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

Santa Rosa Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Santa Rosa holiday rentals

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

1. 1 Queen Bed|Non-Smoking,Mini Fridge

1 Queen Bed|Non-Smoking,Mini Fridge
Santa Rosa CA
The price is NZ$183
includes taxes & fees
11 Oct - 12 Oct
1 Queen Bed|Non-Smoking,Mini Fridge
A swimming pool with a slide, a barbecue area, and a wooden deck.

2. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (31 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 NZ$476
includes taxes & fees
4 Oct - 5 Oct
2 Hidden Wine Country Gem Upstairs Unit
A spacious living room with a fireplace, wooden flooring, and a cozy seating area.

3. Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (79 reviews)
"Lovely vacation rental"
United States
suzanne g.
The price is NZ$747
includes taxes & fees
7 Oct - 8 Oct
Wine Country Cottage in downtown Santa Rosa, CA
Private kitchen

4. 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 NZ$640
includes taxes & fees
30 Sept - 1 Oct
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
A living room with a wooden dining table set for four, a black sofa, and a small coffee table.

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

Charming Wine Country Home w/Hot Tub near Downtown
Santa Rosa
9.6 out of 10, Exceptional, (20 reviews)
The price is NZ$875
includes taxes & fees
30 Sept - 1 Oct
Charming Wine Country Home w/Hot Tub near Downtown
A coastal landscape with rocky formations and clear blue waters.

6. Downtown Santa Rosa Walk to Russian River Brewery

Downtown Santa Rosa Walk to Russian River Brewery
Santa Rosa
9.8 out of 10, Exceptional, (11 reviews)
"Lovely, comfortable, and clean. "
United States
Amy P.
The price is NZ$831
includes taxes & fees
30 Sept - 1 Oct
Downtown Santa Rosa Walk to Russian River Brewery
A house with a swimming pool surrounded by lush greenery and a small waterfall feature.

7. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (33 reviews)
"Wonderful stay!"
United States
Adam C.
The price is NZ$629
includes taxes & fees
30 Sept - 1 Oct
Cozy Wine Country Guesthouse with Private Pool & Yard
A spacious lobby with a large sofa, a coffee table, and a leather armchair. A fireplace is visible in the background, and there is a staircase leading to an upper level.

8. Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
9.0 out of 10, Wonderful, (2 reviews)
"What a lovely place to stay! Seamless check in and check out. Host answered every question quickly. Other rooms/guests were never heard entering or exiting. Clean and comfy."
United States
Tresa
The price is NZ$1,050
includes taxes & fees
23 Oct - 24 Oct
Sonoma Stonehouse, Wine Country Vibes
A bedroom with a bed, pillows, a window, and a view of the outside.

9. 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 NZ$1,054
includes taxes & fees
6 Oct - 7 Oct
Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun
A dining area with a wooden table and chairs, a white macrame runner, and a hanging plant.

10. 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 NZ$656
includes taxes & fees
28 Oct - 29 Oct
Wine Country Cottage Escape
A spacious living area with a leather sofa, wooden coffee table, and a dining table with chairs. There are plants, bookshelves, and a kitchen in the background.

11. 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 NZ$693
includes taxes & fees
5 Oct - 6 Oct
Craftsman 2 blocks from Russian River Brewery!
An outdoor patio with a pergola labeled 'Brewing Station,' surrounded by chairs and a table, with string lights overhead.

12. 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 NZ$927
includes taxes & fees
30 Sept - 1 Oct
Russian River Brew-cation Home
A balcony with wicker furniture and a glass table, overlooking a scenic landscape during sunset.

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

Vineyard View Retreat • Fire Pit • Wine Tasting Perks
Healdsburg
9.8 out of 10, Exceptional, (17 reviews)
"Great location!"
United States
Riley F.
The price is NZ$687
includes taxes & fees
30 Sept - 1 Oct
Vineyard View Retreat • Fire Pit • Wine Tasting Perks
A modern kitchen with a central island, dining area with chairs, and a view of the outdoors.

