Holiday rentals with a pool in River Medway

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in River Medway

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

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Guest favourite

Apartment in Kent

4.94 out of 5 average rating, 116 reviews

Seaview Park Luxury Holiday Home, Whitstable.

Modern, Platinum Grade holiday home on top rated Seaview Park, Whitstable. Spacious living area, 3 bedrooms, en suite, sofa bed in lounge area. Fully enclosed outside decking with furniture and barbecue. Adjacent parking for 2 cars Beach and Coastal Park access a few minutes walk away. Whitstable, Tankerton and Herne Bay can be reached via a short stroll from here Well maintained family and dog friendly park with good facilities including a clubhouse, outdoor pool (seasonal) and entertainment

Guest favourite

Guest house in England

4.92 out of 5 average rating, 89 reviews

Garden suite + private heated pool + free parking

The Stoat House is a self-contained guest house with breakfast items provided, private entrance & parking. The King Size bed has luxury 5* linen & the large heated salt-water swimming pool is for guests exclusive use by easy arrangement. The Stoat House has a rear sun deck and set in a stunning 1 acre flower garden surrounded by trees in a safe & quiet road in St Leonards on Sea, just 8 minutes drive to the beach. Ideal getaway for couples. (Not suitable for kids - please see policies & rules).

Guest favourite

Home in Cowfold

4.91 out of 5 average rating, 140 reviews

Countryside views, 17m pool, cosy wood burner

Unique eco sustainable guest house built in 2022 with stunning views over private fields lined with Oak Trees as well as views overlooking a private 17m swimming pool, heated up to September end 2024, (pool open October-March but not heated). Quiet location, country walks (close to National Park) and a local pub 1 mile away. Modern, new stylish interiors with a cosy wood burner and large patio and fire pit outside. Conveniently located 15 miles to Gatwick Airport, 16 miles to Brighton Beach.

Guest favourite

Guest house in Kent

4.97 out of 5 average rating, 38 reviews

The Willows, Holiday home Leysdown

You will be close to everything when you stay at this caravan. There’s a swimming pool, 10 minutes walk to the beach and arcades. Bakery, fish and chips, pubs. On site arcade, evening entertainment with bar and restaurant and more. You will need passes from reception for the pool (this is by booking your time slot) and for buying food/drinks and bingo cards etc from the bar. This is an extra cost Please note the caravan is on the quiet side of the park about a 5 minute walk to the clubhouse

Guest favourite

Holiday park in Pevensey Bay

4.97 out of 5 average rating, 118 reviews

Pevensey Pearl Platinum Caravan /prestigious site

Comfortable space for four people can accommodate six. One king size bed. Two x 2’6” beds that can be made as a double on request, a 4ft pull out sofa bed in the lounge area. Travel cot/high chair available. Caravan is of Platinum standard (Park Holidays grading). Gated outdoor deck and seating catching the sun all day. Heated indoor swimming pool, steam room/jacuzzi. Gymnasium (passes not included in your booking fee). All dog friendly. Free to use. Close to beach. Disabled access.

Superhost

Home in Kent

4.67 out of 5 average rating, 3 reviews

Kent - The Pool House

Take it easy, relax at this unique and tranquil getaway with your own private pool or use the pool for playtime with friends and family. Located in Teynham, Kent. Perfect for UK staycations, couples, small or medium family groups. Can be used in conjunction with our sister property The Malt House which would accommodate within both approximately 24 guests, both properties located on the same 1.5 acres. Private driveway parking in a gated enclosed site. In the heart of the Kent countryside

Guest favourite

Home in Canterbury

4.97 out of 5 average rating, 86 reviews

Indoor Heated Pool and Cottage~Kids Love It Here

>>Message us for seasonal discounts! o Private Indoor Heated Swimming Pool o Large garden o EV Charger o Area of Outstanding Beauty o Village pub o Family friendly getaway with free baby/toddler equipment upon request 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 to keep your teens busy o PS4 & VR headset

Superhost

Home in High Halden

5 out of 5 average rating, 4 reviews

Rural cottage - swimming pool!

Overlooking countryside and a tranquil pond (unfenced) this beautifully converted stable is situated behind a traditional Kent barn. It has been tastefully renovated and retains some original character features. Heron Cottage has its own patio area with garden furniture. 36ft swimming pool, heated from May until September (exact opening date weather dependent). Although babies up to 6 months old are permitted, there is a minimum age limit of 18 at this property.

Guest favourite

Home in Haywards Heath

4.95 out of 5 average rating, 19 reviews

The Barn at Stoaches - Country retreat with a pool

Escape to the tranquility of rural bliss with this charming Barn Conversion nestled amidst picturesque countryside. Embrace the serene ambiance and unwind in the lap of nature while enjoying the wonderful walks on the doorstep. Whether you seek relaxation under the clear blue skies or a refreshing dip in pool, this idyllic retreat promises an unforgettable experience for those who cherish the harmony of rural living and the joy of a refreshing swim.

Guest favourite

Holiday home in East Sussex

4.99 out of 5 average rating, 333 reviews

Sea View Holiday Flat + Pool & Spa in Countryside

Luxury studio flat with a spectacular view of the sea and countryside. New: Large private balcony to sunbathe and dine outside. Heated indoor swimming pool, steam room, gym, and outdoor hot tub. King size bed with en-suite, suitable for 2 people. Free high speed wifi throughout. Large smart TV with 200 satellite channels and free Netflix. Located in Hastings Country Park Nature Reserve, short walk to beach.

Superhost

Chalet in Pevensey Bay

4.88 out of 5 average rating, 8 reviews

Your Ultimate Holiday Rental at Pevensey Bay

Escape to the perfect holiday retreat at Pevensey Bay, where a stunning beach location and beautiful design come together to offer an unforgettable getaway experience. Immerse yourself in the coastal charm of this enchanting holiday rental and create cherished memories with your loved ones.