Chalk Hill Cottages

A group of large hot air balloons, including a yellow one with a face, and a white van with cartoon characters.

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Our top choices for Chalk Hill cottages

A wooden deck with wicker furniture and a metal table, overlooking a vineyard and hills.

1. Garden house with gas fireplace

Middletown

Amy

HK$1,576 total

includes taxes & fees

29 Oct - 30 Oct

A building with a sign that reads "Russian River Brewing Company."

2. Wine Country Cottage in downtown Santa Rosa, CA

Santa Rosa

joanne h.

HK$3,620 total

includes taxes & fees

2 Nov - 3 Nov

A small, single-story house with a front porch, a chimney, and a door with a window above it.

3. Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Calistoga

"We stayed here 15 years ago , same bedspreads and no new updates . We love it for its cozy feeling , and love the peacefulness of staying in Calistoga. We walked across the street for an awesome dinner at Sam’s Social club , walked down the street to shop and cruise around this quaint town . It’s a high price point , but we always enjoy our time there . I worry that if they ever remodel this place , the price point will be more than what it’s worth a night , for which I don’t believe would be...

William

HK$3,537 total

includes taxes & fees

26 Oct - 27 Oct

4. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Calistoga

Paul L.

HK$3,217 total

includes taxes & fees

26 Oct - 27 Oct

A modern building with a metal exterior, a wooden door, and a small window on the side.

5. Country Carriage House in Downtown Geyserville, Vineyard Views

Geyserville

Gina I.

HK$3,087 total

includes taxes & fees

29 Oct - 30 Oct

yard view of old growth stump, stairs to front door, gate from off-parking

6. Pumpkin House Summary

Guerneville

Nathan B.

HK$2,957 total

includes taxes & fees

28 Oct - 29 Oct

A house with a porch, a wooden door, and two rocking chairs. There are two suitcases and a table with bottles on the porch.

7. Escape to wine country in your independent cottage in downtown Calistoga

Calistoga

"We absolutely loved our stay! The home was clean, quiet, private, and incredibly convenient. We were especially grateful that the hosts allowed our three dogs, which made this trip extra special. We spent a few days enjoying Calistoga and Napa before taking our sweet pup to UC Davis, and this was the perfect place for us. As empty nesters, we love traveling with our three dogs and hope to stay here again someday!"

Jennifer G.

HK$3,217 total

includes taxes & fees

26 Oct - 27 Oct