Kenwood Rentals

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/ Sonoma County
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268 Houses

    31

    4BR Retreat w/ Private Hot Tub, Fire Pit & 1 Acre of Country Charm

    Sonoma County / Kenwood

    Kenwood house

    4 8 min stay varies

    • 4 bedrooms
    • sleeps 8
    • min stay varies
    • Child Friendly
    • Air conditioning

    Map

    Price per night from

    $796

    Price per night from

    $796

    Details

    (22) Excellent 

      19

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

      Sonoma County / Kenwood

      Kenwood cottage

      1 2 min stay varies

      • 1 bedroom
      • sleeps 2
      • min stay varies
      • Swimming pool

      Map

      Price per night from

      $223

      Responds fast!
      avg. 38 minutes

      Price per night from

      $223

      Details

      (4) Excellent 

        23

        WALK to Wineries from this Gorgeous Designer Home!

        Sonoma County / Kenwood

        Kenwood house

        3 6 3 nights min

        • 3 bedrooms
        • sleeps 6
        • 3 nights min
        • Nearest beach 52 mi
        • Child Friendly
        • Car not necessary

        Map

        Price per night from

        $516

        Price per night from

        $516

        Details

        (6) Excellent 

          25

          Heiter House - the perfect getaway in Wine Country

          Sonoma County / Kenwood

          Kenwood house

          2 4 2 nights min

          • 2 bedrooms
          • sleeps 4
          • 2 nights min
          • Child Friendly
          • Air conditioning
          • Private garden

          Map

          Price per night from

          $286

          Price per night from

          $286

          Details
            28

            Gorgeous Vineyard-View 3BR on 6.5 Acres w/ Chef’s Kitchen, Pool & Hot Tub

            Sonoma County / Kenwood

            Kenwood house

            3 6 min stay varies

            • 3 bedrooms
            • sleeps 6
            • min stay varies
            • Swimming pool
            • Child Friendly

            Map

            Price per night from

            $605

            Price per night from

            $605

            Details
              26

              2BR Sonoma Valley Vineyard-View Cottage w/ Loft—Private Hot Tub & Shared Pool

              Sonoma County / Kenwood

              Kenwood cottage

              2 4 min stay varies

              • 2 bedrooms
              • sleeps 4
              • min stay varies
              • Swimming pool
              • Ask about children

              Map

              Price per night from

              $641

              Price per night from

              $641

              Details

              (1) Excellent 

                24

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

                Sonoma County / Kenwood

                Kenwood house

                2 4 3 nights min

                • 2 bedrooms
                • sleeps 4
                • 3 nights min
                • Child Friendly
                • Private garden

                Map

                Price per night from

                $384

                Price per night from

                $384

                Details
                  26

                  4BR Vineyard House with Pool + Guest House in Kenwood

                  Sonoma County / Kenwood

                  Kenwood house

                  4 6 min stay varies

                  • 4 bedrooms
                  • sleeps 6
                  • min stay varies
                  • Swimming pool
                  • Ask about children
                  • Air conditioning

                  Map

                  Price per night from

                  $1,058

                  Price per night from

                  $1,058

                  Details
                    17

                    The Stone Lodge in Kenwood ~ 5 bedroom/5 bath

                    Sonoma County / Kenwood

                    Kenwood house

                    5 10 2 nights min

                    • 5 bedrooms
                    • sleeps 10
                    • 2 nights min
                    • Child Friendly

                    Map

                    Price per night from

                    $3,084

                    Price per night from

                    $3,084

                    Details
                      17

                      Villa LaFleur Sonoma

                      Sonoma County / Kenwood

                      Kenwood villa

                      3 6 3 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 3 nights min
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Map

                      Price per night from

                      $1,718

                      Price per night from

                      $1,718

                      Details
                        18

                        Peaceful Wine Country Vineyard Cottage with Pool & Hot Tub

                        Sonoma County / Kenwood

                        Kenwood cottage

                        1 4 2 nights min

                        • 1 bedroom
                        • sleeps 4
                        • 2 nights min
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning

