Vacation rentals with a pool in Chatham

Find and book unique homes with a pool on Airbnb

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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Top guest favorite
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
4.98 out of 5 average rating, 59 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 an indoor/outdoor 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**

Top guest favorite
A serene outdoor area is showcased, featuring a clear blue pool surrounded by a spacious stone patio. A charming cottage stands nearby, complemented by lush greenery and trees that extend into the landscape, creating a tranquil retreat.
Cottage in Staplehurst
5 out of 5 average rating, 39 reviews

Beautiful, Winter Retreat + Hot Tub

A luxurious retreat, nestled in our beautiful, large garden in the High Weald of Kent. Bookings include a Hot tub session, fire pit + sparklers & Continental breakfast. TV + firestick & Sonos sound system. Cosy faux log burner. Pool, hot tub, Spa Cabin, fire pit, hammocks, adult slide, swing and tree top lounger with stunning views & sunsets. Extra charge - cream teas & massage treatments. Fantastic location, quaint Kent villages, National Trust properties, Castles, Steam trains and beaches.

Guest favorite
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, 210 reviews

Cosy spacious barn 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
Tiny home in Throwley
4.94 out of 5 average rating, 221 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.

Guest favorite
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, 149 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 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 Eastwell
4.99 out of 5 average rating, 314 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 !

Superhost
Cottage in Detling
4.79 out of 5 average rating, 173 reviews

Couples Retreat & Hot Tub ~ 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.

Superhost
Barn in Smarden
4.69 out of 5 average rating, 35 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
The exterior of the holiday home features a raised white decking area with white railings, offering a welcoming entry. Patio doors are partially open, revealing glimpses of the interior. The surrounding grass adds a natural touch to the inviting atmosphere.
Camper/RV in Allhallows
4.77 out of 5 average rating, 13 reviews

Haven Holiday Park, Kent Coast

This wonderful Bordeaux Holiday Home, comes with Front Decking with a view of the sea & outside seating area . There is also Wi-Fi, free parking & lots of fun activities for everyone to enjoy on site. From a nearby fishing lake, to plenty of kids play areas, to delicious cuisine in the on site restaurant or from your favourite takeaway. Everything you need for the perfect summer vacation. - Allhallows Beach is around 300 yards from the Haven Resort.

Top guest favorite
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.
Guesthouse in Borden
4.98 out of 5 average rating, 102 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.

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 Shadoxhurst
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.

Superhost
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
4.82 out of 5 average rating, 11 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. Contractors welcome :-)

Popular amenities for Chatham rentals with a pool

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    Chatham vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

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