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, 327 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!

Guest favourite
Home in Santa Rosa
4.94 out of 5 average rating, 225 reviews

Downtown Santa Rosa Walk to Russian River Brewery

Home is managed by Inspired in Sonoma Stylishly remodeled 3-bed, 1-bath Santa Rosa home, ideal for families or friends seeking Wine Country adventures. Walk to downtown restaurants, bars, and cafés, or explore 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 beauty and Wine Country lifestyle. NOTE- Fireplace is not - functioning. TOT tax ID 3577.

Guest favourite
A comfortable living room is presented, featuring a dark leather sofa, two armchairs, and a coffee table. Natural light enters through window coverings, and a decorative fireplace adds warmth. A simple artwork adorns the wall, complemented by a small welcome sign on a shelf.
Home in Santa Rosa
4.96 out of 5 average rating, 222 reviews

Cozy, Convenient, Central Wine Country Home

Quaint home located in a convenient location less than 20 minutes from Kenwood. Enjoy the fire pit in the backyard, the ping pong table, and the fireplace in the cozy living room. This home is less than a mile and a half to Howarth Park and Spring Lake, featuring renowned hiking and biking trails, tennis courts and a park. Just a short drive to both Montgomery Village and downtown Santa Rosa, where you will find shopping and superb restaurants, including the famous Russian River Brewing Company!

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, 1,219 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.

Top 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, 674 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, 744 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
The exterior of a beautifully designed house is presented, showcasing a light-colored facade with decorative shutters and a newly paved pathway. A stone fountain serves as a focal point amidst landscaped greenery, highlighting the inviting entrance and two stories of windows.
Home in Santa Rosa
4.97 out of 5 average rating, 102 reviews

Wine Country Villa Heated Pool Hot Tub Upper Level

Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR25-100

Top guest favourite
Home in Santa Rosa
4.97 out of 5 average rating, 220 reviews

Wine Country Retreat w/ Pool, Hot Tub & Games

Happy House – Year-Round Sonoma County Getaway with Pool & Hot Tub Welcome to Happy House, a comfortable, clean, and welcoming home—perfect for a Sonoma County getaway any time of year. Ideal for wine tasting, visiting local breweries, hiking, mountain biking, plus weekend escapes, or remote work. 🌿 Private Backyard Large yard with pool, hot tub, and easy parking. 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal note: Outdoor cushions/umbrellas stored late Oct–mid May. Permit # SVR25-160

Top guest favourite
A modern kitchen features a large island with four bar stools, blending navy cabinetry with marble countertops. Bright windows illuminate the space, revealing a glimpse of the outdoor area. An elegant gold sink contrasts with stainless steel appliances and minimalist decor.
Home in Santa Rosa
4.96 out of 5 average rating, 119 reviews

Botany House Designer Home with Hot Tub

Property is managed by Inspired in Sonoma Discover your Wine Country sanctuary in this lush, design-forward Santa Rosa retreat. With a chef’s kitchen, a six-person hot tub, a fire pit, and Restoration Hardware furnishings, every detail is crafted for comfort and style. Perfectly located near wineries, Michelin-star dining, and redwood adventures, it’s ideal for families or friends seeking luxury and connection. Book your escape today. We are pet-friendly and look forward to hosting you.

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, 134 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.

Top guest favourite
A light-filled living area features a sectional sofa, coffee table, and a flat-screen television mounted on the wall. Large windows provide sweeping views of the surrounding vineyards and natural light. A patterned area rug complements the wood flooring, enhancing the cozy atmosphere.
Home in Santa Rosa
5 out of 5 average rating, 158 reviews

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa

Enjoy beautiful unobstructed vineyard views from your own private patio while sipping coffee or a glass of wine. This beautifully decorated new home is located in a quiet peaceful neighborhood in N. Santa Rosa in the heart of wine country with several wineries and breweries nearby. We are located only 5 miles from downtown Santa Rosa, 12 miles from the Healdsburg plaza, and 45 miles from Napa. This one-story home is perfect for enjoying all that Sonoma County has to offer.

Top guest favourite
Home in Santa Rosa
4.96 out of 5 average rating, 274 reviews

Walk to Downtown & Russian River Brewery

Home is managed by Inspired in Sonoma. Stylish 3-bed, 1-bath Boho retreat in historic downtown Santa Rosa. Sleeps 6 comfortably with soft linens, fully equipped kitchen, fast Wi-Fi, and workspace. Walk to top restaurants, bars, and shops, or explore Sonoma County, wineries, coastlines, and the Charles Schulz Museum. Perfect for families or friends seeking comfort, style, and a central base for Wine Country adventures. Book your stay today!

Popular amenities for Santa Rosa holiday rentals

When is the best time to visit Santa Rosa?

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Avg. price$207 SGD$208 SGD$213 SGD$215 SGD$254 SGD$257 SGD$267 SGD$271 SGD$258 SGD$262 SGD$257 SGD$241 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 630 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 53,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    330 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 220 rentals that welcome pets

  • Holiday rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wifi availability

    610 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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