Property Category: California Wine Country

Barrel House

Location: Healdsburg, California

Property Type: House

from $600 /nt
4
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 4
Bathrooms 4.5
# of Guests 10
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

Bennett Valley Eden

Location: Santa Rosa, California

Property Type: House

from $595 /nt
6
5
14

Referred to as Eden for a multitude of reasons, this one-acre estate is nestled between two seasonal creeks, enveloped by heritage oaks, expansive acreage, and picturesque views of Bennett Valley. Comprising three distinct residences, the first features three bedrooms and two bathrooms, the second offers two bedrooms and two bathrooms, and the third is a charming studio. Each dwelling has been thoughtfully crafted with its own private outdoor spaces, ensuring…...

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

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Bennett Valley Eden

Referred to as Eden for a multitude of reasons, this one-acre estate is nestled between two seasonal creeks, enveloped by heritage oaks, expansive acreage, and picturesque views of Bennett Valley. Comprising three distinct residences, the first features three bedrooms and two bathrooms, the second offers two bedrooms and two bathrooms, and the third is a charming studio. Each dwelling has been thoughtfully crafted with its own private outdoor spaces, ensuring…

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

Calistoga Vineyard Getaway

Location: Calistoga, California

Property Type: House

from $450 /nt
4
2
10

Our 4BR, 2BA Calistoga home has sweeping vineyard views framed by the mountains. Located in a wine-lover’s heaven near your pick of wineries…and just minutes from downtown Calistoga. Lounge by your own private pool and unwind poolside! More than 50 vineyards surround us here…and many are within miles of this vacation home! But it’s not only wine that draws people in. After you’ve sampled our regions grapes, pamper yourself at…...

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

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Calistoga Vineyard Getaway

Our 4BR, 2BA Calistoga home has sweeping vineyard views framed by the mountains. Located in a wine-lover’s heaven near your pick of wineries…and just minutes from downtown Calistoga. Lounge by your own private pool and unwind poolside! More than 50 vineyards surround us here…and many are within miles of this vacation home! But it’s not only wine that draws people in. After you’ve sampled our regions grapes, pamper yourself at…

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

Calistoga Cottage

Location: Calistoga, California

Property Type: House

from $695 /nt
3
3
6

Situated on almost 2 acres and nestled beside a seasonal creek, this 3 bedroom, 3 bath farmhouse-style home is found down a quiet country lane in Calistoga. Upon driving up, the enormous front deck invites you to enjoy the tranquil setting and pastoral vistas. The indoor and outdoor living areas are laid out for easy family living, with lots of shady trees, a vast lawn and deck areas. Plus, it's…...

4 miles to Downtown Calistoga and 1.5 miles to SSS Ranch!

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Calistoga Cottage

Situated on almost 2 acres and nestled beside a seasonal creek, this 3 bedroom, 3 bath farmhouse-style home is found down a quiet country lane in Calistoga. Upon driving up, the enormous front deck invites you to enjoy the tranquil setting and pastoral vistas. The indoor and outdoor living areas are laid out for easy family living, with lots of shady trees, a vast lawn and deck areas. Plus, it's…

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

The Dragonfly

Location: Healdsburg, California

Property Type: House

from $850 /nt
4
3.5
10

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 pool, outdoor kitchen, and inviting hot tub, 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…...

The Dragonfly- Healdsburg Oasis with Infinity Pool and hot tub. 6 minutes to the Healdsburg Plaza!

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The Dragonfly

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 pool, outdoor kitchen, and inviting hot tub, 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…

Bedrooms 4
Bathrooms 3.5
# of Guests 10
Pet Friendly? No

Eastside Eden

Location: Healdsburg, California

Property Type: Farmhouse

from $453 /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 $515 /nt
3
2
7

THE SPACE Located just a 5 minute drive to downtown Healdsburg, local wineries, and world class restaurants this is the perfect location for your next wine country getaway! Nestled on a quiet street off the famous Dry Creek Valley, this cozy farmhouse was designed as a retreat from our busy lives. Enjoy a meal with friends in the well stocked kitchen. Play a game of chess in front of the…...

