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

Holiday Homes in Kenwood

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Our top choices for Kenwood holiday 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.
The price is AU$736
includes taxes & fees
9 Nov - 10 Nov
Modern Organic 3BR Oasis w/ Creek&Near State Park

2. Base Camp

Base Camp
Kenwood
The price is AU$5,362
includes taxes & fees
10 Nov - 11 Nov
Base Camp

3. 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.
The price is AU$5,597
includes taxes & fees
28 Nov - 29 Nov
Casa Bella Estate in Wine Country w/ New Pool!

4. 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 AU$781
includes taxes & fees
8 Dec - 9 Dec
The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!

5. Fireside Sips & Oak Dreams in Sonoma Valley

Fireside Sips & Oak Dreams in Sonoma Valley
Glen Ellen
10.0 out of 10, Exceptional, (11 reviews)
"We had a really pleasant stay here. Lots of personal touches and amenities provided which are very thoughtful. Nice location away from Sonoma and accessible to the more Northern areas of Sonoma County as well."
United States
Steve M.
Fireside Sips & Oak Dreams in Sonoma Valley

6. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (181 reviews)
"Awesome place to stay! "
United States
Amanda D.
The price is AU$778
includes taxes & fees
11 Nov - 12 Nov
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 AU$824
includes taxes & fees
9 Nov - 10 Nov
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 AU$773
includes taxes & fees
8 Dec - 9 Dec
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 AU$393
includes taxes & fees
16 Nov - 17 Nov
2 Hidden Wine Country Gem Upstairs Unit

10. Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more

Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more
Glen Ellen
9.4 out of 10, Exceptional, (12 reviews)
" Comfortable home and great host. "
United States
Garrett B.
The price is AU$1,456
includes taxes & fees
8 Nov - 9 Nov
Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more

11. 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 AU$1,799
includes taxes & fees
12 Nov - 13 Nov
Cloud 9 - A Retreat for Bliss and Happiness

12. Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views

Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views
Kenwood
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home & property. Great location. We thoroughly enjoyed our stay! "
United States
Laura G.
The price is AU$1,668
includes taxes & fees
19 Nov - 20 Nov
Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views

13. 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 AU$488
includes taxes & fees
9 Nov - 10 Nov
Cozy Wine Country Guesthouse with Private Pool & Yard

14. 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.
Spacious 5BR/3BA Group Getaway, Pool & EV Charger

15. 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.
Sky View: Heated Pool & Hot Tub, 5 Acres

16. 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 AU$665
includes taxes & fees
9 Nov - 10 Nov
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

17. 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 AU$535
includes taxes & fees
9 Nov - 10 Nov
Craftsman 2 blocks from Russian River Brewery!

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.
The price is AU$650
includes taxes & fees
17 Nov - 18 Nov
Walk to Downtown & Russian River Brewery

19. 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 AU$3,057
includes taxes & fees
9 Nov - 10 Nov
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

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Kenwood Holiday Homes information

Number of reviews
1,062
Accommodation
899 Holiday Homes
Lowest Price
AU$393
Highest Price
AU$5,597