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Check prices for these dates

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1 Aug - 3 Aug
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8 Aug - 10 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Condo Rentals in Chalk Hill

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Stunning hotel with a traditional facade, surrounded by lush lawns and mature trees.

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

9.2 out of 10, Wonderful, (43)
"Very well maintained"
The price is AU$859
includes taxes & fees
10 Aug - 11 Aug
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
WorldMark Windsor - 2 Bedroom Accessible
Stunning hotel with a classic facade, featuring a central courtyard and elegant balconies.

WorldMark Windsor - 2 Bedroom Accessible

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice"
WorldMark Windsor - 2 Bedroom Accessible
Vino Blanco by Avantstay Private Wine Country Home w/ Mtn Views & Deck
House (4 Bedrooms) | Interior

Vino Blanco by Avantstay Private Wine Country Home w/ Mtn Views & Deck

3.5 star property
Vino Blanco by Avantstay Private Wine Country Home w/ Mtn Views & Deck
WorldMark Windsor - 2 Bedroom
Experience the classic charm of this hotel, surrounded by serene lawns and a central courtyard.

WorldMark Windsor - 2 Bedroom

2.0 star property
8.6 out of 10, Excellent, (8)
"WorldMark Windsor is a perfect location for wine tasting in the Sonoma area and easy access to the Redwoods and Pacific Coast. We appreciate the amenities as well - full, sized kitchen, 2 bedrooms and 2 full baths. We will stay here again!"
WorldMark Windsor - 2 Bedroom
Stylish Condo Steps from St. Helena Wineries & Downtown
Property grounds

Stylish Condo Steps from St. Helena Wineries & Downtown

9.6 out of 10, Exceptional, (5)
"This is a solid value with a great location in St Helena!"
Stylish Condo Steps from St. Helena Wineries & Downtown
WorldMark Windsor - 2 Bedroom Twin
Experience the classic charm of this hotel, featuring a central courtyard and beautifully manicured lawns.

WorldMark Windsor - 2 Bedroom Twin

2.0 star property
8.0 out of 10, Very good, (2)
"Nice. "
WorldMark Windsor - 2 Bedroom Twin
Great Wine Country and Golfing Resort Getaway!!
Enjoy al fresco dining and relaxation in this outdoor patio area, featuring a barbecue grill and comfortable seating.

Great Wine Country and Golfing Resort Getaway!!

8.8 out of 10, Excellent, (3)
"The property was very clean and easy to get around. They offered many amenities and have a very nice outdoor area to hang out. "
Great Wine Country and Golfing Resort Getaway!!
WorldMark Windsor - 2 Bedroom Twin
Experience the classic charm of this hotel, featuring a central courtyard and beautifully maintained grounds.

WorldMark Windsor - 2 Bedroom Twin

10.0 out of 10, Exceptional, (1)
"Exactly as described. Comfortable, clean and quiet"
WorldMark Windsor - 2 Bedroom Twin
Mataro by Avantstay Large & Elegant Home in Santa Rosa w/ Hot Tub & Games
Relax by the fire pit surrounded by comfortable seating under a charming pergola.

Mataro by Avantstay Large & Elegant Home in Santa Rosa w/ Hot Tub & Games

3.5 star property
2.0 out of 10, (1)
"Property canceled our stay two days before our arrival. Awful communication and still trying to get our money back even though Avantstay canceled our accommodations on us!"
Mataro by Avantstay Large & Elegant Home in Santa Rosa w/ Hot Tub & Games
WorldMark Windsor - 2 Bedroom Twin
Stunning hotel with a classic facade, featuring a central courtyard and elegant balconies.

WorldMark Windsor - 2 Bedroom Twin

8.0 out of 10, Very good, (1)
"Great property & comfortable accommodations. Parking was an issue at night, as its a huge complex. Check in was typical timeshare sales funnel, just be prepared to dodge them. Even still, I'd stay here again"
WorldMark Windsor - 2 Bedroom Twin
León by Avantstay Private Breathtaking Character Cottage w/ Pool & Hot Tub
Enjoy a serene poolside retreat surrounded by lush greenery and a well-maintained lawn.

