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Vacation rentals with a pool in Medway

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Medway

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 Medway
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
Cottage in Staplehurst
5 out of 5 average rating, 37 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, 209 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

Superhost
An open-plan layout is presented, showcasing a cozy kingsize bed with decorative pillows against a wood-timber wall. A modern kitchen area displays sleek cabinetry and includes essential appliances. A large glass door offers a view of the green outdoor space, enhancing natural light within the room.
Barn in Smarden
4.76 out of 5 average rating, 25 reviews

Spinster's Nook

Escape to the country in this stunning thatched cottage.Set in the grounds of the owner’s 15th C timber hall,Spinster’s Nook offers luxurious studio accommodation that's been sympathetically modernised.The parquet flooring has been up-cycled from Cloth Hall and is now warm underfoot.The modern kitchen with its cast concrete worktops and lush wet room surround a comfy kingsize bed.Guests also have access to a heated outdoor swimming pool in the warmer half of the year and a hot tub year-round.

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 Kent
4.99 out of 5 average rating, 310 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 !

Top guest favorite
An open-plan kitchen, dining, and sitting area is featured, with high ceilings and exposed beams. A round wooden dining table with four chairs is positioned in the center, while a cozy sofa with cushions is adjacent. Large windows provide views of the garden.
Guesthouse in Winchet Hill
5 out of 5 average rating, 31 reviews

Interior designed guest house in Goudhurst, Kent

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

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.

Top guest favorite
Tiny home in Kent
4.94 out of 5 average rating, 218 reviews

Tranquil Country Retreat

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.

Top guest favorite
A refreshing pool is positioned in front of the cottage, surrounded by trees and greenery. The stone cottage features large glass doors that open towards the pool area. Outdoor seating is arranged nearby, creating a serene outdoor space.
Place to stay in Royal Tunbridge Wells
4.86 out of 5 average rating, 242 reviews

Pool Cottage, peaceful retreat close to London.

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. Sauna is available by prior arrangement.

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 Kent
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.

Guest favorite
A historic semi-detached rectory is set in a spacious green lawn, surrounded by well-maintained gardens. The building features multiple windows on the facade, framed by lush trees and shrubs. A series of steps lead to a welcoming entrance at the center.
Home in Great Warley
4.92 out of 5 average rating, 12 reviews

Gwp - Rectory South

2000 sq foot 3 bed semi detached (south wing) 100 year old rectory on private estate with swiming pool. Fantastic location with easy access to london via the Elizabeth line. 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 Medway rentals with a pool

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