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Chalk Hill Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chalk Hill holiday rentals

Property grounds

1. Wildflower

Wildflower
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 HK$1,318
HK$6,499 total
includes taxes & fees
1 Sept - 2 Sept
Wildflower
Laptop workspace, free WiFi, bed sheets

2. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (128 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
The price is HK$738
HK$842 total
includes taxes & fees
15 Sept - 16 Sept
Wildhaven Sonoma Glamping
Exterior

3. The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.6 out of 10, Exceptional, (5 reviews)
"Nice camping spot "
United States
Evelyn
The price is HK$466
HK$531 total
includes taxes & fees
17 Aug - 18 Aug
The Ranch at Lake Sonoma
TV, fireplace

4. Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Northwest Santa Rosa
9.8 out of 10, Exceptional, (74 reviews)
"Great place close to KJ and La Crema wineries!"
United States
Nancy P.
The price is HK$2,032
HK$4,495 total
includes taxes & fees
17 Aug - 18 Aug
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Exterior

5. The Dragonfly - Healdsburg with Pool, Hot Tub and Tastings Included

The Dragonfly - Healdsburg with Pool, Hot Tub and Tastings Included
Healdsburg
10.0 out of 10, Exceptional, (7 reviews)
"Pool, spa and fire pit all were used a lot and enjoyed. House was beautiful with many wonderful amenities."
United States
KJ C.
The price is HK$9,585
HK$17,601 total
includes taxes & fees
17 Aug - 18 Aug
The Dragonfly - Healdsburg with Pool, Hot Tub and Tastings Included
Exterior detail

6. Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Luxury Private Estate at Zoella Vineyards in the heart of Wine Country
Healdsburg
9.6 out of 10, Exceptional, (66 reviews)
"Unbelievable property – we will absolutely stay here again –Just fabulous!"
United States
Jeffrey S.
The price is HK$7,455
HK$12,822 total
includes taxes & fees
17 Aug - 18 Aug
Luxury Private Estate at Zoella Vineyards in the heart of Wine Country
Exterior

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

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
The price is HK$2,425
HK$3,315 total
includes taxes & fees
17 Aug - 18 Aug
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Meeting facility

8. Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
9.0 out of 10, Wonderful, (35 reviews)
"Very clean room, friendly staff, great to walk around "
United States
Victoria
The price is HK$1,264
HK$1,410 total
includes taxes & fees
18 Aug - 19 Aug
Mandala Springs Wellness Retreat Center
Outdoor dining

9. Russian River Brew-cation Home

Russian River Brew-cation Home
Northwest Santa Rosa
10.0 out of 10, Exceptional, (56 reviews)
"What a perfect place to stay for a wine country weekend! We’ll definitely be back!"
United States
Gina N.
The price is HK$1,585
HK$4,028 total
includes taxes & fees
20 Aug - 21 Aug
Russian River Brew-cation Home
Coffee/tea maker, fridge, microwave, oven

10. 5 BEDROOM, 6.5 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE

5 BEDROOM, 6.5 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE
Healdsburg
10.0 out of 10, Exceptional, (200 reviews)
"The outdoor space at this property is really stunning. So many good things to do and not enough time for all of them. Everything was super clean and our stay was really pleasant."
United States
Jennifer K.
The price is HK$14,831
HK$23,838 total
includes taxes & fees
17 Aug - 18 Aug
5 BEDROOM, 6.5 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE
Terrace/patio

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

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"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!"
United States
Jennifer G.
The price is HK$2,425
HK$3,315 total
includes taxes & fees
17 Aug - 18 Aug
Escape to wine country in your independent cottage in downtown Calistoga
Terrace/patio

12. Healdsburg Plaza Gem-Hot Tub and Tastings Included

Healdsburg Plaza Gem-Hot Tub and Tastings Included
Healdsburg
9.8 out of 10, Exceptional, (48 reviews)
"Great location and charming cottage. "
United States
Christopher T.
The price is HK$5,619
HK$11,085 total
includes taxes & fees
17 Aug - 18 Aug
Healdsburg Plaza Gem-Hot Tub and Tastings Included
A heated pool

13. Farpoint: Heated Infinity Pool, Mountain Views

Farpoint: Heated Infinity Pool, Mountain Views
Santa Rosa
10.0 out of 10, Exceptional, (22 reviews)
"Loved our stay."
United States
Vanessa R.
The price is HK$4,055
HK$8,002 total
includes taxes & fees
15 Sept - 16 Sept
Farpoint: Heated Infinity Pool, Mountain Views
Outdoor dining

14. River View Lodge - Hot Tub and Tastings Included

River View Lodge - Hot Tub and Tastings Included
Healdsburg
9.6 out of 10, Exceptional, (75 reviews)
"View was lovely. The Hot tub was great. Beds were very comfy!"
United States
Julie B.
The price is HK$5,403
HK$11,085 total
includes taxes & fees
25 Aug - 26 Aug
River View Lodge - Hot Tub and Tastings Included
Outdoor dining

15. Wine Country Villa, Brush Creek, Heated Pool & Hot Tub

Wine Country Villa, Brush Creek, Heated Pool & Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (22 reviews)
"Great stay, even better service!"
United States
Robby A.
The price is HK$7,531
HK$14,177 total
includes taxes & fees
3 Sept - 4 Sept
Wine Country Villa, Brush Creek, Heated Pool & Hot Tub
Dining

16. 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, (12 reviews)
"The house is beautiful and has everything you need to have a great time in forestville!"
United States
Nick C.
The price is HK$1,569
HK$3,468 total
includes taxes & fees
19 Aug - 20 Aug
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Terrace/patio

17. Somms Rest ⎮ Designed. Curated. Peaceful.

Somms Rest ⎮ Designed. Curated. Peaceful.
Mirabel Heights
9.8 out of 10, Exceptional, (35 reviews)
"Great stay, highly recommend!"
United States
Jana P.
The price is HK$1,295
HK$3,760 total
includes taxes & fees
31 Aug - 1 Sept
Somms Rest ⎮ Designed. Curated. Peaceful.
Coffee/tea maker, fridge, microwave, oven

18. 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, (23 reviews)
"very nice space "
United States
kevin c.
The price is HK$1,271
HK$3,391 total
includes taxes & fees
1 Sept - 2 Sept
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Outdoor pool, a heated pool

19. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful stay!"
United States
Adam C.
The price is HK$2,746
HK$3,139 total
includes taxes & fees
16 Sept - 17 Sept
Cozy Wine Country Guesthouse with Private Pool & Yard
Dining

20. Wine Country Getaway

Wine Country Getaway
Mirabel Heights
10.0 out of 10, Exceptional, (33 reviews)
"Everything was perfect and people in change of the hotel were incredible "
United States
dalton s.
The price is HK$1,554
HK$4,440 total
includes taxes & fees
17 Aug - 18 Aug
Wine Country Getaway
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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"Clean room. Breakfast was surprisingly good and my husband loved the morning that they had a cheese omelette and biscuits and gravy. They had a nice sauna and jacuzzi."
Mary 2-night trip
Posted 4 hours ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

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