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Compare 846 Vacation Homes in Chalk Hill with updated reviews, rates, and availability.

Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country

10.0 out of 10, Exceptional, (119)
"We spent Thanksgiving at Riverfront and it was perfect! The house was very clean and well stocked in every room. The decks with the view of the Russian River are amazing."
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country

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...
The price is SAR 1,273
SAR 2,718 total
includes taxes & fees
13 Jan - 14 Jan
Annadel House Retreat- Stunning Wine Country Luxe!

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (222)
"Great place and good location to host 4 couples to celebrate our 50th birthdays. Thank you!"
The price is SAR 6,194
SAR 7,909 total
includes taxes & fees
13 Jan - 14 Jan
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

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, (217)
"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

Across from Marina, Fishing, Watch the Sea Lions, Great Parking for Boats

9.6 out of 10, Exceptional, (174)
"We spent 2 nights there on a trip we planned traveling around California. The location was great, we had a nice time."
Across from Marina, Fishing, Watch the Sea Lions, Great Parking for Boats

Lazy Bear Lodge: 3for2 inJan!Celebrate MLK & Pres! 5-Star Cabin! HotTub!WiFi

9.6 out of 10, Exceptional, (48)
"We’ve stayed in several rentals in Guerneville but this was one of our favorites to spend time with family. Can’t recommend it enough and hope to be back! Perfect amenities with everything we needed for a great weekend. Well stocked kitchen, cable TV, fireplace, AC/heat, grill, jacuzzi, office with monitor, board games, and plenty of bedrooms and bathroom. Beautiful location in the trees with a nice walking loop in the neighborhood for getting some steps in. Very friendly community. Short drive...
Lazy Bear Lodge: 3for2 inJan!Celebrate MLK & Pres! 5-Star Cabin! HotTub!WiFi

Epic ocean views and sound of surf. Luxurious Beds. Fireplace. Hot Tub. Dogs OK.

10.0 out of 10, Exceptional, (68)
"Spare Time Beach House is fabulous and perfect! Cari provides every amenity you can possibly want -- and then some! Fantastic views, close to everything and yet very quiet and peaceful. I can't wait to go back!"
Epic ocean views and sound of surf. Luxurious Beds. Fireplace. Hot Tub. Dogs OK.

The Sonoma Valley Cottage

9.8 out of 10, Exceptional, (6)
"Beautiful home with all we needed for our stay. Everything was spotless and we loved the outside patio. The only thing missing was a washer and drier. We noticed that the stoppers in the bathroom sinks were missing. We worried about dropping something down the drain. Maybe some blackout curtains in the master bedroom would be helpful. "
The Sonoma Valley Cottage

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

10.0 out of 10, Exceptional, (232)
"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, (34)
"We stayed here when visiting the area. The property is as listed and the host was amazing in their communication."
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

The St. Helena House

10.0 out of 10, Exceptional, (223)
"Our family stayed at the St. Helena House while attending a memorial. The house exceeded our expectations. It was beautifully decorated, comfortable, and homey with many wonderful nooks to read, views of the vineyards out of every window, and a beautiful well stocked kitchen. The beds were very comfortable. The bathrooms were fine with fluffy towels and plenty of hot water with good water pressure in the showers. The owner was very welcoming and available for any questions. It rained all...
The St. Helena House

Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate

10.0 out of 10, Exceptional, (125)
"Beautiful hilltop. Great views. Great outside and inside. "
Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate

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

9.6 out of 10, Exceptional, (28)
"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!

Wine Country Getaway

10.0 out of 10, Exceptional, (18)
"This was our second time staying at this home with my family of 6. You just can’t beat it. It is beautiful designed and cared for. The beds are so comfortable and my kids love the “robot” toilets. It is private and a great location. Will be back again soon "
The price is SAR 897
SAR 2,161 total
includes taxes & fees
12 Jan - 13 Jan
Wine Country Getaway

Casa Molino - A private escape with Vineyard views as far you can see

10.0 out of 10, Exceptional, (125)
"The property is beautiful. It is pruvate, quiet and conveniently situated in Glen Ellen near the Sonoma town center and many wineries. Unless you plan to pay extra for the pool you don’t get that lovely pool view as pictured. Instead the pool is covered and, atkwadt this time of year winteuzed and covered with leaves. "
Casa Molino - A private escape with Vineyard views as far you can see

Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

8.0 out of 10, Very Good, (33)
"Clean, heater worked great, comfy beds, lots of room, loved the views"
Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table
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 Chalk Hill

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

Stunning Home with Pool, Hot Tub, Decks, & Gourmet Kitchen - Close to Wineries

9.2 out of 10, Wonderful, (88)
"Cleanliness could have been better ( lots of cobwebs and dead flies in the tub) but we enjoyed the property."
Stunning Home with Pool, Hot Tub, Decks, & Gourmet Kitchen - Close to Wineries

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (30)
"Location is excellent, property is clean and quiet, and hosts were very responsive. This is our second time at this cottage and look forward to staying here again. "
Chalk Hill Cottage Close to Wineries
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.