
Holiday 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.

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.

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

Ancient barn with private heated pool and hot tub
This magnificent country property, complete with an award winning heated pool complex is set high in the chiltern hills, bordering an area of outstanding natural beauty yet located only half a mile from the London Underground Met Line and Waitrose! Explore acres of orchards, formal and walled gardens, a lake, pergolas, and wild meadows, surrounded by ancient woodland and farmland. Escape to heaven in this spa like tranquil retreat. Leave your stress behind and visit this high tech masterpiece.

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.

Delightful Cottage 15 Acre Estate + Pool + Hottub
The cottage is situated on a private estate with complete solitude in 15 acres of orchards and fields. Guests are able to use our indoor swimming pool and hot tub at no charge. This is on the left of our family house 2 minutes walk from the cottage The 2 floor cottage has recently been fully renovated and you will find it to be warm, welcoming and decorated and furnished beautifully with full SKY TV, SKY Movies and Netflix available. Our family home is very close by if you need us

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.

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.

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.

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).

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.

The Pool House
Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

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.
Popular amenities for Windsor rentals with a pool
House rentals with a pool

The Mill House

5-Bedroom Family Home with Garden, nr Notting Hill

Barn conversion, Henley-on-Thames

Large Island Home with Pool on the River Thames

Stunning hideaway house

Forest Getaway - Country Retreat near Windsor

Modern Escape-Jacuzzi & Ice Bath

Stylish home with heated pool in Marlow, sleeps 8
Apartment rentals with a pool

Hampstead Luxury Apartment- Opulent Split Level

Large apartment - pool & gym next door - HYDE PARK

Henley apartment with heated pool

Soho House Luxury large 1 bd Gym/Pool/Cinema/

2 Bedroom apartment. (Pics to be updated)

1 Br Apartment Near Middlesex University London

lovely 2 bed notting hill flat for you and guests

Luxury 3BR/Sleeps 12/AC/2 Bath/Corporate
Other holiday rentals with a pool

The Chiltern way - Annex w/ Kingsize Bed

Large Country House in stunning Hampshire Village

Tranquil Pool Studio in the Heart of Chiswick

Pool open! Private Retreat house + studio+garden.

One bedroom loft apartment

Country cabin, views and pool

Family Friendly Country House - Pool & tennis

Near Reigate, with Outdoor Heated Pool in Summer
Quick stats about holiday rentals with a pool in Windsor

Nightly prices starting at
Windsor holiday rentals start at $617 SGD 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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- South Downs National Park
- Paddington
- British Museum
- Covent Garden
- Tower Bridge
- St Pancras International
- Hampstead Heath
- Big Ben
- London Bridge
- Buckingham Palace
- Marble Arch
- Kings Cross
- Wembley Stadium
- The O2
- Tottenham Court Road
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events




