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Compare 177 Vacation Homes in Santa Rosa with updated reviews, rates, and availability.

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

9.8 out of 10, Exceptional, (22)
"We loved our 2-night stay. We especially loved that each person in our group had their own bedroom (and bathroom). The house is beautifully designed with comfortable beds and couches. The living/dining room has gorgeous massive ceilings. We also loved the huge dining table for meals/games, etc. The aesthetic throughout the house was right up the alley of our group. Everything you need is provided and has been thoughtfully curated. Every room was well-appointed and very clean.The hot tub...
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

Wine Country Backyard Escape

10.0 out of 10, Exceptional, (15)
"We had a wonderful stay! The backyard was perfect for eating outside, relaxing in the hot tub and playing bocce. Our little dogs loved the freedom to run and play in the fenced yard."
Wine Country Backyard Escape

1 Acre with 3 homes in the heart of wine country with last minute specials!

9.6 out of 10, Exceptional, (29)
"A group of 11 stayed at this property over a long weekend and enjoyed our stay. The location was great, everything we needed was very easy to get to. It was nice that we could all stay together while still having our space when we needed. "
1 Acre with 3 homes in the heart of wine country with last minute specials!

Home near golf course, close to Healdsburg

10.0 out of 10, Exceptional, (28)
"Wow. We loved everything about this place. As comfortable as home. Fantastic location for lots of wineries. Windsor is a cute town. Nothing is very far. Best part was have a waffle maker to make our traditional Christmas morning waffles. Will definitely stay again. "
Home near golf course, close to Healdsburg

Annadel House Retreat- Stunning Wine Country Luxe!

9.4 out of 10, Exceptional, (27)
"We had a fantastic time with five ladies from across the country to celebrate two 50th birthdays. The place was fantastic – the kitchen was great for cooking a meal and for coffee in the morning. Plenty of space to spread out & the beds were comfortable!!!! We had a minor issue with the showerheads being scaled with water. We reached out to the property owner and while they didn’t fix it on our visit 6 pounds of salt were dropped off so I assume they are fixing it for the next guest. Highly...
The price is AED 1,245
AED 2,953 total
includes taxes & fees
24 Feb - 25 Feb
Annadel House Retreat- Stunning Wine Country Luxe!

The Sonoma Valley Cottage

9.8 out of 10, Exceptional, (9)
"Our group of 6 had a great weekend at the property. Beds were comfortable, house was clean, kitchen was well stocked. "
The price is AED 1,052
AED 2,132 total
includes taxes & fees
22 Feb - 23 Feb
The Sonoma Valley Cottage

~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa

10.0 out of 10, Exceptional, (101)
"This is a nice cottage nestled in the California Live Oaks and with lots of open space around the area. Wild turkeys abound. Good privacy."
~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa

Home near Sonoma & Calistoga in heart of Wine Country

9.4 out of 10, Exceptional, (35)
"Simple property in a very quiet neighborhood. It is nothing fancy, but the price compared to everything else I could find for the same date. We needed three rooms with at least a double or larger for a long weekend stay. This fit the bill. The only odd thing to note is that some of the water valves are backwards. It didn't really impact our stay however. We would stay hear again."
Home near Sonoma & Calistoga in heart of Wine Country

Wine Country Harvest Vacation Home

9.8 out of 10, Exceptional, (69)
"Very private large house and yard perfect!"
Wine Country Harvest Vacation Home

Wine Country Lux Villa w/ Hot Tub and Pool

9.8 out of 10, Exceptional, (10)
"Carl was super hospitable and we had a great stay. The property was spectacular and everything was as advertised! Would highly recommend and can't wait to come back!"
The price is AED 2,387
AED 3,710 total
includes taxes & fees
23 Feb - 24 Feb
Wine Country Lux Villa w/ Hot Tub and Pool

Windsor home on golf course w/ hot tub

9.6 out of 10, Exceptional, (33)
"We had a great time in this home it was beautiful and spacious, we hope to return someday!"
Windsor home on golf course w/ hot tub

Peaceful Windsor Retreat w/ Private Hot Tub!

10.0 out of 10, Exceptional, (12)
"This is a great rental. Have stayed here twice now. It is perfectly situated in the heart of wine country. Close to stores too. House is beautiful spacious. . "
Peaceful Windsor Retreat w/ Private Hot Tub!

