Whispering Pines Vacation Rentals

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Nov 30 - Dec 1
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Dec 1 - Dec 2
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Dec 5 - Dec 7
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Dec 12 - Dec 14

Vacation Rentals in Whispering Pines

View from property
Clear Lake Cottages & Marina

Clear Lake Cottages & Marina

2.5 star property
Clearlake
9.0 out of 10, Wonderful, (326)
"Great stay!"
United States
Andrey and Irina
The price is ￥23,344
￥26,029 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Clear Lake Cottages & Marina
Front of property
The Ranch at Lake Sonoma

The Ranch at Lake Sonoma

1.0 star property
Geyserville
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
United States
Tamara
The price is ￥9,277
￥10,576 total
includes taxes & fees
Dec 1 - Dec 2
The Ranch at Lake Sonoma
Dining
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨

✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨

Healdsburg
10.0 out of 10, Exceptional, (319)
"We had a very relaxing stay. Beautiful peaceful surroundings and charming cottage!"
United States
Lisa F.
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
Property grounds
Backyard Garden Oasis

Backyard Garden Oasis

3.0 star property
Middletown
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is ￥30,299
￥33,783 total
includes taxes & fees
Dec 1 - Dec 2
Backyard Garden Oasis
Terrace/patio
Escape to Wine County in your independant Cottage in Downtown Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga

Calistoga
9.6 out of 10, Exceptional, (30)
"Great place! Clean, and very close to everything!"
United States
Levi J.
The price is ￥46,698
￥64,056 total
includes taxes & fees
Dec 1 - Dec 2
Escape to Wine County in your independant Cottage in Downtown Calistoga
Meeting facility
Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center

3.5 star property
Kelseyville
8.6 out of 10, Excellent, (27)
"Beautiful quiet retreat "
United States
Belwadi
The price is ￥25,160
￥39,374 total
includes taxes & fees
Dec 1 - Dec 2
Mandala Springs Wellness Retreat Center
Terrace/patio
Calistoga Dream Inn

Calistoga Dream Inn

Calistoga
9.8 out of 10, Exceptional, (21)
"Convenient location. Within walking distance of the Main Street in Calistoga, including coffee shops, shopping, restaurants, and grocery store. Central location for wineries.Home was clean and bright, with a modern upscale kitchen, lounge area and a nice back yard.Most importantly the host is very responsive throughout the stay."
United States
Anonymous traveler
Calistoga Dream Inn
Exterior
Luxury Napa Estate With Pool/Hot-tub/Concierge

Luxury Napa Estate With Pool/Hot-tub/Concierge

Calistoga
10.0 out of 10, Exceptional, (50)
"Perfect location for a wine weekend. "
United States
John W.
The price is ￥204,986
￥342,913 total
includes taxes & fees
Dec 1 - Dec 2
Luxury Napa Estate With Pool/Hot-tub/Concierge
Fridge, microwave, oven, stovetop
Wooded Restful Retreat, with broad scenic views, outdoor dining

Wooded Restful Retreat, with broad scenic views, outdoor dining

Healdsburg
10.0 out of 10, Exceptional, (320)
"We had a wonderful stay. The house was beautiful. "
United States
lisa p.
Wooded Restful Retreat, with broad scenic views, outdoor dining
Outdoor spa tub
Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres

Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres

Sonoma County
10.0 out of 10, Exceptional, (141)
"Stunning property in a perfect location in Napa Valley! House and amenities were amazing, owner was incredibly thoughtful and responsive, and the setting is unbeatable. Will absolutely stay again."
United States
Jonathan B.
Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres
Smart TV, fireplace, DVD player, books
Wine Country Getaway with Panoramic Views-5 min from downtown Healdsburg

Wine Country Getaway with Panoramic Views-5 min from downtown Healdsburg

Healdsburg
10.0 out of 10, Exceptional, (266)
"This is a beautiful home with a fantastic view. Plenty of room for multiple couples, and it has everything you need. "
United States
Michelle B.
Wine Country Getaway with Panoramic Views-5 min from downtown Healdsburg
Outdoor pool
Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!

Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!

Calistoga
10.0 out of 10, Exceptional, (88)
"This was our second visit and it was as lovely as we had remembered. It's remote enough to feel like an oasis of calm yet clonvenient to all the sites Napa has to offer. The house is well-appointed and the property is beautiful."
United States
Lois P.
Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!
Exterior
Chalk Hill Cottage Close to Wineries

Chalk Hill Cottage Close to Wineries

Healdsburg
9.8 out of 10, Exceptional, (44)
"Lovely small cabin, quiet, nice details like a bag of ground coffee for us. "
United States
karen c.
Chalk Hill Cottage Close to Wineries
Fridge, microwave, oven, stovetop
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Healdsburg
10.0 out of 10, Exceptional, (66)
"This place was beautiful and we had such a lovely stay. Would recommend and also stay here again! Hosts were communicative and Andy at the property’s winery (Limerick) was an absolute gem! 🥹"
United States
Alex D.
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
Terrace/patio
The Lazy Lake House

The Lazy Lake House

Kelseyville
10.0 out of 10, Exceptional, (16)
"Good stay."
United States
Ram P.
The Lazy Lake House
Fridge, microwave, oven, stovetop
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

Healdsburg
10.0 out of 10, Exceptional, (154)
"Beautiful home and grounds! We cannot wait to return!"
United States
Lindsey M.
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views
Outdoor pool, a heated pool
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

Calistoga
9.8 out of 10, Exceptional, (25)
"This home was a bit off the beaten path, but it was worth it. The place was great, and even though one of the bathrooms wasn’t working, Arturo was the easiest person to contact and take care of any of our needs. I would definitely stay here again and would highly recommend it to anyone who likes living in luxury. "
United States
Gina D.
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
Exterior
Beautiful Lake Front Home on 5 acres...multi family vacations

Beautiful Lake Front Home on 5 acres...multi family vacations

Kelseyville
9.4 out of 10, Exceptional, (31)
"We had a great time at the property. The house and layout are great, and plenty of beds for everyone to sleep comfortably. Would recommend to all!"
United States
Danny S.
Beautiful Lake Front Home on 5 acres...multi family vacations
A heated pool
Secluded Vineyard Estate Healdsburg

Secluded Vineyard Estate Healdsburg

Healdsburg
9.8 out of 10, Exceptional, (126)
"This was our 4th year in a row and our stay was wonderful as always. We'll be back!"
United States
Carl W.
Secluded Vineyard Estate Healdsburg
Outdoor pool
Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Healdsburg
10.0 out of 10, Exceptional, (39)
"Beautiful property, great stay "
United States
Alexandra M.
Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg
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 Whispering Pines Hotel Reviews

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

10/10 Excellent
"Spacious, well-appointed and very clean rooms. Loved the fireplace."
Suzanne 1-night trip
Posted 3 days ago
The Lodge at Healdsburg, Tapestry Collection by Hilton

Find out more about Whispering Pines

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Frequently asked questions

Are there vacation rentals in Whispering Pines?

Yes, we have vacation rentals close to popular points of interest in Whispering Pines, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Whispering Pines?

Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres: This vacation home rental outside of Whispering Pines offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Whispering Pines?

While exploring the area, visit family-friendly sights like SingleThread Farm at Dry Creek, or get outside and enjoy nature at Cobb Mountain. In the larger area, you’ll find Twin Pine Casino and River Rock Casino.

What’s a vacation rental in Whispering Pines like?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Whispering Pines. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.