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VRBO
Historic Stonehouse: The Perfect Santa Rosa Escape
Bedrooms:
15
Bathrooms:
14
Sleeps:
28
Discover the very best of Santa Rosa from the comfort & convenience of the beautifully restored Stonehouse! Nestled perf ...
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VRBO
From $950 per night (USD)
VRBO
Charming Sebastopol Flower Farm Stay
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This stylish expansive ranch home is perfect for families and group hang outs. Large living areas, plenty of sleeping sp ...
From $950 per night (USD)
VRBO
From $279 per night (USD)
VRBO
The Manzanita Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a quiet stylish stay at this brand new cottage located a few blocks from downtown. Walk to The Barlow and Sebastop ...
From $279 per night (USD)
VRBO
From $360 per night (USD)
VRBO
Charming private barn apartment on vineyard estate in the Valley of the Moon
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover this beautiful newly renovated barn apartment gem on a private vineyard estate. This perfect get away features ...
From $360 per night (USD)
VRBO
From $2280 per night (USD)
VRBO
Peaceful 10 acre nature retreat nestled in the treetops of Sonoma
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Fable Sonoma is a peaceful 10 acre retreat nestled in the treetops of Sonoma's Rincon Valley, crafted by architect Jacob ...
From $2280 per night (USD)
VRBO
From $1420 per night (USD)
Expedia
Sunset House at Paradise Ridge by Kohmsa
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Summary: Perched high on the hill, "Sunset House at Paradise Ridge" offers breathtaking views of Sonoma’s vineyards, per ...
From $1420 per night (USD)
Expedia
From $816 per night (USD)
VRBO
Cottage Retreat at Paradise Ridge by Kohmsa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Discover "The Cottage Retreat at Paradise Ridge," a one-of-a-kind farm stay experience situated high on the hil ...
From $816 per night (USD)
VRBO
From $1058 per night (USD)
Expedia
Paradise Ridge Vineyard Retreat - Hot Tub & Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Discover a one-of-a-kind farm stay experience at Paradise Ridge Winery. Situated high on the hill of this reno ...
From $1058 per night (USD)
Expedia
From $2681 per night (USD)
VRBO
The Vineyard Estate at Paradise Ridge by Kohmsa
Bedrooms:
9
Bathrooms:
10
Sleeps:
20
Summary: Welcome to "The Vineyard Estate at Paradise Ridge by Kohmsa," a luxurious retreat combining Sunset House and Co ...
From $2681 per night (USD)
VRBO
From $219 per night (USD)
Expedia
**DECEMBER SPECIAL**!!! Unique and spacious in-town 2-bedroom retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome home to the Rainbow Retreat where you can unwind in privacy after experiencing the many delights and delicious c ...
From $219 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Vintage Modern Downtown Sebastopol
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our vintage yet modern 2-bedroom home in downtown Sebastopol! Enjoy privacy and comfort in this stylish groun ...
From $269 per night (USD)
VRBO
From $791 per night (USD)
Expedia
Red Pepper Retreat-heated pool, hot tub,walk, hike and/or bike to Annadel Trail
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience Kenwood like a local in this 2-bedroom house. This lovely property features 1 king bed and 2 twin beds, it's ...
From $791 per night (USD)
Expedia
From $565 per night (USD)
VRBO
MidCentury Modern Wine Country Private Pool & Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Are you looking for a picture-perfect place to stay for your wine country visit? Look no further than this mid-century m ...
From $565 per night (USD)
VRBO
From $177 per night (USD)
Expedia
New Modern Home on 0.6 acre 4BR, 2BA, Peaceful, Santa Rosa
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to this newly constructed, luxurious 2,608 sq. ft. home in the highly sought-after Rincon Valley neighborhood of ...
From $177 per night (USD)
Expedia
From $1638 per night (USD)
VRBO
Villa Colibri, by Vinifera Homes
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
"Beyond beautiful, this villa is well-thought & perfectly designed for large groups. The moment you enter the gate, you ...
From $1638 per night (USD)
VRBO
From $2197 per night (USD)
Expedia
Spacious Country Escape on 85 Private Acres with Pool & Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Welcome to your Sonoma countryside retreat! Nestled on 85 acres of open land in Bennett Valley, this home offers total p ...
From $2197 per night (USD)
Expedia
From $990 per night (USD)
VRBO
Modern Farmhouse with Pool & Vineyard
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your next staycation! Surrounded by amazing views and located on a private lane, you will be captivated by th ...
From $990 per night (USD)
VRBO
From $1126 per night (USD)
VRBO
7BD/4.5BA Santa Rosa Estate w/ HotTub, Games, BBQ!
Bedrooms:
4
Bathrooms:
7
Sleeps:
50
Welcome to your private gated farmhouse-style 4B/2.5 BA and 3BD/2BA wine country estate on ~1.5 rolling acres! It featur ...
From $1126 per night (USD)
VRBO
From $1089 per night (USD)
VRBO
Famous Architect's Estate
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Indulge in our Iconic Mid-Century Modern Luxury in Santa Rosa! This architectural masterpiece offers unparalleled elega ...
