Photo by Jennifer Hill

Chalk Hill Vacation 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

Next weekend
In two weeks
In one month
In two months

Browse Select Chalk Hill Vacation Homes

Our top choices for Chalk Hill vacation homes

Stunning Views of CA Coast : Beautifully Remodeled Home

9.8 out of 10, Exceptional, (352)
"We have stayed in many homes around the bay, and this was one of the most comfortable places we've visited. It was a homey, clean, and comfortable place. "
Stunning Views of CA Coast : Beautifully Remodeled Home

Malibu of the North Oceanfront w 3 Suites

7.6 out of 10, Good, (4)
"Amazing stay and fabulous hosts. Everything was just as advertised and will be going back again in the future."
The price is CA $511
CA $1,158 total
includes taxes & fees
Aug 28 - Aug 29
Malibu of the North Oceanfront w 3 Suites

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

9.6 out of 10, Exceptional, (185)
"Bungalow was clean, quiet, right near the beach. Pam was such a great host. Really enjoyed staying there."
COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

Romantic King Bed Studio ~ STUNNING VIEWS Bodega Bay - Perched over the water!

9.4 out of 10, Exceptional, (338)
"The studio was spotless and the bed very comfy. Check in process was easy and communication smooth. Initially the instructions to find this little gem were confusing, but one you arrive they become clear. Bring wood to enjoy the darling fireplace. "
The price is CA $351
CA $766 total
includes taxes & fees
Aug 21 - Aug 22
Romantic King Bed Studio ~ STUNNING VIEWS Bodega Bay - Perched over the water!

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

8.0 out of 10, Very good, (44)
"We love the property, quiet and close to beach. We recommend bringing enough food and water for ur stay. Local markets r very expensive. "
Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006

10.0 out of 10, Exceptional, (128)
"The house was very nice and central to all Napa has to offer. The hosts were incredibly quick to respond and provided everything we needed and more.The location is quite but you can walk to Main Street. We'd stay here again!"
3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006

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

10.0 out of 10, Exceptional, (95)
"The property was great! There’s attention to detail, it was very clean and the location is ideal. "
Epic ocean views and sound of surf. Luxurious Beds. Fireplace. Hot Tub. Dogs OK.

WineCountry Retreat + Casita,Bocce & Sunset Views!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The space was filled with natural light and felt so warm and welcoming the moment we walked in. Immaculately clean and beautifully decorated with such attention to detail. The kitchen had everything we needed, making it easy to feel right at home....
WineCountry Retreat + Casita,Bocce & Sunset Views!

Walk to Russian River - Casa Del Rio - Unit A

9.2 out of 10, Wonderful, (34)
"Great location to stay to get the most out of your wine trip. "
The price is CA $152
CA $536 total
includes taxes & fees
Aug 27 - Aug 28
Walk to Russian River - Casa Del Rio - Unit A

Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub

10.0 out of 10, Exceptional, (97)
"This home is beautiful and comfortable. The outside decks and gardens provide a peaceful respite from busy traveling and sightseeing. The views are lovely."
Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub

Ocean view easy access to Doran Beach, Golf course and Bluewater Bistro.

10.0 out of 10, Exceptional, (87)
"Perfect"
Ocean view easy access to Doran Beach, Golf course and Bluewater Bistro.

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

10.0 out of 10, Exceptional, (53)
"Thank you - fantastic place with a great view. We would highly recommend the property to anyone looking on VRBO. "
The price is CA $497
CA $1,063 total
includes taxes & fees
Aug 25 - Aug 26
Renovated home w/ breathtaking views of the bay and new hot tub

Vintage Cabin with enclosed yard, well stocked Kitchen, Spa and Huge Sunny Deck.

9.8 out of 10, Exceptional, (286)
"We had a wonderful weekend getaway at this cozy home surrounded by trees and nature. The setting was peaceful and private, just what we needed to unwind. The house was clean, well maintained, and thoughtfully stocked, especially the kitchen which had everything we needed. A perfect retreat for a quiet, relaxing break."
Vintage Cabin with enclosed yard, well stocked Kitchen, Spa and Huge Sunny Deck.

Starry Nights:FUN Family Home! Walk to River! 5-Star! GmRm/Pup/WiFi/Yard!

9.8 out of 10, Exceptional, (19)
"Location was great for our winery visits and state parks. Great setting and very comfortable."
Starry Nights:FUN Family Home! Walk to River! 5-Star! GmRm/Pup/WiFi/Yard!

Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views

8.4 out of 10, Very good, (28)
"Cute cottage. The outdoor chairs in front were very old and worn out. The furniture by the hot tub was dirty from being under the trees but we used one of the sheets and it was fine. was dirty"
Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views

Wildwood Gardens Scenic Rustic Vacation Retreat on the River

9.6 out of 10, Exceptional, (188)
"My husband and I enjoyed our stay in this home on the river. The decks, and large, private, river front yard were beautiful. "
Wildwood Gardens Scenic Rustic Vacation Retreat on the River

Casa Pavone, by Vinifera Homes

10.0 out of 10, Exceptional, (7)
"Casa Pavone was beautiful inside and out. It is very spacious for you to spread out with your friends and family. We enjoyed sitting outside listening to the water in the stream next to the property. We had everything we needed and enjoyed the quiet setting. Thanks Harman for being there if we needed."
Casa Pavone, by Vinifera Homes

Luxurious Large Home, Beautiful Pool, Extensive Gardens

9.8 out of 10, Exceptional, (153)
"The property is stunning, the house has everything you need, the kitchen was fully equipped with every gadget required for a gourmet meal. The pool was amazing to have, the hot tub was a killer, the outdoor space was stunning. All in all an incredible experience. The costs do start to add up with pool heating, dogs, etc. so make sure to read the listing in its entirety before committing. The host was very communicative and respectful. Highly recommend this stay! "
Luxurious Large Home, Beautiful Pool, Extensive Gardens

Double Queen Room with Ocean View!

8.4 out of 10, Very good, (11)
"The rooms were clean and spacious and very affordably price! Upon checking in clear directions were given to get to and access the room. Overall environment was very quiet and made for an enjoyable stay."
The price is CA $274
CA $361 total
includes taxes & fees
Sep 2 - Sep 3
Double Queen Room with Ocean View!

Bodega Bay on the Edge of Pacific Ocean

9.6 out of 10, Exceptional, (152)
"We really enjoyed this home and property. "
Bodega Bay on the Edge of Pacific Ocean
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