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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

    Price per night from

    $796

    Price per night from

    $796

    (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

      Price per night from

      $223

      Responds fast!
      avg. 38 minutes

      Price per night from

      $223

      (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

        Price per night from

        $516

        Price per night from

        $516

        (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

          Price per night from

          $286

          Price per night from

          $286

            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

            Price per night from

            $605

            Price per night from

            $605

              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

              Price per night from

              $641

              Price per night from

              $641

              (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

                Price per night from

                $384

                Price per night from

                $384

                  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

                  Price per night from

                  $1,058

                  Price per night from

                  $1,058

                    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

                    Price per night from

                    $3,084

                    Price per night from

                    $3,084

                      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

                      Price per night from

                      $1,718

                      Price per night from

                      $1,718

                        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

                        Price per night from

                        $571

                        Responds fast!
                        avg. 1 hour 4 minutes

                        Price per night from

                        $571

                          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

                          Price per night from

                          $387

                          Responds fast!
                          avg. 1 hour 29 minutes

                          Price per night from

                          $387

                            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

                            Price per night from

                            $663

                            Price per night from

                            $663

                            (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

                              Price per night from

                              $790

                              Price per night from

                              $790

                                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

                                Price per night from

                                $438

                                Price per night from

                                $438

                                (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

                                  Price per night from

                                  $629

                                  Price per night from

                                  $629

                                    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

                                    Price per night from

                                    $342

                                    Price per night from

                                    $342

                                      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

                                      Price per night from

                                      $1,374

                                      Price per night from

                                      $1,374

                                        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

                                        Price per night from

                                        $344

                                        Price per night from

                                        $344

                                          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

                                          Price per night from

                                          $343

                                          Price per night from

                                          $343

                                            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

                                            Price per night from

                                            $1,661

                                            Price per night from

                                            $1,661

                                            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

                                              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

                                                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

                                                  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

                                                    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

                                                      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

                                                        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

                                                          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

                                                            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

                                                              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

                                                                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

                                                                  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

                                                                    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

                                                                      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

                                                                        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

                                                                          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

                                                                            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