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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Chalk Hill

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Pool

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

10.0 out of 10, Exceptional, (10)
"Beautiful homeSpacious Well appointedVery comfortable beds"
The price is AU$1,300
includes taxes & fees
25 Aug - 26 Aug
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Valley of the Moon Getaway
Outdoor dining

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (242)
"We had a wonderful experience staying here again! Close to both Napa and Sonoma with wonderful accommodations and views!"
Valley of the Moon Getaway
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8
Exterior

Lrg Wine Country Estate on creek w Pool/Spa sleeps 8

9.6 out of 10, Exceptional, (35)
"Host was very responsive and accommodating. The pool, gardens and decks not been maintained or cleaned prior to our stay but the house interior was very clean. It was a very comfortable stay overall. "
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8
Secluded Vineyard Estate Healdsburg
A heated pool

Secluded Vineyard Estate Healdsburg

9.8 out of 10, Exceptional, (120)
"Nice experience"
Secluded Vineyard Estate Healdsburg
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior
Pool

Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior

9.6 out of 10, Exceptional, (4)
"The property was fabulous. The drive is worth it. There were some maintenance issues but they were handled very promptly. We loved it."
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior
Villa Terra Bella, by Vinifera Homes
Outdoor pool

Villa Terra Bella, by Vinifera Homes

10.0 out of 10, Exceptional, (5)
Villa Terra Bella, by Vinifera Homes
Villa in French Chateau Estate in Napa Valley
Dining

Villa in French Chateau Estate in Napa Valley

9.2 out of 10, Wonderful, (5)
"Amazing property with an ideal location. "
Villa in French Chateau Estate in Napa Valley
Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna
Pool

Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna

9.6 out of 10, Exceptional, (21)
"Perfect location"
Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna
Private 1+ acre, Bocce, New Heated Pool and Hot Tub
A heated pool

Private 1+ acre, Bocce, New Heated Pool and Hot Tub

10.0 out of 10, Exceptional, (14)
"Everything was so great! The only recommendations I have are to put mirrors in every bedroom and some lighting outside by the pool and hot tub "
The price is AU$1,825
includes taxes & fees
1 Sept - 2 Sept
Private 1+ acre, Bocce, New Heated Pool and Hot Tub
Luxury Napa Estate With Pool/Hot-tub/Concierge
Exterior

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (48)
"Exactly as described and pictured - beautiful property, clean, quiet, comfortable bedding, updated throughout. Gem!"
The price is AU$3,515
includes taxes & fees
26 Aug - 27 Aug
Luxury Napa Estate With Pool/Hot-tub/Concierge
Villa in French Chateau Estate in Napa Valley
Villa

Villa in French Chateau Estate in Napa Valley

2.0 star property
Villa in French Chateau Estate in Napa Valley
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
A heated pool

Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen

10.0 out of 10, Exceptional, (1)
"This was a perfect space to come back to after a full day of wine tasting and exploring the Valley. Very spacious, clean, and accommodating of all our needs. The host was prompt with any questions we had and the entire process was as seamless as could be. We will certainly be coming back! Just an amazing property."
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
Calistoga Wine Ranch Estate
Pool

Calistoga Wine Ranch Estate

10.0 out of 10, Exceptional, (83)
"Six couples stayed in the house extremely comfortably. The pool area was fantastic. We enjoyed utilizing the tennis and Pickleball courts and it was conveniently located close to the wineries we wanted to visit. Highly recommend the property and the owners."
Calistoga Wine Ranch Estate
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Outdoor dining

Stunning Country Retreat, Pool, Hottub, Views, 92 Acres

9.6 out of 10, Exceptional, (14)
"Nice space for a big group. We spent most of our time in the farm house because that is where the majority of the group slept. Pool house is very nice and spacious."
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Exterior

Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views

10.0 out of 10, Exceptional, (39)
"Perfect place to tour Napa and Sonoma valley "
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Calistoga Wine Ranch
Pool

Calistoga Wine Ranch

10.0 out of 10, Exceptional, (1)
"Beautiful property in the hills of Calistoga. We had a party of six and there was ample room for everyone. The kitchen is well stocked, and every space is thoughtfully appointed. The outdoor spaces are also as lovely, with frequent deer and turkeys passing through the property grounds in evenings. Very serene and relaxing space."
Calistoga Wine Ranch
Calistoga Wine Ranch
Exterior

Calistoga Wine Ranch

4.0 star property
Calistoga Wine Ranch
Villa Colibri, by Vinifera Homes
Dining

Villa Colibri, by Vinifera Homes

10.0 out of 10, Exceptional, (2)
"This is certainly a place I would love to go back. It would make more sense and enjoyable with a larger group in this property due to the size of it. I would definitely plan to be here longer and not just few days. "
Villa Colibri, by Vinifera Homes
Belleza by Avantstay Hilltop Mansion w/ Pool, Panoramic Views & Ultra Modern Interior
Villa (4 Bedrooms) | Interior

Belleza by Avantstay Hilltop Mansion w/ Pool, Panoramic Views & Ultra Modern Interior

3.5 star property
Belleza by Avantstay Hilltop Mansion w/ Pool, Panoramic Views & Ultra Modern Interior
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
Fridge, microwave, oven, stovetop

Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485

10.0 out of 10, Exceptional, (9)
"A wonderful large house in a beautiful location. Would love to come back."
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
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 Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

10/10 Excellent
"Stayed for one night and everyone was super helpful. Clean room as well. If ever needed to in the area I will return "
Arlen 1-night trip
Posted 17 hours ago
Holiday Inn Windsor Wine Country by IHG