Kenwood Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Kenwood vacation homes

TV, fireplace

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

Modern Organic 3BR Oasis w/ Creek&Near State Park
Kenwood
10.0 out of 10, Exceptional, (1 review)
"Very clean and cozy cottage. Quiet and chill vibes. Beautiful setting with the river flowing directly behind the place! The weather was kinda lousy (rainy) so we didn't get to fully enjoy the outdoor amenities. But we'd love to come back again in the warmer months. "
United States
Rob M.
The price is CA $284
CA $777 total
includes taxes & fees
Mar 12 - Mar 13
Modern Organic 3BR Oasis w/ Creek&Near State Park
Pool

Kenwood Family Estate: Pool, Gym, Sports Courts & Wine Country Views!

Kenwood Family Estate: Pool, Gym, Sports Courts & Wine Country Views!
Kenwood
The price is CA $1,412
CA $4,543 total
includes taxes & fees
Mar 8 - Mar 9
Kenwood Family Estate: Pool, Gym, Sports Courts & Wine Country Views!
2 bedrooms, iron/ironing board, travel crib, free WiFi

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 CA $341
CA $707 total
includes taxes & fees
Mar 11 - Mar 12
Glen Ellen Retreat #3 King Beds
Outdoor pool

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 CA $183
CA $400 total
includes taxes & fees
Mar 8 - Mar 9
2 Hidden Wine Country Gem Upstairs Unit

Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg

Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg
Healdsburg
10.0 out of 10, Exceptional, (8 reviews)
"Kitchen was great, easy area for our dog.."
United States
Brad G.
The price is CA $306
CA $623 total
includes taxes & fees
Mar 10 - Mar 11
Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg
TV, fireplace

Bright & Stylish Home Stay Minutes from Wineries

Bright & Stylish Home Stay Minutes from Wineries
Petaluma
10.0 out of 10, Exceptional, (2 reviews)
"Host was very responsive to messages."
United States
Kelly P.
The price is CA $301
CA $653 total
includes taxes & fees
Mar 10 - Mar 11
Bright & Stylish Home Stay Minutes from Wineries
TV

Walk to Downtown Sebastopol * Luxe Vacation Living

Walk to Downtown Sebastopol * Luxe Vacation Living
Sebastopol
10.0 out of 10, Exceptional, (3 reviews)
"Amazing spot. "
United States
Anonymous traveller
The price is CA $215
CA $441 total
includes taxes & fees
Mar 8 - Mar 9
Walk to Downtown Sebastopol * Luxe Vacation Living
Terrace/patio

Glen Ellen Retreat #1 Hot Tub and King Beds

Glen Ellen Retreat #1 Hot Tub and King Beds
Glen Ellen
10.0 out of 10, Exceptional, (83 reviews)
"Great house in a perfect location. Short distance to Jack London State Park, various wineries, and walking distance to lovely restaurants near by. We enjoyed our long weekend and will definitely stay here again when we're up in the area!"
United States
sandra h.
The price is CA $341
CA $707 total
includes taxes & fees
Mar 23 - Mar 24
Glen Ellen Retreat #1 Hot Tub and King Beds
Smart TV, fireplace

“NEW” Half Moon Retreat / +Pool Table / - 5 min away from GRATON casino

“NEW” Half Moon Retreat / +Pool Table / - 5 min away from GRATON casino
Southwest Santa Rosa
9.8 out of 10, Exceptional, (7 reviews)
"Myself and four guests thoroughly enjoyed our overnight stay! The home had everything we needed and more - clean, cozy, and beautifully equipped with wonderful amenities. The beds were incredibly comfortable, and our host was very welcoming and attentive. We couldn’t have asked for a better experience. Highly recommend!"
United States
JoAnn P.
The price is CA $436
CA $496 total
includes taxes & fees
Mar 8 - Mar 9
“NEW” Half Moon Retreat / +Pool Table / - 5 min away from GRATON casino
Property grounds

Private Lofted Downtown Studio

Private Lofted Downtown Studio
Sebastopol
9.8 out of 10, Exceptional, (44 reviews)
"Fabulous, beautiful and within walking distance to downtown!"
United States
Jacqui S.
The price is CA $178
CA $482 total
includes taxes & fees
Mar 8 - Mar 9
Private Lofted Downtown Studio
TV, fireplace

