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215 Houses

(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

      8

      Ranch Home in the Heart of Napa Valley Vineyards

      Napa Valley / St. Helena

      St. Helena house

      3 6 30 nights min

      • 3 bedrooms
      • sleeps 6
      • 30 nights min
      • Ask about children
      • Air conditioning
      • Ask about pets

      Price per night from

      $247

      Price per night from

      $247

        22

        The Ranch Above St Helena ~ 5 bedroom 8 1/2 bath Overlooking St. Helena

        Napa Valley / St. Helena

        St. Helena house

        5 12 5 nights min

        • 5 bedrooms
        • sleeps 12
        • 5 nights min
        • Swimming pool
        • Child Friendly
        • Air conditioning

        Price per night from

        $4,008

        Price per night from

        $4,008

          48

          5BD Luxury Napa Valley Walk to Town Home

          Napa Valley / St. Helena

          St. Helena house

          4 8 30 nights min

          • 4 bedrooms
          • sleeps 8
          • 30 nights min
          • Swimming pool
          • Car not necessary
          • Air conditioning

          Price per night from

          $1,374

          Price per night from

          $1,374

            29

            Luxe Mid-Century Modern 4BR w/ Country Club Access, Spa, Golf, Tennis, Dining

            Napa Valley / St. Helena

            St. Helena house

            4 10 30 nights min

            • 4 bedrooms
            • sleeps 10
            • 30 nights min
            • Child Friendly
            • Air conditioning
            • Pet Friendly

            Price per night from

            $217

            Price per night from

            $217

              11

              Urban Retreat in the Heart of St. Helena

              Napa Valley / St. Helena

              St. Helena house

              3 6 30 nights min

              • 3 bedrooms
              • sleeps 6
              • 30 nights min
              • Child Friendly
              • Air conditioning

              Price per night from

              $287

              Price per night from

              $287

                15

                Downtown St. Helena. Tesla/EC fast charger!

                Napa Valley / St. Helena

                St. Helena house

                4 8 30 nights min

                • 4 bedrooms
                • sleeps 8
                • 30 nights min
                • Nearest beach 97 mi
                • Child Friendly
                • Air conditioning

                Price per night from

                $324

                Price per night from

                $324

                (2) Excellent 

                  18

                  Casa Cabernet

                  Napa Valley / St. Helena

                  St. Helena house

                  1 2 30 nights min

                  • 1 bedroom
                  • sleeps 2
                  • 30 nights min
                  • Swimming pool
                  • Air conditioning
                  • Private garden

                  Price per night from

                  $191

                  Price per night from

                  $191

                    17

                    Luxury 1 Level, 3,400 Sq. Ft., Pool, 4 Bedroom, 3.75 Bath, Pool, Pool Hse, Patio

                    Napa Valley / St. Helena

                    St. Helena house

                    4 8 30 nights min

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

                    Price per night from

                    $954

                    Price per night from

                    $954

                      16

                      3 Bedroom House with Vineyard Views

                      Napa Valley / St. Helena

                      St. Helena house

                      3 6 30 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 30 nights min
                      • Child Friendly
                      • Air conditioning
                      • Ask about pets

                      Price per night from

                      $382

                      Price per night from

                      $382

                      Great rentals within 20 miles that match your search

                      Distance approx 17.36 km from St. Helena

                      (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 15.48 km from St. Helena

                          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 13.59 km from St. Helena

                          (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 18.65 km from St. Helena

                              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

                              Distance approx 14.16 km from St. Helena

                              (1) Excellent 

                                17

                                Annabelle's Cottage-Farmhouse chic in wine country

                                Sonoma County / Sonoma

                                Sonoma cottage

                                1 4 1 night min

                                • 1 bedroom
                                • sleeps 4
                                • 1 night min
                                • Child Friendly
                                • Ask about pets

