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April 2025

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Compare 127 Cottages in Chalk Hill with updated reviews, rates, and availability.

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (374)
"My family and I stayed for 3 nights and enjoyed our time immensely. We loved watching the sunset from the hot tub. There were so many beaches close by to drive to, as well as the main town. Property was just as described and owner was quick to respond to any messages. My children also enjoyed the movie selection in the living room. We would definitely return! "
Oceanfront - Hot Tub - Newly Remodeled Cottage

Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

10.0 out of 10, Exceptional, (366)
"A wonderful cozy house."
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (13)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is SAR 1,032
SAR 1,405 total
includes taxes & fees
28 Apr - 29 Apr
Escape to Wine County in your independant Cottage in Downtown Calistoga

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

9.8 out of 10, Exceptional, (320)
"Cute little spot. Kitchen had everything we needed and more. Lovely stay "
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

9.2 out of 10, Wonderful, (55)
"Cute property! It’s a little rustic, but has everything you need. The location is beautiful and convenient to Healdsburg. "
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

Pumpkin House Summary

9.8 out of 10, Exceptional, (7)
"Nice place, quiet. Loved the hot tub. "
The price is SAR 694
SAR 1,411 total
includes taxes & fees
29 Apr - 30 Apr
Pumpkin House Summary

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (42)
"Nice location and space was very comfortable"
The price is SAR 671
SAR 918 total
includes taxes & fees
30 Apr - 1 May
Comfort and Style in Our Queen Cottage

Beautiful, Historic Guest Ranch with Modern Amenities

10.0 out of 10, Exceptional, (83)
"We had such a wonderful 4 days in this beautiful home and environs. After a very stressful few months for all in my family, this was the perfect place to rejuvenate and leave restored. Every need we had was quickly addressed by the owner and her staff. We cannot wait to return next fall."
Beautiful, Historic Guest Ranch with Modern Amenities

Wine Country Bungalow

10.0 out of 10, Exceptional, (38)
"Very comfortable and super clean"
Wine Country Bungalow

Russian Riverside Cottage in Healdsburg

8.4 out of 10, Very Good, (8)
"We really enjoyed our stay. The communication with owner was great and we will come back again. The beach is just right there and our young adult grandchildren love it."
Russian Riverside Cottage in Healdsburg

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (44)
"The Backyard Garden Oasis was quiet and secluded. We enjoyed walking along the quiet street in the morning. The owner is a helpful host. "
The price is SAR 728
SAR 811 total
includes taxes & fees
26 Apr - 27 Apr
Backyard Garden Oasis

Sunny View Cottage in the Beautiful Wine Country

10.0 out of 10, Exceptional, (266)
"Quiet setting great location!!"
Sunny View Cottage in the Beautiful Wine Country

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (52)
"My husband and I stayed at this cottage for 3 weeks in March and it worked great for us. It’s very comfortable and had everything we needed for a wonderful stay. Emily is a great host with excellent communication skills and provided extras such as coffee pods, milk, yogurt, bottle of wine, dish soap, etc. We loved the location, walkable to downtown and close to highways for exploring the area. I highly recommend this property. "
1 Bedroom Cottage Walking Distance to Down Town

Studio cottage retreat in a vineyard setting

10.0 out of 10, Exceptional, (61)
"This place was darling! It was perfect for my husband and I to stay a long weekend while we toured around the area. It was very clean and cozy. We made breakfast every day and had everything we needed in the kitchen. The bed was super comfortable and we had plenty of towels (always a bonus in my book). The street is very quiet and secluded, yet close enough to everything that the wine tour we booked was able to pick us up right at the house. There are lots of windows and I was surprised at...
Studio cottage retreat in a vineyard setting

Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown

9.8 out of 10, Exceptional, (40)
"This adorable house is perfectly situated in downtown Healdsburg close to the square and loads of quality dining and wine tasting. Just right for two couples. Beds were comfortable, and the kitchen was well equipped. Will keep in mind for the future!"
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown

Gorgeous lush private RIVERFRONT modern cabin

9.8 out of 10, Exceptional, (51)
"The cabin is tastefully decorated with art and textiles. Well lit, with lots of windows facing the river. Landscaping is lush, and I’m sure bountiful in the summer months. The decks and spa are perfect for relaxing after a fun-filled day. Centrally located for adventures in the redwoods, Pacific Ocean, wineries, quaint little towns, as well as the river. Nice, well set up kitchen with Viking stovetop. "
The price is SAR 1,125
SAR 1,962 total
includes taxes & fees
4 May - 5 May
Gorgeous lush private RIVERFRONT modern cabin

Escape to Wine Country in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (1)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
The price is SAR 1,032
SAR 1,405 total
includes taxes & fees
28 Apr - 29 Apr
Escape to Wine Country in your independant Cottage in Downtown Calistoga

The Manzanita Cottage

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very nice, clean and spacious. "
The Manzanita Cottage

Riverfront cottage w/ hot tub, lush gardens, privacy & river access, pets ok!

10.0 out of 10, Exceptional, (20)
"Lovely property, well managed. Really enjoyed being on the Russian River, would absolutely book this one again. "
Riverfront cottage w/ hot tub, lush gardens, privacy & river access, pets ok!
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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Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (34)
"Enjoyed a lovely weekend at this wonderful cottage! Everything was so comfortable and welcoming, and the kitchen was very well stocked with more than just the basics. Bring your bug stuff so that you can enjoy the charming and peaceful outdoor space, and enjoy the great location close to wineries and just a short drive from Windsor & Healdsburg hot spots. We would happily stay again!"
Chalk Hill Cottage Close to Wineries

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (430)
"Great property. Beautiful location and views and beach. Hot tub is nice. Dishwasher did not work and kitchen equipment could be better. Also mattress in second bedroom was not comfortable and pillows were probably fine for kids, but not restful for middle aged parents. But we loved it because it’s a sweet little house and the owners obviously love it."
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

COZY...Dog-Friendly...BUNGALOW—Perfect for Couples!!!

9.6 out of 10, Exceptional, (168)
"Nice, clean, small duplex perfect for two people, within walking distance to the bay and stores. Dog friendly!"
COZY...Dog-Friendly...BUNGALOW—Perfect for Couples!!!
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.