
Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor
Guest favourite

Home in Windsor
4.95 out of 5 average rating, 63 reviewsWindsor 3 bed 2 bath near Downtown

Home in Windsor
5 out of 5 average rating, 3 reviewsChimney Park, Near Waterpark

Townhouse in Windsor
4.94 out of 5 average rating, 17 reviewsFamily-Friendly Townhome ~ 2 Mi to Windsor Lake!
Guest favourite

Private room in Windsor
4.95 out of 5 average rating, 118 reviewsCozy Old Town Suite - Private Living Area & Bath
Top guest favourite

Private room in Loveland
4.98 out of 5 average rating, 169 reviewsPrivate room w/ private bath available

Home in Windsor
4.88 out of 5 average rating, 17 reviewsLake House-Long Term
Guest favourite

Guest suite in Severance
4.9 out of 5 average rating, 62 reviewsStress Less Sunlight Suite
Top guest favourite

Private room in Loveland
4.93 out of 5 average rating, 330 reviewsMaster Bedroom Haven
Quick stats about holiday rentals in Windsor
Total rentals
130 properties
Total number of reviews
4.5K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Family-friendly rentals Windsor
- House rentals Windsor
- Rentals with lake access Windsor
- Family-friendly rentals Windsor
- Fitness-friendly rentals Windsor
- Rentals with a firepit Windsor
- Rentals with a washing machine and dryer Windsor
- Rentals with a fireplace Windsor
- Rentals with a patio Windsor
- Pet-friendly rentals Windsor
- Rentals with outdoor seating Windsor
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- Rocky Mountain National Park
- Carousel of Happiness
- Water World
- Eldorado Canyon State Park
- Pearl Street Mall
- Boyd Lake State Park
- Butterfly Pavilion
- Boulder Theater
- Lakeside Amusement Park
- Flatirons Golf Course
- Gateway Park Fun Center
- Boulder Museum of Contemporary Art
- Mariana Butte Golf Course
- Lory State Park
- Collindale Golf Course
- Lake Arbor Golf Club
- Barr Lake State Park
- Vintages Handcrafted wine
- Fritzler Farm Park
- Buffalo Run Golf Course
- Estes Park Ride-A-Kart
- Boulder Creek Market
- City Park Nine Golf Course
- Bay Aquatic Park