Discover a selection of 500 vacation rentals in 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 WiFi and parking. Prices start at $172 per night, and houses and studios are popular options for a stay in Windsor. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Windsor
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Destination guide

Head to the historic city of Windsor

The area's history and monuments are just a few of the reasons to vacation in Windsor. Well-liked for its riverfront, shopping and restaurants, this city is both welcoming and romantic. Take in top local attractions like Windsor Castle and Legoland. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities

Sightseeing in and around Windsor

Do you want to discover attractions to visit in the area? Venture out of your vacation home and experience everything that makes Windsor a fun spot to vacation. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Legoland (2.1 mi / 3.4 km)
  • Thorpe Park (6.7 mi / 10.8 km)
  • Twickenham Stadium (11.7 mi / 18.8 km)
  • Chessington World of Adventures (15.6 mi / 25.1 km)
  • Wimbledon Tennis Club (17.3 mi / 27.8 km)
  • Guards Polo Club (4.4 mi / 7 km)
Natural features

Exploring the natural landscape of Windsor

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Windsor is a great place to get out in nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Royal Botanic Gardens, Kew (13.6 mi / 21.9 km)
  • Windsor Great Park (2.3 mi / 3.7 km)
  • Savill Garden (3.6 mi / 5.9 km)
  • Virginia Water (5 mi / 8.1 km)
  • Colne Valley Regional Park (7.7 mi / 12.5 km)
  • Denham Lock (7.9 mi / 12.7 km)
How to get there

Traveling to and around Windsor

The nearest airport is in London (LHR-Heathrow), located 6.8 mi (11 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into London (LGW-Gatwick), which is 29.6 mi (47.6 km) away.

If you're traveling by train, make your way to Windsor & Eton Central Station or Windsor & Eton Riverside Station and explore the city from there.

How many vacation rentals are available around Windsor?

Our 2021 property listings offer a large selection of 607 vacation rentals around Windsor. From 222 house rentals to 362 studio vacation rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.