A large brick mansion with a central fountain surrounded by white and red flowers.

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Our top choices for Kenwood vacation homes

1. Modern Organic 3BR Oasis w/ Creek&Near State Park

Modern Organic 3BR Oasis w/ Creek&Near State Park
Kenwood
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful home and a great location!"
United States
Samantha S.
Modern Organic 3BR Oasis w/ Creek&Near State Park

2. Sonoma Creek Haven - Creekside Hot Tub Retreat

Sonoma Creek Haven - Creekside Hot Tub Retreat
Kenwood
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful setting and a wonderful host!"
United States
Kathryn J.
The price is ¥69,326
¥129,829 total
includes taxes & fees
Nov 29 - Nov 30
Sonoma Creek Haven - Creekside Hot Tub Retreat

3. Base Camp

Base Camp
Kenwood
The price is ¥187,812
¥596,942 total
includes taxes & fees
Nov 10 - Nov 11
Base Camp

4. Casa Bella Estate in Wine Country w/ New Pool!

Casa Bella Estate in Wine Country w/ New Pool!
Kenwood
9.6 out of 10, Exceptional, (153 reviews)
"Our stay was fantastic! The room was incredibly clean, the host was welcoming and helpful. The kitchen was also well-equipped and convenient."
United States
Maitrayee s.
Casa Bella Estate in Wine Country w/ New Pool!

5. The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!

The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!
Glen Ellen
9.8 out of 10, Exceptional, (139 reviews)
"Great home, hosts, and area. We loved everything about the trip and will be back in the fall. Thank you for the wonderful experience."
United States
Robert K.
The price is ¥41,753
¥85,964 total
includes taxes & fees
Nov 19 - Nov 20
The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!

6. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (180 reviews)
"Awesome place to stay! "
United States
Amanda D.
The price is ¥44,905
¥87,667 total
includes taxes & fees
Nov 11 - Nov 12
Glen Ellen Retreats Coastal Cottage

7. Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (101 reviews)
"Enjoyed our stay! Walkable to restaurants, groceries, hiking trails. Well stocked kitchen for cooking. Beds and pillows extremely comfortable. The place was spotless and well maintained. Would stay here again and highly recommend!"
United States
Amy
The price is ¥49,395
¥93,641 total
includes taxes & fees
Nov 3 - Nov 4
Glen Ellen Retreats Hot Tub Cottage

8. Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (89 reviews)
"Great house and location. Very clean and comfortable. Perfect location as a base for visiting wineries. Highly recommend"
United States
patrick s.
The price is ¥44,905
¥88,612 total
includes taxes & fees
Nov 4 - Nov 5
Glen Ellen Retreats Sunset Cottage

9. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is ¥19,711
¥42,212 total
includes taxes & fees
Nov 16 - Nov 17
2 Hidden Wine Country Gem Upstairs Unit

10. Cloud 9 - A Retreat for Bliss and Happiness

Cloud 9 - A Retreat for Bliss and Happiness
Glen Ellen
10.0 out of 10, Exceptional, (23 reviews)
"We loved our stay here, the spacious living space, gorgeous decor and lovely pool were the highlights. Can't wait to be back!"
United States
Amy M.
The price is ¥61,762
¥172,483 total
includes taxes & fees
Nov 3 - Nov 4
Cloud 9 - A Retreat for Bliss and Happiness

11. Wonderful Queen bedroom #2 in house with AC in charming Sonoma

Wonderful Queen bedroom #2 in house with AC in charming Sonoma
Sonoma
The price is ¥28,644
¥34,445 total
includes taxes & fees
Nov 3 - Nov 4
Wonderful Queen bedroom #2 in house with AC in charming Sonoma

12. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful stay!"
United States
Adam C.
The price is ¥49,631
¥53,570 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Wine Country Guesthouse with Private Pool & Yard

13. Spacious 5BR/3BA Group Getaway, Pool & EV Charger

Spacious 5BR/3BA Group Getaway, Pool & EV Charger
Santa Rosa
10.0 out of 10, Exceptional, (13 reviews)
"This was a perfect place for our group. The home is beyond beautiful and felt very clean and homey. I would absolutely recommend this stay!"
United States
shea o.
The price is ¥53,537
¥139,497 total
includes taxes & fees
Nov 3 - Nov 4
Spacious 5BR/3BA Group Getaway, Pool & EV Charger

14. Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (75 reviews)
"The property was beautiful and the beds were so comfy! The property manager was very friendly and responsive. "
United States
Abigail M.
The price is ¥36,711
¥72,313 total
includes taxes & fees
Nov 3 - Nov 4
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

15. Craftsman 2 blocks from Russian River Brewery!

Craftsman 2 blocks from Russian River Brewery!
Santa Rosa
10.0 out of 10, Exceptional, (3 reviews)
"Very easy check in/check out"
United States
Thomas L.
The price is ¥28,077
¥58,242 total
includes taxes & fees
Nov 5 - Nov 6
Craftsman 2 blocks from Russian River Brewery!

16. Sky View: Heated Pool & Hot Tub, 5 Acres

Sky View: Heated Pool & Hot Tub, 5 Acres
Santa Rosa
9.8 out of 10, Exceptional, (40 reviews)
"This was a beautiful residence! The pool is the highlight of the whole package, and the view cannot be beat. My family had a great time! "
United States
Collette B.
The price is ¥106,162
¥191,378 total
includes taxes & fees
Nov 3 - Nov 4
Sky View: Heated Pool & Hot Tub, 5 Acres

17. Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Boyes Hot Springs
9.8 out of 10, Exceptional, (217 reviews)
"Perfect stay with a great host!"
United States
Anonymous traveler
The price is ¥45,259
¥115,920 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

18. Walk to Downtown & Russian River Brewery

Walk to Downtown & Russian River Brewery
Santa Rosa
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful location, cleanliness, and has all the amenities to make for a lovely stay. "
United States
roxanne K.
Walk to Downtown & Russian River Brewery

19. Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!

Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!
Santa Rosa
9.8 out of 10, Exceptional, (8 reviews)
"Property can use some exterior grooming, especially landscaping to facilitate the view. Interior of the house was very nice and spacious. Would recommend to others."
United States
James H.
The price is ¥70,902
¥122,582 total
includes taxes & fees
Nov 23 - Nov 24
Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!

20. Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Downtown St. Helena
10.0 out of 10, Exceptional, (279 reviews)
"We had an amazing stay! The house was incredibly clean, neat, and comfortable. The location is perfect- just a short 10 minute walk to Beringer Winery. The host was also super responsive whenever we had a question. Highly recommend this place!"
United States
Juri A.
The price is ¥267,852
¥346,159 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
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 Kenwood Hotel Reviews

Find out more about Kenwood

Kenwood Vacation Homes information

Number of reviews
1,276
Accommodation
895 Vacation Homes
Lowest Price
¥34,445
Highest Price
¥596,942