Discover a selection of 440 vacation rentals in Old Windsor, Windsor that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including private pools and swimming pools. Prices start at $82 per night, and houses and condos are popular options for a stay in Old Windsor. Either way, you'll find a rental for everyone's needs.
Destination guide

Take in the lush beauty of Old Windsor

Enjoy the history and other features of Old Windsor. Well-liked for its restaurants, shopping and bars, this city is both welcoming and romantic. Windsor Castle and Legoland are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.


Activities and attractions in Old Windsor

Do you want to find attractions to see during your stay? Venture out of your cozy vacation rental and experience everything that makes Old Windsor a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Legoland (2.8 mi / 4.5 km)
  • Thorpe Park (4.6 mi / 7.5 km)
  • Twickenham Stadium (10.4 mi / 16.7 km)
  • Chessington World of Adventures (13.7 mi / 22 km)
  • Wimbledon Tennis Club (15.9 mi / 25.6 km)
  • Guards Polo Club (2.8 mi / 4.5 km)
Natural features

Exploring the natural features in Old Windsor

Whether you're looking for fun outdoor activities or just want to take in the scenery, Old Windsor is a great spot to appreciate mother nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Royal Botanic Gardens, Kew (12.6 mi / 20.3 km)
  • Savill Garden (2 mi / 3.2 km)
  • Windsor Great Park (2 mi / 3.3 km)
  • Virginia Water (3.2 mi / 5.2 km)
  • Colne Valley Regional Park (8.6 mi / 13.8 km)
  • Denham Lock (8.7 mi / 14 km)
How to get there

Transportation options to and around Old Windsor

The nearest airport is in London (LHR-Heathrow), located 5.8 mi (9.3 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into London (LCY-London City), which is 27.4 mi (44 km) away.

How many vacation rentals are available around Old Windsor, Windsor?

Our 2021 property listings offer a large selection of 440 vacation rentals around Old Windsor. From 153 house rentals to 263 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Old Windsor?

Yes, of course. Vrbo has 153 Houses in Old Windsor. Our other popular types of vacation rentals in Old Windsor include:

  • Condos/Apartments: 263 rentals available
  • Studios: 274 rentals available
  • Cabins: 16 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in Old Windsor?

Yes, you can select your preferred vacation rental with pool among our 17 vacation rentals with pool available in Old Windsor. Please use our search bar to access the selection of vacation rentals available.