From $1089 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Elegant 2-Bedroom Retreat with Modern Amenities & Lush Outdoor Spaces
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the perfect blend of comfort, convenience, and charm in this beautiful single-story house, now available for re ...
From $258 per night (USD)
Expedia
From $488 per night (USD)
VRBO
Farmhouse Oasis on 3 acres in West Sonoma County. Centrally located
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our charming 1900 vintage farmhouse located in the heart of Sebastopol, California! Our home is the perfect r ...
From $488 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Charming 1-bedroom apartment with WiFi and AC in fabulous Santa Rosa
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Santa Rosa like a local in this 1-bedroom apartment. This serene retreat features a cozy queen bed, AC, WiFi, ...
From $152 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Ultimate Sonoma Valley Retreat for 4: Private Guest House and Cottage with Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Traveling with two couples? Your dream getaway starts here! Our guest house and cottage are your ideal home away from ho ...
From $607 per night (USD)
VRBO
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Expedia
Charming 3-bedroom house with WiFi and AC in welcoming Santa Rosa
Bedrooms:
1
Bathrooms:
3
Sleeps:
3
Experience Santa Rosa like a local in this 3-bedroom house. This gorgeous property features 1 king bed, 1 queen bed, and ...
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Expedia
From $1259 per night (USD)
VRBO
Luxury pool and sweeping views, newly remodeled
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Sonoma Sky Estate: A luxurious escape right above the heart of Santa Rosa. Set on 4 acres of sloping woodlan ...
From $1259 per night (USD)
VRBO
From $995 per night (USD)
Expedia
Villa Vino, by Vinifera Homes
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
“Perfect place for a large group! And was so conveniently located for our day of wine tasting!” - Taylor Villa Vino is ...
From $995 per night (USD)
Expedia
From $317 per night (USD)
VRBO
Modern Casita with Gorgeous Views in Wine Country
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in the heart of wine country with views of gorgeous hills and golf course, you 'll find this spacious fully equi ...
From $317 per night (USD)
VRBO
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Expedia
Charming 3-bedroom house with AC and WiFi in Santa Rosa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This marvelous house in Santa Rosa offers 3 cozy bedrooms with a queen, full, and twin bed, perfect for a family or grou ...
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Expedia
From $542 per night (USD)
VRBO
Modern Sonoma Stay w/ Spacious Deck, Views & Prime Location | Bennett
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Tucked away in the rolling hills of Sonoma, Bennett is a stylish retreat that blends modern elegance with the timeless b ...
From $542 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Wine country: Charming 2-bedroom cottage with WiFi in delightful Santa Rosa
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This charming 2-bedroom cottage in Santa Rosa is perfect for your escape. With a full bed and a queen bed, it's a marvel ...
From $236 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Charming country cottage in lovely Santa Rosa on 8 acres
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
The guest house is located down a private lane 4 miles from Sebastopol and 4 miles to downtown Santa Rosa. It's located ...
From $175 per night (USD)
VRBO
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Expedia
Quiet Cul-de-sac Wine Country Home in Santa Rosa with AC, WiFi
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stay comfortably in Santa Rosa at this 3-bedroom house. Each bedroom features a cozy queen bed, perfect for a good night ...
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Expedia
From $351 per night (USD)
VRBO
“NEW” Half Moon Retreat / +Pool Table / - 5 min away from GRATON casino
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your cozy getaway awaits in Santa Rosa at this fantastic retreat. With 3 bedrooms including a king, full, and twin bed, ...
From $351 per night (USD)
VRBO
From $793 per night (USD)
Expedia
Luxury! Cigar Lounge, Pool, Hot Tub, BBQ, GAMES
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Enjoy a stylish, spacious retreat with a gourmet kitchen, private pool, Hot tub, BBQ, and garden. Perfect for f ...
From $793 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Parkside 4-bedroom house with complete fenced in yard in tranquil Santa Rosa.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in Santa Rosa, this charming house offers 4 bedrooms including 1 king bed, 2 queen beds, and 1 twin bed. With am ...
From $191 per night (USD)
VRBO
From $1940 per night (USD)
VRBO
Mayacama Manor - Sonoma Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Mayacama Manor is a luxury retreat at the entrance to the Sonoma Valley. This newly built estate is nestled on ...
From $1940 per night (USD)
VRBO
From $475 per night (USD)
VRBO
Sonoma Wine County Oasis: King | BBQ | Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Unwind in the saltwater hot tub, grill and dine in the private backyard, or relax with 4K Smart TVs in every ro ...
From $475 per night (USD)
VRBO
From $504 per night (USD)
Expedia
Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Vineyard Cottage Getaway | Hot Tub + Wine + Wine Tasting + Views ***Freshly Renovated and Back on VRBO in 2025*** Esca ...
From $504 per night (USD)
Expedia
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VRBO
1BR Oasis: Hot Tub, BBQ, Creek, Near HWY 101 & 12
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Peaceful 1BR guest house surrounded by oak trees and set beside a serene creek—perfect for a relaxing getaway. ...
