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Featured Vacation Homes in Windsor

Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning

3.5 star property

Healdsburg

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

3.5 star property

Santa Rosa

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

3.5 star property

Santa Rosa

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

4 bedrooms, desk, iron/ironing board, bed sheets

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

3.5 star property

Bennett Valley Homeowners Association

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

4 bedrooms, iron/ironing board, free cribs/infant beds, bed sheets

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

3.5 star property

Santa Rosa

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

4 bedrooms, Egyptian cotton sheets, premium bedding, down comforters

Zegarra Estate

5.0 star property

Sebastopol

The price is P89,257

P89,257

P144,941 total

includes taxes & fees

Aug 14 - Aug 15

Zegarra Estate

Casa Rosa in St Helena

2.0 star property

St. Helena

Casa Rosa in St Helena

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

2.0 star property

Santa Rosa

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

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

2.0 star property

Santa Rosa

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

Modular Luxury Casita w Pool

2.0 star property

Calistoga

Modular Luxury Casita w Pool

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

2.0 star property

Bennett Valley Homeowners Association

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

Modern Sonoma Home w Private Pool - Valley Vineyards

2.0 star property

Geyserville

Modern Sonoma Home w Private Pool - Valley Vineyards

3 bedrooms, desk, laptop workspace, iron/ironing board

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

3.5 star property

Healdsburg

10.0 out of 10, Exceptional, (1)

10.0/10

Exceptional

(1)

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

3 bedrooms, laptop workspace, iron/ironing board, free wired internet

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

3.0 star property

Monte Rio

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

2.0 star property

Santa Rosa

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

Malvasia by Avantstay Luxe Wine Country Retreat

2.0 star property

Santa Rosa

Malvasia by Avantstay Luxe Wine Country Retreat

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

2.0 star property

Kenwood

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

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

3.5 star property

Glen Ellen

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

Sonoma Sunshine by Avantstay Countryside Views

2.0 star property

Glen Ellen

Sonoma Sunshine by Avantstay Countryside Views

Sonoma Creek Haven Hot Tub Firepit Creekside Views Near Kenwood Wineries

2.0 star property

Kenwood

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

Hotel La Rose

10/10 Excellent

"Very friendly staff, clean room and hotel, cozy atmosphere, good location."

Klaus 1-night trip

Posted 13 hours ago

Hotel La Rose

Oxford Suites Sonoma County

10/10 Excellent

"Overall Great Service. "

Cristina 1-night trip

Posted 21 hours ago

Oxford Suites Sonoma County

The Inn at the Tides

10/10 Excellent

"Our getaway place since 2018. Great accomodations. Great location. Friendly staff. Jacuzzi, pool, sauna are the highlights of this place and the Tides restaurant next door is must have to visit. "

Sergiy 1-night trip

Posted 1 day ago

The Inn at the Tides

Bodega Coast Inn And Suites

10/10 Excellent

"Would be only slightly better if they had a fan or AC or a screen on the door so you can open up and cool off"

Jacob 1-night trip

Posted 1 day ago

Bodega Coast Inn And Suites

La Quinta Inn & Suites Santa Rosa Sonoma

10/10 Excellent

"Our stay was great, but there is a $10 per night surprise parking fee which we were not told about in advance. Plus there is very little parking at this hotel. If you come in late you may not find a parking spot. "

Anonymous traveler 2-night trip

Posted 2 days ago

La Quinta Inn & Suites Santa Rosa Sonoma

Hampton Inn & Suites Windsor - Sonoma Wine Country

10/10 Excellent

"Very clean! Extremely friendly staff. "

Joshua 1-night trip

Posted 2 days ago

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

10/10 Excellent

"The heated pool is great and I love that the hotel is so kid friendly "

Jessica 1-night trip

Posted 3 days ago

Hyatt Regency Sonoma Wine Country

Holiday Inn Windsor Wine Country by IHG

10/10 Excellent

"It was a great stay overall. "

Daniel 2-night trip

Posted 3 days ago

Holiday Inn Windsor Wine Country by IHG

Solage, Auberge Resorts Collection

10/10 Excellent

"Solage is excellent. The service was top notch. The rooms were great and had plenty of space. We really enjoyed it. Solage exceeded our expectations. "

Samuel 4-night trip

Posted 3 days ago

Solage, Auberge Resorts Collection

Find out more about Windsor

Windsor Vacation Homes information

Number of reviews
Accommodation	41 Vacation Homes
Lowest Price	P89,257
Highest Price	P89,257

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Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Search Vacation Homes in Windsor

Change your mind

Treat yourself

Be picky

Check prices for these dates

Featured Vacation Homes in Windsor

Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning

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

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

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

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

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

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

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

Zegarra Estate

Zegarra Estate

Casa Rosa in St Helena

Casa Rosa in St Helena

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

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

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

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

Modular Luxury Casita w Pool

Modular Luxury Casita w Pool

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

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

Modern Sonoma Home w Private Pool - Valley Vineyards

Modern Sonoma Home w Private Pool - Valley Vineyards

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

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

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

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

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

Malvasia by Avantstay Luxe Wine Country Retreat

Malvasia by Avantstay Luxe Wine Country Retreat

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

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

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

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

Sonoma Sunshine by Avantstay Countryside Views

Sonoma Sunshine by Avantstay Countryside Views

Sonoma Creek Haven Hot Tub Firepit Creekside Views Near Kenwood Wineries

Sonoma Creek Haven Hot Tub Firepit Creekside Views Near Kenwood Wineries

Top Windsor Hotel Reviews

Hotel La Rose

Find out more about Windsor

Find out more about Windsor

Windsor Vacation Homes information

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Top Vacation Homes destinations

More accommodations in Windsor

All Accommodation Types

More ways to book

Expedia's Latest Trends