Vacation Rentals

Barrel House

Location: Healdsburg, California

Property Type: House

from $500 /nt
3
4.5
10

Welcome to our stunning Barrel House nestled in the dry creek valley, the very heart of tranquility! This extraordinary getaway offers the perfect blend of relaxation and luxury, with a range of incredible amenities designed to make your stay truly unforgettable. Situated on 2 acres, step into the enchanting Barrel House gardens where you will be greeted by the sight of lush greenery, vibrant flowers, and charming arbors clothed in…...

Take advantage of our Length of Stay discounts and experience the heart of the wine country at our exquisite Barrel House Vineyard Estate!

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Barrel House

Welcome to our stunning Barrel House nestled in the dry creek valley, the very heart of tranquility! This extraordinary getaway offers the perfect blend of relaxation and luxury, with a range of incredible amenities designed to make your stay truly unforgettable. Situated on 2 acres, step into the enchanting Barrel House gardens where you will be greeted by the sight of lush greenery, vibrant flowers, and charming arbors clothed in…

Bedrooms 3
Bathrooms 4.5
# of Guests 10
Pet Friendly? No

Bass Alley Bungalow

Location: Lower Lake, California

Property Type: House

from $199 /nt
3
1
8

Located in one of the best fishing areas in all of Clear Lake, Bass Alley Bungalow is a an incredible escape for fishing enthusiasts and families alike! On the main level of the home, guests can relax and take in the beautiful panoramic views of the lake. The comfortable living room and expansive deck provide the perfect space to unwind and enjoy the scenery. With two bedrooms, everyone can have…...

Take advantage of our last minute specials!

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Bass Alley Bungalow

Located in one of the best fishing areas in all of Clear Lake, Bass Alley Bungalow is a an incredible escape for fishing enthusiasts and families alike! On the main level of the home, guests can relax and take in the beautiful panoramic views of the lake. The comfortable living room and expansive deck provide the perfect space to unwind and enjoy the scenery. With two bedrooms, everyone can have…

Bedrooms 3
Bathrooms 1
# of Guests 8
Pet Friendly? No

Bella Fattoria

Location: Healdsburg, California

Property Type: House

from $650 /nt
4
2.5
7

Welcome to our Beautiful Farm known as Bella Fattoria! A modest yet majestic hideaway in Healdsburg- In the Heart of Sonoma County Wine Country, Healdsburg is the hub of the Dry Creek Valley, Alexander Valley and Russian River Wine Regions. Our home is just 6 minutes from the Healdsburg Plaza Square where you will find dozens of Winery Tasting Rooms, Award Winning Restaurants and Boutique Shops. Bella Fattoria is also…...

Only 6 Minutes from the Healdsburg Plaza!

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Bella Fattoria

Welcome to our Beautiful Farm known as Bella Fattoria! A modest yet majestic hideaway in Healdsburg- In the Heart of Sonoma County Wine Country, Healdsburg is the hub of the Dry Creek Valley, Alexander Valley and Russian River Wine Regions. Our home is just 6 minutes from the Healdsburg Plaza Square where you will find dozens of Winery Tasting Rooms, Award Winning Restaurants and Boutique Shops. Bella Fattoria is also…

Bedrooms 4
Bathrooms 2.5
# of Guests 7
Pet Friendly? No

The Dragonfly Healdsburg

Location: Healdsburg, California

Property Type: House

from $469 /nt
2
2.5
4

Welcome to The Dragonfly, an exquisite oasis of luxury nestled in the heart of wine country. This sophisticated vacation rental offers an unforgettable experience, combining tranquility, elegance, and modern comfort. With its stunning outdoor area this property promises the ultimate retreat for adults seeking an escape from the hustle and bustle of everyday life. As you enter the estate you'll be enchanted by the tastefully designed interior, adorned with high-end…...

