Holiday rentals with a pool in Chatham

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chatham

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

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Top guest favourite

Apartment in Kent

4.94 out of 5 average rating, 122 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 favourite

Cottage in Staplehurst

5 out of 5 average rating, 22 reviews

Beautiful, Summer Retreat + Hot Tub

Sage cottage, a luxurious retreat, nestled in our beautiful, large garden in the High Weald of Kent. Hot tub & Continental breakfast included. TV + firestick & Sonos sound system. Pool, hot tub, Spa Cabin, hammocks, adult slide, swing and tree top lounger with stunning views & sunsets. Fire pit area. Extra charge - cream teas, massage treatments, Winter fire pit + hot toddies, marshmallows. Fantastic location, quaint Kent villages, National Trust properties, Castles, Steam trains and beaches.

Guest favourite

Home in Cowfold

4.91 out of 5 average rating, 180 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.

Top guest favourite

Guest house in Kent

4.96 out of 5 average rating, 280 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

Guest house 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 favourite

Home in Canterbury

4.97 out of 5 average rating, 101 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

Home in High Halden

5 out of 5 average rating, 5 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.

Superhost

Cottage in West Sussex

4.8 out of 5 average rating, 260 reviews

Cozy 1 bedroom cottage with outstanding views

-Pool is now closed for the winter! Beautiful 1 bedroom cottage out in nature. With access to a private woodland grove and fields. The property is set in outstanding grounds. There is also access to an outdoor swimming pool weather permitting. We do strongly advise that all guests coming to stay are bringing a car as it is very tricky to get around without one. There is plenty of parking available. Please inform the host if you wish to bring more than 1 car.

Top guest favourite

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 favourite

Home in Haywards Heath

4.95 out of 5 average rating, 21 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.

Top guest favourite

Flat 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***