Windsor Rentals
From $589 per night (USD)VRBO
Wine Country Escape | Hot Tub & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Set in a quiet Windsor neighborhood, this beautifully maintained 3-bedroom, 2-bath home offers a welcoming retreat in th ...
From $589 per night (USD)VRBO
From $887 per night (USD)Expedia
Wildflower
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: This home is proudly managed by LegacyRnR, your local Wine Country hospitality experts. We're here to make you ...
From $887 per night (USD)Expedia
From $407 per night (USD)VRBO
WorldMark Windsor 3br Condo, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 3 bedroom condo is approximately 1,246 square feet. You will enjoy a king bed in the master bedroom, one q ...
From $407 per night (USD)VRBO
From $367 per night (USD)VRBO
WorldMark Windsor 2br Condo, sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your cozy getaway awaits in Windsor at this amazing resort. With 2 bedrooms and a queen murphy bed in the living room gu ...
From $367 per night (USD)VRBO
From $903 per night (USD)VRBO
Secluded 4BDR Retreat w/ Pool, Hot Tub, Views | Shiloh Vista Estate by AvantStay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Shiloh Vista Estate, a modern wine-country haven tucked into the quiet hills of Santa Rosa, where rolling vin ...
From $903 per night (USD)VRBO
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WorldMark Winsdor Aug 28-30 2bd with 1K, 1Q, 2TWN for 6 Guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Windsor is waiting for you at this resort. Whether you’re relaxing indoors or gearing up for the day, the space feels i ...
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From $392 per night (USD)VRBO
Premier Wine Country Getaway. Exclusive Bucher Vineyard Cottage on Westside Road
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the Charm of Our Vineyard Cottage! Escape to the heart of wine country at our beautiful one-bedroom cottage, ...
From $392 per night (USD)VRBO
From $367 per night (USD)VRBO
Windsor Wine Country 2 bedroom condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your Windsor wine country adventure begins at this adorable 2-bedroom condo. Inside, guests find a king bed and a twin b ...
From $367 per night (USD)VRBO
From $367 per night (USD)VRBO
WorldMark Windsor 2br Condo, sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your cozy getaway awaits in Windsor at this amazing resort. With 2 bedrooms and a queen murphy bed in the living room gu ...
From $367 per night (USD)VRBO
From $407 per night (USD)VRBO
WorldMark Windsor 3br Condo, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 3 bedroom condo is approximately 1,246 square feet. You will enjoy a king bed in the master bedroom, one q ...
From $407 per night (USD)VRBO
From $284 per night (USD)VRBO
2-bedroom condo in welcoming Worldmark Windsor with cool AC, and gym access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this condo in picturesque Windsor. With two bedrooms featuring a king bed and a twin bed, plus a living room t ...
From $284 per night (USD)VRBO
From $487 per night (USD)Expedia
The Gilded Bungalow • Walk to Town Green • Hot Tub • Firepit • Pink Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Gilded Bungalow, a one-of-a-kind Wine Country retreat where bold design meets unforgettable experiences. ...
From $487 per night (USD)Expedia