The Dragonfly- Healdsburg Oasis

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The Dragonfly Healdsburg

Welcome to The Dragonfly, an exquisite oasis of luxury nestled in the heart of wine country. This sophisticated vacation rental offers an unforgettable experience, combining tranquility, elegance, and modern comfort. With its stunning outdoor area this property promises the ultimate retreat for adults seeking an escape from the hustle and bustle of everyday life. As you enter the estate you'll be enchanted by the tastefully designed interior, adorned with high-end…

Bedrooms 2
Bathrooms 2.5
# of Guests 4
Pet Friendly? No

Eastside Eden

Location: Healdsburg, California

Property Type: Farmhouse

from $450 /nt
3
3.5
6

Experience the beauty of Sonoma County with a stay at this charming farm house. Boasting 3 bedrooms and 3.5 bathrooms, this historic property offers a glimpse into the rich heritage of wine country. As you step inside, you'll be greeted by a spacious gourmet kitchen that seamlessly flows into the dining area, living room, and wrap-around deck. This open layout ensures that everyone can gather together and enjoy the exceptional…...

Immerse yourself in Beautiful Wine Country

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Eastside Eden

Experience the beauty of Sonoma County with a stay at this charming farm house. Boasting 3 bedrooms and 3.5 bathrooms, this historic property offers a glimpse into the rich heritage of wine country. As you step inside, you'll be greeted by a spacious gourmet kitchen that seamlessly flows into the dining area, living room, and wrap-around deck. This open layout ensures that everyone can gather together and enjoy the exceptional…

Bedrooms 3
Bathrooms 3.5
# of Guests 6
Pet Friendly? Yes
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Healdsburg Homestead

Location: Healdsburg, California

Property Type: House

from $555 /nt
3
2
7

THE SPACE Situated just a short 5-minute drive from downtown Healdsburg, local wineries, and world-class restaurants, this location is ideal for your upcoming wine country escape. Tucked away on a tranquil street in the renowned Dry Creek Valley, this charming farmhouse was carefully designed as a retreat from the hustle and bustle of our daily lives. Enjoy a delightful meal with friends in the well-equipped kitchen, engage in a game…...

Serene homestead, family friendly and close to town! Take advantage of our last minute specials!

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Healdsburg Homestead

THE SPACE Situated just a short 5-minute drive from downtown Healdsburg, local wineries, and world-class restaurants, this location is ideal for your upcoming wine country escape. Tucked away on a tranquil street in the renowned Dry Creek Valley, this charming farmhouse was carefully designed as a retreat from the hustle and bustle of our daily lives. Enjoy a delightful meal with friends in the well-equipped kitchen, engage in a game…

Bedrooms 3
Bathrooms 2
# of Guests 7
Pet Friendly? Yes

Bennett Valley Eden

Location: Santa Rosa, California

Property Type: House

from $525 /nt
6
5
14

Known as Eden for a variety of compelling reasons, this one-acre estate finds its haven nestled between two seasonal creeks, surrounded by ancient heritage oaks, sprawling grounds, and breathtaking vistas of Bennett Valley. Comprising three unique residences, the first boasts three bedrooms and two bathrooms, the second offers two bedrooms and two bathrooms, and the third is a delightful studio. Each dwelling has been meticulously designed with its own private…...

3 homes in the heart of wine country! Take advantage of our last minute specials!

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Bennett Valley Eden

Known as Eden for a variety of compelling reasons, this one-acre estate finds its haven nestled between two seasonal creeks, surrounded by ancient heritage oaks, sprawling grounds, and breathtaking vistas of Bennett Valley. Comprising three unique residences, the first boasts three bedrooms and two bathrooms, the second offers two bedrooms and two bathrooms, and the third is a delightful studio. Each dwelling has been meticulously designed with its own private…

Bedrooms 6
Bathrooms 5
# of Guests 14
Pet Friendly? Yes

Blue Bayou on Clearlake

Location: Lucerne, California

Property Type: House

from $295 /nt
3
3
8

Escape to our charming Blue Bayou lakefront cabin, where serenity and natural beauty surround you. This cozy retreat nestled on the shores of Clear Lake, offers a peaceful getaway from the hustle and bustle of daily life. As you step inside, you'll be greeted by a warm and inviting atmosphere. The cabin features a rustic yet comfortable design, with wood accents and cozy furnishings that create a welcoming ambiance. Large…...

