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Holiday rentals with a pool in Chatham

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Chatham

  • Nightly prices starting at

    Chatham holiday rentals start at $129 SGD per night before taxes and fees

  • Verified guest reviews

    Over 100 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chatham rentals

Top-rated rentals with a pool in Chatham

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

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Guest favourite
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, 218 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 favourite
Tiny home in Kent
4.94 out of 5 average rating, 236 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.

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, 335 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!

Guest favourite
A spacious holiday home is situated on a well-maintained grassy area. The exterior features light-colored cladding with large windows allowing natural light. A small set of steps leads to the entrance, and the surrounding landscape is flat and neatly trimmed.
Holiday park in Leysdown
4.88 out of 5 average rating, 155 reviews

"The Bethel - A holiday home by the sea"

A spacious holiday home with double glazing, central heating throughout, featuring top quality finishing at Harts Holiday Park. The park boosts a modern indoor pool, family bar, restaurant, arcade, crazy golf course and an adventure playground. 5 minutes walk to the seafront, mini roller coasters, pubs, and so much more. This accommodation has 1 double bed, 2 twin beds, with a pull out sofa bed in the living area. Beds are made before arrival. Please note that "TOWELS ARE NOT PROVIDED".

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, 99 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.

Guest favourite
A historic farmhouse features a distinctive thatched roof and timber-framed exterior, surrounded by well-kept greenery. Windows are adorned with grid patterns, allowing natural light to illuminate the interior. A wide gravel pathway leads to the entrance, enhancing the property’s rustic charm.
Farm stay in Molash
4.92 out of 5 average rating, 26 reviews

Wealden Hall House with large indoor swimming pool

Enjoy the natural beauty surrounding this historic getaway. A short walk from the majestic Kings Wood, nestled next to a 13th Century church, you will find our medieval farm house. An amazing place to getaway from London and busy city life. Only 37 minutes on the train from London St Pancras to Ashford. Complete with indoor swimming pool, sauna and fabulous well maintained tennis court, your holiday will have everything you need to relax, unwind and have fun with friends and family.

Guest favourite
A spacious semi-detached rectory is set within a private estate, surrounded by manicured lawns and mature trees. The brick facade is complemented by large windows and multiple steps leading to a welcoming entrance. The sky is partly cloudy, providing a bright and airy atmosphere.
Home in Brentwood
4.83 out of 5 average rating, 24 reviews

GWP - Rectory North

2000 sq foot semi detached (north wing) 100 year old recotry on a private estate. And yes that’s a woodburner you can see in the photo and yes you can use it :-))) The gorgeous pool is shared with two other properties and you can use it any time between 10-6pm daily. A 360 video tour in 2d and 3d is available. Go to photos and in the living room section you will see an excel spreadsheet. Type the relevant link into your browser. Our other properties are available there as well.

Superhost
Cottage in Delting
4.78 out of 5 average rating, 179 reviews

Couples Retreat ~ Hot Tub & Pool ~ country views

This couples retreat sits in a great position in the rolling Kent countryside, boasting its own use hot tub that’s sheltered under a roof and firepit with rustic barrel chairs (logs, firelighters & matches supplied). The small and picturesque village of Detling is found on the slope of the North Downs, just northeast of Maidstone, and on the Pilgrims' Way - ideal if you're looking for a break only a short distance away from London with numerous local attractions on your door step.

Top guest favourite
A bright living area features large windows with scenic views, allowing natural light to fill the space. A comfortable grey sofa is complemented by a wooden dining table set with place settings. Soft curtains frame the windows, enhancing the cozy atmosphere.
Holiday park in Allhallows
4.97 out of 5 average rating, 69 reviews

6 Berth - 2 Bedroom 2023edition Caravan at Haven

2023 edition caravan - 2 bedrooms with wrap-around balcony. Located on Haven holiday park in Allhallows which has recently been upgraded. Haven Park has a swimming pool, climbing wall, high ropes, outdoor cinema, new entertainment and activity complex plus a lot more. Towels and bedding provided **Please note that Haven passes are not included, a link will be emailed once booking is confirmed with the option to purchase passes, please see photo for play pass prices for 2026**

Superhost
Barn in Smarden
4.7 out of 5 average rating, 37 reviews

Cloth Worker's Barn

Cloth Worker's Barn is an outstanding barn conversion, set in the grounds of Cloth Hall, a 15th C timber hall house and has been transformed into a modern space full of vibrancy and elegance, yet retaining its grand features. The property now boasts a spacious open plan living area with a beautiful kitchen, both stylish and functional and three stunning double bedrooms.Guests also have access to a heated outdoor swimming pool in the warmer half of the year.

Superhost
An outdoor dining setup is presented with a wooden table adorned with a fruit platter, champagne, and pastries. In the background, a private swimming pool is visible, surrounded by wooden fencing and greenery, enhancing the serene atmosphere of the space.
Holiday home in Cliffe
4.88 out of 5 average rating, 25 reviews

The Cliffe Studio, exclusive, with private Hot Tub

The Cliffe Studio is a new, luxurious, secluded 2 bedroom, 2 en-suite villa style apartment which can comfortably sleep a maximum of 6 guests, with a fully equipped kitchen, underfloor heating. In the garden you’ll find the large heated swimming pool (for use in summer months), hot tub and poolside bar/BBQ (summer use)dining area with pagoda. Check in Time 3pm Check out time 10am

Top guest favourite
Two alpacas are seen grazing on lush green grass in a tranquil garden setting. The foreground features a brown alpaca with a fluffy coat, while a light-colored alpaca, slightly blurred in the background, stands attentively. Trees line the garden's perimeter, providing a natural backdrop.
Guest house in Borden
4.98 out of 5 average rating, 106 reviews

Alpaca Lodge

Alpaca Lodge is an annex of the owner's home Fifield Lodge, in the quintessentially English hamlet of Borden, close to the market town of Sittingbourne in Kent. The sitting room and bedroom is on the first floor and furnished in a contemporary style, whilst the shower and toilet are located on the ground floor.

Popular amenities for Chatham rentals with a pool

  1. Airbnb
  2. United Kingdom
  3. England
  4. Medway
  5. Chatham
  6. Rentals with pools