House holiday rentals in Maidstone District

5.0 out of 5 average rating, 281 reviews

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

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.

ValueLocationCheckout

A coastal street scene is displayed, highlighting modern-style houses on one side with large windows. The clear blue sky stretches above, and a glimpse of the sea front can be seen in the distance. Vehicles are parked along the road.

5.0 out of 5 average rating, 102 reviews

Luxury, Whitstable home -steps 2 shops & beach -EV

This unique seaside inspired modern house is a 2-min stroll to the beach Perfectly located near the shops, restaurants & pubs & only a 10 min pleasant walk to Whitstable. With 3 spacious bedrooms & 2 modern bathrooms it’s ideal for families, friends or a relaxing getaway. Comes with a private parking space. Little extras inc to make your stay special -shampoo, conditioner, shower gel & bubble bath All you need for a perfect escape please read my reviews as they honestly say how it is

FamilyValueHospitality

4.89 out of 5 average rating, 137 reviews

A wooden exterior structure is shown, featuring large glass doors framed in black. A wide, accessible deck made of wood includes a seating area with two chairs. The surrounding trees are partially visible, under a cloudy sky.

Home in Tenterden

1 Set Wood Barn, Tenterden

Kick back and relax in this calm, stylish space. Located at the end of a private lane, yet only a couple of miles from the centre of Tenterden. You will be staying on our farm where you are free to meet the sheep, pigs and even alpacas (they like chopped carrots!) Enjoy relaxing in the stylish kitchen/diner or sit out on the patio and hope to spot the deer in the neighbouring field.. There are plenty of places to visit nearby - Rye, Camber Sands, National Trust properties, steam trains, zoos.

LocationFamilyQuiet

4.95 out of 5 average rating, 102 reviews

The exterior of the annexe is shown, featuring a charming brick facade with a tiled roof. A gravel driveway provides ample space for parking, and large windows allow natural light to flood the interior. Lush greenery can be seen in the background.

Home in Detling

The Annexe with full Sky TV, Netflix etc. included

Our lovely, spacious and welcoming Air Bnb accommodation is situated in the village of Detling in an area of outstanding natural beauty at the foot of the North Downs which is perfect for enjoying beautiful countryside walks or cycling right on our doorstep. We are within easy reach of Maidstone and the beautiful village of Bearsted where you can easily commute to either London or the coast. We have lovely old village pubs and village store within walking distance as well as a Tesco's nearby.

LocationFamilyAccess

4.98 out of 5 average rating, 128 reviews

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

*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!

LocationFamilyKitchen

4.98 out of 5 average rating, 119 reviews

Home in Edenbridge

Taylour House - Historic, unique, yet modern

Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.

LocationFamilyCheck-in

5.0 out of 5 average rating, 203 reviews

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 Maidstone

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.

ValueLocationNearby

4.97 out of 5 average rating, 223 reviews

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

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 boasts many lovely walks and Dering woods are walkable from the listing. Sissinghurst castle and gardens are 20 minutes drive. Rye, Canterbury & Whitstable are within 40 minutes and Ashford Designer outlet is 25 minutes. The dog friendly restaurant and pub is a 5 minute walk. Due to the country location a car is required.

ValueFamilySleep quality

4.97 out of 5 average rating, 158 reviews

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

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.

FamilyLocationCheck-in

An open-plan living space features a dark sofa with colorful cushions, enhancing the relaxed ambiance. A generous dining table is set for meals, accompanied by wooden chairs. Windows allow natural light to flood the room, providing a view of the surrounding landscape.

4.99 out of 5 average rating, 126 reviews

Beach house in Dungeness

Beautiful Dungeness house right on the beach with ever changing views of the sea all year round. The house incorporates an original train carriage and the living space is open plan. The well equipped kitchen includes a generous dining table and chairs, which also looks out across the beach. There are two double bedrooms within the carriage as well as a shower room. An ideal place to explore Dungeness as well as discovering the wider area including Rye, Folkestone and the Romney Marsh.

FamilyValueCondition

5.0 out of 5 average rating, 117 reviews

Home in Hunton

Peaceful guest home at Primrose Place

Primrose Place is a self-contained, private annexe to our home with its own parking space. There is a good sized bedroom with a king sized bed, a large bathroom and a kitchen/lounge with its own enclosed patio. The sofa bed in the lounge provides an additional double bed. Primrose Place is straddled on the edge of two villages so it benefits from being a few minutes walk through the woods to the Greensand Way and surrounding countryside and also a paved walk to local shops and amenities.

FamilyValueNearby

4.98 out of 5 average rating, 144 reviews

Home in Detling

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12

Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.

LocationFamilyCheckout

Popular amenities for Maidstone District house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a two-story clapboard house is shown, featuring a distinctive octagonal tower. Light blue siding contrasts with a dark shingled roof. A paved driveway leads to the front entry, flanked by neatly trimmed shrubs and trees, under a clear blue sky.

4.85 out of 5 average rating, 155 reviews

The Lighthouse, Kent Coast.

ValueFamilyBathroom

4.96 out of 5 average rating, 312 reviews

The exterior of a charming wooden building features a symmetrical facade with large windows and rustic wooden shutters. Planters with vibrant flowers decorate the entryway, while a brick seating area is paired with wrought iron chairs, inviting relaxation amidst the countryside surroundings.

