Vacation rentals in Windsor, CA

Best vacation rentals and Airbnb offers in Windsor, CA

West End Neighborhood Cottage

Holiday Home, Windsor

West End Neighborhood Cottage is a holiday home in Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About West End Neighborhood Cottage

West End Neighborhood Cottage is a holiday home in Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,736.

From$174/night

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1 Bedroom Cottage Walking Distance to Down Town

Cottage, Windsor

1 Bedroom Cottage Walking Distance to Down Town is a cottage in Windsor, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 1 Bedroom Cottage Walking Distance to Down Town

1 Bedroom Cottage Walking Distance to Down Town is a cottage in Windsor, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,299.

From$186/night

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Hidden Acres Retreat

Holiday Home, Windsor

Hidden Acres Retreat is a holiday home in Windsor, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Hidden Acres Retreat

Hidden Acres Retreat is a holiday home in Windsor, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,682.

From$227/night

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2 BD/1 BA Home- Wine Country Getaway

Holiday Home, Windsor

2 BD/1 BA Home- Wine Country Getaway is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 2 BD/1 BA Home- Wine Country Getaway

2 BD/1 BA Home- Wine Country Getaway is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,616.

From$231/night

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Vacation rentals with a pool in Windsor, CA

Add a pool to the search when you want an easy place to cool off between outings.

Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos

Condo, Windsor

Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos is a condo in Windsor, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos

Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos is a condo in Windsor, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,491.

From$499/night

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Hidden Pocket: Pool + Spa, Private Retreat, 1.5 Fenced Acres, Healdsburg

Holiday Home, Windsor

Hidden Pocket: Pool + Spa, Private Retreat, 1.5 Fenced Acres, Healdsburg is a holiday home in Windsor, with pool access and a quieter setting. This stay gives travelers a comfortable base…

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About Hidden Pocket: Pool + Spa, Private Retreat, 1.5 Fenced Acres, Healdsburg

Hidden Pocket: Pool + Spa, Private Retreat, 1.5 Fenced Acres, Healdsburg is a holiday home in Windsor, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,671.

From$1,096/night

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Bear Flag Inn

B & B, Windsor

Bear Flag Inn is a b & b in Windsor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Bear Flag Inn

Bear Flag Inn is a b & b in Windsor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,119.

From$263/night

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Camellia Inn

B & B, Windsor

Camellia Inn is a b & b in Windsor, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Camellia Inn

Camellia Inn is a b & b in Windsor, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,662.

From$451/night

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Vacation rentals with parking in Windsor, CA

Find vacation rentals that make arriving by car easier.

Updated Santa Rosa Home with Shaded Patio

Holiday Home, Windsor

Updated Santa Rosa Home with Shaded Patio is a holiday home in Windsor, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Updated Santa Rosa Home with Shaded Patio

Updated Santa Rosa Home with Shaded Patio is a holiday home in Windsor, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,429.

From$347/night

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Private Wine Country-River Bungalow! Sunny Treetop Views - Pets Stay Free

Holiday Home, Windsor

Private Wine Country-River Bungalow! Sunny Treetop Views - Pets Stay Free is a holiday home in Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About Private Wine Country-River Bungalow! Sunny Treetop Views - Pets Stay Free

Private Wine Country-River Bungalow! Sunny Treetop Views - Pets Stay Free is a holiday home in Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,186.

From$378/night

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luxuriously appointed private large guest suite in a landmark Victorian

Holiday Home, Windsor

luxuriously appointed private large guest suite in a landmark Victorian is a holiday home in Windsor, with parking. This stay gives travelers a comfortable base for exploring the area,…

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About luxuriously appointed private large guest suite in a landmark Victorian

luxuriously appointed private large guest suite in a landmark Victorian is a holiday home in Windsor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, fireplace, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,671.

From$382/night

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Riverbend Retreat - Hot Tub and Tastings Included

Holiday Home, Windsor

Riverbend Retreat - Hot Tub and Tastings Included is a holiday home in Windsor, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Riverbend Retreat - Hot Tub and Tastings Included

Riverbend Retreat - Hot Tub and Tastings Included is a holiday home in Windsor, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,798.

From$400/night

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Pet-friendly vacation rentals in Windsor, CA

Bring your pet along with stays that welcome four-legged travelers.

