Vacation rentals with a pool in Chatham

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!

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.

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**

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.

Kent Coast 2 Bedroom Holiday Home Haven

This wonderful 6 Berth Holiday Home, comes with wrap around decking & outside seating area with a lovely Seaview. There is also Wi-Fi, Air conditioning, 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 fave takeaway. Everything you need for the perfect summer vacation. - Allhallows Beach is only 200 yards from the Haven Resort.

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.

One bed apartment in the heart of Tonbridge

Enjoy a stylish experience at this centrally-located place. 75m from the Castle with the best bars and restaurants on your door step. A public pool (indoor and outdoor) is five minutes walk along the river. 10 minute walk to the station with trains to Tunbridge Wells (10 mins) and central London (40 mins). Perfect for weekend breaks, wedding accommodation or a weekday base when travelling for work. Parking info is available under 'Getting around'

The Pool House, How Green House, Hever

Unique, modern, contemporary Pool House in the heart of the Hamlet of Hever in Kent. This open plan living space is the perfect get away for a romantic stay for couples with the added luxury of a large private heated swimming pool between May - September. The location is ideal if you are visiting the popular historic sights, playing golf, hiking, cycling or just want to chill. This is an adult only property.

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.