Holiday rentals in Santa Rosa

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Top-rated holiday rentals in Santa Rosa

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Top guest favourite
A cozy cabana features comfortable seating arrangements with soft cushions and a central fire pit. The space is surrounded by flowing curtains and vibrant greenery, creating a welcoming spot for relaxation. The phrase 'From Coffee to Wine, You're on Sonoma Time' is displayed on the back wall.
Guest suite in Santa Rosa
4.98 out of 5 average rating, 323 reviews

Farmhouse Suite: a wine country escape!

Horses, Farmhouses and France. You'll find these themes woven throughout our accommodation. Extremely welcoming and charming, our first floor 950sq. Ft. space sits below the main house on the west side. . You'll find Pottery Barn linens, upscale decor and authentic barn doors that add a Wow factor. Plenty of fresh pillows and wonderful LATHER amenities. Start and end your day with coffee, then wine, on the patio under the cozy cabana with fire pit! Newly added French Camp room for summer fun!

Top guest favourite
The studio cottage features a balanced layout with a queen bed highlighted by wooden furnishings. A small desk and an ergonomic chair are positioned near a wall-mounted television. Natural light illuminates the space through two windows, creating a comfortable environment.
Guest house in Santa Rosa
4.89 out of 5 average rating, 1,200 reviews

Clean Comfy Cottage Downtown

Our tree shaded studio cottage is one block from the heart of downtown. Stay just a two block walk from Russian River Brewing. This clean and quiet cottage has a full kitchen, a comfortable queen bed. I am happy to customize the space to your needs. I offer soft and firm mattresses. I use cotton blankets so that you can have any weight on your bed that you would like. You are welcome to stack seven or more blankets at a time. I will adjust my cleaning regimen to meet your preferences.

Guest favourite
An inviting living area features a large black sectional sofa complemented by a wooden coffee table atop a light area rug. Natural light streams through large windows adorned with sheer curtains, illuminating traditional wood accents and hardwood floors.
Home in Santa Rosa
4.95 out of 5 average rating, 656 reviews

Craftsman 2 blocks from Russian River Brewery!

Tastefully updated craftsman w/ traditional wood accents & original hardwood floors. Perfect for a weekend getaway, or business trip, just 2 blocks from the Russian river brewery & down town there is no better location for food and an authentic wine country experience. City of SR STR requires max occupancy: 6 max add. daytime guests 3 quiet hours must be observed between 9 p.m. and 8 a.m. no outdoor amplified sound is allowed. 3 off street parking spaces, STR Permit number #SVR25-145

Top guest favourite
A kitchenette is equipped with modern appliances and features a red countertop. Two blue stools are positioned at a small dining area next to a window, allowing natural light to fill the space. A cozy bed is visible in the background.
Guest house in Junior College
4.95 out of 5 average rating, 737 reviews

Scenic Neighborhood Garden Cottage

Our charming, small, stand alone cottage is well back from the main house and very private. It has beam ceilings, kitchenette ( toaster oven, microwave, fridge), sleek bathroom, organic mattress queen bed, and seasonal air conditioning. We are located in an historic neighborhood with Victorian houses and large trees. Take an easy, scenic walk to downtown or enjoy your own private garden. Currently providing enhanced covid cleaning. Santa Rosa TOT# 1846 Short-Term Rental Permit# SVR24-075

Top guest favourite
A spacious private deck is seen with views overlooking the rolling hills and valleys. Comfortable green lounge chairs are positioned for relaxation. The deck features wooden railing and steps leading down, while a doorway connects to the guest suite.
Guest suite in Santa Rosa
4.96 out of 5 average rating, 363 reviews

Wikiup lookout retreat

We self-developed our rural property as a secluded retreat with dog-friendly gardens. To share our creation with you, we designed a private 2nd-floor guest suite (ok to bring your good dogs). Your suite includes secure parking, private entrance, deck, kitchen, dining, living, 3 beds (queen, double, twin), one bath & a fenced back yard. We are on a country road near Healdsburg, Windsor, Russian River, Sebastopol, Santa Rosa, Calistoga, Sonoma & Napa valleys, wineries & beaches.

Guest favourite
Home in Santa Rosa
4.94 out of 5 average rating, 213 reviews

Downtown Santa Rosa Walk to Russian River Brewery

Stylishly remodeled 3-bed, 1-bath Santa Rosa home, ideal for families or friends seeking easy Wine Country adventures. Walk to downtown restaurants, bars, and cafés, or explore nearby wineries, vineyards, Armstrong Redwoods, and scenic coastlines. Enjoy a beautifully updated kitchen, comfortable bedrooms, and inviting living spaces. Book today and make this your gateway to Sonoma’s outdoor beauty and Wine Country lifestyle. NOTE- Fireplace is not - functioning. TOT tax ID 3577.

