Vacation rentals with a pool in Wokingham

Cottage in Windsor and Maidenhead

4.76 out of 5 average rating, 140 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"

4.98 out of 5 average rating, 110 reviews

Barn in Buckinghamshire

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.

4.97 out of 5 average rating, 34 reviews

Barn in Henley-on-Thames

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

4.94 out of 5 average rating, 422 reviews

Guesthouse in Garsington

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.

4.92 out of 5 average rating, 136 reviews

Cottage in Surrey

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

4.96 out of 5 average rating, 142 reviews

Barn in Woking

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.

4.98 out of 5 average rating, 88 reviews

Tiny home in Berkshire

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.

Place to stay in Goring Heath

4.98 out of 5 average rating, 82 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.

4.99 out of 5 average rating, 113 reviews

Cottage in Chobham

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.

4.93 out of 5 average rating, 137 reviews

Farm stay in Henton

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.

4.93 out of 5 average rating, 44 reviews

Condo in Oxfordshire

Henley apartment with heated pool

Four Star rated first floor apartment in its own self-contained block in an area of outstanding natural beauty. While secluded and peaceful, it’s within easy level walking distance of Henley-on-Thames and its famous stretch of river. The property is well-equipped and is ideal for couples or for two friends travelling. In the summer our wonderful HEATED (new for 2025) swimming pool is available to our guests.

4.88 out of 5 average rating, 8 reviews

Apartment in Reading

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! 💙

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Popular amenities for Wokingham rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 35 reviews

Home in Stadhampton

The Mill House

AlisonRating, 5 stars1 week ago

We stayed at the house for weekend of birthday celebrations, the house was great and the garden, pool and surroundings were fabulous. The kitchen area was perfect for gatherings and loads of space to unpack. The beds were really comfortable, maybe an option to have a couple of additional twin beds as the majority were all double. The house was spotless and with the weather being perfect we couldn’t have asked for more. Anne was accommodating in all requests and information about the local area. I would highly recommend this property, we had a fabulous weekend.

PriyaRating, 5 stars17 months ago

Home in Ashmore Green

Berkshire country house with pool

We spent Christmas at Salix House and we were 11 pax in the party. Charlotte is an amazing hostess and her property is absolutely fabulous! The house is very well equipped and there’s so much to do: ping pong table, football, books and bars games. We had a fantastic time there and we would love to book to go in the summer! Thank you so much Charlotte

5 out of 5 average rating, 4 reviews

Home in Newdigate

Bright spacious home with natural swimming pond

NancyRating, 5 stars3 months ago

This is an amazing and beautiful eco property. Ivana and John have spent a lot of time carefully considering so many aspects of their beautiful home. The location is so peaceful. The beautiful aspect across their garden meant you could see wildlife and bunnies and beautiful sunrises. 🌅 All beds were super comfy. The wood burner was cozy. The sofa was great for a family and their TV stereo set up was brilliant. There are ALOT of lights etched to get used to, that create mood lighting in each room and Ivana manages the heating of the property remotely.

5 out of 5 average rating, 24 reviews

Home in Marcham

Entire guest suite in Marcham

SarahRating, 5 starstoday

My husband and I are going other places in England and Europe, but I’m afraid this one will be hard to beat! It was just that lovely. This cozy guest cottage was just what we were looking for, and Georgina and Alex were the most welcoming and helpful hosts. They made sure we had everything we could’ve needed and went above and beyond what would be expected of them! They picked up that we were foreigners using the public transportation system and were so helpful (to say the least) to help us navigate that. We just loved every aspect of the stay! It’s the perfect small-town getaway or stop on your way into the “big cities” (London/Oxford). Will be back for sure!

4.85 out of 5 average rating, 85 reviews

Home in Surrey

Homely Rustic Country Retreat within National Park

ToonRating, 5 stars1 month ago

We had a lovely stay at Coombeswell Cottage. The descent to the vally is adventurous at first, but you get used to it quickly. It only underlines the charm and countryside feel of the place. Secluded in a valley next to the Devil's Punchbowl, Coombeswell Cottage has it all: peace and quiet, lovely views, walks and hikes nearby, and the charming town of Haslemere a stone's throw away. The house itself is cosy and packed with books, antiques and curiosities. The perfect place to enjoy a cup of hot chocolate after a day's walk. To top it all, the easy train connection to London makes Haslemere ideal for country stays combined with a city trip to Britain's capital. A must-do!

4.78 out of 5 average rating, 23 reviews

Home in Tadley

Stunning hideaway house

AidanRating, 5 stars23 months ago

booked with miranda for a couple of nights and she couldn't have been a better host.. very helpful and responded to right awa to any queries I had.. the house and garden were both beautiful and the whole stay was very enjoyable.. would definaltet recommend 👌.

5 out of 5 average rating, 12 reviews

Home in Buckinghamshire

Stylish home with heated pool in Marlow, sleeps 8

GaryRating, 5 stars10 months ago

Had a fantastic weeks stay, house is in a prime location close to local shops bars & restaurants. Plenty things to do near by. House was fantastic with a pool which the kids loved. Garden was large with plenty of space including separate areas for sunbathing, eating and even an outside bar area. Everything you’ll ever need & more. 👍🏻