                                Price per night from

                                $189

                                Price per night from

                                $189

                                Distance approx 17.97 km from St. Helena

                                  4

                                  Worldmark Windsor # 7 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

                                  $457

                                  Price per night from

                                  $457

                                  Distance approx 16.61 km from St. Helena

                                  (18) Excellent 

                                    13

                                    Napa San Souci - Location! Private Yard & Gardens

                                    Napa Valley / Napa

                                    Napa house

                                    2 5 3 nights min

                                    • 2 bedrooms
                                    • sleeps 5
                                    • 3 nights min
                                    • Child Friendly
                                    • Air conditioning
                                    • Private garden
                                    “A perfect place to stay!” San Souci is everything in the listing and lots more. We were so comfortable that we didn't want to leave and certainly hope to return. We felt welcomed from the moment we walked in the door. Lots of good information was p

                                    Price per night from

                                    $315

                                    Price per night from

                                    $315

                                    Distance approx 14.15 km from St. Helena

                                    (1) Excellent 

                                      18

                                      Many Moons Ranch Guest House

                                      Sonoma County / Sonoma

                                      Sonoma house

                                      2 4 2 nights min

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

                                      Price per night from

                                      $229

                                      Price per night from

                                      $229

                                      Distance approx 15.42 km from St. Helena

                                      (31) Excellent 

                                        58

                                        Napa Retreat - Best View in Silverado

                                        Napa Valley / Napa

                                        Napa apartment

                                        2 6 min stay varies

                                        • 2 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning
                                        “High-End Comfort” This is the second time we stayed at this condo on Cottage Drive. It was even nicer and more luxurious than I remembered it. High end finishes, fully stocked kitchen, two bedrooms (with really comfortable beds, pillows and linens).

                                        Price per night from

                                        $452

                                        Price per night from

                                        $452

                                        Distance approx 13.42 km from St. Helena

                                        (5) Excellent 

                                          32

                                          Wine Country Retreat *Kid Friendly*! Spacious!

                                          Sonoma County / Sonoma

                                          Sonoma house

                                          2 6 min stay varies

                                          • 2 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Nearest beach 44 mi
                                          • Child Friendly
                                          • Air conditioning
                                          “Perfect for a getaway!” We had a girl's weekend getaway and this was the best of our regular excursions. There were 6 of us and we all slept in comfortable beds (king, queen, and sofa bed). The house provided beautiful spots to hang out and chat: the

                                          Price per night from

                                          $400

                                          Price per night from

                                          $400

                                          Distance approx 14.85 km from St. Helena

                                          (1) Excellent 

                                            8

                                            Comfortable room

                                            Napa Valley / Napa

                                            Napa house

                                            1 2 1 night min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 1 night min
                                            • Air conditioning
                                            • Private garden

                                            Price per night from

                                            $172

                                            Price per night from

                                            $172

                                            Distance approx 7.38 km from St. Helena Show on Map

                                              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

                                              Distance approx 14.77 km from St. Helena

                                              (2) Excellent 

                                                18

                                                Star West Ranch & Retreats

                                                Sonoma County / Sonoma

                                                Sonoma house

                                                4 10 2 nights min

                                                • 4 bedrooms
                                                • sleeps 10
                                                • 2 nights min
                                                • Child Friendly
                                                • Car not necessary
                                                • Private garden

                                                Price per night from

                                                $1,373

                                                Responds fast!
                                                avg. 3 hours 22 minutes

                                                Price per night from

                                                $1,373

                                                Distance approx 17.81 km from St. Helena

                                                (4) Very Good 

                                                  29

                                                  Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)

                                                  Sonoma County / Healdsburg

                                                  Healdsburg house

                                                  5 12 min stay varies

                                                  • 5 bedrooms
                                                  • sleeps 12
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Pet Friendly
                                                  “Perfect relaxing retreat with plenty of space” We stayed at this property for a girls weekend (my bachelorette trip, to be exact.) It was perfect! Exactly what we were looking for - which was plenty of space for 12 adults, a pool and a beautiful set

                                                  Price per night from

                                                  $1,432

                                                  Price per night from

                                                  $1,432

                                                  Distance approx 9.27 km from St. Helena Show on Map

                                                    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

                                                    $573

                                                    Responds fast!
                                                    avg. 1 hour 4 minutes

