Vacation 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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Guest favorite

The exterior of a wooden hut is visible, featuring a private hot tub on a spacious deck. A stylish hanging chair adds seating. Warm lights illuminate the structure, highlighting its inviting entrance and set against a backdrop of lush greenery.

Shepherd’s hut in Elstead

4.92 out of 5 average rating, 206 reviews

Hot tub, luxury shepherd's hut, private & secluded

Reconnect with nature at this unforgettable 'Great Escape' where you will observe the habitat of abundant wildlife in secluded woods adjacent to the River Wey with excellent fishing included. The windows of the hut have been placed so that guests can enjoy wonderful views of the woods as they lie in their luxury King Size bed in the morning. A well equipped kitchen, a great shower room and flushing toilet, a woodburner, a large deck where you can eat alfresco or enjoy your own private hot tub.

Guest favorite

The image showcases a serene outdoor swimming pool surrounded by a spacious patio area. A pool house and lounge chairs are visible beside the pool, framed by lush greenery and mature trees. The clear water reflects the bright blue sky, creating a tranquil atmosphere.

Barn in Buckinghamshire

4.99 out of 5 average rating, 102 reviews

Period barn, private heated swimming pool, 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.

Superhost

A charming property exterior is showcased, featuring a classic combination of brick and timber elements. A private pool is set against the backdrop of the house, surrounded by well-maintained landscaping and garden furniture, inviting relaxation and outdoor gatherings.

Home in Iver

4.89 out of 5 average rating, 19 reviews

Attractive, 7+bed stay with pool & mature garden

Surround yourself with style in this standout space. A unique 5+ bedroom property plus 1 bed log cabin within the town of Iver Heath, with the added bonus of pool and hot tub! Recently refurbished to a modern standard mixing the old with the new, it provides a luxury get away for family and friends alike. Iver Heath is a 5 minute drive away from the underground station giving you direct access to London or a 15 minute car ride gets you to historic Windsor. Suitable for 8-14 guests.

Top guest favorite

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

4.92 out of 5 average rating, 135 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

Guest favorite

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 Wandsworth

4.87 out of 5 average rating, 127 reviews

Stunning 1 bed in Battersea w/ pool, gym & rooftop

Stunning one bedroom apartments in a fantastic riverside location. Located within an exceptional luxury development, you'll have access to shared amenities including sky lounge bars, roof terrace, gym, co-working spaces, a rooftop pool, and even a pet spa. All units are beautifully furnished with state-of-the-art appliances with open plan living and smart home technology. Please note the pool and jacuzzi facilities will be unavailable from 23 April to 14 May 2025 due to maintenance.

Top guest favorite

An aerial view of the Pool House reveals a modern structure with a sleek roof and large glass doors. A tranquil pool with shimmering blue tiles is surrounded by a spacious patio, featuring lounge chairs and small seating areas for relaxation.

Guesthouse in Garsington

4.94 out of 5 average rating, 402 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. (Pool is now heated!) 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.

Guest favorite

A private swimming pool is surrounded by a spacious patio. Two sun loungers are positioned nearby, offering a comfortable space for relaxation. Sunlight reflects off the water, and a partially shaded area is provided by wooden fencing and lush greenery in the background.

Guesthouse in Surrey

4.94 out of 5 average rating, 68 reviews

Lavender Barn Surrey- Chic luxury hideaway & Pool

This luxury country hideaway, set in the peaceful Surrey hills, overlooking a secluded swimming pool. Only 4 miles from the historic market town of Godalming. This getaway is perfect for people looking to bike, hike, walk and fully immerse in the country lifestyle. The Lavender Barn with oak beams includes a wet room, small kitchen (portable hob), emperor bed, open plan living space and patio over looking the pool. Months pool is not open we offer a private hot tub.

Guest favorite

Barn in Woking

4.96 out of 5 average rating, 141 reviews

Luxury Barn

A Barn conversion offering 2 bedrooms (one double) and (one room with a King size bed and bunk beds). There are also 2 single beds in the living area. Unfortunately, no parties allowed. Sky TV, WIFI. A built in BBQ, tennis court, trampoline and a shared outside swimming pool. The swimming pool is open and heated from May 1st to September 30th. The swimming pool remains open for guests without heating until October 15th. Outside patio area with a fantastic day bed.

Guest favorite

An indoor pool area is surrounded by transparent glass walls and ceiling, allowing natural light to fill the space. The pool features a sleek design with clear, inviting water, while a modern faucet is installed on one side. A view of the lush greenery is visible beyond the pool.

Place to stay in Goring Heath

4.97 out of 5 average rating, 78 reviews

Luxury Pool House set in an Oxfordshire forest

Stunning architect-designed glass and timber pool house, set in private woodland, with king size double bedroom, spa, sauna, cinema room, kitchenette & indoor pool. Guests have private use of a lawn surrounded by woodland, and patio, for outdoor dining. The pool house is set right on a bridleway, which connects with excellent biking and walking trails. Nearby Goring and Pangbourne have cafes, artisan cheese and bakery shops, supermarkets and train stations.

Top guest favorite

An indoor pool area is highlighted by a bright, open ceiling and soft lighting. The turquoise water is surrounded by stone tiles. Exercise equipment is visible on the wall, and comfortable seating is provided nearby, creating a functional and inviting space.

Cottage in Chobham

4.99 out of 5 average rating, 102 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 charming cottage is viewed from across a swimming pool. The building features a white picket fence, with a small seating area visible on the porch. Lush greenery frames the property, complemented by a clear blue sky overhead, creating a serene outdoor environment.

Cottage in Tadley

4.78 out of 5 average rating, 9 reviews

Lovely country cottage with stunning pool area.

This lovely self catering cottage is right in the country side, beautiful walks behind the cottage, no need to go on roads. THE HEAD PHOTO IS NOT THE COTTAGE. If you look at the photos you will see the cottage Plenty of pubs to eat and drink. The cottage is next to the main house You have the choice of the super king room or the twin room Dog is welcome but there is an extra charge per night for the dog Pool area maybe shared with other guests

Guest favorite

An outdoor space featuring a large swimming pool surrounded by green artificial grass. Loungers are arranged along the poolside. A chalet structure in the background has large patio doors, providing a view of the pool area. Solar panels are visible on the nearby roof.

Farm stay in Chinnor

4.93 out of 5 average rating, 134 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.