Vacation rentals with a pool in Windsor

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Top-rated rentals with a pool in Windsor

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

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Superhost
The exterior of a thatched cottage is set amidst lush greenery, displaying a welcoming patio area with a white umbrella over a wooden table and chairs. A balcony above overlooks the garden, and blue skies are visible above the trees.
Home in Wraysbury
5 out of 5 average rating, 8 reviews

Old Wharf Cottage

The Old Wharf Cottage is a beautiful, thatched, riverside retreat, nestled between two islands on the picturesque banks of the River Thames. The house is situated minutes from the historic towns of Windsor + Eton and is a great central base to explore famous locations and attractions such as Runnymede where the Magna Carta was signed, Virginia Water, Windsor and Ascot Racecourses, Thorpe Park, Legoland, Kew and Savile Gardens and Hampton Court Palace, with Central London also just 23 miles away.

Superhost
A cozy living space features a dark sofa paired with a round wooden coffee table, illuminated by soft lighting. A dining area with a round table and green chairs is present, alongside glass doors that open to a green outdoor space, creating a welcoming atmosphere.
Home in Berkshire
5 out of 5 average rating, 3 reviews

Wellness Escape by River: Sauna, Pool, Hot Tub

Tucked away in nature, this serene retreat offers two cosy bedrooms and a single bathroom, creating a peaceful and intimate escape. Complete with a private sauna, hot tub, and cold plunge pool, it provides a rejuvenating sanctuary perfect for couples or small groups seeking ultimate relaxation and tranquillity. Welcome to your ultimate riverside retreat! This stunning two-bedroom haven blends natural beauty with serene comfort, offering an unforgettable escape from the everyday. Step inside to

Top guest favourite
The floating home features a green rooftop adorned with lounge chairs and a patterned rug. A wooden deck extends towards the water, while a hot tub is visible on an adjacent patio. A small boat rests alongside the structure, surrounded by greenery.
Island in Hampton
5 out of 5 average rating, 84 reviews

Tulana Taggs - floating home on idyllic island

Relax in this unusual setting of a floating home on the inner lagoon of Taggs Island situated on the river Thames, close to Hampton Court Palace, Richmond & Kingston. Tulana offers guests a singular experience of living in urban nature in London. A brand-new floating home completed May 2022, as featured on the Channel 4's 'My Floating Home' in August 2023. Come and slow down at Tulana, immerse yourself in a bit of luxury & enjoy the best of both worlds - London sights & communing with nature.

Top guest favourite
The exterior of a converted barn is visible, showcasing a rustic structure with a clock tower. Large windows framed in wood offer glimpses of the welcoming interior. Well-maintained greenery and flower beds surround a gravel courtyard, creating a tranquil outdoor space.
Barn in Henley-on-Thames
4.98 out of 5 average rating, 63 reviews

Two Bed Large Countryside Barn with Indoor Pool

‘The Clock Tower ’- is a unique and stylish converted barn with oak beams and high ceilings. This 2 bed (2 bath) is cosy and full of charm in the heart of the countryside, close to Henley-on-Thames. Indoor pool. Sleeps 4 (2 Large Doubles) Stunning views, beautiful walks, great pubs, restaurants, and historic places to visit only a short stroll or distance away. An ideal getaway for a weekend or longer stay in the Oxfordshire countryside. Henley-on-Thames 6 miles, Reading station 6.5 miles

Guest favourite
A sparkling outdoor swimming pool is surrounded by a spacious stone patio, featuring lounge chairs for relaxation. Lush greenery and hills are visible in the background, providing a serene rural setting. The pool area invites leisurely afternoons under the sun.
Cottage in Bix
4.92 out of 5 average rating, 12 reviews

Luxury barn with stunning outside swimming pool

Perfect for days spent exploring Henley on Thames and the Chiltern Hills Lazy days lounging beside the shared swimming pool with private outdoor seating area by pool Close to Henley on Thames with its many annual events... Henley Arts Trail - May Henley Royal Regatta - July Henley Festival - July Thames Traditional Boat Rally - July Rewind Festival - July Henley Literary Festival - September Christmas Festival - November .....and so much more to do and see in this fabulous Town.

