House holiday rentals in Windsor and Maidenhead

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Popular amenities for house rentals in Windsor and Maidenhead

House rentals with a pool

Top guest favourite
Home in Stadhampton
4.97 out of 5 average rating, 36 reviews

The Mill House

AlisonRating, 5 stars3 weeks 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.
Guest favourite
Home in Greater London
5 out of 5 average rating, 8 reviews

Spacious & stylish family home

NonnieRating, 5 stars2 months 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 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.
Superhost
Home in West Kensington
5 out of 5 average rating, 4 reviews

Pool & Piano | Hidden Oasis in Kensington Olympia

TanyaRating, 5 stars1 month ago
very nice and cooperative host. lovely place.
Superhost
Home in Oxfordshire
4.87 out of 5 average rating, 226 reviews

Barn conversion, Henley-on-Thames

AndrewRating, 5 stars5 days ago
A beautiful barn conversion in lovely grounds with lots of facilities, with thoughtful and helpful hosts. It was a fabulous long weekend and we didn’t need to leave the grounds to be entertained throughout, from in the pool to playing pool, it was all we could ask for.
Superhost
Home in Camden
5 out of 5 average rating, 4 reviews

The Place: 2-Bedroom Getaway

FarinaRating, 5 stars1 month ago
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.
Superhost
Home in Tadley
4.78 out of 5 average rating, 23 reviews

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 👌.
Superhost
Home in Surrey

Stunning 4 bed Godalming home

LeaneRating, 5 stars9 months ago
We stayed in a newly refurbished home that was immaculate. We were there whilst having renovations done on our own home not far away so already know the area very well. It was a home away from home and we had everything we needed.

Weekly house rentals

Top guest favourite
Home in Sunningdale
5 out of 5 average rating, 13 reviews

Golfers’ retreat

YamilaRating, 5 stars1 month ago
Svetlana’s home is absolutely wonderful! She is incredibly kind and welcoming. The house has everything you need for a perfect stay — comfortable, well-equipped, and full of thoughtful details. The bed is super comfortable, which made my rest even better. What truly surprised me, and has never happened to me before in all my Airbnb stays, was finding some goodies waiting for me in the fridge. Such a lovely gesture! I highly recommend staying here.
Top guest favourite
Home in Windsor
5 out of 5 average rating, 20 reviews

Central Windsor, Large Garden, Games Room & Office

KathrynRating, 5 stars3 weeks ago
Beautiful place, ideal for groups and families, well located to experience all the treasures of the Windsor area. I appreciated the key-lock arrangement, so that the key can be accessed and doesn't get lost. Beyond that, Mark supplied several instructional videos about how to operate some of the home's features. Beautiful, well laid out, top quality. I would have loved to welcome guests and family with me for the full value.
Superhost
Home in Berkshire
4.76 out of 5 average rating, 21 reviews

Chic Living by Lawsons

JamieRating, 5 stars3 months ago
Lovely place and very easy to find. It’s in a great location as you can walk to the centre without it being in the noise. Instructions were very clear. We would definitely stay again!
Guest favourite
Home in Buckinghamshire
4.9 out of 5 average rating, 21 reviews

Stylish Terraced House with Parking

RichardRating, 5 stars1 month ago
Another pleasant stay at Elliot’s, lovely and comfortable place always spotless. Elliot is a great host, very reactive and flexible.
Top guest favourite
Home in Datchet
4.96 out of 5 average rating, 27 reviews

5* Charming 1-Bed Hideout,Comfort Meets Style Luxe

CharlotteRating, 5 stars2 weeks ago
Absolute gem of a find. Super close to Windsor and legoland. Nikitas place is really nicely furnished, has everything you need for a few days away. The bed was the comfiest bed ever. Really great communication from Nikita and helped us a lot.
Superhost
Home in Berkshire
4.89 out of 5 average rating, 46 reviews

2 bedroom house in central Windsor

DarylRating, 5 stars2 weeks ago
Great location, an easy stroll to Windsor Castle. Supermarkets nearby and lots of food options. Comfortable accommodation for five.
Top guest favourite
Home in Buckinghamshire
5 out of 5 average rating, 63 reviews

