Vacation rentals with a pool in Maidstone District

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Maidstone District

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A wooden cottage is framed by well-maintained hedges and greenery. In the foreground, a hot tub is situated on a wooden deck, surrounded by potted plants and shrubs, with clear blue skies overhead adding to the serene atmosphere.
Cottage in Icklesham
4.98 out of 5 average rating, 256 reviews

Blackthorn is a luxurious, rural retreat for two.

Blackthorn is a luxurious retreat for two. Attached to the owner's home, and situated on the edge of Icklesham village, the property lies halfway between the ancient towns of Rye and Hastings. There is a distant view of the sea, and the garden is surrounded by beautiful AONB countryside. The cottage has a private, south facing verandah, and guests are welcome to use the heated, indoor swimming pool and outdoor hot tub throughout their stay but exclusively between the hours of 8.00am and 8.00pm.

Superhost
Two blue lounge chairs are positioned on a grassy area near the barn, surrounded by blooming flowers and lush greenery. A light-colored building stands in the background, complemented by a wooden fence and trees, creating a relaxed outdoor setting.
Home in Newington
4.86 out of 5 average rating, 205 reviews

Spacious barn with pool ideal for exploring Kent

Nunfield Barn is a beautifully converted barn and one portion of the house is internally separated for our Airbnb guests, with its own entrance, downstairs toilet, kitchen/dining area and living room with doors leading to a private patio. Upstairs there are two double bedrooms and a bathroom with bath and shower. There is an above ground pool for use in summer, a front garden shared with us when we are here. There are fields &orchards across the road and we are 15 minute drive to Leeds Castle

Top guest favorite
A heated swimming pool is enclosed within a glass structure, providing a bright and spacious atmosphere. Comfortable seating arrangements are visible nearby, alongside decorative features such as a clock and wall art. The water reflects the surrounding light, enhancing the serene environment.
Cottage in Herne
4.96 out of 5 average rating, 192 reviews

The Cosy Cottage, with heated swimming pool !

Take it easy at this unique getaway, sleeps 4 woodland walks, local pub/restaurant ,Micro brewery and much more to make your time away a memorable one. Relax in the countryside or take a short drive to the local town/Beach. Spend some private time relaxing in our heated swimming pool, and then retire to your own comfort of the "Cosy Cottage" for that long earned rest. Herne Bay,Whitstable towns and the city of Canterbury just 15 mins by car. Local buses run frequently in both directions Enjoy.

Top guest favorite
An open-plan living area features a large, curved sofa positioned towards a wall-mounted television. Natural light enters through sliding glass doors, which lead to an outdoor space. A modern kitchenette is visible, along with a washing machine, adding functionality to the inviting layout.
Guesthouse in Herne
4.97 out of 5 average rating, 323 reviews

Kent home with a view

Annex at the bottom of our garden with its own patio area with views of the pool and garden. Nice quiet area with fields and woodland walks nearby Keys left in door - guests can let themselves in, we are generally around if you have questions There is BBQ area and a heated pool (shared with hosts) for stays of 2 days or more. Please note pool heating is not turned on until about mid-end of May and turned off in September. 5 min to Herne Bay. 15 min to Whitstable 20 min to Canterbury

Top guest favorite
Tiny home in Kent
4.94 out of 5 average rating, 215 reviews

Tranquil Country Retreat

Escape to our stylish, thoughtfully designed pool house, a peaceful retreat in the heart of the Kent countryside. Surrounded by open farmland and sweeping rural views, this hidden gem offers comfort, seclusion, and charm in an Area of Outstanding Natural Beauty. Spend summer days by the seasonal outdoor pool, unwind year-round in the Hotspring hot tub, or gather by the fire pit under starry skies. Just 5 miles from historic Faversham, it’s a perfect hideaway for couples, families, or friends.

Top guest favorite
An outdoor bath stands in the foreground, equipped with sleek metal fixtures. Behind it, a vibrant yurt is nestled in a lush garden, framed by greenery and garden paths. A blue police box adds a whimsical touch to the space.
Yurt in Kent
4.92 out of 5 average rating, 469 reviews

Little Yurt Retreat; Tiny Home, Snug, City Centre!

