Holiday rentals with a pool in Isle of Sheppey

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Top-rated rentals with a pool in Isle of Sheppey

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

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Top guest favourite
A swimming pool is set in a lush garden, surrounded by greenery. Two wooden lounge chairs are positioned on a stone patio, accompanied by a small table topped with flowers and drinks. Steps lead into the clear blue water, inviting relaxation.
Shepherd’s hut
4.99 out of 5 average rating, 241 reviews

Secluded idyllic retreat with heated pool

Welcome to #moatfarmkent 15 mins from Ashford International and under 2 hours from London. An idyllic escape onto our private wildlife farm. Nestled in the trees on the edge of our wildflower meadows, the Shepherds hut has all the comforts for a restorative, immersive stay in nature. Wake up to the sound of song birds and fresh air. In the evenings enjoy a BBQ and a toasty fire under the stars. After a long walk or cycle through the woods enjoy a relaxing swim in the pool or a game of tennis.

Top guest favourite
A heated swimming pool is enclosed within a glass structure, providing a bright and spacious atmosphere. Comfortable seating arrangements are visible nearby, alongside decorative features such as a clock and wall art. The water reflects the surrounding light, enhancing the serene environment.
Cottage
4.97 out of 5 average rating, 226 reviews

The Cosy Cottage, with heated swimming pool !

Take it easy at this unique getaway, sleeps 4 woodland walks, local pub/restaurant ,Micro brewery and much more to make your time away a memorable one. Relax in the countryside or take a short drive to the local town/Beach. Spend some private time relaxing in our heated swimming pool, and then retire to your own comfort of the "Cosy Cottage" for that long earned rest. Herne Bay,Whitstable towns and the city of Canterbury just 15 mins by car. Local buses run frequently in both directions Enjoy.

Top guest favourite
Tiny home
4.95 out of 5 average rating, 237 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
4.98 out of 5 average rating, 336 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!

Top guest favourite
An open-plan living area features a large, curved sofa positioned towards a wall-mounted television. Natural light enters through sliding glass doors, which lead to an outdoor space. A modern kitchenette is visible, along with a washing machine, adding functionality to the inviting layout.
Guest house
4.97 out of 5 average rating, 359 reviews

Kent home with a view

Annex at the bottom of our garden with its own patio area with views of the pool and garden. Nice quiet area with fields and woodland walks nearby Keys left in door - guests can let themselves in, we are generally around if you have questions There is BBQ area and a heated pool (shared with hosts) for stays of 2 days or more. Please note pool heating is not turned on until about mid-end of May and turned off in September. 5 min to Herne Bay. 15 min to Whitstable 20 min to Canterbury

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
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
4.98 out of 5 average rating, 100 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
Camper van/Motorhome
4.89 out of 5 average rating, 133 reviews

Club Jupiter – Boutique Retro Caravan, Sleeps 6

Welcome to Club Jupiter, a midcentury modern home…in a classic British caravan park. You’ll be staying in a 3-bedroom Willerby Bluebird that has been transformed by interior designer Whinnie Williams, stylist and writer Emma Jane Palin, and travel journalist Anna Hart. Designed for fabulous gatherings with friends, Club Jupiter makes an unforgettable setting for a glorious Margate weekender. Please do read through the park rules before booking and drop us a message with any questions!

Top guest favourite
Barn
4.97 out of 5 average rating, 168 reviews

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.

Top guest favourite
The indoor heated swimming pool features a clear blue surface and is framed by rustic wooden beams. Large windows allow natural light to fill the space, while loungers line the poolside for relaxation. A safety cover is visible over one end of the pool.
Home
4.96 out of 5 average rating, 165 reviews

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

Guest favourite
The interior of the yurt features a circular skylight, allowing natural light to fill the space. A cozy bed is positioned centrally, surrounded by a warm rug and wooden furniture. Soft lighting and decorative accents create a relaxed ambiance, enhanced by the presence of bookshelves and seating areas.
Yurt
4.93 out of 5 average rating, 511 reviews

Magical Yurt, Outdoor Bath & Cinema - City Centre

✨ A Hidden Yurt Retreat with Outdoor Bath, Cinema & Tiny Home A private escape designed for slow evenings, cosy nights, and memorable stays xx Perfect for couples looking for a romantic stay - also loved by families thanks to the magical layout and secret cinema snug. The perfect date night: ⭐Soak under the stars 🍿 Watch a film in your hidden cinema 🚶 Order a takeaway or stroll into town for a meal out 📍 Canterbury Centre + the sea (and the train!) with lots of fun activies

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
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.

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