Holiday rentals in Santa Rosa

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Top-rated holiday rentals in Santa Rosa

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Guest favourite
An outdoor fire pit surrounded by four wooden chairs offers a welcoming gathering space. The stone patio extends outward, framed by lush greenery and the vibrant hues of sunset. A vineyard is visible in the background, enhancing the natural setting.
Cottage in Sebastopol
4.91 out of 5 average rating, 432 reviews

Stunning Sauna Cottage Retreat on Private Vineyard

Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

Top guest favourite
A cozy sleeping area features a queen-size bed with light blue bedding and decorative pillows. A small kitchenette is visible in the corner, equipped with a coffee maker. Soft lighting from lamps creates a calming ambiance, complemented by a small round table and a chair.
Guest house in Montgomery Village
4.97 out of 5 average rating, 232 reviews

KV garden Cottage/ private retreat

Welcome to our serene cottage. Relax and Immerse yourself in nature. Rejuvenate and enjoy a tranquil respite in a private garden refuge. Featuring a queen bed with crisp, cozy linens. The large bathroom boasts lots of extra special amenities. A kitchenette, providing coffee, assorted teas, sparkling water, A premiere bottle of wine and yummy snacks for your palette. Featuring a charming relaxing outside sitting area with dinning tables, chairs, hammic and a BBQ for your use. All waiting for you.

Top guest favourite
A cozy bedroom features a spacious bed with muted linens, complemented by a woven throw. A wooden dresser stands beside a large mirror, while a closet area reveals decorative items. Soft lighting from a bedside lamp enhances the calm ambiance of the space.
Guest suite in Santa Rosa
4.98 out of 5 average rating, 326 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
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, 673 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 spacious living area is illuminated by natural light from large windows. Plush sofas are arranged around a coffee table, while a fireplace adds warmth. A wall-mounted TV is positioned for easy viewing. A sliding door leads to an outdoor space with seating.
Home in Santa Rosa
4.94 out of 5 average rating, 292 reviews

Russian River Brew-cation · Wine Tasting Retreat

Welcome to the Russian River Brewhouse in the heart of Wine Country. Enjoy a space made for comfort and connection, with evenings best spent gathered around the fireplace. You can arrange a private wine tasting in the home, where a tasting experience is brought directly to you. No driving, no reservations, just a relaxed and memorable way to enjoy Wine Country from the comfort of your rental. Your reservation includes tastings at CAST Wines, Christopher Creek Winery, and Ramazzotti Wines.

Top guest favourite
Home in Santa Rosa
4.97 out of 5 average rating, 101 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, 219 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

Guest favourite
A wooden bridge connects the ground to a treehouse elevated among tall trees. The treehouse features large windows and a circular design, surrounded by lush greenery. A sturdy netting lines the sides of the walkway, ensuring safety while traversing to this unique retreat.
Treehouse in Bodega Bay
4.96 out of 5 average rating, 201 reviews

Eagle's Nest Treehouse Farm Stay

Eagle's Nest Treehouse Farm Stay is a tranquil, secluded, luxurious, romantic wilderness experience in a private forest on a 400 acre working ranch. Thirty feet above the forest floor you are nestled in a gorgeous, well-appointed suite of 1,000 year old polished redwood, with bathroom and amazing copper/glass forest-view shower. Explore hiking trails through the forest and learn about ranch operations (Highland cattle, goats and ducks). See guest comments in the space description.

Guest favourite
The exterior showcases a landscaped garden featuring diverse greenery, decorative rocks, and a serene stone pathway. A gazebo is positioned in the garden, complementing the house’s two stories, which are framed by trees and plants. The scene is illuminated by soft natural light.
Home in Santa Rosa
4.97 out of 5 average rating, 218 reviews

Elegant & Spacious Luxury Wine Country Estate

The perfect place for your group to stay in Wine Country! Featuring two large entertaining areas and an additional dining room, this is a great place for fun and relaxation! Play ping pong, pool or poker in our game room, or dine on our spacious patio under the pergola! Relax and soak in our hot tub and enjoy the zen gardens and tranquil water feature, or sip on a glass of wine by the outdoor fire pit. Close to the Sonoma County Airport, wineries, and world-class dining. Welcome home!

Guest favourite
The living room showcases a spacious sectional sofa adorned with decorative pillows. A wall-mounted TV is visible alongside a contemporary shelf displaying plants and decor. Natural light filters through the window treatments, highlighting the neutral tones of the furnishings.
Home in Santa Rosa
4.92 out of 5 average rating, 252 reviews

Cozy Wine Country Retreat | Monthly Stays

Relax in this charming one-bedroom Wine Country retreat, perfect for extended stays and monthly bookings. Featuring a private queen bedroom, full bathroom, and full-size pullout sofa, it’s ideal for couples, traveling nurses, remote workers, and wine club members. After a day of work or wine tasting, unwind in a quiet, comfortable space with easy access to local wineries, dining, and Wine Country attractions. A cozy alternative to a hotel, designed for longer, more relaxed stays. 🍷🏡

Superhost
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, 104 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

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.

Popular amenities for Santa Rosa holiday rentals

When is the best time to visit Santa Rosa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
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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