Luxury Vacation Rentals with a Private Pool in Santa Rosa

Luxury Vacation Rentals with a Private Pool 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 17 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Santa Rosa

Sunset Ridge, Luxury Wine Country Retreat property photo 1
Luxury

Sunset Ridge, Luxury Wine Country Retreat

4 bedrooms•4 baths
4,671 US dollars for 3 nights•

~$365 less than other sites

Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa property photo 1

Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa

4 bedrooms•3 baths
3,818 US dollars for 3 nights•

~$295 less than other sites

Pool and Hot Tub Retreat near Healdsburg Wineries property photo 1

Pool and Hot Tub Retreat near Healdsburg Wineries

4 bedrooms•3.5 baths
2,210 US dollars for 3 nights•
New

~$170 less than other sites

Kenwood Lodge - Luxury Retreat with Heated Pool property photo 1
Luxury

Kenwood Lodge - Luxury Retreat with Heated Pool

5 bedrooms•5 baths
4,548 US dollars for 3 nights•

~$350 less than other sites

Sonoma Glass House property photo 1
Luxury

Sonoma Glass House

3 bedrooms•3.5 baths
4,385 US dollars for 3 nights•
New

~$340 less than other sites

Sonoma Knoll property photo 1
Luxury

Sonoma Knoll

3 bedrooms•3 baths
17,249 US dollars for 30 nights•
New

~$1,340 less than other sites

Sonoma Mountain Estate: Pool, Spa, Farm & Views property photo 1
Luxury

Sonoma Mountain Estate: Pool, Spa, Farm & Views

7 bedrooms•6.5 baths
25,087 US dollars for 3 nights•
New

~$1,950 less than other sites

Private Par 3 Golf Hole + Pool & Spa, Calistoga property photo 1
Luxury

Private Par 3 Golf Hole + Pool & Spa, Calistoga

4 bedrooms•3.5 baths
3,685 US dollars for 3 nights•
New

~$285 less than other sites

Welcome to private poolside luxury in Santa Rosa

Welcome to private poolside luxury in Santa Rosa

Discover luxury private-pool vacation rentals in Santa Rosa designed for true downtime. Choose from modern estates and serene retreats with heated pools, sun terraces, alfresco dining areas, and easy indoor-outdoor flow.
Every Wander stay brings hotel-grade polish to a private home. Expect ultra fast WiFi, dedicated work zones, premium linens, pristine cleaning, and 24/7 concierge support. Many homes add fitness spaces and hot tubs, so work and relaxation both feel effortless.