Charming lakefront cabin with boat lift and dock

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Blue Bayou on Clearlake

Escape to our charming Blue Bayou lakefront cabin, where serenity and natural beauty surround you. This cozy retreat nestled on the shores of Clear Lake, offers a peaceful getaway from the hustle and bustle of daily life. As you step inside, you'll be greeted by a warm and inviting atmosphere. The cabin features a rustic yet comfortable design, with wood accents and cozy furnishings that create a welcoming ambiance. Large…

Bedrooms 3
Bathrooms 3
# of Guests 8
Pet Friendly? No

Calistoga Vineyard Getaway

Location: Calistoga, California

Property Type: House

from $399 /nt
4
2
10

Our charming 4-bedroom, 2-bathroom home in Calistoga offers sweeping vineyard views framed by picturesque mountains. Nestled in the heart of wine country, it's a paradise for wine enthusiasts with numerous wineries at your doorstep, and just minutes from downtown Calistoga. You can relax by your own private pool and enjoy some leisurely poolside downtime! Surrounded by more than 50 vineyards, many of which are within a short distance from this…...

Pool/hot tub, close to Downtown and SSS Ranch!

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Calistoga Vineyard Getaway

Our charming 4-bedroom, 2-bathroom home in Calistoga offers sweeping vineyard views framed by picturesque mountains. Nestled in the heart of wine country, it's a paradise for wine enthusiasts with numerous wineries at your doorstep, and just minutes from downtown Calistoga. You can relax by your own private pool and enjoy some leisurely poolside downtime! Surrounded by more than 50 vineyards, many of which are within a short distance from this…

Bedrooms 4
Bathrooms 2
# of Guests 10
Pet Friendly? Yes

Calistoga Cottage

Location: Calistoga, California

Property Type: House

from $550 /nt
3
3
6

Elegant Farmhouse Retreat Near Downtown Calistoga About this Space: Discover tranquility 8 minutes from Downtown Calistoga, close to iconic wineries in Napa and Sonoma. This 3-bedroom, 3-bath farmhouse is a serene escape on nearly 2 acres, located on a quiet country lane. The layout facilitates easy group living with expansive indoor and outdoor areas. It’s conveniently located for those from the Greater San Francisco Bay Area, providing proximity to numerous…...

Elegant farmhouse retreat near downtown Calistoga and SSS Ranch

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Calistoga Cottage

Elegant Farmhouse Retreat Near Downtown Calistoga About this Space: Discover tranquility 8 minutes from Downtown Calistoga, close to iconic wineries in Napa and Sonoma. This 3-bedroom, 3-bath farmhouse is a serene escape on nearly 2 acres, located on a quiet country lane. The layout facilitates easy group living with expansive indoor and outdoor areas. It’s conveniently located for those from the Greater San Francisco Bay Area, providing proximity to numerous…

Bedrooms 3
Bathrooms 3
# of Guests 6
Pet Friendly? No

Healdsburg Plaza Gem

Location: Healdsburg, California

Property Type: Cottage

from $299 /nt
2
1
6

This charming 2-bedroom cottage, dating back to the 1880s, offers an ideal wine country escape for a party of four. Situated just two blocks from the historic Downtown Plaza, you'll enjoy close access to restaurants, boutique shops, and delightful wine-tasting experiences. Nearby, savor culinary excellence at Michelin-starred restaurants and explore renowned, award-winning wineries. The recently refurbished interior showcases a contemporary and well-appointed design, perfectly suited to meet your vacation needs.…...

Only one block from the Plaza's wine tasting, Boutiques and Restaurants.

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Healdsburg Plaza Gem

This charming 2-bedroom cottage, dating back to the 1880s, offers an ideal wine country escape for a party of four. Situated just two blocks from the historic Downtown Plaza, you'll enjoy close access to restaurants, boutique shops, and delightful wine-tasting experiences. Nearby, savor culinary excellence at Michelin-starred restaurants and explore renowned, award-winning wineries. The recently refurbished interior showcases a contemporary and well-appointed design, perfectly suited to meet your vacation needs.…

Bedrooms 2
Bathrooms 1
# of Guests 6
Pet Friendly? No

Heron House (formerly The River House)

Location: Healdsburg, California

Property Type: Cottage

from $295 /nt
3
2
8

Enjoy the Heron House, where the Redwoods meet the Russian River. With direct river access and its own private beach, this very special riverfront home is located just minutes from downtown Healdsburg, yet feels as if it's a world away; nestled on a wooded knoll on North Fitch Mountain, safely above the river. The Heron House is a 3 bedroom, 2 bath, renovated home. The living room boasts a new…...

