Holiday rentals with a pool in Windsor

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at €494 per night before taxes and fees

  • Verified guest reviews

    Over 40 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.

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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
5 out of 5 average rating, 5 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

Superhost
Home
5 out of 5 average rating, 9 reviews

3 miles to Royal Ascot, pool, sleeps 12 in 2 acres

Escape to this private Berkshire retreat, perfect for Legoland, Lapland UK, Ascot, and Windsor. Set in 2 acres of secluded rural beauty, enjoy a 35ft heated pool, hammocks, football, and table tennis. Spacious main house + separate annex—ideal for families, weddings, or contractors. Minutes from the M3/M4/M25, Heathrow, and London. Serene country living with city-access convenience. Your ultimate summer/festive getaway. Near Lexicon: Millions spent on top shops, dining & cafes on your doorstep.

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
5 out of 5 average rating, 90 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
4.99 out of 5 average rating, 70 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

Top guest favourite
The exterior of the cottage is highlighted by its charming brick facade and large windows, surrounded by a lush garden filled with various plants. A seating area is visible in the garden, creating a serene outdoor space, complemented by flowering shrubs and trees.
Cottage
4.97 out of 5 average rating, 413 reviews

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

Top guest favourite
A charming Mill House, featuring a stone exterior and a spacious front entrance. Lush green grass and neatly trimmed hedges frame the property, while flowering lavender lines the pathway leading to the door. A second building is visible to the right, enhancing the picturesque setting.
Home
4.99 out of 5 average rating, 70 reviews

The Mill House

*Please note from June 2026 airbnb fees are now included in the listing price* 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.

Guest favourite
Cottage
4.93 out of 5 average rating, 14 reviews

Luxury barn with stunning outdoor 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.

Guest favourite
The cottage features a traditional brick exterior with a blue front door, surrounded by a natural landscape of trees and shrubs. A spacious area of lawn is visible in front, offering a sense of privacy and tranquility.
Cottage
4.88 out of 5 average rating, 60 reviews

The Cottage, Little Marlow

The Cottage is situated in the delightful village of Little Marlow with two friendly pubs which serve food and a 12th century church. It is set in a conservation area adjoining a nature reserve with a large lake and a footpath that leads you to the river Thames. The picturesque river towns of Marlow, Henley and Windsor are nearby and London is only half an hours train journey. Boats and paddle boards can be hired locally and the area is great for walking, cycling and bird watching.

Guest favourite
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.
Apartment
4.88 out of 5 average rating, 110 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.

Top guest favourite
Farm stay
4.96 out of 5 average rating, 175 reviews

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.

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
4.99 out of 5 average rating, 162 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.

Guest favourite
Guest house
5 out of 5 average rating, 9 reviews

2 Bedroom Pool House in Surrey UK Pool and Hotub

We are offering our lovely pool house in beautiful surroundings in the heart of Surrey. Nestled between our wonderful pond and stunning pool, which is heated from May to October, our pool house is perfect for relaxing, taking in nature and chilling out. There is a hot tub available all year round. This is separate from our beautiful lodge and benefits from free parking. The pond and waterfall is just perfect to sit and reflect or picnic by.

Popular amenities for Windsor rentals with a pool

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