
Santa Rosa Rentals

- From $549 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 $549 per night (USD)VRBO
- From $607 per night (USD)
Expedia
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)Expedia
- From $109 per night (USD)
VRBO
Backyard Wine Country Guest Cottage - Acorn Oaks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our guest cottage. Kick back and relax in this calm, stylish space. Located behind gates on a private estate ...
From $109 per night (USD)VRBO
- From $1201 per night (USD)
Expedia
Historic Van Keppel Ranch
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Summary: Enjoy peace and quiet on this historic 50 acre ranch in the beautiful Bennett Valley. Property includes a newly ...
From $1201 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Acorn Cottage: Privacy on 4 Acres in Kenwood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
UPDATE: There are NO tasting room fees for our guests (pass required) at three local, family-owned wineries in Kenwood: ...
From $294 per night (USD)VRBO
- From $213 per night (USD)
Expedia
WiLD Vines Winery and Farm Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy your separate beautifully appointed Cottage centrally located between Santa Rosa and Sebastopol. Queen sized ...
From $213 per night (USD)Expedia
- From $2395 per night (USD)
VRBO
Wine Country Escape: Luxury Estate, Pool, Sauna, Steam, Spa, Views, 5+ Bedrooms
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
The Wine Country Escape is a luxury estate home located on a breathtaking hilltop in the heart of Sonoma County Wine Cou ...
From $2395 per night (USD)VRBO
- From $1286 per night (USD)
Expedia
Sonoma Valley Wine Country Estate: Year-round Pool, Spa, Bocce, Fire Pit, Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
PLEASE INQUIRE if your desired dates don't appear as available! We may have flexibility. Brambleberry is a luxurious a ...
From $1286 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Elegant guest house within walking distance to fabulous downtown Sebastopol
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly built in 2018, this cottage has all the amenities one would want for a delightful stay in creative, artsy Sebastop ...
From $242 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Let the sun shine in!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Sebastopol Guest House is an eco-friendly, modern, stand-alone building with a high beamed ceiling, operable skyligh ...
From $194 per night (USD)Expedia
- From $1454 per night (USD)
VRBO
The Lone Palm - Wine Country Retreat and Offsite
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 24
Welcome to The Lone Palm Wine Country Retreat - One of the premier spots in Sonoma County to host your next group. With ...
From $1454 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Steelhead Creek Vineyards Garden Casita
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Steelhead Creek Vineyards! We came to Sonoma County 15 years ago, planted a vineyard and started making wine. ...
From $303 per night (USD)Expedia
- From $555 per night (USD)
VRBO
Steelhead Creek Vineyards Rustic Working Barn
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Welcome to Steelhead Creek Vineyards! We came to Sonoma County 15 years ago, planted a vineyard and started making wine. ...
From $555 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Weekly and monthly discounts\n\nBusiness license 1726
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Newly remodeled 1 bedroom cottage tucked behind a 1926 California bungalow on a quiet cul-de-sac in the center of Sebast ...
From $235 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Sonoma Rosso: Poolside Luxury for 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Here is everything you could want in a wine country vacation. Sonoma Rosso is a private, gated residential compound on t ...
From $360 per night (USD)VRBO
- From $1581 per night (USD)
Expedia
Easy Going Wine Country Elegance
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
What We Love About This Home The backyard is enclosed by a large private courtyard with a swimming pool on one side and ...
From $1581 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Steelhead Creek Vineyards Casita
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Steelhead Creek Vineyards! We came to Sonoma County 15 years ago, planted a vineyard and started making wine. ...
From $358 per night (USD)VRBO
- From $726 per night (USD)
Expedia
Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Idyllic to gather with family and friends. The kitchen is well-supplied with plenty of room for cooks, sous chefs, and ...
From $726 per night (USD)Expedia
- From $664 per night (USD)
VRBO
Spacious Wine Country Retreat - perfect for indoor / outdoor getaways
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Prime location in world-famous Sonoma wine country - close to prestigious vineyards, fine dining, state parks and commun ...