Top guest favourite
An expansive outdoor patio area features modern metal furniture and a covered dining table, inviting al fresco meals. Large sliding glass doors create a seamless flow between indoor and outdoor spaces, with a view of the surrounding natural landscape and vineyard beyond.
Home in Santa Rosa
4.97 out of 5 average rating, 129 reviews

WineCamp - Russian River Valley AVA - No Pets

The WineCamp concept is rooted in the rural ambience of working local vineyards and craft breweries. This purpose-built residence offers indoor/outdoor living at it best. Conceived as the ideal space for two adult couples, the spacious dual master suites are separated by gracious open-plan living areas that flow seamlessly through multi-panel sliding walls of glass onto the covered terrace and vineyards beyond. This wine and beer themed property is not suitable for children.

Guest favourite
A cozy guest suite features a queen-size bed with a textured blanket and decorative pillows. A small desk with a chair and a mini fridge are positioned nearby. Soft lighting and wall art enhance the ambiance, while a ceiling fan provides comfort.
Guest suite in Junior College
4.94 out of 5 average rating, 234 reviews

Cozy Private Guest Suite Centrally Located

This recently remodeled guest suite in Santa Rosa’s Junior College neighborhood offers a cozy retreat for 1-2 guests. It features a queen-size bed with a natural latex mattress, Smart TV, WiFi, mini fridge, microwave, Keurig coffee maker, and electric kettle. Relax in the shared garden courtyard with Adirondack chairs, a bistro table, and a propane grill. On-street parking is plentiful, and with a Walk Score of 85, you’re close to shops, dining, and the college.

Guest favourite
A cozy living area features a light-colored sofa adorned with patterned cushions. A small wooden table sits in front, with a glass of water on it. A sliding glass door opens to the private patio, providing natural light and outdoor views.
Guest suite in Santa Rosa
4.78 out of 5 average rating, 448 reviews

Dedicated Patio, Roku & Self Check-In

Premium guest suite with private entrance, separate living room and dedicated outdoor patio area. Complete with complimentary popcorn, coffee, tea and water for your enjoyment. Located 2.4 miles to Down Town Santa Rosa & Russian River Brewing Company, half mile to groceries & restaurants, 7.4 miles to Sonoma County Airport and 2-5 miles to all major hospitals. Best for 2 guests due to size. Longer stays discounted. Permit Number: SVR21-197

Top guest favourite
A bright living area features a cozy twin size daybed with patterned pillows. Two upholstered chairs with a cow print design sit across from each other on a colorful area rug. Natural light streams through the windows adorned with shutters, creating a welcoming atmosphere.
Flat in Santa Rosa
4.99 out of 5 average rating, 312 reviews

Robin's Nest

Your second home is above our 2-car garage, a 1 bedroom, 1 bath, living room, full kitchen and dining area. A twin size daybed is in the living room. Local grocery stores are within a mile, a 10-minute drive to downtown Santa Rosa, 45-minute drive to the coast and little over an hour to San Francisco. We are centrally located to explore Sonoma and Napa County wineries, breweries and hiking trails. Permit #SVR23-170

Guest favourite
A two-story home is presented with a light-colored exterior, complemented by large windows. A spacious driveway leads to the attached garage, while a covered porch area with seating is visible. The surrounding yard features low-maintenance landscaping and a wooden fence providing privacy.
Home in Santa Rosa
4.94 out of 5 average rating, 216 reviews

Centrally Located, Modern Wine Country Estate

Conveniently located in the heart of wine country! Just minutes away from famous wineries, breweries, world class-dining, family 'Epicenter', Sonoma County Airport and downtown Santa Rosa. This home features a gorgeous, new modern kitchen, outdoor dining area under the pergola with a BBQ and fire pit, pool table, washer and dryer, free wifi and parking. Welcome home! - Sincerely, Your Wine Country Concierge.

Guest favourite
A private patio area is depicted, featuring wooden decking and surrounding foliage. A small metal chair is positioned on the patio, providing a peaceful spot to enjoy the outdoor scenery. In the background, a green landscape with distant hills is visible under a cloudy sky.
Guest suite in Santa Rosa
4.9 out of 5 average rating, 749 reviews

Wine Country guest house

This large private studio apartment is modern and cozy. You are next to beautiful country side while you are in the city. There is a large patio for you to relax and enjoy the beautiful wine country view. You can drive or ride your bike to Sonoma Wine Country at HWY 12 or to Russian River Brewery. The Listing excludes Tax. The unit has short term permit form Santa Rosa SVR24-056.

Popular amenities for Santa Rosa holiday rentals

When is the best time to visit Santa Rosa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$206 SGD$207 SGD$212 SGD$213 SGD$253 SGD$255 SGD$265 SGD$269 SGD$256 SGD$260 SGD$255 SGD$240 SGD
Avg. temp10°C10°C11°C11°C12°C13°C14°C14°C15°C13°C12°C10°C

Frequently Asked Questions

  • What are the best places to stay in Santa Rosa?

