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Holiday rentals with a pool in Windsor

Find and book unique homes with a pool on Airbnb

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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Top Guest favourite
Island in Hampton
5 out of 5 average rating, 72 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
Barn in Henley-on-Thames
4.98 out of 5 average rating, 48 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
Home in Old Woking
4.92 out of 5 average rating, 12 reviews

Modern Escape-Jacuzzi & Ice Bath

Relax and unwind in our superbly located home with Spa Facilities. Inside you’ll find a fully-equipped kitchen that flows into an airy lounge and dining area. A garden at the back with hot & cold spas. Upstairs there's two spacious double bedrooms (one being a sofa bed), alongside a smaller child room and cot. Close to Woking Station, we're a short drive from Horsell Common and the River Wey with beautiful walks, great local food & entertainment. Suitable for 4 adults & one child/cot

Guest favourite
Cottage in Little Marlow
4.89 out of 5 average rating, 54 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
Guesthouse in Buckinghamshire
4.89 out of 5 average rating, 97 reviews

Luxury 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
Guesthouse in Surrey
4.99 out of 5 average rating, 74 reviews

4 bedroom Lodge/Hotub-Pool in Surrey UK

We are offering our lovely cosy log cabin in beautiful surroundings, in the heart of Surrey. We have a stunning pool which is heated from May to October ( subject to availability) and in the winter months, a wonderful log burner, which makes our lodge super cosy. Hotub/Whirlpool available and can be used all year round. Our cabin is separate to the house, and benefits from 2 free car parking spaces and a electric car charging point at extra cost . Other parking also available.

Home in Berkshire
5 out of 5 average rating, 3 reviews

Wellness Escape by River: Sauna, Pool, Hot Tub

Welcome to your ultimate riverside retreat! - Two cozy bedrooms and a single bathroom create an intimate escape. - The open-plan living space is perfect for unwinding with loved ones. - Enjoy a private sauna, hot tub, and cold plunge pool for ultimate relaxation. - Stunning river views from the master bedroom enhance tranquility. - A nearby utility room adds convenience with laundry facilities. - This stunning two-bedroom haven blends natural beauty with serene comfort.

Guest favourite
Farm stay in Guildford
4.97 out of 5 average rating, 146 reviews

The Luxury Cottage

Whitmoor Farm, Whitmoor Lane, GU47QB is in the heart of Surrey. The accommodation offers 2 bedrooms both with double beds and bunk beds. A lounge with Sky TV, WIFI internet. Tennis court, trampoline and swimming pool. The swimming pool is a communal pool, heated from 1 May to 30 September and remains open for use until 15 October. The property is set on 38 Acres of land and woodlands between the Historic Town of Guildford and Woking with fast train access to London.

Guest favourite
Tiny home in Berkshire
4.97 out of 5 average rating, 92 reviews

Cosy Coach House near Henley & Marlow

The Coach House is a stylish one bedroom studio overlooking a beautiful informal walled garden. In summer, guests are welcome to use the outside pool. There is also a BBQ & fire pit to enjoy. Situated near the beautiful villages of Wargrave, Twyford, Henley-On-Thames & Marlow, it is a perfect location for exploring the area or simply a lovely base to unwind. There are many lovely walks, activities & fabulous restaurants to explore as well as the River Thames.

Guest favourite
Guesthouse in Surrey
4.96 out of 5 average rating, 26 reviews

Island Hideaway on the Thames

APOLOGIES: The Hideaway is not available during 2025. Please search for "Idyllic House on the Thames" for alternative accommodation on the Island. --------------------- A cosy escape for all seasons, the Hideaway is a self-contained 1 bedroom home in a converted hayloft on an Island in the Thames. Perfectly arranged for couples, or easily adapted to accommodate small families with one child. Experience a truly unique lifestyle on an Island in the Thames.

Top Guest favourite
Cottage in Chobham
4.99 out of 5 average rating, 129 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
Cabin in Kings Langley
4.94 out of 5 average rating, 261 reviews

A Romantic Escape in a Traditional Wooden Cabin

The Cabin is a bespoke, rustic home, which features a modern bathroom, kitchenette, King size bed with a living area with all the mod cons (TV with Netflix and Marshall Bluetooth speaker) needed for a cosy romantic stay. The property is surrounded by outstanding nature, a river, private island, several bridges and a mesmerising waterfall. Please enquire within for all optional extras that can enhance your booking!

Popular amenities for Windsor rentals with a pool

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Windsor
  6. Rentals with pools