House vacation rentals in Windsor and Maidenhead

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Popular amenities for Windsor and Maidenhead house rentals

House rentals with a pool

Top guest favorite
Home in Stadhampton
4.97 out of 5 average rating, 32 reviews

The Mill House

DavidRating, 5 stars4 days ago
We had a lovely Easter weekend here as a three-generation family – grandparents, parents, and young children all thoroughly enjoyed it! The house is absolutely beautiful , stylish, and full of character, set in a peaceful spot, it even includes an old water-mill. The location was ideal for us with easy access to Oxford and the surrounding area. There’s a new children's play area just a short walk away, and the local farm shop nearby was perfect for picking up fresh produce and treats – we had everything we needed without having to go far. The hosts were thoughtful and welcoming, and the house was spotless with everything we could need for a comfortable stay. Plenty of space for everyone to relax.
Guest favorite
Home in Greater London
5 out of 5 average rating, 8 reviews

Spacious & stylish family home

NonnieRating, 5 stars6 days 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.
Superhost
Home in Newdigate
5 out of 5 average rating, 4 reviews

Bright spacious home with natural swimming pond

NancyRating, 5 stars1 month 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.
Superhost
Home in West Kensington
5 out of 5 average rating, 3 reviews

Pool & Piano | Hidden Oasis in Kensington Olympia

Mustafa AlperRating, 5 stars3 weeks ago
I had a fabulous stay with my family! Sami was a great and very active host. He was very quick and helpful with his answers. The house met every expectation I’ve had and went beyond. Having a pool on a sunny day especially made our day. The house and rooms were also very spacious. As a pianist, I especially liked that the house had a piano, which I thought was a nice touch. We’re definitely planning to come back mid summer.
Superhost
Home in Iver
4.78 out of 5 average rating, 78 reviews

Attractive, 8+bed stay with pool & mature garden

Hiu-WingRating, 5 stars3 days ago
A beautiful property to spend the Easter weekend. The house is even larger than the photos, great kitchen, lots of amenities and we loved the manicured garden with many activities available. We were lucky to have sunny weather so could enjoy the cold pool. Hot tub was great! Very well located, pub close by, easy to reach via train. Hosts were responsive and easy communication, thank you! Highly recommended.
Superhost
Home in Oxfordshire
4.87 out of 5 average rating, 223 reviews

Barn conversion, Henley-on-Thames

MartinRating, 5 stars6 months ago
We were a family party with ages from 5 to 75 . Lots for everyone to do ( swimming , tennis, billiards/snooker & beautiful walks all there) There was enough space both inside the wonderfully converted barn and outside in the extensive grounds to enjoy each others company without being overcrowded. Thanks Sarah for enabling a lovely weekend .
Superhost
Home in Surrey
4.84 out of 5 average rating, 83 reviews

Homely Rustic Country Retreat within National Park

GlennRating, 5 stars2 weeks ago
Everything that you would want a charming old farmhouse to be. multiple fireplaces, kitchen with multiple ovens, lovely garden / paths into the hills, totally quiet road. Charlotte made checkin easy and they were jsut down the road the whole weekend (although we didn't need anything from them during our stay)
Superhost
Home in Camden
5 out of 5 average rating, 3 reviews

The Place: 2-Bedroom Getaway

TrangRating, 5 stars3 months ago
Chioma is a nice host and her place is excellent. It’s a home away from home suite: comfy, nicely decor and well equipped. It’s a nice, convenient location with short walking distance to tube/ subway / supermarket and coffee shop. Will come back again next time and really recommend it.

Weekly house rentals

Guest favorite
Home in Berkshire
5 out of 5 average rating, 6 reviews

Driveway, Town Centre, Patio, Sleeps 8

CharlieRating, 5 stars1 week ago
Such a lovely home! Even though we were staying there for work, felt like we were on holiday. Clean tidy and the dream airbnb
Superhost
Home in Berkshire
4.93 out of 5 average rating, 15 reviews

Monthly Escape | Windsor Retreat | Windsor Castle

JessicaRating, 5 stars3 months ago
Beautiful place in a great location. Would highly recommend and would definitely stay again!
Guest favorite
Home in Hampshire
5 out of 5 average rating, 7 reviews

Central Basingstoke 3 bed, sleeps 6, free parking!

