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Featured Vacation Homes in Windsor

Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning
Relax in a covered outdoor seating area with a ceiling fan overhead, surrounded by a wooden structure and large windows.

Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning

3.5 star property
Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning
Gable by Avantstay Beautiful 3.5 Acre Oasis w/ Gorgeous Views, Pool & Hot Tub
Front of property

Gable by Avantstay Beautiful 3.5 Acre Oasis w/ Gorgeous Views, Pool & Hot Tub

3.5 star property
Gable by Avantstay Beautiful 3.5 Acre Oasis w/ Gorgeous Views, Pool & Hot Tub
Fiano by Avantstay Centrally Located Haven w/ Stunning Courtyard & Pool Table
Prepare meals in this well-equipped kitchen with a central island, appliances, and a stainless steel range hood.

Fiano by Avantstay Centrally Located Haven w/ Stunning Courtyard & Pool Table

3.5 star property
Fiano by Avantstay Centrally Located Haven w/ Stunning Courtyard & Pool Table
Jasmine by Avantstay Entertainers Paradise w/ Hot Tub, Pool Table & Large Patio
Relax in a spacious room with a pool table, comfortable seating area, and large window offering a view of the outdoors.

Jasmine by Avantstay Entertainers Paradise w/ Hot Tub, Pool Table & Large Patio

3.5 star property
Jasmine by Avantstay Entertainers Paradise w/ Hot Tub, Pool Table & Large Patio
Marigold by Avantstay Warm & Stylish Home in Wine Country w/ Pool
Enjoy cooking in this well-lit kitchen with a central island and ample counter space.

Marigold by Avantstay Warm & Stylish Home in Wine Country w/ Pool

3.5 star property
Marigold by Avantstay Warm & Stylish Home in Wine Country w/ Pool
Zegarra Estate
Surrounded by lush greenery, this pool offers a serene outdoor setting with a clear and inviting water feature.

Zegarra Estate

5.0 star property
The price is P88,497
P143,708 total
includes taxes & fees
Aug 11 - Aug 12
Zegarra Estate
Casa Rosa in St Helena
Relax by the pool in a serene garden setting, complete with a covered seating area and lounge chair.

Casa Rosa in St Helena

2.0 star property
Casa Rosa in St Helena
Le n by Avantstay Private Breathtaking Character Cottage w Pool Hot Tub
Relax by the serene pool surrounded by lush greenery and tall trees, with a patio offering lounge chairs for a peaceful retreat.

Le n by Avantstay Private Breathtaking Character Cottage w Pool Hot Tub

2.0 star property
Le n by Avantstay Private Breathtaking Character Cottage w Pool Hot Tub
Modular Luxury Casita w Pool
Relax on the deck overlooking lush hills, surrounded by a pergola and a swimming pool.

Modular Luxury Casita w Pool

2.0 star property
Modular Luxury Casita w Pool
Black Oak by Avantstay Modern Chic Santa Rosa Hideaway With Pool Table Fire Pit
Relax by the fire pit surrounded by comfortable wicker furniture and a grill.

Black Oak by Avantstay Modern Chic Santa Rosa Hideaway With Pool Table Fire Pit

2.0 star property
Black Oak by Avantstay Modern Chic Santa Rosa Hideaway With Pool Table Fire Pit
Jasmine by Avantstay Entertainers Paradise w Hot Tub Pool Table Large Patio
Enjoy a game of pool in this stylish room featuring a fireplace, large window, and comfortable seating.

Jasmine by Avantstay Entertainers Paradise w Hot Tub Pool Table Large Patio

2.0 star property
Jasmine by Avantstay Entertainers Paradise w Hot Tub Pool Table Large Patio
Modern Sonoma Home w Private Pool - Valley Vineyards
Enjoy dining and socializing on the spacious patio with a clear view of the surrounding landscape.

Modern Sonoma Home w Private Pool - Valley Vineyards

2.0 star property
Modern Sonoma Home w Private Pool - Valley Vineyards
Cypress House & Studio, Walk To Healdsburg Plaza 3 Bedroom Home by Redawning
Stunning two-story residence with a covered driveway, garage, and beautifully manicured garden.

Cypress House & Studio, Walk To Healdsburg Plaza 3 Bedroom Home by Redawning

3.5 star property
10.0 out of 10, Exceptional, (1)
Cypress House & Studio, Walk To Healdsburg Plaza 3 Bedroom Home by Redawning
Pet’s FREE! Modern luxury steps from Russian River by Redawning
Relax on the deck with a wooden bench, rocking chair, and a small table amidst lush green surroundings.

Pet’s FREE! Modern luxury steps from Russian River by Redawning

3.0 star property
Pet’s FREE! Modern luxury steps from Russian River by Redawning
Gable by Avantstay Beautiful 3 5 Acre Oasis w Gorgeous Views Pool Hot Tub
Relax in a serene outdoor space with a pool, lounge chairs, and dining table.

Gable by Avantstay Beautiful 3 5 Acre Oasis w Gorgeous Views Pool Hot Tub

2.0 star property
Gable by Avantstay Beautiful 3 5 Acre Oasis w Gorgeous Views Pool Hot Tub
Malvasia by Avantstay Luxe Wine Country Retreat
Relax in a spacious living room with a sofa, armchairs, and a round table.

Malvasia by Avantstay Luxe Wine Country Retreat

2.0 star property
Malvasia by Avantstay Luxe Wine Country Retreat
Kenwood Vista by Avantstay 7acres w Pool Fire Pit Vineyard Views
Relax in a spacious living area with a high ceiling, featuring a sectional sofa and armchairs.

Kenwood Vista by Avantstay 7acres w Pool Fire Pit Vineyard Views

2.0 star property
Kenwood Vista by Avantstay 7acres w Pool Fire Pit Vineyard Views
Charming House With Private Pool in Beautiful Location, Sonoma House 1008
Relax by the serene pool surrounded by lush greenery and a wooden deck.

Charming House With Private Pool in Beautiful Location, Sonoma House 1008

3.5 star property
Charming House With Private Pool in Beautiful Location, Sonoma House 1008
Sonoma Sunshine by Avantstay Countryside Views
Relax by the pool with a hot tub, lounge chairs, and a patio table amidst lush greenery and a clear sky.

Sonoma Sunshine by Avantstay Countryside Views

2.0 star property
Sonoma Sunshine by Avantstay Countryside Views
Sonoma Creek Haven Hot Tub Firepit Creekside Views Near Kenwood Wineries
Enjoy a serene view of the lush garden from the large window in this stylish room.

Sonoma Creek Haven Hot Tub Firepit Creekside Views Near Kenwood Wineries

2.0 star property
Sonoma Creek Haven Hot Tub Firepit Creekside Views Near Kenwood Wineries
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

10/10 Excellent
"We had a great time with our adult kids. The pool was fun with many lawn chairs and bar service. "
Bridget Marie 1-night trip
Posted 19 hours ago
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton