
Holiday rentals with a pool in Chatham
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Top-rated rentals with a pool in Chatham
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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!

"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".

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.

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 Free EV charger o Area of Outstanding Beauty o Village pub less than 5 minutes walk away o Free baby/toddler equipment 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

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.

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**

Sycamore Lodge - Two bedroom's & EV car charger.
Sycamore Lodge is a newly renovated detached guesthouse in the garden of Sycamore house. It is all on one level has two bedrooms, sleeps four people and has a bathroom, Livingroom and use of the full kitchen in Sycamore House. Guests will have access to a beautiful large garden where you can sit, relax and enjoy the countryside or there is play equipment to keep the children entertained. It is in a perfect location to explore the beautiful Kent countryside and beaches.

Interior designed house + pool + tennis Goudhurst
A very stylish, light, bright, cosy, classic/contemporary fully self-contained guest house with a boutique hotel feel. This fantastic open plan bolthole is located just outside Goudhurst in an Area of Outstanding Natural Beauty. This is the perfect location for discerning couples or families wanting to explore all that the countryside has to offer, or for those just needing a stylish base. We welcome longer term bookings of a month +. Includes private parking.

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.

Secluded Shepherds Hut with Heated Pool & Firepit
A 2 adult, 1 child secluded Shepherds Hut nestled in trees situated in a wildflower meadow farmed for Wildlife. Staying toasty in the Spring with wool insulation and log burner and cool in the summer under the canopy this hut is the perfect retreat to the countryside and to reconnect with nature. With your own private garden, wake up in nature and in the evenings enjoy the magical sound of the Nightingales in the evening which takes place only in Spring.

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.

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.
Popular amenities for Chatham rentals with a pool
House rentals with a pool

Luxury Whitstable Caravan

Dormestone House - retreat with pool, tennis court

Lanes End by Keepers Cottages

The Manor Coach House

Gwp - Rectory South

The Pumpkin Barn

Kingpost

Architectural Gem with Luxury Outdoor Kitchen
Apartment rentals with a pool
Other holiday rentals with a pool

Hillside Holiday Home

Kent Coast 2 Bedroom Holiday Home Haven

Luxury Seasalter Holiday Home

Haven Holiday Park, Kent Coast

Cosy Seaside Retreat

Thameside 6 Sleeper

Family Stay: Hens•Cats• Firepit •Puppy •Chick•Pool

Beautiful Cottage Retreat + Hot Tub + Spa
Quick stats about holiday rentals with a pool in Chatham

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Chatham holiday rentals start at £76 per night before taxes and fees

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