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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 58 Villas in Chalk Hill with updated reviews, rates, and availability.

Luxury Napa Estate With Pool/Hot-tub/Concierge

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (40)
"This property is simply amazing from the special touches and decorations that welcomed us for my daughter‘s bachelorette weekend to the recommendations of chef Misty Phelps all the touches were just simply above and beyond. We thoroughly enjoyed ourselves and had a wonderful time."
The price is AED 3,490
AED 6,325 total
includes taxes & fees
24 Feb - 25 Feb
Luxury Napa Estate With Pool/Hot-tub/Concierge
Valley of the Moon Getaway
Outdoor dining

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (222)
"Most beautiful place I have ever stayed. Everything you could want or need. "
Valley of the Moon Getaway
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

10.0 out of 10, Exceptional, (4)
"One of a kind property in a beautiful location. The layout was super well suited for our group, with lots of spaces to relax and enjoy each other's time. The host is great - very responsive and kind, with all the amenities you need/expect. Would love to stay at this property again. Thank you so much!"
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug

Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug

10.0 out of 10, Exceptional, (24)
"The property was beautiful, with plenty of room to spread out. it was also much cleaner than other VRBOs I've stayed in. "
The price is AED 1,506
AED 3,497 total
includes taxes & fees
28 Jan - 29 Jan
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
You Will Dream of this House AND its Views!
Outdoor dining

You Will Dream of this House AND its Views!

9.4 out of 10, Exceptional, (8)
"Everything about this house was truly spectacular. The views were breathtaking, the house was very modern but inviting with every detail thought of. Comfortable family room perfect for our family of 5 adults to watch movies and play games. The kitchen was fully stocked which made it easy to grill/cook meals. We enjoyed the house and pool so much we decided to eat more meals at home than out. We definitely enjoyed every moment of our stay and hope to return some day!! "
You Will Dream of this House AND its Views!
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
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
Villa in French Chateau Estate in Napa Valley

Villa in French Chateau Estate in Napa Valley

10.0 out of 10, Exceptional, (2)
"We had an exceptional time! I stayed here with my husband, my college best friend and her husband. This place was open and airy with breathtaking views of the vineyards and the Palisades. Quaint cottage with all the amenities. We had everything we needed. To be honest all we needed was a glass of wine and four seats to sit on the deck and take in the view and relax. This is definitely a place I will remember and hope to make it back to."
Villa in French Chateau Estate in Napa Valley
Mountain Serenity: Luxe Pool, Views, Comfort

Mountain Serenity: Luxe Pool, Views, Comfort

10.0 out of 10, Exceptional, (4)
"We had such a great family visit . Thank for your beautiful home! It was so comfortable and clean and had everything we needed for family meals. Would recommend this house to everyone! Our Hosts were so kind and check in and check out were simple. Thank you again!"
The price is AED 1,851
AED 3,706 total
includes taxes & fees
3 Feb - 4 Feb
Mountain Serenity: Luxe Pool, Views, Comfort
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
The spacious grounds feature comfortable seating around the pool and on the oversized deck overlooking vineyards.

Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn

10.0 out of 10, Exceptional, (32)
"This wine country home was perfect and was as good in realty as it is in the pictures. Great location and the hosts are very welcoming and accommodating. They are first class in every way. I would gladly stay in this home on future trips. "
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
Secluded Vineyard Estate Healdsburg
Secluded yet close to town plaza

Secluded Vineyard Estate Healdsburg

9.8 out of 10, Exceptional, (116)
"Nice experience"
Secluded Vineyard Estate Healdsburg
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
Welcome to Estrella.

Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards

8.6 out of 10, Excellent, (14)
"This was a family reunion with family from the Bay Area and from the UK. We have stayed at this property before, and we were pleased with the upgrades to the kitchen area. Our stay was magical. The privacy in the extensive grounds, the beautiful pool and well-appointed house set the scene for a great visit. Minor problems with the pool and hot water were attended to immediately by the property management team. We are recommending Estrella to friends who are looking for a similar arrangement"
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
Calistoga Wine Ranch Estate

Calistoga Wine Ranch Estate

10.0 out of 10, Exceptional, (82)
"The property was fantastic for our group of 12. The pictures don’t do the house justice. We would all recommend this house to anyone. "
Calistoga Wine Ranch Estate
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior
Infinity pool with gorgeous views.

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

10.0 out of 10, Exceptional, (2)
"My friends and I loved this beautiful home! The outdoor areas were great. We barbecued in the outdoor kitchen and made pizzas twice in the out door pizza oven. The few issues we had during our visit were addressed very quickly by the owner and management team. We are all already talking about coming back next year!"
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior
Pool, 3 Acres, Pool Table, Hot Tub
Your wine counrty escape awaits!

Pool, 3 Acres, Pool Table, Hot Tub

9.8 out of 10, Exceptional, (32)
"This is a gorgeous property, These are the highlights: 1. Airy and spacious 2. The pool and hot tub and pool house! 3. The deck and view of the trees 4. Location, situated close to the highway, but far enough away to allow for a buffer "
Pool, 3 Acres, Pool Table, Hot Tub
Titan: Theater, Heated Pool, Gym, Billiards
Large outdoor area directly accessible from the family room (pool table room) and gym.

Titan: Theater, Heated Pool, Gym, Billiards

9.6 out of 10, Exceptional, (8)
"Had a peaceful and chill birthday weekend at the house. We never left it. It was the perfect setting with lots to do - cooking, hanging out, watching a movie, and swimming. We were a group of ten friends with a dog and a baby. Hosts were super fast in communicating. No issues. "
The price is AED 2,332
AED 4,801 total
includes taxes & fees
10 Feb - 11 Feb
Titan: Theater, Heated Pool, Gym, Billiards
Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly

Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly

9.6 out of 10, Exceptional, (26)
"This Property is absolutely Gorgeous! We loved the home and location. I would check in with the management company if I were the owner. Master shower clogged and won’t drain which has caused wall damage. Our two guest rooms had dirty towels and ours were wet. Home is fabulous!!"
Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Pool House living space, a wonderful gathering area

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
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views
Welcome to Wellington.

Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views

9.6 out of 10, Exceptional, (18)
"Loved our stay at the house! It was perfect for our group. It was just missing potholders, enough forks for 10 people and a coffee grinder. Even with those things missing it was perfect."
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
This oasis has over an acre of flat land for playing! Bocce court, pool table, outdoor dining, bar and grill pavilion, and a gas-heated pool and spa.

Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall

10.0 out of 10, Exceptional, (12)
"Nice roomy house close to San Francisco. Easy weekend getaway . Swimming pool was a comfortable temperature and the hot tub heated up fast . The hosts were very responsive and accommodating. "
The price is AED 1,594
AED 3,607 total
includes taxes & fees
28 Jan - 29 Jan
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
Luxury Executive or Vacation Rental in Kenwood
Exterior

Luxury Executive or Vacation Rental in Kenwood

9.8 out of 10, Exceptional, (9)
"The property easily accommodated 5 couples and had a great outdoor area. Close enough to Sonoma square to drive there but far enough away to have a quiet retreat. Would definitely stay again. "
Luxury Executive or Vacation Rental in Kenwood
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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Other property types in Chalk Hill

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
Pool

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

9.8 out of 10, Exceptional, (22)
"We loved our 2-night stay. We especially loved that each person in our group had their own bedroom (and bathroom). The house is beautifully designed with comfortable beds and couches. The living/dining room has gorgeous massive ceilings. We also loved the huge dining table for meals/games, etc. The aesthetic throughout the house was right up the alley of our group. Everything you need is provided and has been thoughtfully curated. Every room was well-appointed and very clean.The hot tub...
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
Cottage home near the Russian River; county parks; numerous wineries
Dining

Cottage home near the Russian River; county parks; numerous wineries

10.0 out of 10, Exceptional, (92)
"Property was perfect for me while I was taking care of my grandchildren"
Cottage home near the Russian River; county parks; numerous wineries
Chalk Hill Cottage Close to Wineries

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (31)
"We spent 3 nights at Beaux Maison Sonoma Cottage and my wife and I loved it. Very comfy, well equipped and loved the fire pit it the evenings. And the location was great too - on Chalk Hill Road, so in the country but only 15 minutes from Healdsburg and close to many wineries. And only 35 minutes to Calistoga. For future trips for just the two of us, would definitely try to stay again!"
Chalk Hill Cottage Close to Wineries
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.