Photo by Jennifer Hill

Chalk Hill Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Chalk Hill

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (442)
"The house is lovely and perfecty located for us with our dog to enjoy walks on the beach! We especially loved the view (of course) and the garden area in the front. It was the perfect getaway location. We plan on making this a yearly stay. "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

The Ranch at Lake Sonoma

1.0 star property
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
The price is NZ$112
includes taxes & fees
29 July - 30 July
The Ranch at Lake Sonoma

Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

10.0 out of 10, Exceptional, (6)
"We had a pleasant stay at the property over the Memorial Day weekend. It’s away from the crowds but yet 15 mins from Sonoma Lake for water sports and 30 mins from Healdsburg. Amazing view and great time in the pool. "
Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

9.8 out of 10, Exceptional, (330)
"Cute little spot. Kitchen had everything we needed and more. Lovely stay "
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

9.6 out of 10, Exceptional, (179)
"We loved the cozy bungalow, perfect location and close to everything at Bodega Bay. The place was very clean and comfortable. Pam was extremely helpful. "
COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

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

8.0 out of 10, Very good, (41)
"Nice to get away from it all and relax in a quiet secluded area. Small portable heaters were useful in the bedroom and tv room / futon room on the first floor. "
Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

Stunning Views of CA Coast : Beautifully Remodeled Home

9.8 out of 10, Exceptional, (347)
"Enjoyed our stay and the town. "
Stunning Views of CA Coast : Beautifully Remodeled Home

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (383)
"Our third stay and first time booking three nights which seems to be the sweet spot for an extended weekend since you get two full days to relax along the coast. Already can't wait to book our next visit to this charming property!"
Oceanfront - Hot Tub - Newly Remodeled Cottage

As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

9.8 out of 10, Exceptional, (89)
"Great place with all amenities. The house was spacious and the views are spectacular "
As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

Bodega Bay on the Edge of Pacific Ocean

9.6 out of 10, Exceptional, (150)
"Perfect stay"
Bodega Bay on the Edge of Pacific Ocean

Beautiful Coast Home 3 Minutes From Beach!

8.2 out of 10, Very good, (11)
"The home was beautiful, comfortable and clean and lots of amenities."
The price is NZ$1,252
includes taxes & fees
19 Aug - 20 Aug
Beautiful Coast Home 3 Minutes From Beach!

Renovated home w/ breathtaking views of the bay and new hot tub

10.0 out of 10, Exceptional, (47)
"Thank you - fantastic place with a great view. We would highly recommend the property to anyone looking on VRBO. "
The price is NZ$1,399
includes taxes & fees
19 Aug - 20 Aug
Renovated home w/ breathtaking views of the bay and new hot tub

Scenic and tranquil in the heart of Sonoma wine country.

10.0 out of 10, Exceptional, (95)
"Great location views and continently located. "
Scenic and tranquil in the heart of Sonoma wine country.

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

9.0 out of 10, Wonderful, (87)
"Beautiful and comfortable place with an amazing bay view. "
Charming Bayfront Cottage with Gorgeous Views - Ideal for Quick Romantic Getaway

Updated, dog-friendly cottage with bay views, wraparound deck & EV charger

9.8 out of 10, Exceptional, (51)
"Loved our stay here, such a cute little spot and so convenient. Made for an excellent get-away!"
Updated, dog-friendly cottage with bay views, wraparound deck & EV charger

Wine Country Harvest Vacation Home

9.8 out of 10, Exceptional, (81)
"This is a very nice property in a great location in Santa Rosa. They keep it well maintained and it was very clean."
Wine Country Harvest Vacation Home

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

10.0 out of 10, Exceptional, (197)
"Fun , lots of things todo nearby , fully equipped accommodation "
Charming Country Home Nestled In Kenwood Village the heart of the wine country.

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (20)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is NZ$672
includes taxes & fees
4 Aug - 5 Aug
Escape to Wine County in your independant Cottage in Downtown Calistoga

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

9.2 out of 10, Wonderful, (179)
"The house was spacious and welcoming. There was plenty to do for all ages. Gaines, pool table, hot tub. Plenty of room to spread out. We enjoyed our time."
4.5 Bedrooms, 3 Baths, 2 Kitchens, 180 degree views and a 'Man Cave'

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

10.0 out of 10, Exceptional, (22)
"The host was very communicative before and during our stay. The property was very clean and exactly as shown in the pictures. Thanks for a great stay!"
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chalk Hill Hotel Reviews