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VRBO
From $313 per night (USD)
Expedia
Luxury 1-Bed Nature Retreat: Pets, Yard, Kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Peaceful 1BR guest house surrounded by oaks and nestled near a tranquil creek—perfect for a quiet escape. Enjoy ...
From $313 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Wine Country Fairgrounds AC BBQ Downtown Stocked!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
• Renovated single-story home in Sonoma Valley • Minutes to Downtown Santa Rosa & Fairgrounds • Modern central AC & Sm ...
From $460 per night (USD)
VRBO
From $637 per night (USD)
Expedia
New! Oak Grove Haven, 2 separate units monthly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step into tranquility at our charming guest retreat, where two separate units - a cozy studio and a serene 1-bedroom gue ...
From $637 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Blooming Acres, by Vinifera Homes
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: "The house was perfect for our group of 5 adults and a toddler. It was clean and comfortably furnished, commun ...
From $362 per night (USD)
VRBO
From $3058 per night (USD)
Expedia
Timeless Elegance-5BR 1930s Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Your Elegant 1930s Retreat in the Heart of Sebastopol Step into timeless sophistication in this beautifully r ...
From $3058 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Walk to Downtown Sebastopol * Luxe Vacation Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience a luxurious stay in our exquisite studio guest home. This stunning residence offers breathtaking views of the ...
From $288 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Luxe Guest Home *Walk to Downtown Sebastopol
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience luxury in the heart of Sebastopol! This stylish retreat features 1 King + 3 Queen memory foam beds, luxury li ...
From $475 per night (USD)
Expedia
From $1517 per night (USD)
VRBO
Timeless Elegance-5BR 1930s Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
<p></p><h2>🍷 Luxury 5-Bedroom Wine Country Retreat</h2> <p><strong>Perfect for families, wedding parties, and mileston ...
From $1517 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Walk to Downtown Sebastopol * Luxe Vacation Living
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience the epitome of luxury in our exquisite guest house. This stunning residence offers breathtaking views of the ...
From $268 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Sebastopol Lux Walk toTown Guest Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1930s Wine Country Retreat Step into classic charm in this thoughtfully restored King Bedroom guest suite in downtown Se ...
From $189 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Wine Country Villa, Hot Tub & Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: 》Tap ❤️ Save and escape to our cozy Santa Rosa villa, just minutes from Napa & Sonoma wine country! ✦ Huge pat ...
From $491 per night (USD)
Expedia
From $129 per night (USD)
VRBO
Charming 1-bedroom detached from main home in tranquil Sebastopol
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Sebastopol like a local in this sweet room super central to Sebastopol. The cozy bedroom features a comfortab ...
From $129 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Pippa's Place Sebastopol - Walking Distance to Barlow!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Pippa's Place, a beautifully appointed cottage in the heart of Sebastopol, CA. Built in 1936, it exudes old w ...
From $497 per night (USD)
Expedia
From $867 per night (USD)
VRBO
5BD/3BA Wine County Home w/ Billiards & BBQ!
Bedrooms:
3
Bathrooms:
5
Sleeps:
18
Just minutes from Downtown Windsor, the coveted Healdsburg, and Lake Sonoma, this spacious and cozy home is perfect for ...
From $867 per night (USD)
VRBO
From $1512 per night (USD)
Expedia
Luxury Meets Wine Country in this modern estate, overlooking the 8th fairway.
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
A contemporary masterpiece built in 2021, with soaring ceilings, dramatic two-story tile fireplace, and floor-to-ceiling ...
From $1512 per night (USD)
Expedia
From $414 per night (USD)
VRBO
Modern Country Home | Near Downtown & Bike Trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Enjoy the best of Sebastopol from this bright and modern 3-bedroom, 2-bath retreat. Tucked away on a private th ...
From $414 per night (USD)
VRBO
From $126 per night (USD)
VRBO
Charming bungalow: near downtown, bonus breakfast room, gardens, & patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Bungalow-style detached home, 2 BR, 1 BA, Spacious gourmet kitchen that features a prep island and is fully equipped for ...
From $126 per night (USD)
VRBO
From $1258 per night (USD)
VRBO
Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience wine country living at its best in this stunning 4-bedroom Santa Rosa vacation rental. Features a private poo ...
From $1258 per night (USD)
VRBO
From $675 per night (USD)
Expedia
Water & Vine In Sebastopol
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to the heart of Sonoma wine country at this beautiful, spacious home nestled on over 4 acres in Sebastopol's most ...
From $675 per night (USD)
Expedia
From $2371 per night (USD)
VRBO
7BD/4.5BA Santa Rosa Estate w/ HotTub, Games, BBQ!
Bedrooms:
5
Bathrooms:
7
Sleeps:
20
Welcome to your private gated farmhouse-style 4B/2.5 BA and 3BD/2BA wine country estate on ~1.5 rolling acres! It featur ...
From $2371 per night (USD)
VRBO

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Results: 259 Rentals