Holiday rentals with a pool in Maidstone District

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Maidstone District

  • Total holiday rentals

    Explore 40 holiday rentals in Maidstone District

  • Nightly prices starting at

    Maidstone District holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Maidstone District holiday 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!

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 favourite
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 Kent
4.97 out of 5 average rating, 230 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.

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Top Guest favourite
Tiny home in Kent
4.95 out of 5 average rating, 243 reviews

Peaceful Country Retreat • Pool House & Hot Tub

Escape to our stylish, thoughtfully designed, detached 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, very private.

LocationValueGetting around

Top Guest favourite
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
4.98 out of 5 average rating, 339 reviews

Plantagenet: A Historic Country Cottage with Pool

A delightful and unique country cottage with historic links to the Plantagenet Kings of England. Tucked away in mature gardens with views over the Eastwell Manor estate, it’s spacious, private and full of character. Enjoy the heated outdoor pool in summer, optional hot tub, rustic outdoor shower, BBQ, garden games, exploring the beautiful Kent countryside, great pubs, beaches, Canterbury, Folkestone, Ashford Designer Outlet, farm shops & plenty more - or simply just chill and enjoy the cottage!

ValueLocationBeach

Top Guest favourite
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 Kent
4.96 out of 5 average rating, 366 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

FamilyValueView

Top Guest favourite
A private hot tub is positioned outdoors, featuring bubbling water and a light blue hue. The surrounding area includes a clear view of the farmland landscape, with green fields and trees visible in the distance under a bright blue sky.
Farm stay in Charing
4.98 out of 5 average rating, 109 reviews

Apple Blues Farm

A beautiful log cabin set in a private 10-acre spot with stunning farmland views. Relax in your own private hot tub while alpacas roam freely nearby. Whether it’s a peaceful break with your partner or a family getaway where little ones can run free, there’s something for everyone. Feed the alpacas, sheep and goats if animals are your thing. A local pub is just a short walk away, with several great pubs within a 5–10 minute drive. Not far from us is the big cat sanctuary and Leeds castle.

ValueFamilyComfort

Top Guest favourite
Barn in Lympne
4.97 out of 5 average rating, 173 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.

LocationFamilyBathroom

Guest favourite
The interior of the yurt features a circular skylight, allowing natural light to fill the space. A cozy bed is positioned centrally, surrounded by a warm rug and wooden furniture. Soft lighting and decorative accents create a relaxed ambiance, enhanced by the presence of bookshelves and seating areas.
Yurt in Kent
4.93 out of 5 average rating, 521 reviews

Magical Yurt, Outdoor Bath & Cinema - City Centre

✨ A Hidden Yurt Retreat with Outdoor Bath, Cinema & Tiny Home A private escape designed for slow evenings, cosy nights, and memorable stays xx Perfect for couples looking for a romantic stay - also loved by families thanks to the magical layout and secret cinema snug. The perfect date night: ⭐Soak under the stars 🍿 Watch a film in your hidden cinema 🚶 Order a takeaway or stroll into town for a meal out 📍 Canterbury Centre + the sea (and the train!) with lots of fun activies

LocationValueGetting around

Top Guest favourite
A refreshing pool is positioned in front of the cottage, surrounded by trees and greenery. The stone cottage features large glass doors that open towards the pool area. Outdoor seating is arranged nearby, creating a serene outdoor space.
Place to stay in Royal Tunbridge Wells
4.86 out of 5 average rating, 247 reviews

Pool Cottage, peaceful retreat close to London.

Pool Cottage is a trendy little place, perfect for couples. It’s attached a 16th century Farmhouse but has a separate entrance and garden. The pool is a shared space in front of the cottage and guests are welcome to swim any time but it is not heated. The area is rural yet close to Tunbridge Wells, London, beautiful Kent / Sussex countryside and the South coast. Lots of walks and great pubs within walking distance. Sauna is available by prior arrangement.

FamilyValueHospitality

Top Guest favourite
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, 181 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 beach at Westbay and the indoor pool, with endless swim current, 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 3 qualification in pool plant operation so we know to make sure the pool is always clean and healthy.

LocationFamilyView

Top Guest favourite
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, 368 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.

FamilyLocationCondition

Top Guest favourite
A spacious dining area is furnished with a wooden dining table surrounded by brown chairs. Soft lighting is provided by woven pendant lamps above. A comfortable living space can be seen in the background, featuring grey sofas and a log burner, against a backdrop of exposed stone walls.
Barn in Battle
4.99 out of 5 average rating, 255 reviews

➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!

2+ acres of outside space including a natural swimming pond, hot tub, seating areas, BBQ, hammocks, swing chairs, a couple of kid friendly dens to find and a family of chickens. Please help yourself to eggs for breakfast. • Fully equipped + stocked kitchen • Onsite, secured parking for several vehicles • Hot tub and Swimming Pond • Separate games room • Log burner in living room

FamilyLocationTV

Top Guest favourite
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, 405 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.

LocationFamilyAccuracy

Popular amenities for Maidstone District rentals with a pool

When is the best time to visit Maidstone District?

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Avg. price$433 NZD$562 NZD$395 NZD$420 NZD$550 NZD$535 NZD$801 NZD$532 NZD$486 NZD$364 NZD$400 NZD$503 NZD
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Destinations to explore