Home in Marlow

Anneliese MariaRating, 5 stars2 weeks ago
Great place, perfect as in the pictures, it is lovely and small, perfect for 2, would book it again
Top guest favourite
Home in Marlow
5 out of 5 average rating, 88 reviews

Magical Marlow town centre

StuRating, 5 starstoday
This is a fab place to stay. Hosts Andrew and Emily were fab from the start with excellent communication, providing local information and assistance and great instructions too. The property is fabulous inside and very well maintained. Cannot fault it in any way. The beds were super comfortable too!! Lovely array of essentials were there for us on arrival which was a touch of class. The property is a 5 minute walk to the lovely centre of Marlow that has lots to offer. We sampled a few restaurants and they were all excellent. We had a fab stay and the hosts were amazing. Thank you so much for having us. Highly recommend

Private house rentals

Superhost
Home in Windsor and Maidenhead
4.86 out of 5 average rating, 77 reviews

Dee and Steve's ❤ A special place for your family!

LoganRating, 5 stars1 week ago
Absolutely perfect! An easy walk to anything Windsor!. The place is everything described with a much better touch of home. Checking was super easy and Dee was available in an instant. THIS is what an AirBnB should be.
Top guest favourite
Home in Berkshire
5 out of 5 average rating, 11 reviews

Near Town Centre, Big Patio, Free Parking Sleeps 8

ConorRating, 5 stars2 weeks ago
Was over the moon with the place for the time we stayed. In a great location and very close to town centre. I would highly recommend for groups looking to stay in the area! Very responsive to any of my messages and were always willing to help with any questions I had.
Guest favourite
Home in Buckinghamshire
5 out of 5 average rating, 11 reviews

Modern Country House

SueRating, 5 stars1 month ago
Alison was a wonderful host, there to greet us and she had already given us recommendations for the area. She showed us around her house explaining where everything is. The house book has all the instructions in it. The photos of the house do not do it justice, the house is so well designed with superb views. Wildlife watching from the terrace is a must! Every amenity has been thought of and we did not want to leave the house. However on venturing out there are plenty of walks from the house, or Marlow and Bray are not too far away with all of their famous restaurants. An exceptional location with Clivedon not too far away. We will be back, we had a wonderful time and cannot recommend Alison’s house highly enough.
Guest favourite
Home in Staines-upon-Thames
4.97 out of 5 average rating, 59 reviews

Cozy 2-Bed near Thorpe Park + Free Parking

CareyRating, 5 stars1 week ago
Great host and great communicator would recommend to others
Superhost
Home in Windsor and Maidenhead
4.79 out of 5 average rating, 34 reviews

Central Windsor open plan house with parking!

NatashaRating, 5 stars6 months ago
The location is fantastic, and it is a short walk to most attractions. Tom was very quick to respond to questions and we enjoyed our stay.
Guest favourite
Home in Berkshire
4.93 out of 5 average rating, 14 reviews

Contractors/4bed house w/parking/Discount

Maeve kingshomeaccommodation.co.ukRating, 5 stars3 months ago
This is a lovely, spacious house with comfortable beds and a great location. It had everything we needed for a perfect stay, and we’ll definitely be back soon! Highly recommend!
Guest favourite
Home in Binfield
5 out of 5 average rating, 14 reviews

Modern Home- 3beds/3 baths- Legoland/Ascot/Windsor

EmmaRating, 5 stars1 month ago
Tilehurst cottage is the perfect location to access attractions such as Windsor and Legoland. The house itself is wonderful- all the amenities you need, spotlessly clean and a lovely garden. My daughter is still talking about the pirate ship bedroom- she loved it! Also great space for spending time as a family, cooking and eating together and enjoying the garden. We also really appreciated the flexibility and responsiveness of Frederic and team re check in and answering questions during our stay Just brilliant, would highly recommend
Top guest favourite
Home in Eversley
4.99 out of 5 average rating, 81 reviews

New Luxury semi-detached house

AlanRating, 5 stars6 days ago
This lovely house is set in a small, gated community in a quiet countryside location with easy access to main roads and motorways. You are only a few minutes walk from the village centre and a variety of excellent pubs. The property is beautifully appointed and has everything you could possibly need for a very comfortable stay. This was our first time at the house and we hope not the last! A great find.

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

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  4. Berkshire
  5. Windsor and Maidenhead
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