fruit are placed on the table.
Home in Appledore
4.97 out of 5 average rating, 155 reviews

Kingfisher Barn Appledore

Kingfisher Barn, so called because of our resident kingfisher on the adjacent pond, is a lovingly renovated outbuilding situated on the edge of the historic village of Appledore. There are three bedrooms and a large light-filled open-plan living space with everything you need for a family holiday or a romantic rural getaway.

Popular amenities for Maidstone District house rentals

When is the best time to visit Maidstone District?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,737 GYDG$27,392 GYDG$27,810 GYDG$30,319 GYDG$32,619 GYDG$34,083 GYDG$35,128 GYDG$37,219 GYDG$32,619 GYDG$33,037 GYDG$30,110 GYDG$36,383 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$4,182 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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