Holiday Homes in Sonoma Valley

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Featured Holiday Homes in Sonoma Valley

Wine Country Harvest Vacation Home

9.8 out of 10, Exceptional, (67)
"Very niche home with plenty of space inside and out. Lots of space to gather. Convenient location close to grocery shopping and restaurants. "
Wine Country Harvest Vacation Home

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...
Annadel House Retreat- Stunning Wine Country Luxe!

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

9.8 out of 10, Exceptional, (186)
"The property was as advertised with ample space for all guests. There was supposed to be a twin bed in the king bed room but otherwise, we had the beds needed/expected. There was a plumbing issue with one of the bathrooms (water leaking to ceiling below) that needs to be addressed. All else was good."
The price is AU$1,422
includes taxes & fees
2 Feb - 3 Feb
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

New Modern House in Sonoma Valley's Best Area

10.0 out of 10, Exceptional, (239)
"Loved this little get-away in an amazing location! Driving up country roads with red and gold vineyards on your right and left in autumn was amazing. And yet, so close to all the best Sonoma wineries!!! The house itself was thoughtfully decorated, with all you need for a wonderful Sonoma escape. We will definitely be back!!!"
New Modern House in Sonoma Valley's Best Area

Cottage home near the Russian River; county parks; numerous wineries

10.0 out of 10, Exceptional, (92)
"Property was perfect for me while I was taking care of my grandchildren"
Cottage home near the Russian River; county parks; numerous wineries

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

10.0 out of 10, Exceptional, (215)
"Our stay at the Kenwood country estate was a wonderful and memorable experience! The property was private and secluded and exactly as listed. We stayed over Thanksgiving week and although our food was catered, we found all the entertaining essentials to complement our meal and make us feel right at home. The weather was warm, so we were able to join in the local Turkey Trot, play pickle ball on the well equipped courts, ride bikes on local trails, and enjoy morning yoga while taking in the...
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown

10.0 out of 10, Exceptional, (231)
"I highly recommend to stay here and eat at the recommended restaurants. We are 3 out of 7 of the recommendations in the house binder. The house is cozy, updated, immaculate and beautiful."
Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown

Artist Retreat In The Best Part of Sonoma's Wine Region

10.0 out of 10, Exceptional, (33)
"The place was beautiful and we enjoyed our stay!"
Artist Retreat In The Best Part of Sonoma's Wine Region

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

10.0 out of 10, Exceptional, (59)
"Villa Montebella is a wonderful place for a large group. Our families stayed at the Villa over the Thanksgiving Holiday week to celebrate our Daughter’s Napa Wedding. The pictures are accurate, but do not do the property justice. The place is Stunning! There are many comfortable and secluded bedrooms and facilities. The wine cave was amazing and we hired Chef Adair for a special rehearsal dinner there. We have an active group and took advantage of the many amenities. The media room was perfect...
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Enjoy A Modern Hacienda In The Heart Of Sonoma!

9.8 out of 10, Exceptional, (161)
"The property was very much like it was advertised - nice gathering spaces and well-stocked kitchen for dishes and cookware. There could have been more towels to fit the number of guests allowed and there were no blankets. For the cooler seasons, some throw blankets would be good. The property is in a nice area with easy access to everything in sonoma. It was nice and quiet at night. We would definitely stay there again."
Enjoy A Modern Hacienda In The Heart Of Sonoma!

Spacious Oasis, Backyard Rose Garden Hot Tub 3BR/2BA. 5 mins to vineyards!

9.8 out of 10, Exceptional, (9)
"Once we walked into the house, we were immediately overjoyed. There were great bedrooms with lots of room and comfortable beds. There is a wonderful kitchen that we used to cook and enjoy the wine we purchased while visiting both Napa and Sonoma. It was close to everything we wanted to see and we were able to enjoy just relaxing at the house and in the hot tub. This is definitely a place we would enjoy renting again and will suggest it to friends and family."
The price is AU$1,101
includes taxes & fees
5 Jan - 6 Jan
Spacious Oasis, Backyard Rose Garden Hot Tub 3BR/2BA. 5 mins to vineyards!