Available soon in Santa Rosa

Sunset Ridge, Luxury Wine Country Retreat property photo 1
Luxury

Sunset Ridge, Luxury Wine Country Retreat

4 bedrooms•4 baths
4,671 US dollars for 3 nights•

~$365 less than other sites

Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa property photo 1

Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa

4 bedrooms•3 baths
3,818 US dollars for 3 nights•

~$295 less than other sites

Pool and Hot Tub Retreat near Healdsburg Wineries property photo 1

Pool and Hot Tub Retreat near Healdsburg Wineries

4 bedrooms•3.5 baths
2,210 US dollars for 3 nights•
New

~$170 less than other sites

Sonoma Glass House property photo 1
Luxury

Sonoma Glass House

3 bedrooms•3.5 baths
4,385 US dollars for 3 nights•
New

~$340 less than other sites

Sonoma Mountain Estate: Pool, Spa, Farm & Views property photo 1
Luxury

Sonoma Mountain Estate: Pool, Spa, Farm & Views

7 bedrooms•6.5 baths
25,087 US dollars for 3 nights•
New

~$1,950 less than other sites

Private Par 3 Golf Hole + Pool & Spa, Calistoga property photo 1
Luxury

Private Par 3 Golf Hole + Pool & Spa, Calistoga

4 bedrooms•3.5 baths
3,685 US dollars for 3 nights•
New

~$285 less than other sites

Idyllic + Contemporary Sonoma Valley Retreat property photo 1
Luxury

Idyllic + Contemporary Sonoma Valley Retreat

5 bedrooms•5 baths
3,744 US dollars for 3 nights•

~$290 less than other sites

Sunset Pool Estate Above Glen Ellen property photo 1
Luxury

Sunset Pool Estate Above Glen Ellen

4 bedrooms•4.5 baths
4,321 US dollars for 3 nights•
New

~$330 less than other sites

Featured private pool vacation rentals in Santa Rosa

Sunset Ridge, Luxury Wine Country Retreat property photo 1
Luxury

Sunset Ridge, Luxury Wine Country Retreat

4 bedrooms•4 baths
4,671 US dollars for 3 nights•

~$365 less than other sites

Kenwood Lodge - Luxury Retreat with Heated Pool property photo 1
Luxury

Kenwood Lodge - Luxury Retreat with Heated Pool

5 bedrooms•5 baths
4,548 US dollars for 3 nights•

~$350 less than other sites

Sonoma Glass House property photo 1
Luxury

Sonoma Glass House

3 bedrooms•3.5 baths
4,385 US dollars for 3 nights•
New

~$340 less than other sites

Sonoma Mountain Estate: Pool, Spa, Farm & Views property photo 1
Luxury

Sonoma Mountain Estate: Pool, Spa, Farm & Views

7 bedrooms•6.5 baths
25,087 US dollars for 3 nights•
New

~$1,950 less than other sites

Private Par 3 Golf Hole + Pool & Spa, Calistoga property photo 1
Luxury

Private Par 3 Golf Hole + Pool & Spa, Calistoga

4 bedrooms•3.5 baths
3,685 US dollars for 3 nights•
New

~$285 less than other sites

Idyllic + Contemporary Sonoma Valley Retreat property photo 1
Luxury

Idyllic + Contemporary Sonoma Valley Retreat

5 bedrooms•5 baths
3,744 US dollars for 3 nights•

~$290 less than other sites

Sunset Pool Estate Above Glen Ellen property photo 1
Luxury

Sunset Pool Estate Above Glen Ellen

4 bedrooms•4.5 baths
4,321 US dollars for 3 nights•
New

~$330 less than other sites

Sonoma Compound property photo 1
Luxury

Sonoma Compound

14 bedrooms•14 baths
49,934 US dollars for 3 nights•
New

~$3,880 less than other sites

Highlights in Santa Rosa

Explore the heart of wine country, from world-class vineyards and farm-to-table dining to whimsical museums and majestic redwood forests.
Charles M. Schulz Museum and Research Center
Safari West
Railroad Square Historic District
Luther Burbank Home & Gardens
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

Sunset Ridge, Luxury Wine Country Retreat property photo 1
Luxury

Sunset Ridge, Luxury Wine Country Retreat

4 bedrooms•4 baths
4,671 US dollars for 3 nights•

~$365 less than other sites

Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa property photo 1

Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa

4 bedrooms•3 baths
3,818 US dollars for 3 nights•

~$295 less than other sites

Pool and Hot Tub Retreat near Healdsburg Wineries property photo 1

Pool and Hot Tub Retreat near Healdsburg Wineries

4 bedrooms•3.5 baths
2,210 US dollars for 3 nights•
New

~$170 less than other sites

Kenwood Lodge - Luxury Retreat with Heated Pool property photo 1
Luxury

Kenwood Lodge - Luxury Retreat with Heated Pool

5 bedrooms•5 baths
4,548 US dollars for 3 nights•

~$350 less than other sites

Sonoma Glass House property photo 1
Luxury

Sonoma Glass House

3 bedrooms•3.5 baths
4,385 US dollars for 3 nights•
New

~$340 less than other sites

Sonoma Knoll property photo 1
Luxury

Sonoma Knoll

3 bedrooms•3 baths
17,249 US dollars for 30 nights•
New

~$1,340 less than other sites

Sonoma Mountain Estate: Pool, Spa, Farm & Views property photo 1
Luxury

Sonoma Mountain Estate: Pool, Spa, Farm & Views

7 bedrooms•6.5 baths
25,087 US dollars for 3 nights•
New

~$1,950 less than other sites

Private Par 3 Golf Hole + Pool & Spa, Calistoga property photo 1
Luxury

Private Par 3 Golf Hole + Pool & Spa, Calistoga

4 bedrooms•3.5 baths
3,685 US dollars for 3 nights•
New

~$285 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in Santa Rosa

Outdoor pool (17)
Ev charger (3)
Jacuzzi (14)
Hot tub (14)
Guest house (1)
Private chef (1)
Sauna (1)
Pickleball (1)
Gym (1)
Tennis court (1)
Basketball court (1)
Bicycle (1)
Treadmill (1)
Mountain view (3)
Outdoor shower (1)
Garden (14)

More popular private pool destinations near Santa Rosa

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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
Discover more beyond the pool in Santa Rosa

Discover more beyond the pool in Santa Rosa

Santa Rosa pairs wine country character with a lively city pulse. Spend time among rolling vineyards, then trade sun-warmed valleys for redwood shade or lakeside trails at Annadel and Spring Lake. Mild weather keeps the calendar open year-round.
Between tastings, sample farm-driven dining, weekly markets, craft breweries, and a strong arts scene led by the Charles M. Schulz Museum and the Luther Burbank Center. Day trips to the Russian River and the Sonoma Coast are refreshingly easy. This is why Wander's luxury private-pool 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 private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool 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 private pool vacation rentals in Santa Rosa?

Some of our most popular private pool vacation rentals in Santa Rosa include Sunset Ridge | Luxury Wine Country Retreat, Spacious Santa Rosa Retreat - Outdoor Kitchen, Pool, Spa, and Pool and Hot Tub Retreat near Healdsburg Wineries. 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 private pool vacation rentals does Wander have available in Santa Rosa?

Wander offers 17 private pool 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 private pool vacation rentals in Santa Rosa?

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

Do Wander’s private pool 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.