Photo by Jennifer Hill

Apartments in Chalk Hill

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Featured Apartments in Chalk Hill

Charming Bayfront Cottage with Gorgeous Views - Ideal for Quick Romantic Getaway

9.0 out of 10, Wonderful, (79)
"The place was clean, cozy and comfortable. The location was excellent - right on the bay. We had everything we needed for a short stay"
Charming Bayfront Cottage with Gorgeous Views - Ideal for Quick Romantic Getaway

Estero Schoolhouse Guest Studio

9.4 out of 10, Exceptional, (49)
"Did we enjoy our stay? Abosutely. It was affordable, convenient and unique. Grounds, outside and patios do need some renovation. But it isn’t a “destination resort” if you want to make that to be the focus of your time. We didn’t. Too much to see and do nearby if you don’t mind driving. Would we visit again? Yes, we like exploring unique and different locations and enjoy the rural setting. The host was OOT during our stay but stayed in contact if needed. He was accommodating to our...
Estero Schoolhouse Guest Studio

E - Tiny Home, Big Feel

9.2 out of 10, Wonderful, (15)
"Worked for what we needed! Thanks"
The price is AU$233
includes taxes & fees
26 Dec - 27 Dec
E - Tiny Home, Big Feel

Elegant Santa Rosa Getaway in Historic Stonehouse!

6.0 out of 10, (1)
"This is a great property and location. My only issue was that another guest locked me out of the entire property. Found out at 10:30 at night. No real solution other than sleeping in my car in parking lot given required CPAP was inside the room. Didn't get into the hotel until after 2 a.m."
The price is AU$621
includes taxes & fees
5 Jan - 6 Jan 2025
Elegant Santa Rosa Getaway in Historic Stonehouse!

Perfect Santa Rosa Retreat at Historic Stonehouse!

The price is AU$559
includes taxes & fees
5 Jan - 6 Jan 2025
Perfect Santa Rosa Retreat at Historic Stonehouse!

Wine Country Harvest Hideaway - Centrally located in Sonoma Valley

10.0 out of 10, Exceptional, (119)
"Quiet. Comfortable and convenient. "
Wine Country Harvest Hideaway - Centrally located in Sonoma Valley

Cozy and Charming Apple Blossom Retreat, with Hot Tub - We're back !!

10.0 out of 10, Exceptional, (85)
"The setting is this property is beautiful - susan and Gary are lucky to have such a little slice of heaven for their home - which they happily share. We have family in Sebastapol and will be back! Great hosts - great space!"
Cozy and Charming Apple Blossom Retreat, with Hot Tub - We're back !!

Fully furnished apartment tucked away on-site at UpValley Inn & Hot Springs

9.4 out of 10, Exceptional, (3)
"We had a great stay loved the pool and steam room and sauna. Close to downtown nice for leisurely walks overall a great stay."
The price is AU$535
includes taxes & fees
5 Jan - 6 Jan 2025
Fully furnished apartment tucked away on-site at UpValley Inn & Hot Springs

The Attic At The Red Chateau - Russian River Wine Valley

9.8 out of 10, Exceptional, (139)
"What a hidden gem! We absolutely loved the space. It was cozy with the little nooks and extra touches. Wonderful little tea selection and tray and a little decanter of port were complimentary. Bathroom was wonderful with a skylight and a duel headed shower. We loved sitting out "
The Attic At The Red Chateau - Russian River Wine Valley

D - Enjoy cabin feels minutes from town

8.8 out of 10, Excellent, (6)
"We enjoyed our stay here very much. There was a nice fire pit in front of our room and plenty of outdoor space. The room had everything we needed and was very clean. It’s a short drive to Healdsburg and the Russian River. "
The price is AU$233
includes taxes & fees
30 Dec - 31 Dec
D - Enjoy cabin feels minutes from town