The Little Yurt Retreat is the ultimate getaway for couples and families! Enjoy a luxurious Mongolian yurt with a log burner, a cozy Tiny Home with a kitchen, SECRET CINEMA SNUG, shower and... OUTDOOR BATH; live the dream! Perfectly located in central Canterbury—just a 15-min stroll to the city center, a 10-min drive to the beach, or a short walk into the countryside. Fantastic in all seasons, especially winter! Relax, explore & enjoy a romantic escape with modern comforts while glamping.

Top guest favorite
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
4.95 out of 5 average rating, 143 reviews

Kent Pool Cottage ~ Private Indoor Heated Pool

o Designed for families o Private Indoor Heated Swimming Pool o The pool is open 24/7/365 and is exclusive to you o Large garden o EV Charger@15p/kWh o Area of Outstanding Beauty o Village pub less than 5 minutes walk away o Free baby/toddler equipment o Late check-out and early check-in options (= an extra day of holiday!) o No Airbnb fee (we pay it) o Short drive to White Cliffs of Dover, Whitstable, Canterbury Cathedral, Folkestone... o Netflix & PS4 Xtra subscriptions, with VR headset

Top guest favorite
A charming cottage is nestled within a lush garden, framed by mature trees. Sunlight filters through the branches, casting gentle shadows on the well-maintained grass. A swing hangs from one of the trees, inviting relaxation in a private outdoor space.
Cottage in Kent
4.99 out of 5 average rating, 308 reviews

Plantagenet: A Historic Country Cottage with Pool

A delightful and unique country cottage with historical links to the Plantagenet Kings of England! It's tucked away, surrounded by mature gardens with views over the Eastwell Manor country estate. Plantagenet Cottage is full of character and charm, it's spacious, very private and relaxing . Our heated pool is great in Summer [closed in Winter]. Enjoy the beautiful Kent countryside, great pubs, a nearby Spa, beaches, Canterbury and lots more - or simply just chill out at the cottage !

Top guest favorite
The indoor swimming pool features clear, inviting water surrounded by lush greenery. Large windows allow natural light to fill the space, offering views of the private garden. Comfortable seating is positioned along the edges, creating a relaxing atmosphere for guests.
Cottage in East Sussex
4.98 out of 5 average rating, 288 reviews

Badgers Den - Covehurst Bay Holiday Cottage

Luxury self-catering holiday cottage in the countryside near Hastings. Heated indoor swimming pool, steam room, gym & outdoor hot tub. 2 bedrooms and 2 bathrooms, suitable for up to 4 people. Kitchen, dining & living room is open plan with large Smart TV & free Netflix. 2 bathrooms. Free high speed WiFi throughout. Sunny conservatory, private garden with sun loungers & BBQ. Amazing coastal and countryside walks right from the doorstep.

Top guest favorite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 336 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Top guest favorite
A charming Shepherd's Hut features a wooden exterior nestled among trees. Large windows allow natural light to fill the space, while a small porch area offers a quiet spot to enjoy the surroundings. The surrounding gate opens to a lush meadow.
Shepherd’s hut in GB
4.99 out of 5 average rating, 235 reviews

Shepherd Hut insulated cosey warm wood stove

A two person secluded Shepherds Hut nestled amongst the trees situated in a wildflower meadow on a farm for Wildlife. Staying toasty in the winter with wool insulation and log burner and cool in the summer under the canopy this hut is the perfect retreat to the country and to reconnect with nature and yourself.

Top guest favorite
The charming railway hut, painted in dark tones, is nestled among greenery and flowers. Large windows invite natural light inside, while a lantern above the door adds a welcoming touch. The setting reflects a serene connection with nature.
Hut in Horsmonden
5 out of 5 average rating, 352 reviews

Railwayman's Hut with Swimming Pond

Enjoy the lovely setting of this romantic spot in nature with use of a natural swimming pond (80m x 20m) . Tucked away in a peaceful location in Kent’s Area of Outstanding Natural Beauty, this enchanting railway man’s hut offers a rural escape from everyday life.

Popular amenities for Maidstone District rentals with a pool

Quick stats about vacation rentals with a pool in Maidstone District

  • Total vacation rentals

    Explore 40 vacation rentals in Maidstone District

  • Nightly prices starting at

    Maidstone District vacation rentals start at G$12,562 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,470 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Maidstone District vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Maidstone District stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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  2. United Kingdom
  3. England
  4. Kent
  5. Maidstone District
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