Vacation rentals with a pool in Windsor and Maidenhead

Cottage in Windsor and Maidenhead

4.76 out of 5 average rating, 139 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"

4.95 out of 5 average rating, 145 reviews

Cottage in Cuddington

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.

4.85 out of 5 average rating, 414 reviews

Condo in Wandsworth

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!***

4.99 out of 5 average rating, 106 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, 32 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

4.77 out of 5 average rating, 103 reviews

Home in Camden

2BR Victorian Home w/ Walled Garden in Camden

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

4.94 out of 5 average rating, 416 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

4.97 out of 5 average rating, 135 reviews

Farm stay in Guildford

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.

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.

4.99 out of 5 average rating, 110 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, 135 reviews

Farm stay in Chinnor

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.

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Popular amenities for Windsor and Maidenhead 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, 34 reviews

Home in Stadhampton

The Mill House

KathrynRating, 5 stars6 days ago

We’ve had a a fabulous family weekend at the house. The kitchen has plenty of utensils, cooking and cleaning equipment. It was great to stay at a place where everything has been thought about to make your stay as smooth as possible. We’ve had such a great time and will definitely be going back!

5 out of 5 average rating, 8 reviews

Home in Greater London

Spacious & stylish family home

NonnieRating, 5 stars1 month ago

Ann’s house was exactly what we were looking for and we had a wonderful stay and felt very much at home. Everything was easy to find and use and the house had all the amenities we needed for a family of 5. The neighborhood was lovely and we loved walking around.

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

Home in Newdigate

NancyRating, 5 stars3 months ago

Bright spacious home with natural swimming pond

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.

Home in West Kensington

TanyaRating, 5 stars3 weeks ago

Pool & Piano | Hidden Oasis in Kensington Olympia

very nice and cooperative host. lovely place.

Home in Surrey

4.88 out of 5 average rating, 8 reviews

Pool open! Private Retreat house + studio+garden.

CarlaRating, 5 stars2 days ago

The home was lovely with plenty of room for our large family to spread out. It was superbly well equipped and really comfortable. The trampoline and pool were big hits with the grandkids. The hosts were super welcoming and communicative. And the resident cats were a bonus!

Home in Camden

FarinaRating, 5 stars2 weeks ago

The Place: 2-Bedroom Getaway

Our stay was exceptionally great. The train station is close which made our movements easy. The place was very clean. There was easy access to food and groceries. Chioma was very helpful and accommodating. We were able to check in earlier than the scheduled time and leave just as easy. Overall the experience was great and I highly recommend.

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 👌.

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Condo rentals with a pool

Condo in Camden

4.52 out of 5 average rating, 25 reviews

Hampstead Luxury Apartment- Opulent Split Level

TinaRating, 5 stars11 months ago

We loved Gregory’s place, plenty of space for our family of 4. The beds were really comfortable and we utilised the airbed which was great. Great location, it was really easy to get on the bus to the tube and get around London. Coffee shop and corner store over the road which was really handy. We will be back!

Condo in Bayswater

4.64 out of 5 average rating, 80 reviews

Large apartment - pool & gym next door - HYDE PARK

ReaganRating, 5 stars2 weeks ago

Paula Anna was very responsive and friendly! Clean place that was easy to find and in a great location! Would recommend.

Condo in Marylebone

4 out of 5 average rating, 4 reviews

Splendid 1 bed room flat in central london

林Rating, 5 stars32 months ago

The flat is exactly as pictured. Kotia maintains it very well and prepared all the best in the flat. My booking is quite urgent, I checked in when the day I booked. Kotia helped me manage everything rapidly. She even tried to help me when I cannot find the next flat in London (thanks a lot🥹) The flat is near the underground stations and just a few minutes from Baker Street. Convenience, clean, spacious. I would definitely stay here again and longer if I have the chance. Thanks Kotia! Wish you all the best.

Condo in Wandsworth

SandraRating, 5 stars10 months ago

3 Bed Flat with Garden and Pool

We visited London for 4 days. Kate's apartment is adorable and even more beautiful in real than the pictures. The location is just outside London, but the center is easy to reach by bus and metro. Since it was high temperatures, the bathroom in the beautiful and clean pool just came to us. Communication with Kate is quick and excellent. We would definitely come back. Thank you Kate!

4.93 out of 5 average rating, 43 reviews

Condo in Oxfordshire

Henley apartment with pool

ChrisRating, 5 stars1 week ago

Eveleen is a fantastic host - super helpful & very friendly with great communication. And the accomodation was really lovely - very peaceful, immaculate, and beautiful, just as described. Definitely recommend!

Condo in Shepherd's Bush

4.87 out of 5 average rating, 15 reviews

Soho House Luxury large 1 bd Gym/Pool/Cinema/

ShannonRating, 5 stars4 months ago

Peaceful and quiet stay, close to a large mall and the tube

Condo in Reading