Amazing Santa Rosa Wine Escape Home

Holiday Home, Windsor

Amazing Santa Rosa Wine Escape Home is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Amazing Santa Rosa Wine Escape Home

Amazing Santa Rosa Wine Escape Home is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,611.

From$230/night

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Relaxing Retreat •Hot Tub• Yard • Near Russian River • Dog–Guerneville Escape

Holiday Home, Windsor

Relaxing Retreat · Hot Tub · Yard · Near Russian River · Dog–Guerneville Escape is a holiday home in Windsor, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About Relaxing Retreat •Hot Tub• Yard • Near Russian River • Dog–Guerneville Escape

Relaxing Retreat · Hot Tub · Yard · Near Russian River · Dog–Guerneville Escape is a holiday home in Windsor, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,075.

From$296/night

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Charming & Conveniently Located to Attractions!

Holiday Home, Windsor

Charming & Conveniently Located to Attractions! is a holiday home in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Charming & Conveniently Located to Attractions!

Charming & Conveniently Located to Attractions! is a holiday home in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,482.

From$355/night

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Fully Remodeled Private Wine Country Bungalow! Sunny Treetop Views, Luxury Beds

Holiday Home, Windsor

Fully Remodeled Private Wine Country Bungalow! Sunny Treetop Views, Luxury Beds is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Fully Remodeled Private Wine Country Bungalow! Sunny Treetop Views, Luxury Beds

Fully Remodeled Private Wine Country Bungalow! Sunny Treetop Views, Luxury Beds is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,556.

From$365/night

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Vacation rentals with a kitchen in Windsor, CA

Compare stays with kitchen access for longer trips and easier meals.

Sebastopol Forest Retreat with Creek Trail

Holiday Home, Windsor

Sebastopol Forest Retreat with Creek Trail is a holiday home in Windsor, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Sebastopol Forest Retreat with Creek Trail

Sebastopol Forest Retreat with Creek Trail is a holiday home in Windsor, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,154.

From$308/night

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Secluded Forest Home near Guerneville with Hot Tub

Holiday Home, Windsor

Secluded Forest Home near Guerneville with Hot Tub is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Secluded Forest Home near Guerneville with Hot Tub

Secluded Forest Home near Guerneville with Hot Tub is a holiday home in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,475.

From$354/night

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Green Valley, Sonoma County Vacation Rental at a Working Winery.

Holiday Home, Windsor

Green Valley, Sonoma County Vacation Rental at a Working Winery. is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Green Valley, Sonoma County Vacation Rental at a Working Winery.

Green Valley, Sonoma County Vacation Rental at a Working Winery. is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,933.

From$419/night

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Wine Country Escape | Hot Tub & Fire Pit

Holiday Home, Windsor

Wine Country Escape · Hot Tub & Fire Pit is a holiday home in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Wine Country Escape | Hot Tub & Fire Pit

Wine Country Escape · Hot Tub & Fire Pit is a holiday home in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,674.

From$525/night

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Family-friendly vacation rentals in Windsor, CA

Plan a trip with stays that give families more room to spread out.

Blackberry Cottage located next to Wineberry Lodge

Holiday Home, Windsor

Blackberry Cottage located next to Wineberry Lodge is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Blackberry Cottage located next to Wineberry Lodge

Blackberry Cottage located next to Wineberry Lodge is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,239.

From$320/night

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Enjoy a Slice Of Country--Two miles to Downtown Healdsburg

Cottage, Windsor

Enjoy a Slice Of Country--Two miles to Downtown Healdsburg is a cottage in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Enjoy a Slice Of Country--Two miles to Downtown Healdsburg

Enjoy a Slice Of Country--Two miles to Downtown Healdsburg is a cottage in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,495.

From$356/night

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Russian Riverside Cottage in Healdsburg

Cottage, Windsor

Russian Riverside Cottage in Healdsburg is a cottage in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Russian Riverside Cottage in Healdsburg

Russian Riverside Cottage in Healdsburg is a cottage in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,568.

From$367/night

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Storybook Cottage in the heart of wine country

Holiday Home, Windsor

Storybook Cottage in the heart of wine country is a holiday home in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Storybook Cottage in the heart of wine country

Storybook Cottage in the heart of wine country is a holiday home in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,713.

From$388/night

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