Kenwood Vacation Rentals

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Our top choices for Kenwood vacation rentals

Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included

Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included
4.5 star property
Kenwood
9.0 out of 10, Wonderful, (2 reviews)
"Such a cute place! The turn into the property is a bit hidden right before the bridge but once you find it the house is so secluded with plenty of space. The kitchen was fully stocked and had everything you could think of. Did a wine tasting with their tasting room and everyone was so welcoming and sweet. Thank you! "
United States
Sara W.
The price is ¥63,090
¥78,725 total
includes taxes & fees
Jan 20 - Jan 21
Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included

Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views

Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Kenwood
10.0 out of 10, Exceptional, (42 reviews)
"The house is in a great neighborhood. The back yard and pool is great for relaxing and enjoying the amenities. We travel a lot, and I would stay here again!"
United States
Brendan N.
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views

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

Modern Organic 3BR Oasis w/ Creek&Near State Park
2.0 star property
Kenwood
The price is ¥32,889
¥89,989 total
includes taxes & fees
Jan 20 - Jan 21
Modern Organic 3BR Oasis w/ Creek&Near State Park

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,353 reviews)
"Great staff and very clean "
United States
Stephanie
The price is ¥15,213
¥22,951 total
includes taxes & fees
Jan 25 - Jan 26
RiverPointe Napa Valley Resort

The Napa Residences

The Napa Residences
5.0 star property
Napa
9.0 out of 10, Wonderful, (10 reviews)
"Very peaceful and very clean and organized "
United States
Reina
The price is ¥4,587
¥73,138 total
includes taxes & fees
Jan 20 - Jan 21
The Napa Residences

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is ¥28,090
¥31,320 total
includes taxes & fees
Jan 20 - Jan 21
Backyard Garden Oasis

Charming Napa Retreat | Walk to Wineries & Dining

Charming Napa Retreat | Walk to Wineries & Dining
Napa County
8.4 out of 10, Very Good, (21 reviews)
"Loved the Property and the Golf Course. Didn't realize, when I booked it, that it was on the Silverado Golf Course with great views and was a short walk from our room the the Club House. Loved the food and drinks! Would definitely go back again if we get a chance! It was perfect for our Anniversary vacation."
United States
Rodney A.
The price is ¥7,432
¥75,329 total
includes taxes & fees
Jan 20 - Jan 21
Charming Napa Retreat | Walk to Wineries & Dining

Luxe Napa Escape | King Bed Near Top Wineries

Luxe Napa Escape | King Bed Near Top Wineries
Napa County
8.8 out of 10, Excellent, (17 reviews)
"Small and cozy. No kitchen but when youre in the area you shouldnt be inside much. If you find yourself inside though you wont be disappointed. "
United States
Ryan R.
The price is ¥6,957
¥74,759 total
includes taxes & fees
Jan 20 - Jan 21
Luxe Napa Escape | King Bed Near Top Wineries

Cozy Studio Cottage in Old Downtown Petaluma

Cozy Studio Cottage in Old Downtown Petaluma
Petaluma
10.0 out of 10, Exceptional, (18 reviews)
"Lovely, quiet spot. Convenient to everything Petaluma! Eric is a great host. Personable and kind. Will go back again happily. "
United States
Susan B.
The price is ¥21,346
¥36,288 total
includes taxes & fees
Jan 25 - Jan 26
Cozy Studio Cottage in Old Downtown Petaluma

1 bed | 1 bath | Silverado Resort Experience

1 bed | 1 bath | Silverado Resort Experience
2.0 star property
Napa
10.0 out of 10, Exceptional, (13 reviews)
"Very clean and great location. "
United States
john f.
The price is ¥16,437
¥36,834 total
includes taxes & fees
Jan 20 - Jan 21
1 bed | 1 bath | Silverado Resort Experience

Napa relaxation at its finest at Silverado Resort

Napa relaxation at its finest at Silverado Resort
2.0 star property
Napa
10.0 out of 10, Exceptional, (3 reviews)
"Owner put so many thoughtful touches to her place : coffee / creamers / guest book etc. The unit is on a nice, quiet section on the golf course and very close to the resort. "
United States
Frauke P.
The price is ¥18,263
¥46,250 total
includes taxes & fees
Jan 20 - Jan 21
Napa relaxation at its finest at Silverado Resort

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.6 out of 10, Exceptional, (64 reviews)
"Tim and Caroline’s cottage was perfect for our two night stay. We loved how close it was to the shops and restaurants in downtown Santa Rosa. Definitely recommend."
United States
Adam R.
The price is ¥25,536
¥59,434 total
includes taxes & fees
Jan 26 - Jan 27
Wine Country Cottage in downtown Santa Rosa, CA

Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (83 reviews)
"Great little place with easy access to all the fun places in Napa. "
United States
Tommy & Amanda G.
The price is ¥23,718
¥45,973 total
includes taxes & fees
Jan 22 - Jan 23
Cottage at Main Street Farmhouse!

