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205 Houses

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Heiter House - the perfect getaway in Wine Country

Kenwood house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$324

Stunning Retreat w/ Private Hot Tub, Fire Pit & 1 Acre of Country Charm

Kenwood house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$827

WALK to Wineries from this Gorgeous Designer Home!

Kenwood house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$566

Relaxing, Private Poolside Cottage for 2 in Sonoma Valley Wine Country

Kenwood cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 41 minutes

Price per night from

$258

Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries

Kenwood house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$377

Sonoma Valley Vineyard-View Cottage | Loft & Private Hot Tub | On-Site Pool

Kenwood cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$653

Villa LaFleur Sonoma

Kenwood villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 46 minutes

Price per night from

$2,025

Idyllic 7-Acre Kenwood Retreat w/ Private Pool & Deck

Kenwood house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$913

Country Cottage w/ Hot Tub, Pool, Vineyard & Valley Views

Kenwood cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$447

Wine Country Retreat - Elegant & Comfortable Home

Kenwood house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$343

Vina Vista | Wine Country Escape with Private Cottage, Pool & Outdoor Kitchen

Kenwood house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$840

Relaxing Paradise | Private Hot Tub | Outdoor Kitchen & Bocce Ball

Kenwood house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$434

Tuscan in Sonoma | Locanda Estate Villa with Pool & New Home Generator

Kenwood house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$2,018

The Stone Lodge in Kenwood ~ 5 bedroom/5 bath

Kenwood house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$4,007

Lavish New Wine Country Estate w/ Pool, Hot Tub & Vineyard in Backyard Oasis!

Kenwood house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$897

Great rentals within 20 miles that match your search

Walk to Sonoma Square! Lovely Home in Wine Country

Sonoma house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$456

Modern Napa River Cottage with Private Dock

Napa house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$299

NAPA VALLEY VINO BELLO-BEAUTIFUL

Napa hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$352

La Petite Vignes-a short lovely walk to the Plaza

Sonoma house

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$197

Lovely Country Cottage in Heart of Wine Country

Petaluma cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$197

Urban Retreat in the Heart of St. Helena

St. Helena house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$327

Sally's Garden Cottage, Sleeps 2-6, Walk to Shops

Santa Rosa cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$256

Lovely Home & Cottage Near Square

Sonoma house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$1,766

Luxury Studio with full kitchenette - Vino Bello Resort

Napa studio

Studio / 1 bathroom / sleeps 4

Price per night from

$916

The Ultimate Wine County View Estate

Healdsburg house

4 bedrooms / 7 bathrooms / sleeps 8

Price per night from

$1,090

Fully Remodeled Wine Country Home - March/2019 for $4,000 (50% of Daily)

Sonoma house

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$174

Vintage Room

Sonoma house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$70

Hillside Vineyard Estate on 6 Gated Acres Beautiful Retreat with Amazing Views

Penngrove house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$851

Iva's Cottage & Garden House Sonoma Wine Country

Sonoma house

4 bedrooms / 1 bathroom / sleeps 4

Price per night from

$851

Superbowl 50; February 3-10

Windsor condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$654

Comfortable room

Napa house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 30 minutes

Price per night from

$197

Crush Openings, Sonoma Wine Country Estate with Pool & Spa

Sonoma villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,694

Ronveaux, The Corner Cottage-Private wine barn and Vineyard-Monthly rental

Napa house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 41 minutes

Price per night from

$327

Loft with vineyard view

Angwin apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$101

Spectacular Sonoma Estate

Freestone house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 36 minutes

Price per night from

$816

Napa Valley Cottage - private retreat & entertainers dream (under renovation)

Napa house

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$344

Secluded Wine Country Home - 2 acre Orchard Estate

Sebastopol house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$450

Viewing 37 of 205
rentals in Kenwood

Top Destination reviews

WALK to Wineries from this Gorgeous Designer Home!

The perfect spot

Hacienda Sonoma is an absolutely wonderful spot! Words and photos can't do it justice. Beaufitully designed and appointed to make you wish you could stay forever. It is located in a perfect spot. Several vineyards in the immediate area and a very short drive to Sonoma, Healdsburg, Napa, etc. Having rented other homes in the past, the owners of this property are amazing as well. If you are heading out to the Sonoma area, do yourself a favor and stay here. It'll make your trip. … see more

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COVID-19 Update

Kenwood Rentals

Per night

205 Houses

Viewing 37 of 205rentals in Kenwood

Top Destination reviews

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Viewing 37 of 205
rentals in Kenwood