Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Cottages
Estates
Farmhouses
Homes
Lodges
Villas
Barns
Boats
Cabins
Castles
Chalets
Condos
Hotels
Studios
Townhomes
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Healdsburg Cottage Rentals with Air Conditioning(19)

19 Results
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    1 Review
    2 night minimum stay
    • 1 BR,
    • 1 BA,
    • Sleeps 2
      (3)
      2 night minimum stay
      • 4 BR,
      • 4 BA,
      • Sleeps 12
        2 Reviews
        2 night minimum stay
        • 4 BR,
        • 1 BA,
        • Sleeps 7
          7 night minimum stay
          • 1 BR,
          • 1 BA,
          • Sleeps 4
            (14)
            Book it Now!
            • 2 BR,
            • 1 BA,
            • Sleeps 4
              (30)
              2 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 4
                (104)
                $155 - $245
                per night
                2 night minimum stay
                • 1 BR,
                • 1 BA,
                • Sleeps 2
                  (3)
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                    (3)
                    Book it Now!
                    2 night minimum stay
                    • 1 BR,
                    • 1 BA,
                    • Sleeps 4
                      (23)
                      Book it Now!
                      30 night minimum stay
                      • 2 BR,
                      • 2 BA,
                      • Sleeps 6
                        (36)
                        Book it Now!
                        30 night minimum stay
                        • 1 BR,
                        • 1 BA,
                        • 1 HF BA,
                        • Sleeps 4
                          (10)
                          Book it Now!
                          2 night minimum stay
                          • 2 BR,
                          • 1 BA,
                          • 1 HF BA,
                          • Sleeps 4
                            2 night minimum stay
                            • 1 BR,
                            • 1 BA,
                            • Sleeps 2
                              (6)
                              3 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 4
                                (36)
                                3 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 4
                                  2 night minimum stay
                                  • 2 BR,
                                  • 1 BA,
                                  • 1 HF BA,
                                  • Sleeps 6
                                    2 Reviews
                                    3 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 8
                                      (5)
                                      • 1 BR,
                                      • Sleeps 4
                                        (3)
                                        Advertisement
                                         

                                        Recent Healdsburg Reviews

                                        Fabulous!

                                        5 of 5
                                        What a beautiful place!!!Off the beaten path, but close to it all. We truly enjoyed the cottages. Karen and Byron keep the property and the cottages immaculate. The goodies in the refrigerator were an added bonus. Sitting on the deck in the evening listening to the animals on the nearby farm was truly a pleasant change from the norm for us. I would not hesitate to book this property!!!!EXCELLENT!
                                        • Submitted: Sep 21, 2013
                                        • Stayed: Sep 2013

                                        Great location beautiful private setting

                                        4 of 5
                                        This is a great spot if you can find it in the dark. Flight delays resulted in a late arrival Friday evening and it was difficult to find with the directions we had (mapquest is to blame here). We saw some deer right from the deck and used some tomatoes from the garden. We had difficulty getting the bbq to light properly. We tried to contact the owner several times during our stay but did not hear back from until after we had left. That is the only reason I'm not giving this an excellent rating.
                                        • Submitted: Oct 18, 2012
                                        • Stayed: Oct 2012

                                        Perfect!

                                        5 of 5
                                        A mere review can’t possibly convey what a wonderful stay we had in this beautiful home. It was the perfect size for us... two couples. We flipped a coin to decide who would stay in the bedroom in the main house and who would sleep in the guest house. There was no loser; both spaces are equally fabulous. The owner’s style and attention to detail are stunning. This is truly a home filled with everything we needed for comfort and relaxation and special little touches were everywhere. The owner and the home were both so welcoming. The outdoor space is as lovely as the indoors. The house is on a quiet street about two blocks from the town square and a variety of great shops and restaurants. This was hands down the best rental experience any of us have ever had.
                                        • Submitted: Jun 7, 2011
                                        • Stayed: May 2011