Cozy Napa Escape Silverado Resort

Cozy Napa Escape Silverado Resort
Napa
9.6 out of 10, Exceptional, (7 reviews)
"Loved it here! So cute, patio was great, and grounds are amazing."
United States
Justin F.
The price is ¥15,812
¥36,209 total
includes taxes & fees
Jan 20 - Jan 21
Cozy Napa Escape Silverado Resort

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (22 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 ¥18,358
¥42,637 total
includes taxes & fees
Jan 25 - Jan 26
2 Hidden Wine Country Gem Upstairs Unit

Wineries & Wine: A Comforting Getaway in Wine Country

Wineries & Wine: A Comforting Getaway in Wine Country
Northwest Santa Rosa
9.4 out of 10, Exceptional, (22 reviews)
"This is a great location, and comfortable space for us to tour wine country! We enjoyed the condo, it was quite and clean."
United States
Gayle C.
Wineries & Wine: A Comforting Getaway in Wine Country

Silverado Napa Luxury 1 Bedroom

Silverado Napa Luxury 1 Bedroom
2.0 star property
Napa
8.6 out of 10, Excellent, (8 reviews)
"Property is clean and comfortable and In a good location."
United States
Debra S.
The price is ¥16,603
¥37,159 total
includes taxes & fees
Jan 20 - Jan 21
Silverado Napa Luxury 1 Bedroom

Relaxing Vineyard View, Rooftop Deck & Game Room

Relaxing Vineyard View, Rooftop Deck & Game Room
Sebastopol
10.0 out of 10, Exceptional, (17 reviews)
"Nice, quiet place to stay in Sonoma. Lots of outdoor space for the kiddos. "
United States
Aaron G.
The price is ¥25,932
¥73,362 total
includes taxes & fees
Jan 20 - Jan 21
Relaxing Vineyard View, Rooftop Deck & Game Room

Romantic Wine Country Retreat with Hot Tub

Romantic Wine Country Retreat with Hot Tub
Boyes Hot Springs
9.8 out of 10, Exceptional, (52 reviews)
"This is a beautiful property with outstanding hosts. I’ll definitely be returning. "
United States
Erin B.
The price is ¥22,976
¥46,099 total
includes taxes & fees
Jan 20 - Jan 21
Romantic Wine Country Retreat with Hot Tub

Glen Ellen Retreat #3 King Beds

Glen Ellen Retreat #3 King Beds
Glen Ellen
10.0 out of 10, Exceptional, (73 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is ¥28,462
¥64,482 total
includes taxes & fees
Jan 20 - Jan 21
Glen Ellen Retreat #3 King Beds
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

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Frequently asked questions

Can I find vacation rentals in Kenwood?

Yes, we offer vacation rentals in Kenwood close to Robert Ferguson Observatory, or you can go with a secluded option if you want a relaxing stay. The spas and wineries are several reasons why visitors like Kenwood. Make sure you have time to check out the gardens while you're in the area.

What are some of the best vacation rentals in Kenwood?

Casa Bella Estate in Wine Country w/ New Pool!: Visitors give good reviews to this Kenwood vacation home rental, which is located in a rural location and has a fireplace, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Our travelers also rate Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N as a favorite home for rent in Kenwood.

How many vacation rentals are there in Kenwood?

With 46 Expedia vacation rentals, you're sure to find just the right place for your Kenwood stay.

What can I see and do in Kenwood?

While exploring the area, visit family-friendly sights like Robert Ferguson Observatory, or get outside and enjoy nature at Jack London State Historic Park. Other places in town to visit include Ledson Winery and Vineyards and Sugarloaf Ridge State Park.

What are vacation rentals like in Kenwood?

Vacation rentals are private accommodations you can reserve for several days or longer in Kenwood. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.