
Holiday rentals with a pool in Windsor
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Quick stats about holiday rentals with a pool in Windsor

Nightly prices starting at
Windsor holiday rentals start at $729 AUD per night before taxes and fees

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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!
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

Family friendly - rural, detached, home from home
The Gardener's Cottage is a delightful, family friendly retreat with private garden. Set in the grounds of a Queen Anne Rectory, it has 17th Century charm with the convenience & comfort of modern fittings. We are on the Ridgeway, in a picturesque rural setting. The Far Kingdom was recently on BBC's Countryfile! Search for 3rd May episode on BBC iPlayer for a sneak peek. We have a second cottage if you are looking for something a bit different. https://www.airbnb.com/h/old-rectorycottages

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.

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

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.

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.

The Luxury Cottage – Surrey Countryside Retreat
The Luxury Cottage at Whitmoor Farm accommodates up to 8 guests with two bedrooms, each with a king bed and bunk beds, plus a lounge with Sky TV, Wi-Fi, and a fully equipped kitchen. Guests can enjoy the estate’s tennis court, trampoline, and shared outdoor swimming pool (heated May–Sept; open until 15 Oct). Set on 38 acres of woodlands between Guildford and Woking, with fast train access to London. Pets allowed — up to 2 small pets, £25 per pet for the stay.

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 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.

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.

The Mill House
A stunning 4-bedroom Mill House set in the beautiful Oxfordshire countryside close to the city of Oxford, Blenheim Palace and Bicester Village. The house is set in a large garden with a swimming pool and tennis court. The house is within walking distance of the Crazy Bear Hotel and a short drive from the renowned Le Manoir aux Quat’Saisons. We are in an idyllic spot perfect for relaxing with friends or family.
Popular amenities for Windsor rentals with a pool
House rentals with a pool

Spacious & stylish family home

The Chiltern way - Annex w/ Kingsize Bed

Spacious Home Heated Pool(April-Sep) in Tilehurst

Modern 1-bed home with free parking

Barn conversion, Henley-on-Thames

4 Bedroom Family Home with pool

Modern Escape-Jacuzzi & Ice Bath

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

2 Bedroom apartment. (Pics to be updated)

Contractor Friendly | FREE Secure Parking!

Henley apartment with heated pool

Country retreat with extensive leisure facilities
Other holiday rentals with a pool

Modern Apartment

Modern one bedroom apartment to rent

Beautiful 5 bedroom family home

Idyllic Thatch Cottage with Pool, London 45 mins

3 Bedrooms House with indoor heated pool.

Contemporary Small Double Room - Kew Gardens

The Coach House

The Pool House
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- South Downs National Park
- Paddington
- Covent Garden
- British Museum
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- The O2
- Wembley Stadium
- Tottenham Court Road
- Tower Bridge
- Marble Arch
- London Bridge
- Big Ben
- Natural History Museum
- Trafalgar Square
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common





