
Holiday 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.

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.

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

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.

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

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 o Area of Outstanding Beauty o Village pub less than 5 minutes walk away o 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, with VR headset

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.

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 !

Pool and sauna retreat near London and the Coast.
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. We have dogs and there are cows / sheep in local fields - country life!

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.

Tranquil Country Retreat with Pool & Hot Tub
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 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.

Pine tree woodland retreat
This architect designed self contained studio retreat is surrounded by pine trees and positioned in a secluded side annex to our main family house. The area is surrounded by walking paths and quiet country lanes. It is a newly renovated open-plan space with en-suite shower room and private balcony, tree-top views and direct access to a yoga deck. By arrangement guests may have exclusive use of the heated pool and infra-red sauna which is situated at the rear of the main house.

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.
Popular amenities for Maidstone District rentals with a pool
House rentals with a pool

Jacobs Lodge - Beauport Holiday Park

Whitstable | Sea View | Heated Pool | Games Room

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

Spring Farm Sussex

The Manor Coach House

Kingpost

The Lighthouse, Kent Coast.

Great Higham Oast and Cottages - sleeps 18
Apartment rentals with a pool

Lovely Flat Zone 2 close to DLR

Luxury Central London Penthouse +£100 Dining Gift

Excl. apartment 9 mins walk to ExCel up to 5

3 Bed Flat with Garden and Pool

Seaview Park Luxury Holiday Home, Whitstable.

Cozy studio - O2, Greenwich Park & Thames River

Brand New 1-Bed Apt in Nine Elms with Pool

Lovely 2 bedroom apartment in Canary Wharf
Other holiday rentals with a pool

The Hideaway. Romantic retreat

Shepherds hut - visit Ashdown Forest, Standen

Lilac Lodge-Marlie Holiday Park

Cabin By The Sea

Camber Sands - Atlanta Sunset

Mattie's Loft

Haven Holiday Park, Kent Coast

Counting sheep Shepard’s Hut 1
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 $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,470 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Maidstone District holiday rentals include wifi 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!
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