Holiday Homes in Santa Rosa

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Featured Holiday Homes in Santa Rosa and around

The Sonoma Valley Cottage
9.6 out of 10, Exceptional, (5)
"Cool place. Place as easy to use. Lots of space inside"
The Sonoma Valley Cottage
Winemaker’s Fabulous Sonoma Wine Country Home
10.0 out of 10, Exceptional, (65)
"The property was clean, quiet, and the communication with the managers of the property was exceptional. I rent a lot of properties and this one felt like coming home. Central location near the winery I run that made for a high level of convenience. "
Winemaker’s Fabulous Sonoma Wine Country Home
Wine Country Lux Villa w/ Hot Tub and Pool
9.8 out of 10, Exceptional, (9)
"A wonderful property with all amenities you could ask for. Carl greeted us, carried in our bags and gave us a short tour of the property. He prepared our breakfast each day, fresh fruit, yogurt, cereal and fresh croissants from Sarmentine bakery. What a treat! We enjoyed the pool, hot tub and patio, catching up with lifetime friends. Would highly recommend the Wine Country villa. "
The price is €1,042
includes taxes & fees
3 Dec - 4 Dec
Wine Country Lux Villa w/ Hot Tub and Pool
Rincon Valley Wine Country Vacation Home
9.8 out of 10, Exceptional, (35)
"Everything was as expected and very nice. Our only issue was communication with the “Host”. The messages we received were long and all one paragraph. It would have been nice to have the host name and phone number identified because we had several questions that didn’t get responded to because we used the app to contact the “host” which apparently wasn’t correct. We had to contact someone else which we didn’t rralize until after the fact. "
Rincon Valley Wine Country Vacation Home
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!
Home near golf course, close to Healdsburg
10.0 out of 10, Exceptional, (27)
"Great house and location"
Home near golf course, close to Healdsburg
Windsor home on golf course w/ hot tub
9.6 out of 10, Exceptional, (31)
"Great location, nicely furnished and decor. Property was as described and good communication with host. The 1 thing we would recommend is your cleaning service needs to be a bit more thorough, the tubs were draining slowly due to hair clogging the drain which we cleaned out."
Windsor home on golf course w/ hot tub
Wine Country Harvest Vacation Home
9.8 out of 10, Exceptional, (65)
"Comfortable home with beautiful backyard grill, fire pit and hot tub. Kitchen was well equipped, very clean. Communication with management was prompt and courteous. Our only complaint is that the outdoor living space backed up to a noisy road"
The price is €927
includes taxes & fees
30 Nov - 1 Dec
Wine Country Harvest Vacation Home
1 Acre with 3 homes in the heart of wine country with last minute specials!
9.8 out of 10, Exceptional, (27)
"We had a lovely stay at your property. It was perfect for our group which had ages 31-70. We all had a little privacy and enjoyed the outdoor areas tremendously. Kitchens were well appointed and it was great to have several ovens! It was a short hop to the several wineries we did tastings at and to grocery stores and shops. Highly recommend for groups."
1 Acre with 3 homes in the heart of wine country with last minute specials!
Estate near Healdsburg in heart of wine country
10.0 out of 10, Exceptional, (20)
"great getaway house. comfortable. felt like we were the only ones in the neighborhood. perfect for recharging"
Estate near Healdsburg in heart of wine country
Hidden WineCountry Gem 1 Downstairs Unit
10.0 out of 10, Exceptional, (13)
"Everything we needed for a comfortable stay. "
The price is €237
includes taxes & fees
3 Dec - 4 Dec
Hidden WineCountry Gem 1 Downstairs Unit
Cozy Woodland Escape, Hot Tub, Redwood + Water Views, mins from spas in Napa
9.8 out of 10, Exceptional, (22)
"The location of the house was perfect for our wine country getaway. The directions were accurate, communication was good, and the check-in and out process was easy. The home was missing an ironing board, the living room chairs were not comfortable and the overall be cleanliness could improve (carpets, bathroom shower, coffee pot). Overall, we were satisfied."
