Vacation 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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Top guest favorite

Condo in Kent

4.94 out of 5 average rating, 121 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

Top guest favorite

Tiny home in Kent

4.93 out of 5 average rating, 199 reviews

The Pool House with Hot Tub and Pool

Perfect for couples our unique, stylish, compact studio pool house is set in the stunning Kent countryside, nestled away within our own hidden grounds. With outside swimming pool in summer and all season Hotspring Hot Tub, bbq and fire pit. A cosy, secluded getaway from it all retreat, in a very quiet, picturesque and peaceful location. Surrounded by open farmland and woodland, in an area of outstanding natural beauty. Historic town of Faversham five miles away. Self service breakfast provided.

Guest favorite

Home in Cowfold

4.91 out of 5 average rating, 177 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 from 1st April to Sept end 2025, (pool open Oct-Mar 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 favorite

Guesthouse in Kent

4.95 out of 5 average rating, 42 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 favorite

Home in Canterbury

4.97 out of 5 average rating, 100 reviews

Kent Pool Cottage ~ Private Indoor Heated Pool

o Private Indoor Heated Swimming Pool o The pool is open 24/7/365 and is exclusive to you 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, with VR headset

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

Superhost

Vacation home in Pevensey Bay

4.84 out of 5 average rating, 104 reviews

Static Holiday Home by the Sea - Pevensey Bay

New 2 bedroom Static Mobile home with a spacious lounge situated on the 5 star Park Holidays site at Pevensey Bay. Just 400 meters from the beach. The park has a heated indoor pool, a gym, restaurant and bar with evening entertainment. The home is equipped with central heating and double glazing. The double bedroom has an en-suite toilet and bath/shower, plus a family shower room. Free Wi-Fi a 42" flat screen TV and DVD player. Parking space next to the decking.

Top guest favorite

Place to stay in Royal Tunbridge Wells

4.85 out of 5 average rating, 234 reviews

Pool Cottage, retreat near London and the coast.

Pool Cottage is a trendy little place, perfect for couples.Pool is attached to the cottage and guests are welcome to swim any time. Cottage is attached to 16th century Farm House but has a separate gate and private entrance and garden, independent from the house. Rural yet close to main town, London, beautiful Kent and Sussex country side and the coast. Lots of walks and great pubs within walking distance. We also have dogs and bees, country life!

Guest favorite

Home in Haywards Heath

4.95 out of 5 average rating, 20 reviews

The Barn at Stoaches: Parking | Pool | Countryside

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 favorite

Apartment in Greatstone

4.93 out of 5 average rating, 103 reviews

Shingle Bay 11

Shingle bay 11 Romney Sands. 3 bed (sleeps 6). 38 x 12FT holiday home. Family friendly site, located opposite Greatstone Beach. A home from home unit with own parking space in a quiet area of the park. Beds freshly made for your arrival. A short stroll to amenities. Everything you need is hopefully thought of. We are a pet friendly home..with a gated deck to keep our furry friends safe. PARK FACILITIES REOPEN 15/03/2025 ***Passes £16.95***

Top guest favorite

Vacation home in East Sussex

4.99 out of 5 average rating, 346 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.

Top guest favorite

Guest suite in Kent

4.97 out of 5 average rating, 33 reviews

Sunset Cottage, on the beach near Herne Bay.

You won’t want to leave this charming, one-of-a-kind place. Beautiful sun sets and beach location with fantastic views. Long walks on the doorstep. Private entrance, tea and coffee facilities with fridge and microwave. Continental or full english breakfast available by arrangement. Access to an above ground swimming pool. Own patio and dining space. Located in a unique residential area via unmade roads.