                        Map

                        Price per night from

                        $571

                        Responds fast!
                        avg. 1 hour 4 minutes

                        Price per night from

                        $571

                        Details
                          35

                          NEW LISTING! Elegant five-acre estate w/private hot tub, pond, close to wineries

                          Sonoma County / Kenwood

                          Kenwood house

                          2 4 min stay varies

                          • 2 bedrooms
                          • sleeps 4
                          • min stay varies
                          • Child Friendly
                          • Car not necessary

                          Map

                          Price per night from

                          $387

                          Responds fast!
                          avg. 1 hour 29 minutes

                          Price per night from

                          $387

                          Details
                            24

                            Idyllic 3BR, 2BA Sonoma House w/ Pool and Deck: Retreat into Wine Country

                            Sonoma County / Kenwood

                            Kenwood house

                            3 6 min stay varies

                            • 3 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Swimming pool
                            • Ask about children
                            • Air conditioning

                            Map

                            Price per night from

                            $663

                            Price per night from

                            $663

                            Details

                            (1) Excellent 

                              24

                              Poolside 3BR/4.5BA in Wine Country w/ Spa, Fitness Cabana & Bocce Court

                              Sonoma County / Kenwood

                              Kenwood house

                              3 8 5 nights min

                              • 3 bedrooms
                              • sleeps 8
                              • 5 nights min
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning

                              Map

                              Price per night from

                              $790

                              Price per night from

                              $790

                              Details
                                27

                                1BR Country Cottage with Vineyard & Valley Views—Hot Tub & Pool

                                Sonoma County / Kenwood

                                Kenwood cottage

                                1 2 min stay varies

                                • 1 bedroom
                                • sleeps 2
                                • min stay varies
                                • Swimming pool
                                • Child Friendly

                                Map

                                Price per night from

                                $438

                                Price per night from

                                $438

                                Details

                                (10) Excellent 

                                  31

                                  Modern 3br Home W/Pool & Seasonal Creek in Sonoma.

                                  Sonoma County / Kenwood

                                  Kenwood house

                                  3 6 3 nights min

                                  • 3 bedrooms
                                  • sleeps 6
                                  • 3 nights min
                                  • Swimming pool
                                  • Air conditioning
                                  “A hidden wine country gem!” I spent a long weekend with my mother up in Wine Country and am so glad we chose Whispering Creek Getaway. First of all, I love the Sonoma County area of wine country, you're surrounded by vineyards but not stuck in all the
                                  …

                                  Map

                                  Price per night from

                                  $629

                                  Price per night from

                                  $629

                                  Details
                                    9

                                    Bella Luna Suite at Casa Bella

                                    Sonoma County / Kenwood

                                    Kenwood cottage

                                    2 6 1 night min

                                    • 2 bedrooms
                                    • sleeps 6
                                    • 1 night min
                                    • Child Friendly
                                    • Pet Friendly

                                    Map

                                    Price per night from

                                    $342

                                    Price per night from

                                    $342

                                    Details
                                      49

                                      Casa Bella Estate in Wine Country

                                      Sonoma County / Kenwood

                                      Kenwood house

                                      10 12 min stay varies

                                      • 10 bedrooms
                                      • sleeps 12
                                      • min stay varies
                                      • Child Friendly
                                      • Air conditioning
                                      • Pet Friendly

                                      Map

                                      Price per night from

                                      $1,374

                                      Price per night from

                                      $1,374

                                      Details
                                        11

                                        Bella Luna Cottage in Wine Country

                                        Sonoma County / Kenwood

                                        Kenwood house

                                        4 8 1 night min

                                        • 4 bedrooms
                                        • sleeps 8
                                        • 1 night min
                                        • Child Friendly
                                        • Pet Friendly

                                        Map

                                        Price per night from

                                        $344

                                        Price per night from

                                        $344

                                        Details
                                          10

                                          Wine Country Retreat - Elegant & Comfortable Home

                                          Sonoma County / Kenwood

                                          Kenwood house

                                          3 6 2 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 2 nights min
                                          • Child Friendly

                                          Map

                                          Price per night from

                                          $343

                                          Price per night from

                                          $343

                                          Details
                                            50

                                            Casa Bella Corporate Retreats in Wine Country

                                            Sonoma County / Kenwood

                                            Kenwood house

                                            10 22 2 nights min

                                            • 10 bedrooms
                                            • sleeps 22
                                            • 2 nights min
                                            • Child Friendly
                                            • Air conditioning
                                            • Pet Friendly