Stunning Sonoma Private Retreat

10.0 out of 10, Exceptional, (108)
"Great home with loads of amenities for our adult family. Really loved the sprawling ranch with lots of space to spread out, yet plenty of areas for us to gather and enjoy one another. The common areas were cozy, and gave us the opportunity to connect, eat together, play games, and lounge, while the outdoor spaces were fun too. Pickleball on the drive was a family favorite, as was the hot tub. Kitchen was well appointed for cooking and we shared an awesome Thanksgiving meal. Just the right...
Stunning Sonoma Private Retreat

Secluded Arts and Crafts Style Family Estate

9.8 out of 10, Exceptional, (153)
"This property is cozy and plenty of space, bedding and seating for 12 (we had 9 there). Kitchen had all the necessary amenities to cook meals in-house. Close driving proximity to activities in the area. Highly recommend olive oil tour/tasting, winery tours/tasting and Sonoma State Historic Park."
Secluded Arts and Crafts Style Family Estate

Bungalow at Sonoma's Historic Plaza! - Includes Wine Tasting Passport

10.0 out of 10, Exceptional, (133)
"This property was wonderful and accommodated four ladies perfectly visiting wine country. We were so appreciative to be welcomed with a bottle of wine and cheese. We totally enjoyed the location that was within walking distance to most everything in Sonoma. Concluding with, it was a fabulous stay. "
Bungalow at Sonoma's Historic Plaza! - Includes Wine Tasting Passport

Elegant Penthouse 2 blocks from Sonoma Plaza.

9.6 out of 10, Exceptional, (200)
"Would stay again. The place was very clean, Pat was accommodating and responded quickly, and the location was great."
Elegant Penthouse 2 blocks from Sonoma Plaza.

Right in the heart of SONOMA PLAZA - Historical 1865 Victorian. Winter Special!

10.0 out of 10, Exceptional, (251)
"Property was very clean, well appointed and great use of space. Short walk to the square. Highly recommend! "
Right in the heart of SONOMA PLAZA - Historical 1865 Victorian. Winter Special!

Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!

10.0 out of 10, Exceptional, (232)
"We rented the Coop for 4 weeks and enjoyed all the amenities and the staff. Kristen was forever helpful and our gardener Luis was a delight. The space was kept immaculately clean and we had all that we needed and wanted. We have already booked for next year and plan to make it an annual trip."
Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!

Wine Country Get Away

10.0 out of 10, Exceptional, (23)
"Very nice"
Wine Country Get Away

C - Wineries/breweries seconds away

9.6 out of 10, Exceptional, (11)
"This was nice location, right next to the highway 101. Check-in process was easy. Comfortable place to stay. However the pullout couch wasn't good quality - gave me back pain. It said, take trash out when leaving, but we weren't sure where to throw the trash bag. "
The price is AU$271
includes taxes & fees
7 Jan - 8 Jan
C - Wineries/breweries seconds away

Retro Retreat: Cozy, Moderne, Affordable House in Wine Country.

9.8 out of 10, Exceptional, (165)
"Great location for day trips to Healdsburg, Glen Ellen, Bodega Bay. Ample local dining. No regrets!"
Retro Retreat: Cozy, Moderne, Affordable House in Wine Country.
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 Sonoma Valley

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

10.0 out of 10, Exceptional, (59)
"Villa Montebella is a wonderful place for a large group. Our families stayed at the Villa over the Thanksgiving Holiday week to celebrate our Daughter’s Napa Wedding. The pictures are accurate, but do not do the property justice. The place is Stunning! There are many comfortable and secluded bedrooms and facilities. The wine cave was amazing and we hired Chef Adair for a special rehearsal dinner there. We have an active group and took advantage of the many amenities. The media room was perfect...
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

9.8 out of 10, Exceptional, (186)
"The property was as advertised with ample space for all guests. There was supposed to be a twin bed in the king bed room but otherwise, we had the beds needed/expected. There was a plumbing issue with one of the bathrooms (water leaking to ceiling below) that needs to be addressed. All else was good."
The price is AU$1,422
includes taxes & fees
2 Feb - 3 Feb
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

New Modern House in Sonoma Valley's Best Area

10.0 out of 10, Exceptional, (239)
"Loved this little get-away in an amazing location! Driving up country roads with red and gold vineyards on your right and left in autumn was amazing. And yet, so close to all the best Sonoma wineries!!! The house itself was thoughtfully decorated, with all you need for a wonderful Sonoma escape. We will definitely be back!!!"
New Modern House in Sonoma Valley's Best Area
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.