Holiday Homes in Santa Rosa

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Check prices for these dates

Our top choices for Santa Rosa holiday homes

1. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is €244
includes taxes & fees
16 Nov - 17 Nov
2 Hidden Wine Country Gem Upstairs Unit

2. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"very nice space "
United States
kevin c.
The price is €311
includes taxes & fees
9 Nov - 10 Nov
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

3. Craftsman 2 blocks from Russian River Brewery!

Craftsman 2 blocks from Russian River Brewery!
Santa Rosa
10.0 out of 10, Exceptional, (3 reviews)
"Very easy check in/check out"
United States
Thomas L.
The price is €333
includes taxes & fees
9 Nov - 10 Nov
Craftsman 2 blocks from Russian River Brewery!

4. Walk to Downtown & Russian River Brewery

Walk to Downtown & Russian River Brewery
Santa Rosa
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful location, cleanliness, and has all the amenities to make for a lovely stay. "
United States
roxanne K.
The price is €424
includes taxes & fees
17 Nov - 18 Nov
Walk to Downtown & Russian River Brewery

5. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful stay!"
United States
Adam C.
The price is €307
includes taxes & fees
8 Nov - 9 Nov
Cozy Wine Country Guesthouse with Private Pool & Yard

6. Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! The area is beautiful, peaceful and quiet. The house is clean, well maintained and equipped. Really enjoyed it and look forward to our next visit."
United States
Tina A.
The price is €315
includes taxes & fees
9 Nov - 10 Nov
Wine Country Cottage Escape

7. Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun

Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun
Southwest Santa Rosa
9.8 out of 10, Exceptional, (63 reviews)
"Home was comfortable with all the amenities from home. Quiet street to enjoy the beautiful Sonoma nights."
United States
Jo Anne A.
The price is €525
includes taxes & fees
17 Nov - 18 Nov
Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun

8. Charming Wine Country Home w/Hot Tub near Downtown

Charming Wine Country Home w/Hot Tub near Downtown
Santa Rosa
9.8 out of 10, Exceptional, (21 reviews)
"Very clean, convenient for our purposes, thank you"
United States
Howard
The price is €513
includes taxes & fees
8 Nov - 9 Nov
Charming Wine Country Home w/Hot Tub near Downtown

9. Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (75 reviews)
"The property was beautiful and the beds were so comfy! The property manager was very friendly and responsive. "
United States
Abigail M.
The price is €415
includes taxes & fees
9 Nov - 10 Nov
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

10. Russian River Brew-cation Home

Russian River Brew-cation Home
Northwest Santa Rosa
10.0 out of 10, Exceptional, (56 reviews)
"What a perfect place to stay for a wine country weekend! We’ll definitely be back!"
United States
Gina N.
The price is €517
includes taxes & fees
22 Nov - 23 Nov
Russian River Brew-cation Home

11. Vineyard View Retreat • Fire Pit • Wine Tasting Perks

Vineyard View Retreat • Fire Pit • Wine Tasting Perks
Healdsburg
9.8 out of 10, Exceptional, (18 reviews)
"Great place. Quiet, very clean, close to Healdsburg, grocery stores, etc. Very helpful and nice host. We would definitely stay here again when in the area."
United States
Mark R.
The price is €365
includes taxes & fees
16 Nov - 17 Nov
Vineyard View Retreat • Fire Pit • Wine Tasting Perks

12. Spacious 5BR/3BA Group Getaway, Pool & EV Charger

Spacious 5BR/3BA Group Getaway, Pool & EV Charger
Santa Rosa
10.0 out of 10, Exceptional, (13 reviews)
"This was a perfect place for our group. The home is beyond beautiful and felt very clean and homey. I would absolutely recommend this stay!"
United States
shea o.
The price is €779
includes taxes & fees
8 Nov - 9 Nov
Spacious 5BR/3BA Group Getaway, Pool & EV Charger

13. Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Northwest Santa Rosa
9.8 out of 10, Exceptional, (76 reviews)
"Our stay was very comfortable."
United States
Kim R.
The price is €516
includes taxes & fees
9 Nov - 10 Nov
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

14. Modern Hillside Retreat | Hot Tub | Views | Bocce

Modern Hillside Retreat | Hot Tub | Views | Bocce
Riebli-Wallace Neighborhood Group
Modern Hillside Retreat | Hot Tub | Views | Bocce

15. Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts

Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts
Northwest Santa Rosa
10.0 out of 10, Exceptional, (85 reviews)
"Great Home. Decent value.Didn’t realize the street were gonna be so compacted with houses very small streets"
United States
Melissa M.
The price is €580
includes taxes & fees
8 Nov - 9 Nov
Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts

16. 5 Bedroom wine Country Home, Grill, Hot Tub, Granny unit in Santa Rosa

5 Bedroom wine Country Home, Grill, Hot Tub, Granny unit in Santa Rosa
Santa Rosa
9.6 out of 10, Exceptional, (39 reviews)
"Beautiful home, and very clean. The beds were very comfortable, and we enjoyed every aspect. The host was very communicative and a great host!"
United States
JessaLee G.
The price is €751
includes taxes & fees
23 Nov - 24 Nov
5 Bedroom wine Country Home, Grill, Hot Tub, Granny unit in Santa Rosa

17. Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!

Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!
Santa Rosa
9.8 out of 10, Exceptional, (8 reviews)
"Property can use some exterior grooming, especially landscaping to facilitate the view. Interior of the house was very nice and spacious. Would recommend to others."
United States
James H.
The price is €701
includes taxes & fees
23 Nov - 24 Nov
Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!

18. Haven: 5 King Bedrooms, Heated Pool and Hot Tub

Haven: 5 King Bedrooms, Heated Pool and Hot Tub
Santa Rosa
9.8 out of 10, Exceptional, (40 reviews)
"We had a lovely stay and our family felt very comfortable throughout the trip. The property was incredibly spacious, providing more than enough room for everyone to relax. A huge highlight was the pool and hot tub—the kids absolutely loved spending time there! Our host was also very responsive and helpful. Highly recommend for a family getaway."
United States
Katrina C.
The price is €999
includes taxes & fees
1 Dec - 2 Dec
Haven: 5 King Bedrooms, Heated Pool and Hot Tub

19. Wine Country Villa, Brush Creek, Heated Pool & Hot Tub

Wine Country Villa, Brush Creek, Heated Pool & Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (23 reviews)
"Great stay, even better service!"
United States
Robby A.
The price is €1,133
includes taxes & fees
16 Nov - 17 Nov
Wine Country Villa, Brush Creek, Heated Pool & Hot Tub

20. Sky View: Heated Pool & Hot Tub, 5 Acres

Sky View: Heated Pool & Hot Tub, 5 Acres
Santa Rosa
9.8 out of 10, Exceptional, (40 reviews)
"This was a beautiful residence! The pool is the highlight of the whole package, and the view cannot be beat. My family had a great time! "
United States
Collette B.
The price is €1,113
includes taxes & fees
16 Nov - 17 Nov
Sky View: Heated Pool & Hot Tub, 5 Acres
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Santa Rosa

Nestled between redwood forests and wine country, this charming city offers Snoopy fans a must-visit museum celebrating cartoonist Charles Schulz. Spend mornings hiking Spring Lake's trails before exploring the historic Railway Square district with its local shops and farm-to-table restaurants.

A vineyard with rows of grapevines and a hilly landscape in the background.

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