                                            Map

                                            Price per night from

                                            $1,661

                                            Price per night from

                                            $1,661

                                            Details

                                            Great rentals within 20 miles that match your search

                                            Distance approx 8.87 km from Kenwood

                                              30

                                              Downtown, 3 bdrms close to Pliny and Great food

                                              Sonoma County / Santa Rosa

                                              Santa Rosa b and b

                                              3 6 2 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 2 nights min
                                              • Private garden

                                              Price per night from

                                              $670

                                              Responds fast!
                                              avg. 3 hours 22 minutes

                                              Price per night from

                                              $670

                                              Details

                                              Distance approx 16.23 km from Kenwood

                                              (5) Excellent 

                                                20

                                                Old Town Napa Valley Gorgeous home, totally redone

                                                Napa Valley / Napa

                                                Napa house

                                                4 8 3 nights min

                                                • 4 bedrooms
                                                • sleeps 8
                                                • 3 nights min
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $548

                                                Price per night from

                                                $548

                                                Details

                                                Distance approx 14.05 km from Kenwood

                                                (4) Excellent 

                                                  56

                                                  3 Bedroom Private Napa Valley Hideaway, Napa, CA

                                                  Napa Valley / Napa

                                                  Napa house

                                                  3 6 31 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 31 nights min
                                                  • Child Friendly
                                                  • Pet Friendly

                                                  Price per night from

                                                  $138

                                                  Price per night from

                                                  $138

                                                  Details

                                                  Distance approx 6.79 km from Kenwood

                                                  (20) Excellent 

                                                    31

                                                    EXECUTIVE WINE COUNTRY HOME HEART OF SONOMA VALLEY

                                                    Sonoma County / Santa Rosa

                                                    Santa Rosa house

                                                    4 8 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Nearest beach 61 mi
                                                    • Child Friendly
                                                    • Air conditioning
                                                    “A great place to stay in Santa Rosa!” Our weekend in Santa Rosa was a restful and relaxing experience, thanks to the extreme comforts and amenities of this beautiful home. The house Manager, Kimberly, was very friendly and greeted us promptly upon our
                                                    …

                                                    Price per night from

                                                    $599

                                                    Price per night from

                                                    $599

                                                    Details

                                                    Distance approx 15.43 km from Kenwood

                                                      4

                                                      Worldmark Windsor # 8 Healdsburg Wine Country 3BR 2Ba Nice Resort Condo Sleeps8!

                                                      Sonoma County / Windsor

                                                      Windsor condo

                                                      3 6 3 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 3 nights min
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $456

                                                      Price per night from

                                                      $456

                                                      Details

                                                      Distance approx 14.03 km from Kenwood

                                                        24

                                                        West Petaluma Cottage - Walk to Downtown!

                                                        Sonoma County / Petaluma

                                                        Petaluma cottage

                                                        1 2 2 nights min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 2 nights min
                                                        • Child Friendly

                                                        Price per night from

                                                        $154

                                                        Responds fast!
                                                        avg. 33 minutes

                                                        Price per night from

                                                        $154

                                                        Details

                                                        Distance approx 9.29 km from Kenwood

                                                          18

                                                          Wine Country Ranchette

                                                          Sonoma County / Santa Rosa

                                                          Santa Rosa house

                                                          3 6 3 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 3 nights min
                                                          • Child Friendly
                                                          • Private garden

                                                          Price per night from

                                                          $627

                                                          Price per night from

                                                          $627

                                                          Details

                                                          Distance approx 15.46 km from Kenwood

                                                          (1) Excellent 

                                                            17

                                                            Secluded Wine Country Home - 2 acre Orchard Estate

                                                            Sonoma County / Sebastopol

                                                            Sebastopol house

                                                            3 8 3 nights min

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • 3 nights min
                                                            • Child Friendly
                                                            • Pet Friendly

