Chalk Hill Vacation Rentals

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Our top choices for Chalk Hill vacation rentals

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is CA $243
CA $271 total
includes taxes & fees
Feb 10 - Feb 11
Backyard Garden Oasis

Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
8.8 out of 10, Excellent, (28 reviews)
"Very clean room, friendly staff, great to walk around "
United States
Victoria
The price is CA $220
CA $246 total
includes taxes & fees
Mar 8 - Mar 9
Mandala Springs Wellness Retreat Center

Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
The price is CA $133
CA $376 total
includes taxes & fees
Feb 10 - Feb 11
Sonoma Stonehouse, Wine Country Vibes

Rouge Cobb Mountain Hotel - Cabin 2

Rouge Cobb Mountain Hotel - Cabin 2
2.0 star property
Cobb
The price is CA $156
CA $332 total
includes taxes & fees
Feb 10 - Feb 11
Rouge Cobb Mountain Hotel - Cabin 2

Russian River Retreat! Woodsy Guerneville Bungalow

Russian River Retreat! Woodsy Guerneville Bungalow
3.0 star property
Guerneville
The price is CA $234
CA $590 total
includes taxes & fees
Feb 10 - Feb 11
Russian River Retreat! Woodsy Guerneville Bungalow

Glen Ellen Retreat #2 King Beds

Glen Ellen Retreat #2 King Beds
Glen Ellen
10.0 out of 10, Exceptional, (159 reviews)
"Excellent place to stay with 4 people. The place was quiet, clean and spacious and we loved the back yard! We would definitely stay here again when visiting Sonoma,"
United States
Pam S.
The price is CA $226
CA $557 total
includes taxes & fees
Feb 10 - Feb 11
Glen Ellen Retreat #2 King Beds

The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (46 reviews)
"Great location to walk to town!"
United States
Brenda R.
The price is CA $134
CA $265 total
includes taxes & fees
Feb 12 - Feb 13
The Tiny Tipsy Turtle

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is CA $159
CA $369 total
includes taxes & fees
Feb 10 - Feb 11
2 Hidden Wine Country Gem Upstairs Unit

Emerald Lodge quiet efficiency

Emerald Lodge quiet efficiency
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
The price is CA $126
CA $294 total
includes taxes & fees
Feb 10 - Feb 11
Emerald Lodge quiet efficiency

Charming NEW studio with AC and private yard in tranquil Sebastopol

Charming NEW studio with AC and private yard in tranquil Sebastopol
Sebastopol
10.0 out of 10, Exceptional, (2 reviews)
"Yard was great for our dog. "
United States
Kip K.
The price is CA $190
CA $370 total
includes taxes & fees
Feb 16 - Feb 17
Charming NEW studio with AC and private yard in tranquil Sebastopol

Glen Ellen Retreat #1 Hot Tub and King Beds

Glen Ellen Retreat #1 Hot Tub and King Beds
Glen Ellen
10.0 out of 10, Exceptional, (82 reviews)
"Very clean and excellent location."
United States
carrie k.
The price is CA $239
CA $573 total
includes taxes & fees
Feb 10 - Feb 11
Glen Ellen Retreat #1 Hot Tub and King Beds

Cobb Mountain Chalet Main For

Cobb Mountain Chalet Main For
Cobb
9.6 out of 10, Exceptional, (14 reviews)
"A always a great stay this is my fourth stay."
United States
Richard D.
The price is CA $86
CA $230 total
includes taxes & fees
Feb 15 - Feb 16
Cobb Mountain Chalet Main For

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"The cottage was very well appointed, very clean and comfortable. we really enjoyed our 2 night stay!Communication, check in and out were a breeze!Thank you!!"
United States
Kevin T.
The price is CA $231
CA $605 total
includes taxes & fees
Feb 10 - Feb 11
Comfort and Style in Our Queen Cottage

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.6 out of 10, Exceptional, (65 reviews)
"Good location for coffee and restaurant. Nice backyard "
United States
vicki a.
The price is CA $253
CA $552 total
includes taxes & fees
Feb 10 - Feb 11
Wine Country Cottage in downtown Santa Rosa, CA

Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
The price is CA $258
CA $643 total
includes taxes & fees
Feb 10 - Feb 11
Charming King Cottage

Wineries & Wine: A Comforting Getaway in Wine Country

Wineries & Wine: A Comforting Getaway in Wine Country
Northwest Santa Rosa
9.4 out of 10, Exceptional, (22 reviews)
"This is a great location, and comfortable space for us to tour wine country! We enjoyed the condo, it was quite and clean."
United States
Gayle C.
The price is CA $139
CA $458 total
includes taxes & fees
Feb 16 - Feb 17
Wineries & Wine: A Comforting Getaway in Wine Country

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.8 out of 10, Exceptional, (13 reviews)
"Love the cabin atmosphere, big windows overlooking the trees and river. It’s my happy place. Been there twice and already planning my next stay."
United States
Sydney G.
The price is CA $185
CA $673 total
includes taxes & fees
Feb 19 - Feb 20
Cozy Riverfront Cabin - Beach Access & Wood Stove

Escape to Wine Country in your independant Cottage in Downtown Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (2 reviews)
"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!!👍❤️"
United States
Ronny
The price is CA $376
CA $514 total
includes taxes & fees
Feb 10 - Feb 11
Escape to Wine Country in your independant Cottage in Downtown Calistoga

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

1,400 sq ft apartment across the street from St. Francis Winery!
Santa Rosa
9.6 out of 10, Exceptional, (9 reviews)
"Beautiful property with immaculate accomodations. It is in a convenient location for wineries and provides a peaceful, comfortable stay. Would definitely stay again."
United States
melissa d.
The price is CA $239
CA $349 total
includes taxes & fees
Feb 20 - Feb 21
1,400 sq ft apartment across the street from St. Francis Winery!

Tranquil Redwood Retreat

Tranquil Redwood Retreat
Guerneville
8.8 out of 10, Excellent, (10 reviews)
"We had a lovely stay at the Tranquil Redwood Retreat! The cabin was clean, cozy, and beautifully decorated—just like the photos. The kitchen was fully stocked with everything we needed, and the check-in process was smooth and easy. It was the perfect spot for a peaceful getaway surrounded by nature. We made some great memories here and would definitely love to come back!"
United States
Stacie L.
The price is CA $207
CA $442 total
includes taxes & fees
Feb 10 - Feb 11
Tranquil Redwood Retreat
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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Top Chalk Hill Hotel Reviews

Find out more about Chalk Hill

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chalk Hill. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.