Home in Horsmonden

The Old Stable

ValueLocationTV

4.91 out of 5 average rating, 143 reviews

The two-story country house is surrounded by lush greenery and colorful plants. Large windows invite natural light, while a set of steps leads to the main entrance. The expansive lawn offers a welcoming space to enjoy the outdoors.

Home in Waldron

Spring Farm Sussex

ValueFamilyWalkability

4.96 out of 5 average rating, 170 reviews

The indoor heated swimming pool features a clear blue surface and is framed by rustic wooden beams. Large windows allow natural light to fill the space, while loungers line the poolside for relaxation. A safety cover is visible over one end of the pool.

Home in Canterbury

Kent Pool Cottage ~ Private Indoor Heated Pool

LocationFamilyHeating

An indoor pool is showcased, bordered by blue mosaic tiles. A relaxation area is visible at one end, featuring white seating. A circular skylight provides natural light, and a wave mural adorns the wall behind the pool, enhancing the tranquil ambiance.

4.99 out of 5 average rating, 184 reviews

Stay and Swim at our home & private indoor pool.

LocationValueNearby

4.84 out of 5 average rating, 184 reviews

Home in Greatstone

A touch of serenity in Romney sands

FamilyLocationAmenities

4.86 out of 5 average rating, 250 reviews

A view from the deck captures two children playing in the open space. Tall grass frames the yard, with a small tree situated prominently. A golden field stretches into the distance under a clear blue sky, creating a serene outdoor atmosphere.

Home in Camber

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

FamilyLocationHot tub

4.94 out of 5 average rating, 33 reviews

A two-story cottage features a combination of dark wood and brick exteriors, surrounded by greenery. Multiple windows allow for natural light, and a patio area with an umbrella is visible. The lush, tall grass in the foreground adds a touch of nature to the tranquil setting.

Home in Canterbury

Great Higham Oast and Cottages - Book now for 2027

ValueFamilyWi-Fi

Weekly house rentals

4.88 out of 5 average rating, 213 reviews

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

Cosy Countryside Annex

ValueLocationOutdoor spaces

A spacious living area is furnished with a dark leather sectional sofa and a soft white rug. Natural light floods in from a large window adorned with red curtains. A dining table set for four is positioned beside the window, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 167 reviews

Slip Cottage Whitstable

ValueLocationLong stay

4.99 out of 5 average rating, 164 reviews

The living room is adorned with exposed wooden beams and features a light blue sofa with decorative cushions. A wooden coffee table sits in front of the sofa, and a fireplace is set against a brick wall. Art pieces are displayed on the walls, adding character.

Home in Tenterden

Ronbeams, Town Centre, Tenterden

ValueLocationView

5.0 out of 5 average rating, 120 reviews

Charming Cottage, free parking, in city walls.

LocationValueBathroom

4.96 out of 5 average rating, 133 reviews

A modern kitchen is showcased with navy cabinetry and a light countertop. Appliances, including an electric oven and fridge, are neatly arranged. A breakfast bar with high stools complements the open layout. Natural light fills the space from a window, illuminating the grey tiled floor.

Home in Saint Michaels

Guest house in St Michaels

LocationValueQuiet

4.96 out of 5 average rating, 108 reviews

Home in Faversham

Annexe with Private Courtyard, Short walk to Town

FamilyValueWalkability

4.99 out of 5 average rating, 153 reviews

The entrance of a charming cottage is highlighted, featuring a dark blue door framed by white trim. Flower pots with vibrant blooms line the path, while multiple windows allow natural light to illuminate the red brick facade. A lantern-style light fixture adds a quaint touch.

Home in Halstead

The Coach House, Halstead Hall

FamilyLocationAccess

4.94 out of 5 average rating, 118 reviews

Home in Hythe

Seaside House, Hythe Luxury 6 bedroom (4 ensuite)

FamilyLocationOutdoor spaces

Private house rentals

4.82 out of 5 average rating, 57 reviews

Charming Countryside Cottage

FamilyLocationRiver

A spacious bed is centered against a light grey wall, accompanied by two bedside tables. Each table features a lamp with a soft glow. Decorative yellow cushions enhance the bed's comfort, while a wall art piece depicting trees adds a serene touch to the room.

4.92 out of 5 average rating, 38 reviews

Delight Marvel-Wexford Place, 3 bedrooms house

LocationFamilyAmenities

4.83 out of 5 average rating, 18 reviews

Home in Broomfield

Vine Cottage in the Grounds of Leeds Castle

FamilyValueBathroom

4.9 out of 5 average rating, 10 reviews

3 Bedroom House Perfect for Contractors, families

ValueFamilySleep quality

5.0 out of 5 average rating, 3 reviews

Modern 3BR | Near Mote Park | Wi-Fi & Free Parking

LocationDecorKitchen

4.88 out of 5 average rating, 8 reviews

Home in Hucking

Grade II Cottage in Idyllic Location

FamilyLocationAccuracy

4.75 out of 5 average rating, 4 reviews

The Palms Maidstone

LocationFamilyOutdoor spaces