Old Windsor holiday rentals
We found 37 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Old Windsor that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, such as air conditioning and Wi-Fi. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Old Windsor
Find the best place to stay - Old Windsor

Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle
Sleeps 6 · 3 bedrooms · 2 bathrooms

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Sleeps 5 · 2 bedrooms · 1 bathroom

Romantic Luxury Shepherd’s Hut (Wagon) near London & Windsor
Sleeps 2 · 1 bedroom · 1 bathroom

Courtyard Apartment near Windsor, and the Great Park
Sleeps 3 · 1 bedroom

Large 4 bed by River Thames
Sleeps 8 · 4 bedrooms · 1+ bathroom

Idyllic Home in Picturesque Village of Wraysbury - Pass the Keys
Sleeps 10 · 4 bedrooms · 2 bathrooms
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental accommodation in Old Windsor?
Houses are the most popular style of holiday rental in Old Windsor, according to our data. Even if you've got a different vision in mind, Vrbo has properties in a variety of shapes and sizes. Look over our options to find your perfect fit.
How much does it cost to rent a holiday rental in Old Windsor?
Season, property type and length of stay are some things that can affect the price of a holiday home. Simply enter your travel dates to find your perfect match. From cosy cabins to expansive villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Old Windsor?
Prices for beach houses in Old Windsor differ depending on the size and style of the property and time of year you're travelling. All you have to do is enter your travel dates into Vrbo and how many guests to view holiday rental options and prices. From there you can use the filters to refine your search by ratings, amenities and more.
Are there pet-friendly holiday rentals in Old Windsor?
Yes. There are. You can choose from three holiday rentals that allow pets in Old Windsor. Lots of our pet-friendly holiday rentals come with a garden for your furry pal to have fun in, doggie beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.
What are popular rental amenities in Old Windsor?
The most popular rental amenities guests are looking for in Old Windsor are nearby museums, a fireplace and a barbecue grill. Whether you're travelling with pals, family or even pets, Vrbo holiday rentals provide the best amenities for beginning new traditions with your loved ones.
Are there holiday rentals in Old Windsor that welcome kids?
Gather the whole crew for an epic adventure in Old Windsor at one of our three family-friendly holiday rentals. Many of these stays provide amenities that are ideally suited to trips with youngsters, such as laundries, multiple bedrooms and pools. Just check the "Properties good for families" filter box and choose your favourite.
What are the top attractions for families in Old Windsor?
Keeping the kids happy during your Old Windsor holiday is simple with these leading family-friendly attractions:
- Windsor Castle
- LEGOLAND® Windsor
- Changing of the Guard
Are there one-bedroom holiday rentals in Old Windsor?
There are two one-bedroom properties in Old Windsor to pick from. A one-bedroom holiday home is an excellent option if it's only you and your partner or if you're flying solo. Add in more privacy, space and convenience compared to a regular hotel, and you've got yourself a memorable trip.
How old do you have to be to rent a holiday rental in Old Windsor?
We recommend checking with the Old Windsor holiday property you'd like on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental in Old Windsor for?
How long you can rent a holiday rental in Old Windsor varies according to the property. Simply enter your selected travel dates to view a list of options offering extended stays. With a range of features like air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find the perfect place to call your home away from home in Old Windsor.