Winemaker's Delight: 3BD/3BA Russian River Valley

Winemaker's Delight: 3BD/3BA Russian River Valley
Northwest Santa Rosa
9.8 out of 10, Exceptional, (72 reviews)
"The absolutely perfect home and location! We enjoyed the Graton Casino, shopping and wineries! The photos were on-point for the comfort, beauty and spaciousness of this home. We truly appreciated the amenities, fully-stocked home and especially the en-suite accommodations for every room. It was the perfect getaway for me and my family. Thank you! "
United States
Monica M.
The price is CA $331
CA $746 total
includes taxes & fees
Mar 9 - Mar 10
Winemaker's Delight: 3BD/3BA Russian River Valley
Dining

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is CA $171
CA $437 total
includes taxes & fees
Mar 10 - Mar 11
Wine Country Cottage Escape
Fridge, microwave, oven, stovetop

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Santa Rosa
9.4 out of 10, Exceptional, (25 reviews)
"Very friendly and communicate host that provided a clean, well-appointed space"
United States
Tyler A.
The price is CA $341
CA $772 total
includes taxes & fees
Mar 11 - Mar 12
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Southwest Santa Rosa
9.8 out of 10, Exceptional, (59 reviews)
"Great place to launch your stay in Santa Rosa."
United States
Deirdre F.
The price is CA $311
CA $814 total
includes taxes & fees
Mar 16 - Mar 17
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Pool

Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (1 review)
The price is CA $368
CA $419 total
includes taxes & fees
Mar 6 - Mar 7
Cozy Wine Country Guesthouse with Private Pool & Yard
Smart TV

Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (37 reviews)
"Clean and comfortable place to stay, easy-check in, good amenities and location. Would definitely stay again."
United States
Scott W.
The price is CA $270
CA $769 total
includes taxes & fees
Mar 15 - Mar 16
Serenity at the Russian River
Terrace/patio

Sonoma Gem! Modern. Serene. Wine Retreat! Downtown and Wine Country!

Sonoma Gem! Modern. Serene. Wine Retreat! Downtown and Wine Country!
Verano
10.0 out of 10, Exceptional, (14 reviews)
"This is a perfect place for a family to stay."
United States
Nachyun
The price is CA $366
CA $841 total
includes taxes & fees
Mar 11 - Mar 12
Sonoma Gem! Modern. Serene. Wine Retreat! Downtown and Wine Country!
Dining

Wine Country Getaway

Wine Country Getaway
Mirabel Heights
10.0 out of 10, Exceptional, (30 reviews)
"This Smart home is very comfortable and well equipped. Beds are super comfy! Perfect for our girls weekend!"
United States
Mary K.
The price is CA $285
CA $787 total
includes taxes & fees
Mar 11 - Mar 12
Wine Country Getaway
Game room

Relaxing Vineyard View, Rooftop Deck & Game Room

Relaxing Vineyard View, Rooftop Deck & Game Room
Sebastopol
10.0 out of 10, Exceptional, (18 reviews)
"What a great property! Everything was super clean. Kitchen had everything we needed. Comfortable beds. Fabulous outdoor space next to vineyards and across from a school. And, the little game room with shuffleboard and arcade game was a nice added bonus. Will definitely book again."
United States
Christina C.
The price is CA $224
CA $722 total
includes taxes & fees
Mar 8 - Mar 9
Relaxing Vineyard View, Rooftop Deck & Game Room
Fridge, microwave, oven, stovetop

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, (23 reviews)
"enjoyed our stay, no surprises and a good value"
United States
Craig M.
The price is CA $200
CA $534 total
includes taxes & fees
Mar 14 - Mar 15
Wineries & Wine: A Comforting Getaway in Wine Country
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.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kenwood Hotel Reviews

Elm House Inn

Elm House Inn

8/10 Good
"Super clean and cozy room"
Jin 1-night trip
Posted 11 hours ago
Elm House Inn

Find out more about Kenwood

Kenwood Vacation Homes information

Number of reviews
514
Accommodation
926 Vacation Homes
Lowest Price
CA $400
Highest Price
CA $4,543

Explore a world of travel with Expedia