From $664 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Private Lofted Downtown Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Loft is a freestanding lofted studio located next to our main home, newly built and designed for our guest stay in m ...
From $339 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Walk to Downtown Sebastopol Luxe Vacation Living
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the epitome of luxury in our exquisite 2-bedroom, 1-bath guest house. This stunning residence offers breathta ...
From $338 per night (USD)VRBO
- From $322 per night (USD)
Expedia
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 $322 per night (USD)Expedia
- From $864 per night (USD)
VRBO
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 $864 per night (USD)VRBO
- From $1014 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 $1014 per night (USD)Expedia
- From $2644 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 $2644 per night (USD)VRBO
- From $100 per night (USD)
Expedia
Downtown Sebastopol Studio
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Beautiful fully furnished Stdio available for shorter term stays. Private entrance and yard. Studio has everything one ...
From $100 per night (USD)Expedia
- From $502 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 $502 per night (USD)VRBO
- From $2197 per night (USD)
Expedia
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 $2197 per night (USD)Expedia
- From $2337 per night (USD)
VRBO
Modern Bennett Valley Home with Privacy and Views!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
If you're looking for a completely private and secluded refuge with a country-like atmosphere to it and where some of th ...
From $2337 per night (USD)VRBO
- From $559 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 $559 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
- From $512 per night (USD)
Expedia
Steelhead Creek Vineyards Casita
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Steelhead Creek Vineyards! We came to Sonoma County 15 years ago, planted a vineyard and started making wine. ...
From $512 per night (USD)Expedia
- From $312 per night (USD)
VRBO
Enjoy your Suites Santa Rosa Sebastopol experience
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our guests are close to everything that connects us back to nature. Explore spectacular Pacific Coast beaches at Bodega ...
From $312 per night (USD)VRBO
- From $1878 per night (USD)
Expedia
Luxury Executive or Vacation Rental in Kenwood
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 10
This Mediterrian-inspired Villa spans 7500 sq. ft. and offers luxury and privacy. It has large and very private bedrooms ...
From $1878 per night (USD)Expedia
- Click For Pricing
VRBO
Designer Mid-Century Modern Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
High above the vibrant buzz of Santa Rosa lies our luxurious 4-bedroom mountainside retreat, located 15 minutes to Calis ...
Click For PricingVRBO
- From $1093 per night (USD)
Expedia
Wine Country Luxury Retreat - Pool Sauna Spa Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sonoma Valley Retreat! The Luxury Mediterranean-inspired resort style house in the middle of a world-class w ...
From $1093 per night (USD)Expedia
- From $190 per night (USD)
VRBO
Sebastopol Country Getaway - 18 Minutes Walk to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the heart of the world-famous Sonoma County wine region, just 1 mile from downtown Sebastopol, awaits our cha ...
From $190 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Country Cottage w/ Hot Tub, Pool, Vineyard & Valley Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lawndale Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $505 per night (USD)Expedia
- From $448 per night (USD)
VRBO
Sonoma Valley vineyard-view cottage with loft, hot tub, & on-site pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lawndale Dreams Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $448 per night (USD)VRBO
- Click For Pricing
Expedia
Wine Country cottage style cozy home in the heart of Sonoma Wine Country.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wine Country 2 bedroom 1 bathroom cozy home in the heart of Sonoma Wine Country Russian River wine appellation. Pet frie ...
Click For PricingExpedia
- From $622 per night (USD)
VRBO
Modern Ranch Estate overlooking Valley of Moon
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Stunning new, hilltop farmhouse with views at north end of Sonoma Valley, private/gated community on 50 acres. Spacious ...
From $622 per night (USD)VRBO
- From $641 per night (USD)
Expedia
Oasis in Sonoma County
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your stay in the idyllic Russian River Valley starts with the Barn at Quail Run. A stunning residence set near the Viney ...