    Stays near downtown Santa Rosa, the Railroad Square Historic District, and the arts district are often recommended for walkable access to cafes, galleries, and farmers’ markets. Neighborhoods near city parks can also provide a relaxed, local atmosphere.

  • What are the best things to do in Santa Rosa with kids?

    Children can explore interactive science centers, outdoor play areas, and storytelling spots inspired by storybook art in Santa Rosa. Family-friendly gardens, wildlife preserves, and ice cream shops create a memorable mix of activities for all ages.

  • What are some of the best things to do in Santa Rosa?

    Explore the Charles M. Schulz Museum, stroll through regional parks, and enjoy tastings at local wineries in Santa Rosa. The city also has lively farmers’ markets, historic sites, and small galleries to discover.

  • How is the weather in Santa Rosa?

    Santa Rosa experiences mild winters around 44–56°F (7–13°C) with more rain, and warmer, mostly dry summers near 62–66°F (17–19°C). Layers are useful, as mornings can be cool compared to sunny afternoons.

  • When is the best time to visit Santa Rosa?

    Late spring through early fall is often recommended for milder temperatures and lower rainfall in Santa Rosa. Summers have sunny afternoons around 62–66°F (17–19°C), while the cooler, wetter season brings a quieter atmosphere to local parks and markets.

  • What are the best places to visit in Santa Rosa?

    Frequently suggested spots include the Charles M. Schulz Museum, Luther Burbank Home & Gardens, and local wineries. Families and history enthusiasts often explore museums, public parks, and the vibrant downtown area.

  • What are some hiking trails in Santa Rosa?

    Explore trails in Trione-Annadel State Park, Taylor Mountain Regional Park, and Spring Lake Regional Park for varied scenery in Santa Rosa. These parks feature forested paths, wide meadows, and accessible routes for different experience levels.

  • What are some family activities we can do in Santa Rosa?

    Santa Rosa has engaging museums, regional parks for outdoor play, and locally made ice cream spots. Families often explore interactive exhibits or enjoy walks in scenic green spaces.

  • What are some of the best day trip ideas from Santa Rosa?

    Consider exploring the Sonoma Valley wine region, strolling the Russian River area, or visiting coastal beaches near Santa Rosa. Redwood forests, small historic towns, and open-air markets around the region are also frequently suggested.

  • Are there any pet friendly accommodations available in Santa Rosa?

    Santa Rosa has many places to stay that welcome pets, especially in central neighborhoods and near parks. Some local trails and outdoor dining spots are known for being pet-friendly, making it easier to explore the area with your companion.

  • What are some local tips for visiting Santa Rosa?

    Many travelers enjoy beginning their day at a downtown café before exploring regional parks or wineries. Layered clothing is useful due to changing temperatures, and checking for local markets or cultural festivals can add a memorable touch to your visit.

  • What is Santa Rosa known for?

    Santa Rosa is often recognized for its connection to Charles M. Schulz, diverse wineries, and historic downtown. The city has a reputation for garden heritage, scenic parks, and access to both arts and nature experiences.

  • What are the best hidden gems to explore in Santa Rosa?

    Santa Rosa has inviting art galleries, local markets, and scenic parks that are often less crowded than the most popular attractions. The region’s small wineries, public art installations, and quiet botanical spaces can offer a peaceful glimpse of local life.

  • What are the best foods to try in Santa Rosa?

    Santa Rosa’s food scene often highlights locally grown produce, artisanal cheeses, and farm-to-table cuisine. Explore markets, vineyard kitchens, and bakeries for seasonal salads, wood-fired pizza, and wines from nearby vineyards.

  • What should I bring for a trip to Santa Rosa?

    Pack layered clothing to adjust for cool mornings and warm afternoons, especially during summer. Comfortable shoes, a reusable water bottle, and a light rain jacket are often helpful for exploring parks, markets, and local events.

  • What is the nightlife in Santa Rosa like?

    Downtown Santa Rosa has lively breweries, local music venues, and wine bars, often featuring regional flavors and artistic performances. Railroad Square is known for cozy pubs, small stage shows, and a relaxed late-evening atmosphere.

  • What are the most popular events or festivals in Santa Rosa?

    The Sonoma County Fair, the Luther Burbank Rose Parade, and local wine harvest celebrations are frequently suggested in Santa Rosa. Spring and summer often bring outdoor concerts, community festivals, and art events around the city.

  • Are there family friendly vacation rentals in Santa Rosa?

    Santa Rosa has many family-friendly rentals, especially in residential neighborhoods and near city parks. These stays often feature extra space, kitchens, and access to playgrounds or outdoor areas.

Quick stats about holiday rentals in Santa Rosa

  • Total holiday rentals

    Explore 660 holiday rentals in Santa Rosa

  • Nightly prices starting at

    Santa Rosa holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 54,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 220 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    360 properties have a dedicated workspace

  • Wifi availability

    640 of Santa Rosa holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Gym across Santa Rosa rentals

  • 4.9 Average rating

    Santa Rosa stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

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