Vacation rentals in St. Helena, CA

Best Vacation rentals and Airbnb offers in St. Helena, CA

Comfort and Style in Our Queen Cottage

Cottage, St. Helena

Comfort and Style in Our Queen Cottage is a cottage in St. Helena. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage is a cottage in St. Helena. 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, ac, air conditioning, tv, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,317.

From$256/night

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Charming King Cottage

Cottage, St. Helena

Charming King Cottage is a cottage in St. Helena. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Charming King Cottage

Charming King Cottage is a cottage in St. Helena. 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, ac, air conditioning, tv, and internet.

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

From$283/night

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Kenwood Home with Bocce Court, Dog Friendly

Holiday Home, St. Helena

Kenwood Home with Bocce Court, Dog Friendly is a holiday home in St. Helena, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Kenwood Home with Bocce Court, Dog Friendly

Kenwood Home with Bocce Court, Dog Friendly is a holiday home in St. Helena, with pet-friendly 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,100.

From$374/night

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Kenwood Retreat

Holiday Home, St. Helena

Kenwood Retreat is a holiday home in St. Helena, 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 Kenwood Retreat

Kenwood Retreat is a holiday home in St. Helena, 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, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,018.

From$405/night

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Browse Vacation Rentals with a Pool in St. Helena, CA

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

Modern 2 BR Retreat w/Pool & hot tub in Sonoma on 2 acres along a seasonal creek

Holiday Home, St. Helena

Modern 2 BR Retreat w/Pool & hot tub in Sonoma on 2 acres along a seasonal creek is a holiday home in St. Helena, with pool access, room for a group, and a quieter setting. This stay gives…

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About Modern 2 BR Retreat w/Pool & hot tub in Sonoma on 2 acres along a seasonal creek

Modern 2 BR Retreat w/Pool & hot tub in Sonoma on 2 acres along a seasonal creek is a holiday home in St. Helena, with pool access, room for a group, 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 $5,029.

From$564/night

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Ultimate Sonoma Valley Retreat for 4: Private Guest House and Cottage with Pool

Cottage, St. Helena

Ultimate Sonoma Valley Retreat for 4: Private Guest House and Cottage with Pool is a cottage in St. Helena, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Ultimate Sonoma Valley Retreat for 4: Private Guest House and Cottage with Pool

Ultimate Sonoma Valley Retreat for 4: Private Guest House and Cottage with Pool is a cottage in St. Helena, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,274.

From$579/night

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Chateau De Vie

B & B, St. Helena

Chateau De Vie is a b & b in St. Helena, 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 Chateau De Vie

Chateau De Vie is a b & b in St. Helena, 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 cancellation, free breakfast, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,732.

From$588/night

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Chateau De Vie

B & B, St. Helena

Chateau De Vie is a b & b in St. Helena, 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 Chateau De Vie

Chateau De Vie is a b & b in St. Helena, 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 cancellation, free breakfast, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,732.

From$588/night

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Best St. Helena, CA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Glen Ellen Inn

Guest House, St. Helena

Glen Ellen Inn is a guest house in St. Helena, with parking. 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 Glen Ellen Inn

Glen Ellen Inn is a guest house in St. Helena, 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, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,850.

From$357/night

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Foothill House

B & B, St. Helena

Foothill House is a b & b in St. Helena, with parking. 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 Foothill House

Foothill House is a b & b in St. Helena, 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, free breakfast, free wifi, for couples, and wine or champagne.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,319.

From$412/night

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Embrace Calistoga

B & B, St. Helena

Embrace Calistoga is a b & b in St. Helena, with parking. 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 Embrace Calistoga

Embrace Calistoga is a b & b in St. Helena, 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 breakfast, free wifi, for couples, wine or champagne, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,338.

From$415/night

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Embrace Calistoga

B & B, St. Helena

Embrace Calistoga is a b & b in St. Helena, with parking. 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 Embrace Calistoga

Embrace Calistoga is a b & b in St. Helena, 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 breakfast, free wifi, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,338.

From$415/night

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Best Pet-Friendly Vacation Rentals in St. Helena, CA

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

Rincon Valley Wine Country Vacation Home

Holiday Home, St. Helena

Rincon Valley Wine Country Vacation Home is a holiday home in St. Helena, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Rincon Valley Wine Country Vacation Home

Rincon Valley Wine Country Vacation Home is a holiday home in St. Helena, 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 $3,782.