Cozy Woodland Escape, Hot Tub, Redwood + Water Views, mins from spas in Napa
~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa
10.0 out of 10, Exceptional, (99)
"Thank you Jesse and Lisa for sharing your cottage with us. It was perfect! We enjoyed our stay in Santa Rosa due to the comfort of your cottage and the proximity to downtown and all the surrounding destinations we were able to fit in to our short stay. Really fun and hope to see you again. Thank you!"
~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa
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 €332
includes taxes & fees
24 Nov - 25 Nov
2 Hidden Wine Country Gem Upstairs Unit
Haven: Heated Pool & Hot Tub, Gigabit
9.8 out of 10, Exceptional, (24)
"Awesome property and very quiet neighborhood to recharge in."
The price is €1,517
includes taxes & fees
20 Dec - 21 Dec
Haven: Heated Pool & Hot Tub, Gigabit
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
9.8 out of 10, Exceptional, (14)
"My two friends and I had a lovely two night stay. The house was very clean and updated with modern appliances and nice bathrooms. The backyard is huge and we enjoyed playing horseshoes and bocce ball. The neighborhood is quiet and safe. It’s a little bit of a drive to things but we didn’t find it an issue getting an Uber when we wanted to venture out."
The price is €499
includes taxes & fees
24 Nov - 25 Nov
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Updated & Sunny Sonoma 1950s Ranch Near Santa Rosa & Wineries
9.8 out of 10, Exceptional, (100)
"This is a great house for two couples or a family. Its very clean and a quiet neighborhood. Its about a 20-30 minute drive to the vineyards. Lots of great restaurants and shopping close by. I would highly recommend this house. "
Updated & Sunny Sonoma 1950s Ranch Near Santa Rosa & Wineries
Sonoma Valley Vacation Home
9.6 out of 10, Exceptional, (38)
"My employees and I were in town and stayed here. Clean and centrally located. Worked out great and would stay there again next time we are in Santa Rosa. Thank You "
Sonoma Valley Vacation Home
Home near montgomery village w/ heated pool
9.6 out of 10, Exceptional, (36)
"Walked in and things looked great. After my kids showered we realized we didn’t have many towels. Went to the garage and a pile of dirty towels were sitting there, so the cleaner didn’t do it. Propane tank in fire pit and garage were empty. So we were bummed. Bedroom carpet (by shared bathroom) had stains like someone spilled coffee. Vent for oven doesn’t work. It lifts but no suction so we had to open windows. Pool was great overall but chlorine is way too strong as my daughter had to...
Home near montgomery village w/ heated pool
* 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
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

Wine Country Harvest Vacation Home
9.8 out of 10, Exceptional, (65)
"Comfortable home with beautiful backyard grill, fire pit and hot tub. Kitchen was well equipped, very clean. Communication with management was prompt and courteous. Our only complaint is that the outdoor living space backed up to a noisy road"
The price is €927
includes taxes & fees
30 Nov - 1 Dec
Wine Country Harvest Vacation Home
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
10.0 out of 10, Exceptional, (19)
"We were in Napa Valley for a special event with Truffle Shuffle at the Charles Krug vineyard. This home was in the perfect location to attend our event. Everything was as stated in the listing, and Arturo was very responsive to all our needs. We had one minor issue; he was all over it and corrected it immediately. I highly recommend this location. We had three couples, and this home accommodated us perfectly."
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
RiverPointe Napa Valley Resort
3.0 star property
8.6 out of 10, Excellent, (1221)
"Nice to be able to park outside the bed room..I requested better pillows ..they said they would check with house keeping and they requested to pay house keeping $20.00.. thought that was there duty to pay them there worth but not a tip that i normally leave on my own"
The price is €174
includes taxes & fees
3 Dec - 4 Dec
RiverPointe Napa Valley Resort
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.