14. 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 NZ$1,485
includes taxes & fees
1 Oct - 2 Oct
Spacious 5BR/3BA Group Getaway, Pool & EV Charger
A living room with a fireplace, leather sofas, a glass coffee table, and a guitar.

15. 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 NZ$1,193
includes taxes & fees
2 Oct - 3 Oct
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
A house with a patio area featuring outdoor furniture and a stone pathway.

16. Private 1+ acre, Bocce, Waterfall, Free Pool Heat

Private 1+ acre, Bocce, Waterfall, Free Pool Heat
Santa Rosa
9.8 out of 10, Exceptional, (20 reviews)
"This house was wonderful for a family gathering. The private yard itself added so many beautiful places to play games and congregate, and we spent most of our time outside. All amenities were provided, and the host checked in a few times to make sure everything was going well. The location near the wineries and other destinations was also excellent. We would most definitely stay here again."
United States
Polly B.
The price is NZ$2,026
includes taxes & fees
1 Oct - 2 Oct
Private 1+ acre, Bocce, Waterfall, Free Pool Heat
An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

17. Wine Country Farmhouse with Hot Tub

Wine Country Farmhouse with Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (74 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 NZ$1,049
includes taxes & fees
4 Oct - 5 Oct
Wine Country Farmhouse with Hot Tub
A modern room with large glass doors leading to an outdoor pool area, wooden deck, and lounge chairs.

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, (38 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 NZ$1,975
includes taxes & fees
7 Oct - 8 Oct
Haven: 5 King Bedrooms, Heated Pool and Hot Tub
A spacious living room with a grey sectional sofa, wooden flooring, and a wooden ceiling.

19. Annadel House Retreat- Stunning Wine Country Luxe!

Annadel House Retreat- Stunning Wine Country Luxe!
Santa Rosa
9.6 out of 10, Exceptional, (37 reviews)
"Great place to stay, nice views"
United States
Robert B.
The price is NZ$1,653
includes taxes & fees
1 Oct - 2 Oct
Annadel House Retreat- Stunning Wine Country Luxe!
A room with a wooden floor, a glass partition, a chandelier, and a wine rack.

20. The Estate at Sycamore- Sonoma Wine County Retreat

The Estate at Sycamore- Sonoma Wine County Retreat
Santa Rosa
9.4 out of 10, Exceptional, (37 reviews)
"Updated, spacious, clean home in great location."
United States
fran c.
The Estate at Sycamore- Sonoma Wine County Retreat
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.
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Top Santa Rosa Hotel Reviews

Best Western Plus Wine Country Inn & Suites

Best Western Plus Wine Country Inn & Suites

8/10 Good
"The room was very quiet and the breakfast was better than expected"
Jennifer 1-night trip
Posted less than an hour ago
Best Western Plus Wine Country Inn & Suites

Find out more about Santa Rosa

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Santa Rosa holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Santa Rosa. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Santa Rosa. Seeing all the best attractions is bound to make you fall in love with Santa Rosa. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Santa Rosa short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Santa Rosa?

Yes, there are holiday rentals in Santa Rosa close to Sonoma County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and picturesque gardens in Santa Rosa. While you're here, grab a bite or have a drink at the charming cafes and top-notch restaurants.

What are some of the best holiday rentals that Santa Rosa has to offer?

DOG-FRIENDLY, COZY—PERFECT 4 COUPLES—Close to EVERYTHING. SPECIAL DISCOUNTS!: This holiday home rental outside of Santa Rosa is located on the waterfront, and has a balcony, a selection of books and a Smart TV to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Santa Rosa?

Expedia has 240 holiday rentals for your stay in Santa Rosa.

What can I see and do in Santa Rosa?

Cultural attractions include Charles M. Schulz Museum and Sonoma County Museum, whereas Old Courthouse Square and Spring Lake Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Railroad Square Historic District and Sonoma County Fairgrounds.

What are holiday rentals like in Santa Rosa?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Santa Rosa. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips.