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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Featured Villas in Chalk Hill and around

Valley of the Moon Getaway
Outdoor dining

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (224)
"Enjoyed the 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, (29)
"This was a great house right on the creek. Hot tub was awesome and the home was clean and cozy. We enjoyed our stay very much!"
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, (116)
"Nice experience"
Secluded Vineyard Estate Healdsburg
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Pool

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

10.0 out of 10, Exceptional, (4)
"Absolutely stunning views of wine country from the patio and pool. Beautiful accommodations and fantastic communication. Perfect for a weekend away with friends. "
The price is €713
includes taxes & fees
18 Mar - 19 Mar
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Mountain Serenity: Luxe Pool, Views, Comfort
A heated pool

Mountain Serenity: Luxe Pool, Views, Comfort

10.0 out of 10, Exceptional, (6)
"Great location with lots of amenities. Very calming atmosphere. Very attentive staff. Can’t wait to go back."
The price is €915
includes taxes & fees
13 Mar - 14 Mar
Mountain Serenity: Luxe Pool, Views, Comfort
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
A heated pool

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 €1,043
includes taxes & fees
17 Mar - 18 Mar
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
4 bedrooms, desk, iron/ironing board, travel cot

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

10.0 out of 10, Exceptional, (27)
"The hosts provided a very welcoming experience. We thoroughly enjoyed our stay."
The price is €1,023
includes taxes & fees
13 Mar - 14 Mar
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
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, (20)
"The property, the setting, the space, deck, pool and view are all amazing. It was the ideal place yo unwind and enjoy nature."
Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna
Modern Compound on Private Vineyard, Complete with Guest House
Outdoor dining

Modern Compound on Private Vineyard, Complete with Guest House

10.0 out of 10, Exceptional, (81)
"The house was very well appointed and comfortable. We were very disappointed that the AC in the loft was broken leaving us with one less bed than we needed. That made for a less than ideal situation. Also, the person who we were given to communicate with was not very communicative. "
Modern Compound on Private Vineyard, Complete with Guest House
Luxury Napa Estate With Pool/Hot-tub/Concierge
Exterior

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (41)
"We had a family trip to support 3 family members who were running the 2025 Napa Marathon. We had 3 runners and 9 support team, plus two who stayed close by.The house was perfect for our stay. Nicole provided excellent support, both before and during the stay. She helped us arrange a catered dinner and masseuses for our runners. And she resolved our only minor issue, within an hour of it being reported. Couldn't have been more helpful."
The price is €2,274
includes taxes & fees
26 Mar - 27 Mar
Luxury Napa Estate With Pool/Hot-tub/Concierge
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
A heated pool

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!"
The price is €1,716
includes taxes & fees
20 Mar - 21 Mar
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
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
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior
Pool

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
Calistoga Wine Ranch
Pool

Calistoga Wine Ranch

Calistoga Wine Ranch
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
Exterior

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

10.0 out of 10, Exceptional, (35)
"The house was great! It fit our 4 couples perfectly. The kitchen was well stocked. We used the heated pool and hot tub every day. The host was extremely helpful and responsive. Highly recommend for anyone. "
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
Villa in French Chateau Estate in Napa Valley
Dining

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
Pool, 3 Acres, Pool Table, Hot Tub
Pool

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
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!
Calistoga Wine Ranch Estate
Pool

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
Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond
Dining

Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond

Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond
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
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (23)
"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
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Beach

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (419)
"We stayed at aftermath years ago and it was just as spectacular this time. The views of the ocean are amazing as you have a front row seat to watch the waves crash on the beach right below. The ocean rocks you to sleep in the evening. If you get a chance to come stay- bring all the provisions you need and just enjoy this sweet spot. You won’t want to leave "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Oceanfront - Hot Tub - Newly Remodeled Cottage
Outdoor spa tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (365)
"The house location and view were fantastic. The appliances and sinks and faucets were all very nice. I have never encountered pop out electrical receptacles before. There are some low ceilings in the bathroom, kids bedroom and the television room. But these are easily managed. The morning of our 3rd day we had ants on the counter next to the sink. Interesting, because there was never any food there. But they were quickly dispatched. The hot tub was fantastic. What a view overlooking the...
Oceanfront - Hot Tub - Newly Remodeled Cottage
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.