
Vacation rentals with a pool in Windsor and Maidenhead
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Top-rated rentals with a pool in Windsor and Maidenhead
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Popular amenities for Windsor and Maidenhead rentals with a pool
House rentals with a pool

The Mill House
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.

Spacious & stylish family home
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.

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.

Pool & Piano | Hidden Oasis in Kensington Olympia
very nice and cooperative host. lovely place.

Homely Rustic Country Retreat within National Park
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!

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.

Stunning hideaway house
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 👌.

Coach House - converted barn in a quiet hamlet
We stayed at the Coach House for three nights so all the family could meet up. Everyone enjoyed the space and layout was good for the seven adults and four children. The garden was safe for the children and the location was great for local walks. The kitchen was well equipped to cook for a large number of people. We all had a great stay and would highly recommend.
Condo rentals with a pool

NEW "Lux Central London Penthouse Stunning Views"
The place is clean and very bright. The location is a short walk to Angel or Shoreditch. I’d highly recommend it.

Large apartment - pool & gym next door - HYDE PARK
Paula Anna was very responsive and friendly! Clean place that was easy to find and in a great location! Would recommend.

Hampstead Luxury Apartment- Opulent Split Level
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!

Battersea Power Station | River View | 2BR 2BA
I absolutely loved this location. It was a beautiful space with incredible views of London. Close walk to the underground to take you to central London.

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!

Henley apartment with pool
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!

Soho House Luxury large 1 bd Gym/Pool/Cinema/
Peaceful and quiet stay, close to a large mall and the tube

Beautiful 2-bed apartment with pool in Nine Elms.
Great location - the apartment was in excellent condition, modern, and well-equipped with everything I needed. Silvia who checked me in and showed me the facilities (spa facilities, lovely swimming pool, gym,...) was lovely. The location was ideal, with easy access to public transport, shops, and restaurants. Having stayed with StarHost before, I can confidently say their service remains outstanding. I'll definitely book this place again in the future when in London.
Quick stats about vacation rentals with a pool in Windsor and Maidenhead
Total rentals
50 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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