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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Cottages in Whispering Pines

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Terrace/patio

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

9.2 out of 10, Wonderful, (58)
"The cottage is a comfortable house. "
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Backyard Garden Oasis
Property grounds

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (49)
"Cute garden area, quiet, nice all inclusive spot"
$194 nightly
The price is $216
Aug 11 - Aug 12
Total includes taxes and fees
Backyard Garden Oasis
Escape to Wine County in your independant Cottage in Downtown Calistoga
Terrace/patio

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (20)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
$340 nightly
The price is $408
Aug 11 - Aug 12
Total includes taxes and fees
Escape to Wine County in your independant Cottage in Downtown Calistoga
Comfort and Style in Our Queen Cottage
Dining

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (48)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
$204 nightly
The price is $245
Aug 11 - Aug 12
Total includes taxes and fees
Comfort and Style in Our Queen Cottage
TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Exterior

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Santini Farmhouse | Complimentary tasting at Croix Winery included!
Exterior

Santini Farmhouse | Complimentary tasting at Croix Winery included!

10.0 out of 10, Exceptional, (48)
"Everything was perfect"
Santini Farmhouse | Complimentary tasting at Croix Winery included!
Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!
Property grounds

Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!

9.8 out of 10, Exceptional, (43)
"Great location. Clean.. Great communication with property manager. The problem is that the second bedroom is really the attic, and even with window AC was 10 degrees hotter than first floor. Also colder at n ight so in warmer months this could potentially be a problem."
$824 nightly
The price is $885
Aug 11 - Aug 12
Total includes taxes and fees
Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!
Chalk Hill Cottage Close to Wineries
Exterior

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (39)
"The Chalk Hill cottage was the perfect getaway for Sonoma wine lovers. Located in Alexander Valley and close to great wineries."
Chalk Hill Cottage Close to Wineries
Warm And Cozy Mountain And Lake View Haven 2 Bedroom Cottage by RedAwning
Cottage, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, electric kettle

Warm And Cozy Mountain And Lake View Haven 2 Bedroom Cottage by RedAwning

3.0 star property
Warm And Cozy Mountain And Lake View Haven 2 Bedroom Cottage by RedAwning
Escape to wine country in your independent cottage in downtown Calistoga
Terrace/patio

Escape to wine country in your independent cottage in downtown Calistoga

10.0 out of 10, Exceptional, (3)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
$329 nightly
The price is $395
Aug 11 - Aug 12
Total includes taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Heron House--Complimentary wine tasting at Croix included!
Outdoor spa tub

Heron House--Complimentary wine tasting at Croix included!

10.0 out of 10, Exceptional, (23)
"We had a fabulous stay. Great house with a great location. It was lovely waking up and going outside to enjoy the river and woods around us. 5 min drive from Healdsburg main streets with great stores and restaurants. Enjoyed our drive to the coast, redwoods, and vineyards! Would stay again!"
Heron House--Complimentary wine tasting at Croix included!
Spacious Kelseyville Home w/ Large Lakefront Deck!
Outdoor dining

Spacious Kelseyville Home w/ Large Lakefront Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"I wish the grill had worked, but I love it."
Spacious Kelseyville Home w/ Large Lakefront Deck!
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
Terrace/patio

Enjoy a Slice Of Country--Two miles to Downtown Healdsburg

10.0 out of 10, Exceptional, (62)
"Very clean, very beautiful, very quiet! A perfect place to stay while visiting Healdsburg."
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
Kelseyville Home w/ Deck & Clear Lake Views!
House (2 Bedrooms) | Interior

Kelseyville Home w/ Deck & Clear Lake Views!

3.0 star property
Kelseyville Home w/ Deck & Clear Lake Views!
Chianti by Avantstay Stunning Secluded Ranch w/ Pickleball Court & Barn
House (4 Bedrooms) | Interior

Chianti by Avantstay Stunning Secluded Ranch w/ Pickleball Court & Barn

3.0 star property
Chianti by Avantstay Stunning Secluded Ranch w/ Pickleball Court & Barn
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Terrace/patio

Escape to Wine Country in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (2)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
$329 nightly
The price is $395
Aug 11 - Aug 12
Total includes taxes and fees
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Russian Riverside Cottage in Healdsburg
Fireplace

Russian Riverside Cottage in Healdsburg

8.6 out of 10, Excellent, (9)
"We had a wonderful stay. "
Russian Riverside Cottage in Healdsburg
Windmill Cottage - Peaceful & Quiet on 5 acres
Dining

Windmill Cottage - Peaceful & Quiet on 5 acres

10.0 out of 10, Exceptional, (12)
"Joshua was the best host! "
$474 nightly
The price is $474
Aug 11 - Aug 12
Total includes taxes and fees
Windmill Cottage - Peaceful & Quiet on 5 acres
Warm and Cozy Mountain and Lake View Haven by RedAwning
Fridge, microwave, oven, dishwasher

Warm and Cozy Mountain and Lake View Haven by RedAwning

2.5 star property
Warm and Cozy Mountain and Lake View Haven by RedAwning
Private 1-bedroom Guest House with Great Amenities
Terrace/patio

Private 1-bedroom Guest House with Great Amenities

10.0 out of 10, Exceptional, (11)
"Our group had a wonderful time. The property was perfect in every way & would certainly rent again if lucky enough to return to Healdsburg."
Private 1-bedroom Guest House with Great Amenities
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

Four Seasons Resort and Residences Napa Valley

Four Seasons Resort and Residences Napa Valley

10/10 Excellent
"I recently stayed at this hotel during my trip to Napa, and it was absolutely wonderful. The staff were warm and welcoming, the room was spotless and comfortable, and every detail felt well thought-out. The location was perfect for exploring Napa’s wineries and restaurants, yet the property itself was peaceful and relaxing. I truly enjoyed my stay and would gladly come back again. Highly recommended!"
Minju 3-night trip
Posted 1 day ago
Four Seasons Resort and Residences Napa Valley