With direct river access and its own private beach, HH is a 3 bedroom oasis amongst the Redwoods. Enjoy the cool river breeze while being only minutes from the Healdsburg Plaza!

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Heron House (formerly The River House)

Enjoy the Heron House, where the Redwoods meet the Russian River. With direct river access and its own private beach, this very special riverfront home is located just minutes from downtown Healdsburg, yet feels as if it's a world away; nestled on a wooded knoll on North Fitch Mountain, safely above the river. The Heron House is a 3 bedroom, 2 bath, renovated home. The living room boasts a new…

Bedrooms 3
Bathrooms 2
# of Guests 8
Pet Friendly? Yes

Jago Bay Vineyards

Location: Lower Lake, California

Property Type: House

from $350 /nt
3
2
8

Nestled on a private ridge above Clearlake sits this completely gated LC Gem known as Jago Bay Vineyards- home to one of the best views in all of Lake County. While ascending through the 14 Acres of highly sought after Cabernet Sauvignon grapes, take a moment to enjoy the cleanest air in the state before arriving to the property’s highest point - Jago Bay Cottage. This newer 3 bedroom, 2…...

Enjoy our piece of heaven!

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Jago Bay Vineyards

Nestled on a private ridge above Clearlake sits this completely gated LC Gem known as Jago Bay Vineyards- home to one of the best views in all of Lake County. While ascending through the 14 Acres of highly sought after Cabernet Sauvignon grapes, take a moment to enjoy the cleanest air in the state before arriving to the property’s highest point - Jago Bay Cottage. This newer 3 bedroom, 2…

Bedrooms 3
Bathrooms 2
# of Guests 8
Pet Friendly? No

Lily Pad Ranch

Location: Healdsburg, California

Property Type: House

from $1,195 /nt
5
4.5
12

Enjoy your own private retreat in the Wine Country at Lily Pad Ranch. Luxury 3 bedroom home with guest house on seven acres in the Heart of Wine Country. Relax under the oak trees on this serene and extremely private gated estate only 5 minutes from the Healdsburg Plaza. Sip a glass of wine by the private pool and spa and stargaze on the patio around the gas firepit and…...

3 units with private pond, pool and hot tub!

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Lily Pad Ranch

Enjoy your own private retreat in the Wine Country at Lily Pad Ranch. Luxury 3 bedroom home with guest house on seven acres in the Heart of Wine Country. Relax under the oak trees on this serene and extremely private gated estate only 5 minutes from the Healdsburg Plaza. Sip a glass of wine by the private pool and spa and stargaze on the patio around the gas firepit and…

Bedrooms 5
Bathrooms 4.5
# of Guests 12
Pet Friendly? No

Luxurious Wine Country Oasis

Location: Healdsburg, California

Property Type: House

from $450 /nt
4
4
10

The new hot tub is ready for your enjoyment! Indulge in your private Wine Country retreat, mere minutes from the enchanting Dry Creek and Alexander Valley wineries, and just a short 10-minute drive to Healdsburg Plaza. This home boasts an open concept floor plan on the main level, leading to an expansive entertainment deck that overlooks the property. The well-equipped kitchen, featuring island bar seating, seamlessly connects to the living…...

New hot tub is in! Take advantage of our last minute specials!

Book Now

Luxurious Wine Country Oasis

The new hot tub is ready for your enjoyment! Indulge in your private Wine Country retreat, mere minutes from the enchanting Dry Creek and Alexander Valley wineries, and just a short 10-minute drive to Healdsburg Plaza. This home boasts an open concept floor plan on the main level, leading to an expansive entertainment deck that overlooks the property. The well-equipped kitchen, featuring island bar seating, seamlessly connects to the living…

Bedrooms 4
Bathrooms 4
# of Guests 10
Pet Friendly? Yes