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Windsor vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Windsor

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Best Windsor vacation rentals

Most recommended vacation rentals in Windsor

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Family-Friendly Townhome about 2 Mi to Windsor Lake! - Windsor - Balcony
Family-Friendly Townhome about 2 Mi to Windsor Lake!
Windsor, CO
9.5Wonderful(10)
Free Wi-Fi
$457+
Check availability
Charming Getaway, Walk to Windsor Lake and Downtown! - Windsor - Room amenity
Charming Getaway, Walk to Windsor Lake and Downtown!
Windsor, CO
10Wonderful(45)
Free Wi-Fi
Pool
Pet friendly
$531+
Check availability
The Guest Suite - Windsor - Bedroom
The Guest Suite
Windsor, CO
$197+
Check availability
King bed! Hot Tub! Near Park! Family Friendly! - Windsor - Kitchen
King bed! Hot Tub! Near Park! Family Friendly!
Windsor, CO
Free Wi-Fi
$413+
Check availability
Beacon at the Lakes - Cozy & Bright 2bd/2ba Ground Level Condo - Windsor - Living room
Beacon at the Lakes - Cozy & Bright 2bd/2ba Ground Level Condo
Windsor, CO
Free Wi-Fi
$275+
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NEW! Family-friendly Home with Pool Table, King Beds - Windsor - Dining room
NEW! Family-friendly Home with Pool Table, King Beds
Windsor, CO
Free Wi-Fi
Pool
$775+
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Dreamy Windsor Home with Grill about 3 Miles to Lake! - Windsor - Living room
Dreamy Windsor Home with Grill about 3 Miles to Lake!
Windsor, CO
Free Wi-Fi
$291+
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Tiller House - West Face Room - Windsor
Tiller House - West Face Room
Windsor, CO
Parking
Pet friendly
$57+
Check availability
Fabulous Family-Friendly Retreat By Wind - Windsor
Fabulous Family-Friendly Retreat By Wind
Windsor, CO
$685+
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House - Windsor
House
Windsor, CO
$365+
Check availability
Cute home on the Park in Old Windsor - Windsor
Cute home on the Park in Old Windsor
Windsor, CO
Free Wi-Fi
Pet friendly
$183+
Check availability
Windsor Home - Scenic Views - 20 Min to Ft Collins - Windsor
Windsor Home - Scenic Views - 20 Min to Ft Collins
Windsor, CO
10Wonderful(1)
$387+
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Beautiful Colorado Lake House On Windsor Lake In Windsor, Colorado - Windsor
Beautiful Colorado Lake House On Windsor Lake In Windsor, Colorado
Windsor, CO
$652+
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Locust Loft in Old Town Windsor. Near main park. - Windsor
Locust Loft in Old Town Windsor. Near main park.
Windsor, CO
$269+
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Mulberry Manor in Windsor - Windsor
Mulberry Manor in Windsor
Windsor, CO
Free Wi-Fi
$298+
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Old Town Windsor Escape - Windsor
Old Town Windsor Escape
Windsor, CO
Pool
$229+
Check availability
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$0 - $460$460 - $920$920 - $1,380$1,380 - $1,840$1,840+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

December

High season

September

Average price (weeknight)

$65

Average price (weekend night)

$221
Cheapest month to stay with an average 76% drop in price.
Most expensive month to stay with an average 148% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Windsor vacation rental deals

  • Vacation rentals in Windsor are around 77% more expensive than hotels on average. Search here to compare prices for all accommodation types in Windsor.
  • The best vacation rental properties in Windsor are Charming Getaway, Walk to Windsor Lake and Downtown! (10.0, 45 reviews), Beautiful Colorado Lake House On Windsor Lake In Windsor, Colorado (10.0, 26), and Dreamy Windsor Home with Grill about 3 Miles to Lake! (9.9, 25), based on ratings and reviews from real travelers.
  • The cheapest night for renting a vacation home in Windsor is Wednesday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Windsor for 33 days.
See more tips

FAQs when booking a vacation home in Windsor

  • How much is a vacation rental for a week in Windsor?

    The average price for a weekly Windsor vacation rental found by KAYAK users in the last 2 weeks is $330.

  • How much is a vacation rental for a month in Windsor?

    The average price for a monthly Windsor vacation rental found by KAYAK users in the last 2 weeks is $1,414.

  • What types of vacation rentals are available in Windsor?

    There are loads of different property types that you can make your vacation home in Windsor. You’ll find apartments, condos, houses, homestays and villas.

  • Are there any pet-friendly vacation rentals in Windsor?

    There are a number of dog and pet-friendly Windsor vacation rentals, with around 11% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Windsor?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

See more FAQs

Where to stay in Windsor?

Our map will help you find the perfect place to stay in Windsor by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Windsor

Windsor vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Windsor. Find cheap vacation homes to rent in Windsor. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Windsor that suits you best.

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