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Search Chalk Hill Villa Rentals from CA $644

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Aug 8 - Aug 10
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Browse Select Chalk Hill Villas

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Relax by the pool with a breathtaking view of the surrounding mountains.

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

10.0 out of 10, Exceptional, (10)
"Beautiful homeSpacious Well appointedVery comfortable beds"
The price is CA $644
CA $1,294 total
includes taxes & fees
Aug 25 - Aug 26
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8
Enjoy a serene atmosphere surrounded by lush greenery on this cottage's outdoor space.

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
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
Relax in comfort with a fire pit and scenic views of the surrounding landscape.

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
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior
Enjoy panoramic views of the surrounding landscape from this elevated rooftop terrace featuring a pool, lounge chairs, and a seating area.

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
Experience the charm of Christopher Creek Winery, established in 1972, with its rustic building and picturesque vineyard.

Villa Terra Bella, by Vinifera Homes

10.0 out of 10, Exceptional, (4)
"We had an amazing stay and the hosts were so easy to work with!"
Villa Terra Bella, by Vinifera Homes
Villa in French Chateau Estate in Napa Valley
Relax by the serene pool surrounded by a tranquil vineyard and rolling hills.

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
Relax and socialize on this well-maintained outdoor deck, featuring comfortable seating and a dining table.

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
Valley of the Moon Getaway
Relax by the serene pool surrounded by lush greenery and a contemporary home.

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (240)
"We had a wonderful experience staying here again! Close to both Napa and Sonoma with wonderful accommodations and views!"
Valley of the Moon Getaway
Luxury Napa Estate With Pool/Hot-tub/Concierge
Relax in a serene, setting surrounded by lush greenery and trees, with a covered outdoor seating area perfect for dining or unwinding.

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (47)
"Exactly as described and pictured - beautiful property, clean, quiet, comfortable bedding, updated throughout. Gem!"
The price is CA $2,325
CA $3,686 total
includes taxes & fees
Aug 27 - Aug 28
Luxury Napa Estate With Pool/Hot-tub/Concierge
Secluded Vineyard Estate Healdsburg
Relax in a serene outdoor space surrounded by lush greenery and trees, featuring a pergola, sofa, and lounge chairs.

Secluded Vineyard Estate Healdsburg

9.8 out of 10, Exceptional, (120)
"Nice experience"
Secluded Vineyard Estate Healdsburg
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Step out onto the porch and enjoy the serene views of the lush garden.

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
Stunning two-story residence with a minimalist design, featuring a beautifully maintained garden and inviting entrance.

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 Estate
Stunning two-story residence with a flat roof and symmetrical facade, featuring a charming entrance and lush surroundings.

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
Calistoga Wine Ranch
Surrounded by nature, this property offers a tennis court, swimming pool, and solar panels.

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
Villa Colibri, by Vinifera Homes
Stunning two-story house with a symmetrical facade and evenly spaced windows, set amidst a beautifully maintained lawn.

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
Calistoga Wine Ranch
Relax in the serene garden setting, surrounded by lush greenery and a brick wall, with a fire pit and dining area for four.

Calistoga Wine Ranch

4.0 star property
Calistoga Wine Ranch
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
Private 1+ acre, Bocce, New Heated Pool and Hot Tub
Relax on the porch with a seating area featuring three wicker chairs and a small table.

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 CA $886
CA $1,652 total
includes taxes & fees
Sep 1 - Sep 2
Private 1+ acre, Bocce, New Heated Pool and Hot Tub
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
Set amidst a lush forest, this two-story house offers a serene retreat with a well-maintained garden and a, natural setting.

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
Beautifully Appointed MCM Home in Wine Country, Pool, Hot Tub, Gas Firepit
Situated in a lush garden, this cabin features a large sliding glass door and a small porch area with a bench for relaxation.

Beautifully Appointed MCM Home in Wine Country, Pool, Hot Tub, Gas Firepit

10.0 out of 10, Exceptional, (9)
"This property is gorgeous! Such a beautiful, peaceful, space, inside and out. Property management company was very responsive and easy to work with. Would definitely book again."
Beautifully Appointed MCM Home in Wine Country, Pool, Hot Tub, Gas Firepit
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

The Sandman Santa Rosa Sonoma, Ascend Hotel Collection

The Sandman Santa Rosa Sonoma, Ascend Hotel Collection

10/10 Excellent
"I very much enjoyed my stay at Sandman Hotel. Room was clean and in very good condition, refrigerator and microwave worked, and bed was comfortable. Five stars!"
Trisha 3-night trip
Posted 10 hours ago
The Sandman Santa Rosa Sonoma, Ascend Hotel Collection