Cannery Loft @ Railroad Square Top Floor Views

10.0 out of 10, Exceptional, (1)
"We thoroughly enjoyed our stay at the Cannery Loft. The amenities were great and restaurants and SMART train within a short walking distance. It is spacious and comfortable with charming décor. Having a parking spot on the driveway was super convenient. Allen was a great host who was readily accessible for any questions."
Cannery Loft @ Railroad Square Top Floor Views

The Roost - Garden Studio

10.0 out of 10, Exceptional, (9)
"We couldn't have been happier to have stayed in this ultra convenient cottage that allowed us to park our car and walk to all of the great shops and restaurants that Healdsburg has to offer. The cottage had all that we needed (maybe a TV would have been nice to catch the basketball game after dinner or watch a streaming show given the cold weather). The hosts were very helpful and gracious, and the communication was timely and appropriate. We look forward to staying again in warmer weather so we...
The Roost - Garden Studio

Downtown Urban Flat - 92 Walking Score

10.0 out of 10, Exceptional, (12)
"Would stay her again! Host available to us but had no needs! Place was perfect! Quiet, comfy beds. Nice linens. "
Downtown Urban Flat - 92 Walking Score

Quaint 2 Bedroom Flat Downtown

10.0 out of 10, Exceptional, (17)
"Accommodations were great. Easy check in…parking great. Appreciated the coffee and the bottle of wine and the information binder! We hope to use this as our go to place in Cloverdale! "
The price is AU$530
includes taxes & fees
2 Jan - 3 Jan 2025
Quaint 2 Bedroom Flat Downtown

2 Bedroom Flat With Short Walk to Downtown

10.0 out of 10, Exceptional, (41)
"Very nice property-well kept, clean, comfortable. We enjoyed walking around the downtown and a hike near Clover Springs in the wilderness area. I would recommend."
The price is AU$500
includes taxes & fees
1 Jan - 2 Jan 2025
2 Bedroom Flat With Short Walk to Downtown

Deluxe Guest Suite w/ private yard, king bed, sofa bed, desk, next to a park!

9.4 out of 10, Exceptional, (3)
"This was a beautiful VRBO that is exactly as shown in all of the pictures and is described accurately. The king-sized bed was very comfortable, the bathroom was nice, walk-in closet extra rooms, and I liked the outdoor patio space. The neighborhood seemed safe and was very quite. The only issue that we had was that the entire unit smelled like marijuana smoke, (even after leaving the sliding glass door wide open for a few hours with the fan and heater on). My wife and I don't smoke, so it was...
Deluxe Guest Suite w/ private yard, king bed, sofa bed, desk, next to a park!

Charming private upstairs studio with queen bed

10.0 out of 10, Exceptional, (9)
"The property was great. Easy to get in and out, and felt private. It was convenient to the freeway, and to SRJC. As an added bonus, within walking distance of a nice park and brewpub!"
Charming private upstairs studio with queen bed

Modern Guest House in the Vineyard

10.0 out of 10, Exceptional, (5)
"Wonderful place in a peaceful setting! We appreciated the hospitality and well stocked kitchen. Definitely recommend!"
Modern Guest House in the Vineyard

Downtown Healdsburg Loft - (30 day minimum rentals only)

10.0 out of 10, Exceptional, (6)
"Healdsburg is a charming, friendly small town and a great central location for exploring the area. The apartment is the perfect location to walk into town, it was an easy 10 minute walk. It has everything you need for a month long stay and was recently updated with a new bathroom and flooring throughout. It is actually even nicer than it appears in the pictures. The backyard is amazing and was a great place to enjoy the beautiful, cool evenings. Best of all the owners are super responsive and...
Downtown Healdsburg Loft - (30 day minimum rentals only)

1,400 sq ft apartment across the street from St. Francis Winery!

10.0 out of 10, Exceptional, (3)
"Beautiful property, clean, quiet good location"
1,400 sq ft apartment across the street from St. Francis Winery!
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

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (29)
"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

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
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.