Holiday rentals with a pool in Windsor and Maidenhead

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Windsor and Maidenhead

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

%{current} / %{total}1 / 1
Top Guest favourite
A well-maintained garden features a stone pathway leading to the cottage, bordered by green lawns and vibrant red flowers. Various outdoor seating options are scattered throughout the area, with potted plants adding a charming touch. A distant shed is visible, complementing the serene landscape.
Cottage in Cuddington
4.96 out of 5 average rating, 171 reviews

Escape to Country Living at its Finest!

Escape to the country and unwind at this charming, elegant cottage in 2 acres of lovely gardens with swimming pool, tennis badminton and table tennis, and county walks starting from your door. Located on the edge of the award winning village of Cuddington, walk to the thatched roof pub for drinks and dinner or village store for supplies and news papers. Only 10 minutes drive to the bustling market town of Thame, 35 minutes to Oxford, 40 minutes to London by train and 45 minutes to London LHR.

Guest favourite
A warm dining area is presented with a wooden table set for a meal. Elegant glassware, a candle, and wine bottles complement a bouquet of roses. Exposed brick walls enhance the rustic charm, while shelves display a curated selection of decor items.
Condo in London
4.86 out of 5 average rating, 437 reviews

Luxury Battersea studio w open fire, close to Park

Stunning, cosy spacious open plan flat with under-heated hard wood floors, leather sofa and King Size double leather sleigh bed. This flat is on a main road above a great Thai restaurant, in a fantastic location walking distance from many bars, cafés, shops & Battersea Park, London's only park by the river. Vinyl record turntable, Netflix and Apple TV system, and 24hr check in. ***Please remember to book for the correct number of guests. If there are two of you, please ensure you book for 2!***

Superhost
The exterior of a modern building complex is presented, featuring multiple balconies and large windows. Neatly trimmed shrubs line a well-maintained pathway leading to the entrance sign of Chelsea Creek. The architectural design reflects contemporary urban living style.
Apartment in Hammersmith
5 out of 5 average rating, 7 reviews

An amazing flat in Chelsea!

A spacious 1-bed Manhattan style flat in the prestigious development, Chelsea Creek. Finished to an excellent standard, the property has a double bedroom with fitted storage and a modern bathroom. The kitchen is contemporary and fully equipped and open plan with the reception area. The property is walking distance to Fulham Broadway underground or directly next to Imperial Wharf over ground station. There is also access to gym and spa for long staying guests only (= 12 NIGHTS MINIMUM)

Top Guest favourite
An indoor swimming pool is highlighted with a clear blue surface, surrounded by warm wooden paneling. Skylights allow natural light to fill the space, while a hot tub sits to one side. Large windows offer views of the surrounding greenery.
Cottage in Surrey
4.93 out of 5 average rating, 153 reviews

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

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, 101 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.

Guest favourite
Home in Camden Town
4.77 out of 5 average rating, 115 reviews

2BR Victorian cottage w/ Garden near Camden Mkt

Instead of renting a flat, with people above and below you, why not rent a private Victorian townhouse? Character-filled, 2-bedroom cottage with private walled garden, eco-fireplace, A/C, bbq, separate dryer -- all rare for London! Built in 1850 and located in a quiet conservation area, yet with Famous Camden Market at the end of the street, it has great transport links. There are uk kingsize and queen beds and also a comfy queen sofa bed, so can accommodate 6 people

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, 139 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.

Superhost
A panoramic view of the city skyline is visible through an open window. City lights twinkle against the night sky, with distant buildings illuminated in various colors. The atmosphere is calm, showcasing the expansive urban landscape from a top-floor vantage point.
Condo in Canning Town North
4.89 out of 5 average rating, 113 reviews

Unique 1-bd penthouse 3 minutes walk to Excel/o2

This unique place is ideal for business or family trips Highly exclusive one bedroom apartment at Royal Victoria just 2 mins walk to ExCel Conference Center, 15 mins away from Canary Wharf and cable car ride from O2 Arena, DLR station literally 1 min away taiing you to the city and tower gateway in just 14minutes, Elisabeth Line 3 mins walking distance. The place benefits 24h concierge service and private gym, with 24h private security throughout the area.

Top Guest favourite
An aerial view captures the Pool House surrounded by lush greenery. A modern pool and hot tub are positioned alongside comfortable loungers on a spacious patio. The sliding glass doors of the house provide access to an inviting indoor area.
Guesthouse in Garsington
4.94 out of 5 average rating, 489 reviews

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.

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, 140 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.

Superhost
The image showcases a large rooftop pool surrounded by modern buildings, featuring a spacious sun deck with lounge chairs. Crystal-clear water reflects the blue sky, while landscaped areas with palm trees add greenery to the scene.
Apartment in Nine Elms
4.81 out of 5 average rating, 167 reviews

Stunning 1 Bed in Battersea w/ Pool, Gym & Rooftop

Urban Rest Battersea offers luxury 1–3 bedroom apartments in a prime riverside location. Enjoy hotel-style amenities like rooftop pool, sky lounges, gyms, co-working spaces, and a pet spa. Each apartment features modern design, smart home tech, floor-to-ceiling windows, private balconies, and high-end appliances. Located near Battersea Power Station, Nine Elms provides vibrant shopping, dining, and fast city connections amid green spaces.

Superhost
A wooden decked garden area features a dining table set with a red and white tablecloth. Four metal chairs surround the table, which is adorned with bowls and containers of various food items. Lush greenery and low plants create a serene environment.
Apartment in Hackney
4.81 out of 5 average rating, 154 reviews

Spacious Designer Garden Flat in Hackney

Stay in this oasis in the most sought after location in Hackney - London Fields, just minutes away from Central London! Home to artist, Ali Pretty, this is a beautifully designed large ground floor flat featuring glass doors that open out into a huge decked garden. It has a luxurious bedroom with a super kingsize bed, a spacious open plan reception area, a well equipped kitchen. There’s an amazing bakery and lots of shops close by.

Popular amenities for Windsor and Maidenhead rentals with a pool

When is the best time to visit Windsor and Maidenhead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$268 AUD$471 AUD$301 AUD$455 AUD$745 AUD$437 AUD$728 AUD$799 AUD$572 AUD$276 AUD$341 AUD$692 AUD
Avg. temp6°C6°C8°C11°C14°C17°C19°C19°C16°C12°C8°C6°C

Quick stats about holiday rentals with a pool in Windsor and Maidenhead

  • Total holiday rentals

    Explore 60 holiday rentals in Windsor and Maidenhead

  • Nightly prices starting at

    Windsor and Maidenhead holiday rentals start at $75 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Windsor and Maidenhead holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Windsor and Maidenhead rentals

  • 4.7 Average rating

    Windsor and Maidenhead stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Windsor and Maidenhead's top spots, include Ascot Racecourse, Virginia Water Lake, and Odeon Maidenhead

Destinations to explore