* NEW Listing * Villa Valentina: 3.5 Acre Tuscan Estate

10.0 out of 10, Exceptional, (6)
"Excellent property and host!"
* NEW Listing * Villa Valentina: 3.5 Acre Tuscan Estate

Quiet & Charming Wine Country Home w/ Stylish Updates & Large Backyard

9.8 out of 10, Exceptional, (102)
"A clean, functional, simply but well-designed space in a nice, convenient location. Hassle-free! "
Quiet & Charming Wine Country Home w/ Stylish Updates & Large Backyard

Spectacular & Secluded Wine Country Estate

10.0 out of 10, Exceptional, (12)
"First of all, the house design, layout and comfort was well above my expectations. Cheetah print carpets, high ceilings, beautiful natural light and endless balconies. Perfect ! Pool house is practically a two bedroom. ( theres an extra bedroom near kitchen i didn’t see on the post - a plus) Had a large group and we were all more than comfortable. The living room with an array of vinyls to choose really kept us wanting to stay home and enjoy our time. On a rainy day we cooked and cooked and...
Spectacular & Secluded Wine Country Estate

Wine Country Haven-Fun Family-friendly Retreat

9.8 out of 10, Exceptional, (31)
"Six adults and two children had an enjoyable stay for a wedding we attended in Sonoma County. The house was very spacious and accommodating. We did some cooking in the well-equipped kitchen and utilized the gas bbq on the deck. The neighborhood was very quiet and excellent for walking. Shopping was nearby. The children really enjoyed the play area in back yard and all the books/toys located throughout the house. Only reason for not getting a "5" in Cleanliness was that the house does have...
Wine Country Haven-Fun Family-friendly Retreat

Home near Sonoma w/ heated pool

10.0 out of 10, Exceptional, (24)
"Stayed here the day before and day of wedding as they hit married at the Oakmont golf course. Very clean! Grandson loves the pool and jacuzzi! Appreciated the coffee!! Would stay here again!"
Home near Sonoma w/ heated pool

The Vineyard Estate at Paradise Ridge by Kohmsa

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a fantastic time. The homes are beautiful and brand new, and the communication with the owners was seamless."
The Vineyard Estate at Paradise Ridge by Kohmsa

Cozy Woodland Escape, Hot Tub, Redwood + Water Views, mins from spas in Napa

9.8 out of 10, Exceptional, (25)
"My boyfriend and I stayed to celebrate my birthday and I couldn’t have been more of a perfect little getaway. I just wish I was able to stay for even longer to be honest. But the place was in a beautiful secluded location. surrounded by trees and a river right below. It was clean and cozy and had all the amenities that I was looking for. Would love to stay again someday and make it more than just a two night stay. The hot tub is in the back and on a deck and it’s so nice and quiet to enjoy...
Cozy Woodland Escape, Hot Tub, Redwood + Water Views, mins from spas in Napa

2 Hidden Wine Country Gem Upstairs Unit

9.6 out of 10, Exceptional, (15)
"Very convenient location, very comfortable, would stay here again "
The price is AED 643
AED 1,247 total
includes taxes & fees
23 Feb - 24 Feb
2 Hidden Wine Country Gem Upstairs Unit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Santa Rosa

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

9.8 out of 10, Exceptional, (22)
"We loved our 2-night stay. We especially loved that each person in our group had their own bedroom (and bathroom). The house is beautifully designed with comfortable beds and couches. The living/dining room has gorgeous massive ceilings. We also loved the huge dining table for meals/games, etc. The aesthetic throughout the house was right up the alley of our group. Everything you need is provided and has been thoughtfully curated. Every room was well-appointed and very clean.The hot tub...
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

1 Acre with 3 homes in the heart of wine country with last minute specials!

9.6 out of 10, Exceptional, (29)
"A group of 11 stayed at this property over a long weekend and enjoyed our stay. The location was great, everything we needed was very easy to get to. It was nice that we could all stay together while still having our space when we needed. "
1 Acre with 3 homes in the heart of wine country with last minute specials!

7BD/4.5BA Santa Rosa Estate w/ HotTub, Games, BBQ!

The price is AED 3,156
AED 5,838 total
includes taxes & fees
24 Feb - 25 Feb
7BD/4.5BA Santa Rosa Estate w/ HotTub, Games, BBQ!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.