Photo by Rick Alvarez

Holiday Homes in Chalk Hill

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Our top choices for Chalk Hill holiday homes

1. Vineyard View Retreat • Fire Pit • Wine Tasting Perks

Vineyard View Retreat • Fire Pit • Wine Tasting Perks
Healdsburg
9.8 out of 10, Exceptional, (19 reviews)
"Great place. Quiet, very clean, close to Healdsburg, grocery stores, etc. Very helpful and nice host. We would definitely stay here again when in the area."
United States
Mark R.
The price is €335
includes taxes & fees
1 Dec - 2 Dec
Vineyard View Retreat • Fire Pit • Wine Tasting Perks

2. Sauna, Cold Plunge & Fire Pit Near Wineries

Sauna, Cold Plunge & Fire Pit Near Wineries
Windsor
10.0 out of 10, Exceptional, (1 review)
"Very accommodating home with all the essentials. Awesome backyard for the dogs, great location and communication. "
United States
Keri S.
The price is €829
includes taxes & fees
10 Nov - 11 Nov
Sauna, Cold Plunge & Fire Pit Near Wineries

3. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (32 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 €245
includes taxes & fees
16 Nov - 17 Nov
2 Hidden Wine Country Gem Upstairs Unit

4. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (24 reviews)
"very nice space "
United States
kevin c.
The price is €302
includes taxes & fees
10 Nov - 11 Nov
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

5. Forestville Redwood Escape

Forestville Redwood Escape
Forestville
The price is €352
includes taxes & fees
2 Dec - 3 Dec
Forestville Redwood Escape

6. Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.2 out of 10, Wonderful, (31 reviews)
"Lovely place, very clean, in quiet surroundings."
United States
Brigid
The price is €154
includes taxes & fees
15 Nov - 16 Nov
Cobb Mountain Chalet King Size Suite

7. Peaceful, charming, cottage in wine country. Beautiful yard!

Peaceful, charming, cottage in wine country. Beautiful yard!
Sebastopol
10.0 out of 10, Exceptional, (14 reviews)
"Great stay and location!"
United States
Brandi K.
The price is €297
includes taxes & fees
19 Nov - 20 Nov
Peaceful, charming, cottage in wine country. Beautiful yard!

8. Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! The area is beautiful, peaceful and quiet. The house is clean, well maintained and equipped. Really enjoyed it and look forward to our next visit."
United States
Tina A.
The price is €318
includes taxes & fees
16 Nov - 17 Nov
Wine Country Cottage Escape

9. Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (44 reviews)
"We had a great stay. The house was clean, the beds were comfy and a very convenient location. Just wish there was an ironing board. I would definitely recommend staying here."
United States
Patricia A.
The price is €461
includes taxes & fees
12 Nov - 13 Nov
Serenity at the Russian River

10. The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Forestville
10.0 out of 10, Exceptional, (16 reviews)
"Nice place, great location, had everything we needed. Helpful and prompt communication by the host. This was a great base for exploring the area."
United States
Rebecca I.
The price is €388
includes taxes & fees
15 Nov - 16 Nov
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

11. Historic Ranch House on a Premier Wine Label's Vineyard in Sonoma Wine Country

Historic Ranch House on a Premier Wine Label's Vineyard in Sonoma Wine Country
Sebastopol
9.8 out of 10, Exceptional, (72 reviews)
"It was just what we hoped for a modern but rustic home overlooking vineyards and central to so many wonderful places to visit!"
United States
Rosio G.
The price is €502
includes taxes & fees
25 Nov - 26 Nov
Historic Ranch House on a Premier Wine Label's Vineyard in Sonoma Wine Country

12. Private Lofted Downtown Studio

Private Lofted Downtown Studio
Sebastopol
9.8 out of 10, Exceptional, (55 reviews)
"Very cute and luxurious!! We really enjoyed our stay and great proximity to downtown. "
United States
Yvonne L.
The price is €424
includes taxes & fees
13 Nov - 14 Nov
Private Lofted Downtown Studio

13. Walk to Downtown Sebastopol * Luxe Vacation Studio

Walk to Downtown Sebastopol * Luxe Vacation Studio
Sebastopol
8.4 out of 10, Very good, (7 reviews)
"This is a cute property nestled at the top of the drive in a wooded neighborhood. The outdoor niche would be a pleasant spot for reading. It has a cozy roominess with tidy appointments. It's an easy drive to the Sebastopol business district, which has a wonderful, rustic quirkiness. We highly recommend a drive to Goat Rock on the coast, then to Armstrong Redwood Reserve, and lunch at Baked on the River in Guerneville."
United States
Steven M.
The price is €268
includes taxes & fees
7 Dec - 8 Dec
Walk to Downtown Sebastopol * Luxe Vacation Studio

14. Craftsman 2 blocks from Russian River Brewery!

Craftsman 2 blocks from Russian River Brewery!
Santa Rosa
10.0 out of 10, Exceptional, (3 reviews)
"Very easy check in/check out"
United States
Thomas L.
The price is €336
includes taxes & fees
16 Nov - 17 Nov
Craftsman 2 blocks from Russian River Brewery!

15. Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.8 out of 10, Exceptional, (30 reviews)
"It was wonderful, we'll be back!"
United States
Jehanne H.
The price is €416
includes taxes & fees
10 Nov - 11 Nov
Cozy Riverfront Cabin - Beach Access & Wood Stove

16. 2BR Bungalow - Russian River & Wine Country

2BR Bungalow - Russian River & Wine Country
Forestville
9.8 out of 10, Exceptional, (22 reviews)
"Nice clean relaxing place to stay near the river! Was perfect for our little weekend getaway."
United States
Greg K.
The price is €382
includes taxes & fees
10 Nov - 11 Nov
2BR Bungalow - Russian River & Wine Country

17. Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is €252
includes taxes & fees
10 Nov - 11 Nov
Tangerine Cottage spacious home

18. Walk to Downtown Sebastopol * Luxe Vacation Living

Walk to Downtown Sebastopol * Luxe Vacation Living
Sebastopol
9.6 out of 10, Exceptional, (10 reviews)
"Lovely home with a view. Great amenities. Very convenient with quick walk to the downtown. We would definitely stay there again!"
United States
Courtney E.
The price is €289
includes taxes & fees
7 Dec - 8 Dec
Walk to Downtown Sebastopol * Luxe Vacation Living

19. Modern Country Home Near Downtown & Bike Trail

Modern Country Home Near Downtown & Bike Trail
Sebastopol
10.0 out of 10, Exceptional, (9 reviews)
"Very clean and lots of you nearby"
United States
Santo Q.
The price is €447
includes taxes & fees
10 Nov - 11 Nov
Modern Country Home Near Downtown & Bike Trail

20. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful stay!"
United States
Adam C.
The price is €309
includes taxes & fees
10 Nov - 11 Nov
Cozy Wine Country Guesthouse with Private Pool & Yard
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.

Learn more about Chalk Hill

Venture to sights like Safari West and Russian River as you discover Chalk Hill.

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

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