From $641 per night (USD)Expedia
- From $706 per night (USD)
VRBO
Private Kenwood Estate, Lots of Privacy - Stunning views- 20% Discount 1st Month
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 2
What's not to like about a comfortable, beautiful, and casually decorated property where you can relax inside this three ...
From $706 per night (USD)VRBO
- Click For Pricing
Expedia
Beautifully renovated working ranch with pool, game tables, fireplaces, & AC
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Sunnyhill Ranch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For PricingExpedia
- From $603 per night (USD)
VRBO
Private family friendly kenwood charmer with pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your stay in this charming brand new Kenwood rental you can sit by the pool and enjoy the views of beautiful Mount ...
From $603 per night (USD)VRBO
- From $358 per night (USD)
Expedia
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 $358 per night (USD)Expedia
- From $455 per night (USD)
VRBO
Casa Carolina, a Wine Country Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The space Casa Carolina is formerly a popular bed and breakfast on the edge of Sebastopol in the Sonoma County wine coun ...
From $455 per night (USD)VRBO
- Click For Pricing
Expedia
Stunning and Private Wine Country Retreat w/ Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to your dream vacation home - This magnificent property is a haven for outdoor enthusiasts, offering breathtakin ...
Click For PricingExpedia
- From $312 per night (USD)
VRBO
Sonoma Wine Country Cottage with Spa Amenities\n\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our charming 1,800 sq ft, 4-bedroom, 2-bath home nestled in the heart of Santa Rosa's wine country. If you're ...
From $312 per night (USD)VRBO
- From $893 per night (USD)
Expedia
Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a newly renovated modern farmhouse villa on 11 acres of private property. With expansive decks surrounding the h ...
From $893 per night (USD)Expedia
- From $3058 per night (USD)
VRBO
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)VRBO
- From $950 per night (USD)
Expedia
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 $950 per night (USD)Expedia
- Click For Pricing
VRBO
Pearlessence Vineyard Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Private and serene setting nestled among the vines. Minutes from quaint downtown Sebastopol and world class wineries. Sp ...
Click For PricingVRBO
- From $350 per night (USD)
Expedia
Luxury Designer Home w/ Spa ~ Stroll into Sebastopol
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous Wine Country Haven w/ shimmering salt water pool. Stroll to Sebastopol's famed wine bars, craft breweries, farm ...
From $350 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Pearlessence Vineyard Inn/ Ginkgo Room/
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
There is a timeless serenity here among the vines, come share the beauty of Pearlessence Vineyards with us in all Season ...
From $291 per night (USD)VRBO
- From $1030 per night (USD)
Expedia
Luxury Container Home w 360 Views + Infinity Pool\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the sounds of nature from your own private oasis in this unique container home. Set on a private road, and built o ...
From $1030 per night (USD)Expedia
- From $1180 per night (USD)
VRBO
Taona Vineyard ~ Pickleball/Tennis ~ Pool ~ Hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
★ PROPERTY HIGHLIGHTS ★ ✔ Pool/Spa: Enjoy the vineyard setting from the pool or sunken spa. ✔ Tennis/Pickleball: One of ...
From $1180 per night (USD)VRBO
- From $1859 per night (USD)
Expedia
Wine Country Retreat with Pool, Vineyard, Trampoline, Putting Green and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This five bedroom house has absolutely everything you need for a blissful, relaxing wine country vacation. At the top of ...
From $1859 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful dog-friendly vineyard estate with private pool, hot tub, & bocce ball
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Wine Country Vineyard Estate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
Click For PricingVRBO
- From $330 per night (USD)
Expedia
Vinny countryside holiday homes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This single family vacation home is centrally located in the heart of Wine Country. It is in close proximity to all serv ...
From $330 per night (USD)Expedia
- From $988 per night (USD)
VRBO
Private 8 Acre Ranch in Sonoma Valley with Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
8 acre estate in the heart of wine country. Heated pool w/ spa (May-Oct) and hot tub (year round), billiards, ping pong ...
From $988 per night (USD)VRBO