Vacation rentals with a pool in Wokingham

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wokingham

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

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Cottage in Windsor and Maidenhead

4.77 out of 5 average rating, 138 reviews

Enchanting, Stylish Country Garden Cottage

A convenient escape to the country; popular for focused work trips, convenient mini breaks, family holidays or longer term lets. Our self contained countryside cottage offers a calm, stylish space. Tastefully decorated to an high standard. Sleeps up to 5 people. 2 double beds & 1 single. Well equipped kitchen & dining area. Outside space & garden area. Super rural walks but only 35 minutes by train to London. River Thames nearby. Pets welcome. "Stunningly peaceful, wake to bird song each day"

Guest favorite

Barn in Buckinghamshire

4.99 out of 5 average rating, 105 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.

Top guest favorite

Barn in Henley-on-Thames

4.97 out of 5 average rating, 31 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 favorite

Guesthouse in Garsington

4.94 out of 5 average rating, 415 reviews

The Pool House

Flash Sales!!!! 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.

Top guest favorite

Cottage in Surrey

4.92 out of 5 average rating, 136 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

Top guest favorite

Farm stay in Guildford

4.97 out of 5 average rating, 134 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 favorite

Tiny home in Berkshire

4.98 out of 5 average rating, 88 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 favorite

Place to stay in Goring Heath

4.98 out of 5 average rating, 80 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

Cottage in Chobham

4.99 out of 5 average rating, 107 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 favorite

Farm stay in Chinnor

4.93 out of 5 average rating, 135 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.

Guest favorite

Apartment in Reading

4.88 out of 5 average rating, 8 reviews

Contractors | Free Secure Parking | Near Pubs/Bars

Hey, we’re Joni & Charlie! We manage this spacious 2-bed, 2-bath apartment in Reading—your fully equipped home away from home, ideal for longer stays. ✔ FREE Parking – A rare find in Reading ✔ Sleeps 6 – 1 double, 2 singles & sofa bed ✔ 2 Bathrooms – Great for groups ✔ Fast Wi-Fi & workspace ✔ Smart TV + streaming ✔ Fully equipped kitchen ✔ Near town centre & Reading Station We’d love to host you! 💙

Guest favorite

Cottage in Taplow

4.9 out of 5 average rating, 10 reviews

Luxury haven with a view!

Kick back and relax in this calm, stylish space. Lovely tv room with gas log fire and beautiful view. Bedroom on first floor with en-suite bathroom, large bath and shower. Secure private parking . 8 miles to Windsor, visit the famous Castle. Beautiful walks by the River Thames, pretty local villages with quaint pubs Suitable -two guests