Luxury Vacation Rentals in Santa Rosa

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 23 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Santa Rosa

Luxury

Wander Sonoma Hills

4 bedrooms•2 baths

•

~$95 less than other sites

1913 Craftsman, Hot Tub & Fire Pit

5 bedrooms•4 baths

•

New

~$195 less than other sites

Sonoma Stonehouse Hotel, Wine Country Vibes

14 bedrooms•14 baths

•

~$1,100 less than other sites

Luxury

Sunset Ridge, Luxury Wine Country Retreat

4 bedrooms•4 baths

•

~$295 less than other sites

Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa

4 bedrooms•3 baths

•

~$295 less than other sites

Pool and Hot Tub Retreat near Healdsburg Wineries

4 bedrooms•3.5 baths

•

New

~$170 less than other sites

Luxury

Kenwood Lodge - Luxury Retreat with Heated Pool

5 bedrooms•5 baths

•

~$350 less than other sites

Luxury

Sonoma Glass House

3 bedrooms•3.5 baths

•

New

~$340 less than other sites

Welcome to Santa Rosa

Find your perfect wine country base with Wander’s luxury vacation rentals in Santa Rosa. Our portfolio features modern vineyard-view estates, contemporary farmhouses, and sleek hillside homes, each designed for privacy and effortless comfort. Expect architecture that frames the landscape and interiors finished to a five-star standard.

Every stay includes pristine cleaning, 24/7 concierge support, and hotel-grade touches. Think ultrafast WiFi, dedicated workstations, smart home tech, chef-ready kitchens, and crisp linens. Many homes add private pools, hot tubs, fitness spaces, and fire pits for evenings under the stars. Book a Wander and enjoy the rare mix of consistency and character that makes time away feel easy.

Destinations near Santa Rosa

Available soon in Santa Rosa

Luxury

Wander Sonoma Hills

4 bedrooms•2 baths

•

~$95 less than other sites

1913 Craftsman, Hot Tub & Fire Pit

5 bedrooms•4 baths

•

New

~$195 less than other sites

Sonoma Stonehouse Hotel, Wine Country Vibes

14 bedrooms•14 baths

•

~$1,100 less than other sites

Luxury

Sunset Ridge, Luxury Wine Country Retreat

4 bedrooms•4 baths

•

~$295 less than other sites

Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa

4 bedrooms•3 baths

•

~$295 less than other sites

Pool and Hot Tub Retreat near Healdsburg Wineries

4 bedrooms•3.5 baths

•

New

~$170 less than other sites

Luxury

Sonoma Glass House

3 bedrooms•3.5 baths

•

New

~$340 less than other sites

Luxury

Sonoma Mountain Estate: Pool, Spa, Farm & Views

7 bedrooms•6.5 baths

•

New

~$1,950 less than other sites

Featured vacation rentals in Santa Rosa

Sonoma Stonehouse Hotel, Wine Country Vibes

14 bedrooms•14 baths

•

~$1,100 less than other sites

Luxury

Sunset Ridge, Luxury Wine Country Retreat

4 bedrooms•4 baths

•

~$295 less than other sites

Luxury

Kenwood Lodge - Luxury Retreat with Heated Pool

5 bedrooms•5 baths

•

~$350 less than other sites

Luxury

Sonoma Glass House

3 bedrooms•3.5 baths

•

New

~$340 less than other sites

Luxury

Sonoma Mountain Estate: Pool, Spa, Farm & Views

7 bedrooms•6.5 baths

•

New

~$1,950 less than other sites

Luxury

Private Par 3 Golf Hole + Pool & Spa, Calistoga

4 bedrooms•3.5 baths

•

New

~$285 less than other sites

Luxury

Idyllic + Contemporary Sonoma Valley Retreat

5 bedrooms•5 baths

•

~$290 less than other sites

Luxury

Sunset Pool Estate Above Glen Ellen

4 bedrooms•4.5 baths

•

New

~$330 less than other sites

Highlights in Santa Rosa

Discover a world of fine wine, whimsical art, and natural beauty in the heart of California's celebrated Sonoma County.

Charles M. Schulz Museum and Research Center

Safari West

Luther Burbank Home & Gardens

Railroad Square Historic District

Kendall-Jackson Wine Estate & Gardens

Spring Lake Regional Park

Armstrong Redwoods State Natural Reserve

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Santa Rosa

Luxury

Wander Sonoma Hills

4 bedrooms•2 baths

•

~$95 less than other sites

1913 Craftsman, Hot Tub & Fire Pit

5 bedrooms•4 baths

•

New

~$195 less than other sites

Sonoma Stonehouse Hotel, Wine Country Vibes

14 bedrooms•14 baths

•

~$1,100 less than other sites

Luxury

Sunset Ridge, Luxury Wine Country Retreat

4 bedrooms•4 baths

•

~$295 less than other sites

Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa

4 bedrooms•3 baths

•

~$295 less than other sites

Pool and Hot Tub Retreat near Healdsburg Wineries

4 bedrooms•3.5 baths

•

New

~$170 less than other sites

Luxury

Kenwood Lodge - Luxury Retreat with Heated Pool

5 bedrooms•5 baths

•

~$350 less than other sites

Luxury

Sonoma Glass House

3 bedrooms•3.5 baths

•

New

~$340 less than other sites

View all homes

Most popular amenities for vacation rentals in Santa Rosa

Other popular amenities & vacation types in Santa Rosa

Family vacation rentals in Santa Rosa

Large group vacation rentals in Santa Rosa

Hot tub vacation rentals in Santa Rosa

Private pool vacation rentals in Santa Rosa

Discover more of Santa Rosa

Santa Rosa pairs small-city energy with the best of Sonoma County. Tasting rooms pour world-class pinot and chardonnay, breweries craft cult favorites, and chefs champion local farms. Sunny days give way to cool evenings, perfect for long conversations and lingering nights.

Outdoor lovers can explore oak-studded trails at Trione-Annadel State Park, paddle Spring Lake, or follow the Russian River toward towering redwoods. Harvest season buzzes with events, while winter brings quiet vineyards and golden light. With easy access via the Charles M. Schulz Sonoma County Airport and quick drives to coastal bluffs or valley towns, Santa Rosa makes every itinerary effortless. This is why Wander’s luxury vacation rentals in Santa Rosa are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Santa Rosa

Why should I book a Wander in Santa Rosa over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.

Every home in Santa Rosa delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Santa Rosa?

Some of our most popular vacation rentals in Santa Rosa include Wander Sonoma Hills, 1913 Craftsman, Hot Tub & Fire Pit, Sleeps 12, and Sonoma Stonehouse Hotel, Wine Country Vibes. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Santa Rosa?

Wander offers 23 vacation rentals in Santa Rosa, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Santa Rosa?

You can check-in to Wander vacation rentals in Santa Rosa after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Santa Rosa have WiFi access?

Yes. Every Wander home in Santa Rosa has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.