House vacation rentals in Old Windsor

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Popular amenities for Old Windsor house rentals

House rentals with a pool

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

The Mill House

DavidRating, 5 stars3 weeks 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 favourite
Home in Greater London
5 out of 5 average rating, 8 reviews

Spacious & stylish family home

NonnieRating, 5 stars3 weeks 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 stars2 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, 3 reviews

Pool & Piano | Hidden Oasis in Kensington Olympia

Mustafa AlperRating, 5 stars1 month 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.
Home in Surrey
4.86 out of 5 average rating, 7 reviews

Pool open! Private Retreat house + studio+garden.

InassRating, 5 stars9 months ago
A lovely, spacious house, perfect for a family vacation. The beautiful garden was a highlight for us. We spent most of our time outdoors, and the kids especially enjoyed the pool and trampoline. Indoors, the living room was stocked with a great selection of toys that kept the little ones entertained.
Superhost
Home in Oxfordshire
4.87 out of 5 average rating, 224 reviews

Barn conversion, Henley-on-Thames

JuliaRating, 5 stars7 months ago
The barn is beautiful and very well fitted out. Fabulous setting, absolutely stunning and super peaceful and quiet. The one bathroom was challenging at times with a party of adults but the rest of the barn is faultless and such a joy to stay in. The tennis court and other amenities were fabulous.
Superhost
Home in Camden
5 out of 5 average rating, 3 reviews

The Place: 2-Bedroom Getaway

TrangRating, 5 stars4 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 favourite
Home in Berkshire
5 out of 5 average rating, 7 reviews

Near Town Centre, Big Patio, Free Parking Sleeps 8

SimonRating, 5 stars2 weeks ago
Lovely house , felt right at home nice to go back to after a hard days work. Would visit again when we are in the area.
Superhost
Home in Wooburn Green
5 out of 5 average rating, 9 reviews

Stylish Short Term Let - Bucks

DavidRating, 5 stars3 months ago
The property was like a home from home the location was great and Lucy was a great host and if i ever need to book again I would not have any hesitation.
Superhost
Home in Horley
5 out of 5 average rating, 16 reviews

Gatwick Place - 4 bed 2 bath self contained house

JillRating, 5 stars4 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 favourite
Home in Hampshire
5 out of 5 average rating, 9 reviews

Central Basingstoke 3 bed, sleeps 6, free parking!

AdeyemiRating, 5 stars2 weeks ago
Clean rooms and responsive host
Top guest favourite
Home in Hackney
4.94 out of 5 average rating, 212 reviews

Beautiful 4 Bedroom Victorian Terrace

KathleenRating, 5 stars4 weeks ago
Large open living room, great for entertaining our entire family. Huge kitchen with plenty of utensils/etc. Large, clean full bathrooms. Bedrooms very comfortable! Highly recommend!
Superhost
Home in Berkshire
4.84 out of 5 average rating, 49 reviews

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

ChrisRating, 5 stars2 days ago
We have stayed at Van’s a few times now and it offers good value and plenty of space. Close to the train station and other transport links it has been perfect for our stays. Thanks.
Guest favourite
Home in Hemel Hempstead
4.75 out of 5 average rating, 281 reviews

Explore Harry Potter World & London Quiet home

JulieRating, 5 stars1 week ago
Perfect thank you! Re booked for another week.
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!

Private house rentals

Guest favourite
Home in Greater London
4.79 out of 5 average rating, 34 reviews

Family home in private square with communal garden

MarionRating, 5 stars4 months ago
We had such a nice stay that our 6 y-o cried when it was time to leave because "he was going to miss the house"! There were six of us staying at Bella's and we had plenty of space. We'd definitely recommend !
Guest favourite
Home in Greater London
4.86 out of 5 average rating, 139 reviews

New furb Home 12sleeps 5bedrooms with garden

HoneyRating, 5 stars9 months ago
Amazing place for a group of friends, loads of room and the kitchen has everything you need. Very communicative host too! Thank you! Will hopefully be back :)
Guest favourite
Home in London
5 out of 5 average rating, 14 reviews

Interior designed home close to central London

BeckieRating, 5 stars8 months ago
We loved our stay. Tina's beautiful home was a perfect base for our trip to London. Tina was responsive and helpful, and we had all the information we needed. The house was large enough that we all had our own space, and was nice and clean. We would happily stay again!
Guest favourite
Home in Wandsworth
4.92 out of 5 average rating, 13 reviews

Maisonette home with spacious 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.)
Top guest favourite
Home in Lambeth
5 out of 5 average rating, 19 reviews

Beautiful house with great access to ctrl London

OctaviaRating, 5 stars1 month ago
We used the house as a base while in London for the weekend. House was in an excellent location, easily walkable to the tube and shops. It was super clean, with comfy beds and the house had a lovely welcoming feel to it. The outdoor space was a real bonus. Great stay and would definitely recommend.
Guest favourite
Home in Greater London
4.87 out of 5 average rating, 149 reviews

Newly Refurbished Large Family Home-6 min to Tube

LidaRating, 5 stars3 weeks ago
Jubed was a terrific host - extremely responsive and helpful (even when I managed to lock our passports in the safe on Easter, and couldn’t get them out!). The place was also perfect for our large family - clean, spacious, nice kitchen, outdoor area. We also loved the neighborhood, and since the Piccadilly line was just a five minute walk from the house, it was easy to get anywhere in London. Great place! Would stay there again.
Guest favourite
Home in Islington
4.88 out of 5 average rating, 74 reviews

Modern family house 3 br + private garden

ColleenRating, 5 stars3 weeks ago
We had a great stay at Malin’s place! Very walkable to the tube to get to all the attractions in London. The home was private, but easy to find and close to restaurants and pubs. A quiet place to end our busy tourist days.
Superhost
Home in Wandsworth
4.76 out of 5 average rating, 17 reviews

Mews House

Terje AndreasRating, 5 stars3 weeks ago
This was value for money. The location was ideal: quiet and private and close to the tube (2 min), which brings you to central London in 20 minutes. It was also easy for us to reach Gatwick airport (40 min). A cozy home with all the facilities you need.

Quick stats about house rentals in Old Windsor

  • Total rentals

    30 properties

  • Nightly prices starting at

    $42 CAD before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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