Top guest favourite
A charming brick building is surrounded by lush greenery and vibrant trees, with scattered clouds above. The landscaped garden features blooming flowers, providing a serene backdrop for the property. A gravel driveway leads to the entrance, emphasizing the private and tranquil setting.
Condo in Oxfordshire
4.95 out of 5 average rating, 57 reviews

Henley apartment with heated pool

Four Star rated first floor apartment in its own self-contained block with heated outdoor swimming pool in an area of outstanding natural beauty. While secluded and peaceful, it’s within easy level walking distance of Henley-on-Thames and its famous stretch of river. The property is ideal for couples or up to 3 guests. In the summer our wonderful HEATED (new for 2025) swimming pool is available to our guests. If you would like exclusive use of the pool please ask at no extra cost.

Superhost
An indoor pool features a striking wooden ceiling with exposed beams. The tiled area includes a hot tub and a spacious swimming pool, both surrounded by large windows that allow natural light to fill the space. Scenic wall murals enhance the relaxation atmosphere.
Condo in Buckinghamshire
4.87 out of 5 average rating, 102 reviews

Country retreat with extensive leisure facilities

An opportunity for a relaxed and luxurious break in a large comfortable apartment. With the exclusive use of a fantastic pool, hot tub, games room and tennis court. Towels, gowns and spa slippers are provided, and massage and beauty treatments are also available. Surrounded by 4 acres of gardens and woods for walks, BBQs and chilling out. Great for families too with lots of play areas for kids with a football pitch, large trampoline, swings, slide, climbing wall and treehouse.

Superhost
Home in Tilehurst
4.75 out of 5 average rating, 8 reviews

Spacious Home Heated Pool(April-Sep) in Tilehurst

Welcome to our spacious and comfortable home, perfect for families, groups, or business stays. Cook in the fully equipped kitchen, relax in the cosy living areas with TVs, and enjoy five bedrooms, four of which have their own TVs for private entertainment. Take a dip in the heated swimming pool (usually open from May to September), measuring 7.5m x 3.8m, with a shallow end of 3ft 8in sloping to a deeper end of 5ft 5in, maintained at a comfortable 27°C for year-round enjoyment.

Top guest favourite
Barn in Woking
4.96 out of 5 average rating, 152 reviews

The Barn – Surrey Countryside Escape

The Barn at Whitmoor Farm is set in the peaceful Surrey countryside and accommodates up to 8 guests, making it ideal for families. It offers two bedrooms — the first with a king bed and bunk beds, and the second with a king bed — plus two single beds in the living area. Enjoy Sky TV, Wi-Fi, and a private indoor grill area. Guests also have shared access to a tennis court, trampoline, and outdoor swimming pool (heated May–September; open unheated until mid-October).

Top guest favourite
An outdoor seating area features a circular table surrounded by dark wooden chairs. A barbeque grill stands nearby, and the surrounding garden is lush with greenery. The unique architecture of the property includes charming brick walls and vibrant green doors, framed by foliage.
Cottage in Chobham
4.99 out of 5 average rating, 149 reviews

The Coach House

The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.

Top guest favourite
The spacious outdoor area features a serene swimming pool surrounded by artificial grass. A hot tub and loungers are visible beside the pool, with a patio table and chairs positioned nearby. The charming chalet stands in the background, showcasing large glass doors.
Farm stay in Henton
4.93 out of 5 average rating, 142 reviews

The Pool House at Upper Farm (near Thame/Oxford)

Enjoy the tranquillity and seclusion of our spacious pool house chalet, complete with private seasonally heated (1 May to 30 September) outdoor swimming pool and all year round hot tub Jacuzzi spa, located on our 30 acre farm and equestrian centre in the rural hamlet of Henton on the outskirts of Chinnor, Oxfordshire. The Pool House is an ideal location for couples, families, walkers, cyclists, coarse/carp anglers and business travellers.

Guest favourite
An indoor pool is surrounded by elegant columns and mirrors, reflecting the calming blue water. Natural light enters through windows, illuminating the space. Potted plants are placed strategically, adding a touch of greenery to the tranquil setting.
Home in Englefield Green
5 out of 5 average rating, 12 reviews

South Wing of Country House

Kick back and relax in this calm, stylish space. Only 35 mins by train from Central London, 8 miles from Heathrow. A small country estate with stunning gardens and 15 acres of land. Secure off street parking. Plenty of tourist attractions in locality, plus easy access to UK motorways for trips further afield. Pool, Jacuzzi and sauna are for your sole use and available between 9a.m - 12 noon, and 4 - 7.00pm.

Popular amenities for Windsor rentals with a pool

Quick stats about vacation rentals with a pool in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at $712 CAD per night before taxes and fees

  • Verified guest reviews

    Over 30 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Windsor rentals

  • 4.8 Average rating

    Windsor stays are highly rated by guests—averaging 4.8 out of 5!

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