From$402/night

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Sonoma Creek Haven - Creekside Hot Tub Retreat

Holiday Home, St. Helena

Sonoma Creek Haven - Creekside Hot Tub Retreat is a holiday home in St. Helena, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About Sonoma Creek Haven - Creekside Hot Tub Retreat

Sonoma Creek Haven - Creekside Hot Tub Retreat is a holiday home in St. Helena, 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 $5,089.

From$542/night

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Cottage Grove Inn

B & B, St. Helena

Cottage Grove Inn is a b & b in St. Helena, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Cottage Grove Inn

Cottage Grove Inn is a b & b in St. Helena, with pet-friendly space. 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,682.

From$582/night

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Le Petit Pali St. Helena

B & B, St. Helena

Le Petit Pali St. Helena is a b & b in St. Helena, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Le Petit Pali St. Helena

Le Petit Pali St. Helena is a b & b in St. Helena, with pet-friendly space and 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 cancellation, free breakfast, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,754.

From$714/night

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Best St. Helena, CA vacation rentals with a kitchen

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

Valley of the Moon by AvantStay | Tranquil Escape, Large Yard, Hot Tub, Fire Pit

Holiday Home, St. Helena

Valley of the Moon by AvantStay · Tranquil Escape, Large Yard, Hot Tub, Fire Pit is a holiday home in St. Helena, with kitchen access. This stay gives travelers a comfortable base for…

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About Valley of the Moon by AvantStay | Tranquil Escape, Large Yard, Hot Tub, Fire Pit

Valley of the Moon by AvantStay · Tranquil Escape, Large Yard, Hot Tub, Fire Pit is a holiday home in St. Helena, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,257.

From$407/night

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Napa Valley Retreat in Calistoga!

Holiday Home, St. Helena

Napa Valley Retreat in Calistoga! is a holiday home in St. Helena, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Napa Valley Retreat in Calistoga!

Napa Valley Retreat in Calistoga! is a holiday home in St. Helena, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,514.

From$499/night

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Valley of the Moon by Avantstay Tranquil Escape, Large Yard w/ Hot Tub & Fire Pit

Cottage, St. Helena

Valley of the Moon by Avantstay Tranquil Escape, Large Yard w/ Hot Tub & Fire Pit is a cottage in St. Helena, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Valley of the Moon by Avantstay Tranquil Escape, Large Yard w/ Hot Tub & Fire Pit

Valley of the Moon by Avantstay Tranquil Escape, Large Yard w/ Hot Tub & Fire Pit is a cottage in St. Helena, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,892.

From$504/night

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Glen Ellen Contemporary Forest Retreat with Private Hot Tub

Holiday Home, St. Helena

Glen Ellen Contemporary Forest Retreat with Private Hot Tub is a holiday home in St. Helena, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable…

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About Glen Ellen Contemporary Forest Retreat with Private Hot Tub

Glen Ellen Contemporary Forest Retreat with Private Hot Tub is a holiday home in St. Helena, 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 $5,782.

From$529/night

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Our Favorite Family-Friendly Vacation Rentals in St. Helena, CA

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

Glen Ellen Retreats Hot Tub Cottage

Holiday Home, St. Helena

Glen Ellen Retreats Hot Tub Cottage is a holiday home in St. Helena, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage is a holiday home in St. Helena, 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,957.

From$316/night

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Glen Ellen Retreats Coastal Cottage

Holiday Home, St. Helena

Glen Ellen Retreats Coastal Cottage is a holiday home in St. Helena, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage is a holiday home in St. Helena, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,976.

From$318/night

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Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Cottage, St. Helena

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown is a cottage in St. Helena, with pet-friendly space and parking. This stay gives travelers a comfortable base…

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About Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown is a cottage in St. Helena, 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: hot tub, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,005.

From$418/night

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Spacious Country House in Sonoma next to Sugarloaf State Park and Wineries

Holiday Home, St. Helena

Spacious Country House in Sonoma next to Sugarloaf State Park and Wineries is a holiday home in St. Helena, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Spacious Country House in Sonoma next to Sugarloaf State Park and Wineries

Spacious Country House in Sonoma next to Sugarloaf State Park and Wineries is a holiday home in St. Helena, 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, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,948.

From$540/night

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