Holiday rentals in Santa Rosa

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Top-rated holiday rentals in Santa Rosa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Santa Rosa
4.98 out of 5 average rating, 119 reviews

Wine Country Retreat- Privacy-Spa/Pool/Games

Take it easy at this unique & tranquil getaway in the middle of wine country! Feel worlds away but just minutes to world-class wineries, restaurants & shopping. Enjoy your own private pool, spa & game room. The large private property is perfect for your family getaway, couples retreat, or those looking for their own slice of heaven with thoughtful amenities. You'll want to come back year after year! Separate 1/1 guest house not included in price but available upon request at time of booking.

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!

Guest favourite
A bright dining area features a round table with white chairs and a golden tablecloth, positioned on a patterned rug. A chandelier hangs above. An archway leads into a cozy living space, showcasing a comfortable sofa, colorful area rugs, and decorative items that create a welcoming environment.
Home in Burbank Gardens
4.86 out of 5 average rating, 127 reviews

Downtown- walk to brewery, restaurants and parks

Centrally located beautiful three bedroom / one bath home five blocks south of downtown Santa Rosa. Walking distance to Russian River Brewery, movie theaters, many shops, breweries and restaurants. Easy access to Highways 12 and 101. Note: bookings with one guest will have access to one bedroom, two guests will have access to two bedrooms, and three or more guests will have access to three bedrooms. If you wish to use the sofa bed, inform us in advance of your visit so we can provide bedding.

Top guest favourite
A private outdoor area features a hot tub adjacent to a wooden deck. A white dining table is positioned for meals, surrounded by lush greenery. Soft lighting hangs above, adding to the relaxed setting. A window on the house offers natural light to the space.
Home in Junior College
4.98 out of 5 average rating, 183 reviews

Pacific Gardens Retreat

Enjoy a tranquil art filled garden escape at our pet friendly home! Whether you are soaking in the hot tub after a day of wine tasting or having dinner with friends this indoor/outdoor living retreat will leave you feeling relaxed. Well stocked kitchen, fast wifi and walking distance to downtown. Great restaurants and breweries nearby. Well behaved non destructive pets are welcome in this home. It may not be a fit if you have severe allergies though we do our best to clean very thoroughly.

Guest favourite
A bright kitchen is displayed, featuring white cabinetry and a checkered backsplash. Colorful decor is arranged on shelves, and a window allows natural light to fill the space. The kitchen includes a microwave, coffee maker, and ample counter space, alongside a dining table with black chairs.
Flat in Santa Rosa
4.89 out of 5 average rating, 308 reviews

Downtown Urban Flat - 92 Walking Score

"Allen's place was great. Super close to historic downtown Santa Rosa but really quiet." The space has two wonderful guest suites that each have their own TV, sitting area and outside door. Guests have a very large bathroom and kitchen. The backyard features a very clean and usable space for relaxing and eating. The home offers one off street parking space. The neighborhood is centrally located just a 5 minute walk to Railroad Square. Keyless Entry First floor unit Safe inside bike storage

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, 741 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

Guest favourite
A well-appointed bedroom features a spacious bed with a light-colored upholstered headboard, draped in soft linens and a textured throw. Two nightstands flank the bed, each with a lamp and decorative items. Large windows allow natural light to illuminate the room, while soft curtains frame the view.
Home in Santa Rosa
4.93 out of 5 average rating, 103 reviews

Centrally Located Modern Wine Country Home

Your wine country retreat awaits you. This gorgeous home features a new modern kitchen, outdoor seating area, washer and dryer, free WiFi and parking. This home is conveniently located in the heart of wine country minutes away from Sonoma wineries, breweries, Sonoma County Airport, downtown Santa Rosa, downtown Sebastopol and great dinning. Due to COVID we clean and sanitize the house thoroughly before and after each stay. Welcome to your home away from home!! Your concierge Ana

Guest favourite
Home in Santa Rosa
4.94 out of 5 average rating, 220 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.

Guest favourite
A round fire pit table stands at the center, surrounded by black wicker chairs. Flames flicker invitingly, adding warmth to the outdoor seating area near the heated pool. Lush greenery and palm trees provide a backdrop, enhancing the outdoor setting.
Home in Santa Rosa
4.84 out of 5 average rating, 200 reviews

Nice home, wineries, heated pool, hottub fire pit

This newly remodeled home is your perfect vacation rental. It features a heated pool for you to enjoy year round! There is also a brand new hot tub for an extra dose of relaxation. Enjoy your meal outside around the fire pit table or in the large open kitchen area of the home. If you want a little more privacy, there is an additional side yard with its own fire pit for you to sneak away to. With its prime location (only 20 min to Sonoma) this is the Wine Country home for 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, 131 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, 157 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
The exterior of a rustic winery building is featured, characterized by its earthy tones and distinctive red door accents. Lush greenery and blooming purple flowers surround the structure, enhancing its natural setting. The building's design includes terracotta roofing and large windows that invite an abundance of natural light.
Farm stay in Healdsburg
4.97 out of 5 average rating, 662 reviews

Gracianna Winery Vineyard Loft - Farm Stay

Costs vary based on availability. Luxury estate loft in Gracianna Winery's vineyard on Westside Road's Miracle Mile of Pinot Noir in Healdsburg includes equipped kitchen with new gas Wolf Range. Pick up breakfast needs before arriving. Vineyard machines may work overnight with lights & disruptive noises, especially during the summer and harvest is in late August early Sept. TASTING ROOM CLOSED DECEMBER 1 - MARCH 31. LOFT AVAILABLE YEAR ROUND. TOT #3294N

Popular amenities for Santa Rosa holiday rentals

When is the best time to visit Santa Rosa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$208 SGD$210 SGD$215 SGD$216 SGD$255 SGD$258 SGD$268 SGD$272 SGD$259 SGD$263 SGD$258 SGD$243 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 $26 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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