                                                    Price per night from

                                                    $573

                                                    Distance approx 17.21 km from St. Helena

                                                      24

                                                      Victorian Dream in Downtown Napa

                                                      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

                                                      $344

                                                      Price per night from

                                                      $344

                                                      Distance approx 14 km from St. Helena

                                                      (4) Excellent 

                                                        16

                                                        AMAZING cottage! Perfectly located in Santa Rosa

                                                        Sonoma County / Santa Rosa

                                                        Santa Rosa cottage

                                                        1 3 2 nights min

                                                        • 1 bedroom
                                                        • sleeps 3
                                                        • 2 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 45 mi
                                                        • Child Friendly

                                                        Price per night from

                                                        $148

                                                        Responds fast!
                                                        avg. 1 hour 1 minutes

                                                        Price per night from

                                                        $148

                                                        Distance approx 15 km from St. Helena

                                                          41

                                                          Sonoma Wine Country Retreat + Concierge Services

                                                          Sonoma County / Penngrove

                                                          Penngrove house

                                                          3 8 min stay varies

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

                                                          Price per night from

                                                          $630

                                                          Price per night from

                                                          $630

                                                          Distance approx 13.94 km from St. Helena

                                                          (2) Excellent 

                                                            13

                                                            Palm Vista, Paradise in the wine country

                                                            Sonoma County / Santa Rosa

                                                            Santa Rosa house

                                                            6 14 4 nights min

                                                            • 6 bedrooms
                                                            • sleeps 14
                                                            • 4 nights min
                                                            • Nearest beach 0 mi
                                                            • Swimming pool
                                                            • Child Friendly

                                                            Price per night from

                                                            $2,977

                                                            Price per night from

                                                            $2,977

                                                            Distance approx 5.72 km from St. Helena Show on Map

                                                              17

                                                              Napa Valley Vineyard, Pool & Remodeled Estate.

                                                              Napa Valley / Calistoga

                                                              Calistoga house

                                                              5 8 7 nights min

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

                                                              Price per night from

                                                              $1,718

                                                              Price per night from

                                                              $1,718

                                                              Distance approx 15.18 km from St. Helena

                                                                13

                                                                Walk to Sonoma Square! Lovely Home in Wine Country

                                                                Sonoma County / Sonoma

                                                                Sonoma house

                                                                4 8 30 nights min

                                                                • 4 bedrooms
                                                                • sleeps 8
                                                                • 30 nights min
                                                                • Child Friendly

                                                                Price per night from

                                                                $401

                                                                Price per night from

                                                                $401

                                                                Distance approx 16.74 km from St. Helena

                                                                  32

                                                                  Main St Historic Bungalow

                                                                  Napa Valley / Napa

                                                                  Napa house

                                                                  3 8 2 nights min

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

                                                                  Price per night from

                                                                  $796

                                                                  Price per night from

                                                                  $796

                                                                  Distance approx 14.91 km from St. Helena

                                                                  (1) Excellent 

                                                                    23

                                                                    Lovely Home & Cottage Near Square

                                                                    Sonoma County / Sonoma

                                                                    Sonoma house

                                                                    5 12 5 nights min

                                                                    • 5 bedrooms
                                                                    • sleeps 12
                                                                    • 5 nights min
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $1,546

                                                                    Price per night from

                                                                    $1,546

                                                                    Distance approx 14.5 km from St. Helena

                                                                      11

                                                                      The Orchard House

                                                                      Napa Valley / Napa

                                                                      Napa apartment

                                                                      3 6 30 nights min

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

                                                                      Price per night from

                                                                      $567

                                                                      Price per night from

                                                                      $567

                                                                      Distance approx 6.56 km from St. Helena Show on Map

                                                                        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

                                                                        $3,092

                                                                        Price per night from

                                                                        $3,092

                                                                        Distance approx 7.38 km from St. Helena Show on Map

                                                                          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

                                                                          $344

                                                                          Price per night from

                                                                          $344

                                                                          Distance approx 13.39 km from St. Helena

                                                                            21

                                                                            Stylishly Contemporary House

                                                                            Sonoma County / Sonoma

                                                                            Sonoma house

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Car not necessary

                                                                            Price per night from

                                                                            $1,380

                                                                            Price per night from

                                                                            $1,380

                                                                            Distance approx 11.13 km from St. Helena

                                                                            (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

                                                                              $602

                                                                              Price per night from

                                                                              $602