Vacation rentals in Chalk Hill AVA

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chalk Hill AVA

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guesthouse in Healdsburg

4.98 out of 5 average rating, 246 reviews

Alexander Valley: Wine Lover and Cycling Paradise

The Finca Guest House is a beautiful modern & private unit, which offers country seclusion just a short hop into Healdsburg. Three private outdoor spaces for your use! Coffee patio, wine patio, goat patio--your choice! World-class biking out the door. Guest House will be thoroughly cleaned per Airbnb guidelines! *This property has farm animals so no outside animals allowed. See Rules and Policies notes Gas grill w/burner is available for outdoor cooking. NO full kitchen. Sonoma Co. TOT#3191N

Sep 4 – 11

G$39,479 GYD per night
Superhost

Cottage in Sebastopol

4.92 out of 5 average rating, 201 reviews

Stunning Sauna Cottage Retreat on Private Vineyard

Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

Feb 11 – 18

G$60,658 GYD per night
Guest favorite

Farm stay in Healdsburg

4.97 out of 5 average rating, 470 reviews

Gracianna Winery Vineyard Loft - Farm Stay

Costs vary based on availability. Luxury estate loft in Gracianna Winery's vineyard on Westside Road's Miracle Mile in Healdsburg includes equipped kitchen. Pick up breakfast needs before arriving. House truth: Vineyard machines may work overnight with lights & disruptive noises, especially during the summer and harvest is in late August early Sept. It can be disruptive to sleep (or not, some say it isn't a bother). LOFT AVAILABLE BUT TASTING ROOM CLOSED DECEMBER 1 - MARCH 31. TOT #3294N

Feb 20 – 27

G$63,077 GYD per night

Popular amenities for Chalk Hill AVA vacation rentals

Other great vacation rentals in Chalk Hill AVA

Guest favorite

Guesthouse in Sebastopol

4.93 out of 5 average rating, 674 reviews

Sun Drenched Flat

Feb 19 – 26

G$28,761 GYD per night
Guest favorite

Home in Healdsburg

4.88 out of 5 average rating, 138 reviews

Modern Home in Hburg Wine Country

Oct 21 – 28

G$143,912 GYD per night
Guest favorite

Home in Healdsburg

4.96 out of 5 average rating, 429 reviews

Dry Creek Valley Cottage

Mar 15 – 22

G$41,259 GYD per night
Guest favorite

Home in Healdsburg

4.98 out of 5 average rating, 393 reviews

Vineyard Modern Barn House - Dry Creek Valley

Jun 4 – 9

G$110,950 GYD per night
Guest favorite

Cabin in Healdsburg

4.99 out of 5 average rating, 145 reviews

Updated Russian River Cabin (beach/river access!)

Feb 6 – 13

G$83,329 GYD per night
Superhost

Home in Healdsburg

4.89 out of 5 average rating, 292 reviews

Peaceful location, hot tub, fire pit, game room!

Oct 22 – 29

G$92,592 GYD per night
Guest favorite

Cottage in Forestville

4.94 out of 5 average rating, 406 reviews

Cosmo Beach River-front Sanctuary

Sep 2 – 9

G$110,827 GYD per night
Guest favorite

Apartment in Sebastopol

4.99 out of 5 average rating, 601 reviews

Amy's Local BNB - walk to town **and hot tub!**

Aug 21 – 28

G$32,932 GYD per night
Guest favorite

Guesthouse in Sebastopol

4.9 out of 5 average rating, 1107 reviews

Lemon Moon Cottage

Aug 15 – 20

G$30,824 GYD per night
Guest favorite

Guesthouse in Santa Rosa

4.97 out of 5 average rating, 222 reviews

Spring sale - Book Now & Save

Aug 19 – 26

G$29,862 GYD per night
Guest favorite

Guesthouse in Sebastopol

4.98 out of 5 average rating, 428 reviews

Modern Bungalow Downtown Sebastopol

Jul 21 – 28

G$24,147 GYD per night
Guest favorite

Apartment in Santa Rosa

4.99 out of 5 average rating, 253 reviews

Robin's Nest

Mar 20 – 27

G$24,135 GYD per night

Destinations to explore