                                                            Price per night from

                                                            $443

                                                            Price per night from

                                                            $443

                                                            Details

                                                            Distance approx 10.11 km from Kenwood

                                                            (3) Excellent 

                                                              18

                                                              Luxury Retreat in Yountville, Napa Valley Home

                                                              Napa Valley / Yountville

                                                              Yountville house

                                                              2 4 30 nights min

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • 30 nights min
                                                              • Child Friendly
                                                              • Air conditioning
                                                              “Gorgeous Home in the Heart of Yountville” My wife and I own a luxury travel firm based in San Francisco and Paris and have rented this beautiful home twice for 6 months in total. The architecturally-stunning house centers around an open-plan living ar
                                                              …

                                                              Price per night from

                                                              $225

                                                              Responds fast!
                                                              avg. 1 hour 15 minutes

                                                              Price per night from

                                                              $225

                                                              Details

                                                              Distance approx 15.43 km from Kenwood

                                                                4

                                                                Worldmark Windsor Healdsburg Wine Country 3BR 2Ba Nice Resort Condo Sleeps8!

                                                                Sonoma County / Windsor

                                                                Windsor condo

                                                                3 8 3 nights min

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • 3 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $457

                                                                Price per night from

                                                                $457

                                                                Details

                                                                Distance approx 15.43 km from Kenwood

                                                                  4

                                                                  Worldmark Windsor #4 Healdsburg Wine Country 3BR 2Ba Nice Resort Condo Sleeps8!

                                                                  Sonoma County / Windsor

                                                                  Windsor condo

                                                                  3 8 3 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 3 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $457

                                                                  Price per night from

                                                                  $457

                                                                  Details

                                                                  Distance approx 7.65 km from Kenwood

                                                                  (1) Excellent 

                                                                    9

                                                                    Recently Remodeled1 Bedroom Apartment near Downto

                                                                    Napa Valley / St. Helena

                                                                    St. Helena apartment

                                                                    1 4 30 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 30 nights min
                                                                    • Nearest beach 97 mi
                                                                    • Air conditioning
                                                                    • Private garden

                                                                    Price per night from

                                                                    $124

                                                                    Price per night from

                                                                    $124

                                                                    Details

                                                                    Distance approx 15.43 km from Kenwood

                                                                      4

                                                                      Worldmark Windsor #5Healdsburg Wine Country 3BR 2Ba Nice Resort Condo Sleeps8!

                                                                      Sonoma County / Windsor

                                                                      Windsor condo

                                                                      3 6 3 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 3 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $457

                                                                      Price per night from

                                                                      $457

                                                                      Details

                                                                      Distance approx 10.16 km from Kenwood

                                                                        8

                                                                        Stylish 'Modsita' Guest House: "The Best Views in Calistoga!"

                                                                        Napa Valley / Calistoga

                                                                        Calistoga guest house

                                                                        2 4 3 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 3 nights min
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $1,143

                                                                        Price per night from

                                                                        $1,143

                                                                        Details

                                                                        Distance approx 6.62 km from Kenwood

                                                                        (4) Excellent 

                                                                          8

                                                                          Dream Vacation: Spa/Outdoor Shower/Massage- Secluded yet close to everything!

                                                                          Sonoma County / Santa Rosa

                                                                          Santa Rosa house

                                                                          3 6 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $377

                                                                          Responds fast!
                                                                          avg. 1 hour 37 minutes

                                                                          Price per night from

                                                                          $377

                                                                          Details

                                                                          Distance approx 5.67 km from Kenwood

                                                                            14

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

                                                                            Sonoma County / Penngrove

                                                                            Penngrove house

                                                                            3 6 3 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 3 nights min
                                                                            • Air conditioning
                                                                            • Private garden

                                                                            Price per night from

                                                                            $743

                                                                            Price per night from

                                                                            $743

                                                                            Details

                                                                            Distance approx 12.24 km from Kenwood

                                                                              29

                                                                              Vista Point at Llano Road

                                                                              Sonoma County / Santa Rosa

                                                                              Santa Rosa house

                                                                              4 9 3 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 9
                                                                              • 3 nights min
                                                                              • Nearest beach 35 mi
                                                                              • Child Friendly
                                                                              • Private garden

                                                                              Price per night from

                                                                              $429

                                                                              Price per night from

                                                                              $429

                                                                              Details