Photo by Jennifer Hill

Holiday Rentals in Chalk Hill

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Holiday Rentals in Chalk Hill

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (27)
"Adorable, comfortable, neat and clean. It had everything we needed except a crab claw cracker. Loved the outdoor seating areas, especially the fire pit area. A true home away from home. "
Chalk Hill Cottage Close to Wineries

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

10.0 out of 10, Exceptional, (91)
"The property was very good and met all our needs with a couple of exceptions. The bathroom towels were not good, a little smelly and really need to be upgraded along with the toilet paper!"
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

Gable by AvantStay | Beautiful 3.5 Acre Oasis w/ Gorgeous Views, Pool & Hot Tub

9.0 out of 10, Wonderful, (8)
"Very nice location and amenities. Horrible Wi-Fi and TV. Very bad lighting in kitchen area. No wine opener in home so needed to go out and get one. Overall though we enjoyed our stay. "
Gable by AvantStay | Beautiful 3.5 Acre Oasis w/ Gorgeous Views, Pool & Hot Tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (351)
"Stayed here for our 10th wedding anniversary. We loved it. Close to town and Bodega Head trails was breathtaking. We loved the hot tub! The views of the sunset and stars while enjoying the spa were worth the trip. If you’re looking for a quiet getaway with spectacular views, this is the spot!!!"
Oceanfront - Hot Tub - Newly Remodeled Cottage

COZY Bungalow--Dog-Friendly—Perfect for Couples!!!

9.6 out of 10, Exceptional, (155)
"Easy, quiet, and friendly."
COZY Bungalow--Dog-Friendly—Perfect for Couples!!!

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (406)
"We love Aftermath. Host is extremely nice and quick to respond with questions. Very homey and comfortable with a beautiful view. Always clean and well equipped and the front courtyard is beautiful. Perfect place to refresh, relax and regroup. "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

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

10.0 out of 10, Exceptional, (58)
"This property was amazing from top to bottom and had everything you could ask for. Gym, tennis court, bocci ball court, sauna, steam, movie room oh and let’s not forget your own wine cave! We had a chef come one night and we did dinner in the cave and it was amazing! I would recommend this property to anybody, it reminded me of sitting in Tuscany with the view we had! "
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018

10.0 out of 10, Exceptional, (222)
"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 - Within Walking Distance To Downtown. Permit # PL23-018

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (217)
"Beautiful property. Kitchen was totally stocked with all needed amenities. Only reason I gave it a four is : Need another access path to downstairs as spiral stairs are difficult and no access path to sliding door, steps to jacuzzi either way around pool are tricky, jacuzzi didn’t go past high 90’s, and beds were not real comfortable/supportive. Age may be a factor as I was youngest of group at almost 70. "
Valley of the Moon Getaway

Stunning Views of CA Coast : Beautifully Remodeled Home

9.8 out of 10, Exceptional, (316)
"Everything is as described in the VRBO listing. Lockbox was easy to use. House is up on a hill affording decent views of the the ocean. Spacious common area with several comfortable places to sit. We were able to use the Wifi to access our own Netflix and YouTube accounts to stream movies. Large dining nook has good views through windows. Sufficient blinds and curtains to close at night in all rooms. Kitchen well-equipped with coffee maker, pots and pans, dishes and tableware. Large...
Stunning Views of CA Coast : Beautifully Remodeled Home

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

10.0 out of 10, Exceptional, (219)
"The house was great and the location is super! The sound system in the house was a little challenging for us "old folks", but we made it work!! Would go back again for sure!"
The price is €2,025
includes taxes & fees
1 Dec - 2 Dec
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Romantic King Bed Studio ~ BEST VIEWS on Bodega Bay - We're right on the water!

9.4 out of 10, Exceptional, (317)
"The place is beautiful and peaceful. You feel like you are immersed in nature yet in a very comfortable environment completed of everything you need to be satisfied. I wish I could have stayed for a week. "
The price is €533
includes taxes & fees
8 Dec - 9 Dec
Romantic King Bed Studio ~ BEST VIEWS on Bodega Bay - We're right on the water!

New Modern House in Sonoma Valley's Best Area

10.0 out of 10, Exceptional, (232)
"A lovely modern house in a nature filled woodland. It was a lovely stay!"
New Modern House in Sonoma Valley's Best Area

4.5 Bedrooms, 3 Baths, 2 Kitchens, 180 degree views and a 'Man Cave'

9.2 out of 10, Wonderful, (159)
"The views were amazing and the house was enjoyed by everyone from the grandparents to the grandkids. Hosts were great with excellent attention to details and clear instructions. The kids had so many things to do in the house everyone was busy having fun. Would definitely recommend staying here and we will be back hopefully soon. "
4.5 Bedrooms, 3 Baths, 2 Kitchens, 180 degree views and a 'Man Cave'

Wagging Woods | 3 Gated Acres | Private Hot Tub | Dog-Friendly

8.4 out of 10, Very good, (35)
"The home is very well equipped for those traveling with dogs, but we did not. Also given that it is dog friendly, I'd say the house was very clean. Kitchen is very well equipped especially if you want to bake, and the beds were comfortable. Location was a little difficult to find because we arrived at night but we managed. It's a great spot if you are exploring the area and just need a home base, but nothing special. Hot tub was nice during the day surrounded by trees but was difficult to figure...
Wagging Woods | 3 Gated Acres | Private Hot Tub | Dog-Friendly

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

10.0 out of 10, Exceptional, (211)
"Our group of 12 had an amazing time here! The property is beautiful and fully equipped with everything you’d need! We’d love to come back during summer to you the pool for sure! "
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Charming Country Home Nestled In Kenwood Village the heart of the wine country.

10.0 out of 10, Exceptional, (181)
"We had the best time at this cute rental property. It was comfortable, cute and felt private. This place is perfect for a group and is equipped with anything you might need. We cooked in the kitchen one evening and were in a good spot to tour Healdsburg one day and wineries in Sonoma the next. Would stay again and recommend to friends and family. "
Charming Country Home Nestled In Kenwood Village the heart of the wine country.

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 €686
includes taxes & fees
30 Nov - 1 Dec
Wine Country Harvest Vacation Home

Dog-friendly home with firepit, Hot tub, woodstove & 2 decks - walk to beach

9.8 out of 10, Exceptional, (25)
" If you’re looking for a clean, comfortable and quiet getaway in the woods, this is it. We enjoyed a three day getaway with our 1 yr old granddaughter and had a blast at the home and surrounding area…and so did our little dog who loved exploring the fenced yard. Big screen tv, good wifi, convenient in-suite laundry facilities, comfy bedrooms, clean bathrooms, well stocked kitchen… all made for a very enjoyable stay."
Dog-friendly home with firepit, Hot tub, woodstove & 2 decks - walk to beach
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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Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel

Holiday Inn Windsor Wine Country, an IHG Hotel

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Hampton Inn & Suites Windsor - Sonoma Wine Country

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9.2 out of 10, Wonderful, (1051)
"It met all expectations "
The price is €137
includes taxes & fees
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Hampton Inn & Suites Windsor - Sonoma 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.