León by Avantstay Private Breathtaking Character Cottage w/ Pool & Hot Tub

3.5 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home with excellent set up. Spacious, comfortable and in a safe private location. We used the hot tub as it was winter when we came and it was wonderful. Everything was very clean and in working condition. "
León by Avantstay Private Breathtaking Character Cottage w/ Pool & Hot Tub
Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC
Enjoy meals in the dining area with a round table and four chairs.

Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC

Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC
WorldMark Windsor - 1 Bedroom
Experience the charm of this classic hotel, featuring a central courtyard and elegant balconies on each floor.

WorldMark Windsor - 1 Bedroom

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very well maintained and responsive staff"
WorldMark Windsor - 1 Bedroom
Cotati Station condo with Garage and A/C
Convenient laundry facilities with two washing machines and wooden storage above.

Cotati Station condo with Garage and A/C

2.0 star property
10.0 out of 10, Exceptional, (1)
"We really enjoyed this stay (one month) and Kristy was so helpful and replied to any questions very quickly! The unit was very clean and had a lot of space. It is a tri-level so there were stairs. Perfect location, close to work while we looked for a permanent home. Would highly recommend this VRBO! "
Cotati Station condo with Garage and A/C
Charming 1 bedroom Cabin with King bed, Queen Sofa Sleeper, WIFI, Kitchen, Deck
Kitchen features a sink, microwave, stove, and dishwasher, with a window for natural light.

Charming 1 bedroom Cabin with King bed, Queen Sofa Sleeper, WIFI, Kitchen, Deck

Charming 1 bedroom Cabin with King bed, Queen Sofa Sleeper, WIFI, Kitchen, Deck
Wine Country Beautiful Worldmark 2Bedroom Resort
Relax by the pool or enjoy a meal on the patio, surrounded by a barbecue grill and comfortable seating.

Wine Country Beautiful Worldmark 2Bedroom Resort

9.4 out of 10, Exceptional, (65)
"A comfortable, up-to-date alternative to hotels in the area, with plenty of resort-style and family-friendly amenities."
Wine Country Beautiful Worldmark 2Bedroom Resort
Tranquil 2-bedroom condo in Healdsburg with AC, WiFi
Relax in a serene patio surrounded by lush greenery and a beautifully manicured lawn.

Tranquil 2-bedroom condo in Healdsburg with AC, WiFi

Tranquil 2-bedroom condo in Healdsburg with AC, WiFi
Black Oak by Avantstay Modern & Chic Santa Rosa Hideaway With Pool Table, & Fire Pit
Relax in a serene backyard with a hot tub, barbecue grill, and comfortable lounge chairs.

Black Oak by Avantstay Modern & Chic Santa Rosa Hideaway With Pool Table, & Fire Pit

3.5 star property
Black Oak by Avantstay Modern & Chic Santa Rosa Hideaway With Pool Table, & Fire Pit
Wellington by Avantstay Secluded Wine Country Estate w/ Gorgeous Mtn Views
Stunning entrance with a stone archway and gravel pathway, surrounded by beautifully landscaped gardens and large windows.

Wellington by Avantstay Secluded Wine Country Estate w/ Gorgeous Mtn Views

3.5 star property
Wellington by Avantstay Secluded Wine Country Estate w/ Gorgeous Mtn Views
WorldMark Windsor - 1 Bedroom Accessible
Guests can enjoy balconies with outdoor space on each floor.

WorldMark Windsor - 1 Bedroom Accessible

2.0 star property
10.0 out of 10, Exceptional, (1)
"We were celebrating our 20th wedding anniversary and enjoyed our stay. We were gifted a nice bottle of wine for our anniversary which was a pleasant surprise!"
WorldMark Windsor - 1 Bedroom Accessible
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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