Find Vacation Rentals in Windsor

We have 1,629 properties to choose from
Windsor
Anytime
Guests
Windsor
Anytime
Guests

Popular Windsor Vacation Rentals

Find the perfect Windsor vacation rental

House Windsor
$221 per night
House ∙ 5 guests ∙ 3 bedrooms
Windsor, Windsor and Maidenhead, United Kingdom
Details
Vrbo
Details
Details
House Windsor
$260 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Details
Vrbo
Details
Details
House Windsor
$327 per night
House ∙ 12 guests ∙ 6 bedrooms
3.8
Good (14 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Details
Vrbo
Details
Details
House Windsor
$469 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (15 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Details
Vrbo
Details
Details
House Windsor
$216 per night
House ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding (23 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Details
Vrbo
Details
Details
House Windsor
$116 per night
House ∙ 5 guests ∙ 3 bedrooms
4.7
Excellent (36 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Details
Vrbo
Details
Details
Apartment Windsor
$157 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding (30 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Details
Vrbo
Details
Details
Apartment Windsor
$141 per night
Apartment ∙ 4 guests ∙ 1 bedroom
3.0
(1 rating)
Windsor, Windsor and Maidenhead, United Kingdom
Details
Vrbo
Details
Details
Apartment Windsor
$163 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.9
Outstanding (12 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Details
Vrbo
Details
Details
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Vacation rentals with Wi-Fi

Cottage  Windsor
$180 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Windsor, Windsor and Maidenhead, United Kingdom
Internet
Details
HomeToGo
Details
Details
Cottage  Windsor
$129 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Windsor, Windsor and Maidenhead, United Kingdom
Internet
Details
HomeToGo
Details
Details
House  Windsor
$280 per night
House ∙ 7 guests ∙ 3 bedrooms
4.9
Outstanding (20 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Internet
Details
Vrbo
Details
Details
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Apartments and vacation rentals with a kitchen

Apartment  Windsor
$238 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Windsor, Windsor and Maidenhead, United Kingdom
Kitchen
Details
HomeToGo
Details
Details
Apartment  Windsor
$124 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Windsor, Windsor and Maidenhead, United Kingdom
Kitchen
Details
HomeToGo
Details
Details
Cottage  Windsor
$218 per night
Cottage ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding (4 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Kitchen
Details
Vrbo
Details
Details
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Vacation homes and rentals with a yard

Cottage  Windsor
$398 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (114 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Yard
Details
Vrbo
Details
Details
Apartment  Windsor
$167 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Yard
Details
Vrbo
Details
Details
Cottage  Windsor
$174 per night
Cottage ∙ 3 guests ∙ 1 bedroom
5.0
Outstanding (22 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Yard
Details
Vrbo
Details
Details
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Frequently Asked Questions

How much does a night in a vacation rental cost in Windsor on average?

Prices for a stay in Windsor begin at $92 per night.

Is there a wide selection of vacation rentals in Windsor?

You can find 1,629 available vacation rentals in Windsor.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Windsor

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Windsor offers 294 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Windsor start at an average price of $185 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 266 of Windsor’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 10 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 233 vacation home rentals. Traveling with your dog or cat? Choose from 27 pet-friendly rentals in Windsor that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 6 vacation rental sites in Windsor where the top providers in that area are Booking.com, TripAdvisor, and Expedia. There are 110 Booking.com rentals, 71 TripAdvisor short term rentals and 47 Expedia vacation rentals.

Popular Day Trips Near Windsor

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