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

The enclosed swimming pool area features a spacious blue pool covered with a protective tarp, surrounded by a tiled patio. Comfortable grey seating is positioned along the side, offering a relaxing space for guests to unwind.

Cottage in Kent

4.97 out of 5 average rating, 163 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

Guesthouse in Kent

4.96 out of 5 average rating, 292 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

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

4.97 out of 5 average rating, 108 reviews

Kent Pool Cottage ~ Private Indoor Heated Pool

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 o Area of Outstanding Beauty o Village pub o Family friendly getaway with free baby/toddler equipment upon request 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 to keep your teens busy, with VR headset

Superhost

A clear swimming pool reflects the blue sky, surrounded by soothing greenery. Comfortable lounge chairs are positioned nearby, inviting relaxation. The image conveys a calming atmosphere, with the pool area designed for leisurely enjoyment.

Yurt in Kent

4.91 out of 5 average rating, 421 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

Cottage in Kent

4.99 out of 5 average rating, 288 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

An outdoor swimming pool features a clear blue surface, surrounded by a stone patio. Black wicker seating groups with cushions are positioned nearby, facing the pool. Lush greenery and trees provide a tranquil backdrop, enhancing the serene atmosphere of the garden.

Barn in Lympne

4.97 out of 5 average rating, 129 reviews

Countryside barn conversion with stunning views

This stunning, renovated Victorian Farm, red brick barn is nestled on the idyllic Romney Marsh Ridge. The Cowshed Port Lympne benefits from a spacious garden to the rear and amazing views across the fields towards the North Downs area of outstanding natural beauty to the front. A short drive to many beaches, the coastal towns of Hythe and Folkestone (with its Harbour and Pier) and under a mile from Port Lympne Animal Reserve. It is also near many vineyards incl Gusborne and Chapel Down.

Guest favorite

A modern swimming pool reflects the clear sky and surrounding trees, framed by a spacious deck. Lounge chairs are situated under a purple umbrella at the pool's edge, with a wooden house visible in the background, blending harmoniously with the natural landscape.

Home in Cowfold

4.92 out of 5 average rating, 191 reviews

Large pristine 17m heated pool, countryside views

Unique eco sustainable guest house built in 2022 with stunning views over private fields lined with Oak Trees as well as views overlooking a private new pristine 17m swimming pool, heated from 1st April to Sept end 2025, (pool open Oct-Mar but not heated). Quiet location, country walks (close to National Park) and a local pub 1 mile away. Modern, new stylish interiors with a cosy wood burner and large patio and fire pit outside. Conveniently located 15 miles to Gatwick Airport.

Top guest favorite

A thatched cottage is seen set against a backdrop of vibrant greenery, beside a tranquil pond adorned with water lilies. The well-manicured lawn features neatly striped grass, enhancing the serene outdoor setting. Sunlight illuminates the scene under a clear blue sky.

Cottage in Rotherfield

4.98 out of 5 average rating, 302 reviews

The Granary at Coes Vineyard, East Sussex

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

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.

Home in Kent

4.99 out of 5 average rating, 106 reviews

Stay and Swim at our home & private indoor pool.

Relax with the whole family at this peaceful place to stay. Stay and Swim is just a couple of minutes walk from the Blue Flag beach at Westbay and the indoor pool is available all year round. The property has a private garden with seating area and newly refurbished rooms with sky views. Rest assured Nick holds a Level Three qualification in pool plant operation so we know to make sure the pool is always clean and healthy.

Top guest favorite

An indoor swimming pool is surrounded by large windows, allowing natural light to fill the space. Tropical plants are positioned along the walls, adding a touch of greenery. Colorful inflatable toys and a basket with pool items are placed nearby.

Vacation home in East Sussex

4.99 out of 5 average rating, 355 reviews

Sea View Holiday Flat + Pool & Spa in Countryside

Luxury studio flat with a spectacular view of the sea and countryside. New: Large private balcony to sunbathe and dine outside. Heated indoor swimming pool, steam room, gym, and outdoor hot tub. King size bed with en-suite, suitable for 2 people. Free high speed wifi throughout. Large smart TV with 200 satellite channels and free Netflix. Located in Hastings Country Park Nature Reserve, short walk to beach.

Top guest favorite

A spacious outdoor swimming pool is set against a backdrop of lush greenery and open fields. The clear water sparkles in the sunlight, surrounded by a well-maintained stone patio. Several lounge chairs are positioned nearby, inviting relaxation in the serene environment.

Shepherd’s hut in GB

4.99 out of 5 average rating, 221 reviews

Shepherd Hut with beautiful heated swimming pool

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

An outdoor seating area features several black lounge chairs and a round table arranged on gravel, positioned in front of the charming black wooden hut. Lush green trees frame the scene, complementing the natural surroundings and offering a peaceful retreat.

Hut in Horsmonden

5 out of 5 average rating, 313 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.