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

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Healdsburg Homestead

THE SPACE Located just a 5 minute drive to downtown Healdsburg, local wineries, and world class restaurants this is the perfect location for your next wine country getaway! Nestled on a quiet street off the famous Dry Creek Valley, this cozy farmhouse was designed as a retreat from our busy lives. Enjoy a meal with friends in the well stocked kitchen. Play a game of chess in front of the…

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

Healdsburg Plaza Gem

Location: Healdsburg, California

Property Type: Cottage

from $299 /nt
2
1
6

This Charming 2 bedroom 1880's Cottage is the perfect wine country getaway for 4. Just 2 blocks from the historic Downtown Plaza, Restaurants, Boutiques and Wine Tasting. The newly remodeled contemporary furnished interior is well appointed for you getaway needs. Living Loom, Dining area, Kitchen with copper counter tops is fully equipped, Office area with desk and Sun Room. Relax in one of the rocking chairs on the covered front…...

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

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Healdsburg Plaza Gem

This Charming 2 bedroom 1880's Cottage is the perfect wine country getaway for 4. Just 2 blocks from the historic Downtown Plaza, Restaurants, Boutiques and Wine Tasting. The newly remodeled contemporary furnished interior is well appointed for you getaway needs. Living Loom, Dining area, Kitchen with copper counter tops is fully equipped, Office area with desk and Sun Room. Relax in one of the rocking chairs on the covered front…

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

Lily Pad Ranch

Location: Healdsburg, California

Property Type: House

from $1,495 /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

New hot tub is in! Enjoy your own private Wine Country retreat just minutes from Dry Creek and Alexander Valley wineries and 10 minutes to Healdsburg Plaza. This home features an open concept floor plan on the main floor that opens up to a very large entertaining deck overlooking the property. The kitchen, complete with island bar seating, opens up to the living and dining room. You'll find all of…...

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

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Luxurious Wine Country Oasis

New hot tub is in! Enjoy your own private Wine Country retreat just minutes from Dry Creek and Alexander Valley wineries and 10 minutes to Healdsburg Plaza. This home features an open concept floor plan on the main floor that opens up to a very large entertaining deck overlooking the property. The kitchen, complete with island bar seating, opens up to the living and dining room. You'll find all of…

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

Moore Family Farmhouse

Location: Sebastopol, California

Property Type: Cottage

from $350 /nt
4
2.5
8

Escape to the Beauty of Sonoma County. This 4 bedroom/2.5 bath. Enjoy the spacious gourmet kitchen that opens up to the dining area, living room, and deck for an open concept living. It sits in the middle of gorgeous vineyards that produce award winning wines. From the front porch to the back patio, there is plenty of room to relax and enjoy your morning coffee or a glass of wine…...

West County Gem -- Enjoy a private tasting with wine made from the Farm's vines! Take advantage of our last minute specials!

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Moore Family Farmhouse

Escape to the Beauty of Sonoma County. This 4 bedroom/2.5 bath. Enjoy the spacious gourmet kitchen that opens up to the dining area, living room, and deck for an open concept living. It sits in the middle of gorgeous vineyards that produce award winning wines. From the front porch to the back patio, there is plenty of room to relax and enjoy your morning coffee or a glass of wine…

Bedrooms 4
Bathrooms 2.5
# of Guests 8
Pet Friendly? No

Private Vineyard Haven

Location: Healdsburg, California

Property Type: House

from $449 /nt
2
2
4

Update on pool/hot tub. All construction is complete and the pool is filled! First swimmable date August 14!! This posh 2BR/2BA home is the wine country getaway you’ve been seeking. The stylish 1,439 square foot interior features a gourmet kitchen as well as floor-to-ceiling slide-away glass doors with motorized shades that open to vineyard views and California sunshine. Take in views of the property’s private Sauvignon Blanc vineyard from the…...

Discounted rates during construction of pool! ETA of in ground pool completion Aug 2023!

Book Now

Private Vineyard Haven

Update on pool/hot tub. All construction is complete and the pool is filled! First swimmable date August 14!! This posh 2BR/2BA home is the wine country getaway you’ve been seeking. The stylish 1,439 square foot interior features a gourmet kitchen as well as floor-to-ceiling slide-away glass doors with motorized shades that open to vineyard views and California sunshine. Take in views of the property’s private Sauvignon Blanc vineyard from the…

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