VivienneRating, 5 stars2 months ago
Exactly as described, clean and tidy. Great access from M3, quiet neighbourhood Great communication Thank you
Superhost
Home in Blewbury
5 out of 5 average rating, 3 reviews

Middle Ashbrook - up to 6 bed - 3.5 bathrooms

KatRating, 5 stars24 months ago
This was a very clean and comfortable place to stay with our own private garden. Lovely surroundings. James was a very friendly and helpful host. We asked for a couple of things and he sorted them out immediately. Our group enjoyed their stay very much and would happily go there again.
Superhost
Home in Berkshire
4.84 out of 5 average rating, 45 reviews

6-7 Bedroom, 260sqm, 4 x parking + street

RobertRating, 5 stars2 months ago
We had another good stay at Vans’s place. Very spacious and quiet property.
Guest favorite
Home in Hemel Hempstead
4.75 out of 5 average rating, 279 reviews

Explore Harry Potter World & London Quiet home

JennyRating, 5 stars3 weeks ago
Great house in a perfect location. As described it is so easy to get to The Harry Potter Studios. The bedrooms are all really big and the house was lovely and warm all of the time.
Superhost
Home in West Kensington
5 out of 5 average rating, 9 reviews

Lovely 3 bed house available for Summer!

CatherineRating, 5 stars21 months ago
Lovely family home in a nice quiet neighborhood with everything we need and more! Close to museums and all the places one would want to see and go to in London. Host is friendly, helpful, responsive, and great communication. Would love to stay again, thank you!
Superhost
Home in London
4.82 out of 5 average rating, 138 reviews

Refurb'd 3 bed house near Wembley with Hot Tub!

MarkRating, 5 stars1 week ago
Joyce was a great host and very helpful, property was clean and tidy

Private house rentals

Guest favorite
Home in Greater London
4.79 out of 5 average rating, 33 reviews

Family home in private square with communal garden

BrianRating, 5 stars4 months ago
We loved our stay with Bella - a great, homey space that's very comfortable and in a great, quiet location with proximity to everything within walking distance. Would gladly stay here again if she'll have us!
Superhost
Home in Horley
5 out of 5 average rating, 16 reviews

Gatwick Place - 4 bed 2 bath self contained house

JillRating, 5 stars3 months ago
The property description and photos give a very accurate representation. Beds were very comfortable, house was warm and spacious. Thankyou for a very pleasant stay.
Guest favorite
Home in Wandsworth
4.92 out of 5 average rating, 13 reviews

Maisonette home with garden

JefferyRating, 5 stars4 months ago
Alex's home was a great spot for our first trip to the UK! The neighborhood was easy to navigate and felt safe. It was a very convient location to public transportation and very close to local markets that made our daily adventures a breeze. (If you want a traditional English afternoon tea walk over to Orange Peeko.)
Guest favorite
Home in Greater London
4.78 out of 5 average rating, 23 reviews

Central London Townhouse Bayswater by Hyde Park

CatherineRating, 5 stars11 months ago
Our group of 6 unanimously loved this place and location. Easy walking or tube rides to most places we wanted to go. Easy nearby parking for our rental car. Couldn't have been easier or more comfortable. Thank you for making our home base such a comfort!
Top guest favorite
Home in Shalford
4.92 out of 5 average rating, 12 reviews

Easter Holidays in the Surrey Hills, Shalford

SarahRating, 5 stars6 months ago
Rachel is a lovely host will respond to all messages and her home is cosy and welcoming. A lovely view out of the back garden. In a quiet area of Shalford and in walking distance of all amenities which is, Village store, cafe, barbers, post office/shop, Chinese/chippy, Thai restaurant and pub. Shalford also has a train station. It's also a short drive in to Guildford town centre. We stayed with family and had a lovely relaxing time before they had to fly from Gatwick Airport which is 50mins away by car. Google maps took us through the countryside avoiding Motorway. Would highly recommend staying here and if in the area again will definitely book to stay.
Superhost
Home in Brent Cross
4.89 out of 5 average rating, 45 reviews

Cosy & bright!

KirstieRating, 5 stars9 months ago
Elsa’s place is great for a stay outside the hustle and bustle of central London. An easy 15 minute walk to the tube that will take you straight to the centre, we used this as a base for a gig at Hyde Park and travel was incredibly easy. The space is comfortable, private and clean with everything you need and Elsa kept in touch to ensure we could easily access the property. The use of the drive way was also incredibly useful. Would highly recommend.
Guest favorite
Home in Islington
4.9 out of 5 average rating, 71 reviews

Modern family house 3 br + private garden

LeeRating, 5 stars1 week ago
What a stay and could not have been happier with staying in their lovely family home. It allowed us to resonate with them and Malin and her family’s personality shone through their decor. It felt like home, and we would certainly book again should we be back in London for an extended period. Every little detail, like the note left on the fridge upon our arrival for us and the instructions on how to operate everything. Thanks you so much for everything!
Superhost
Home in Winnersh
5 out of 5 average rating, 4 reviews

M4 Large 3/4 bed bungalow private parking 5 cars .

AndrewRating, 5 stars1 month ago
Shabana was very responsive, and helpful with a query before our stay.

Quick stats about house rentals in Windsor and Maidenhead

  • Total rentals

    1.1K properties

  • Total number of reviews

    24K reviews

  • Family-friendly rentals

    620 properties are a good fit for families

  • Pet-friendly rentals

    260 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    400 properties have a dedicated workspace

Destinations to explore