Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Ashland Vacation Home Rentals(33)

33 Results
Book it Now!
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (27)
    Book it Now!
    2 night minimum stay
    • 3 BR,
    • 2 BA,
    • Sleeps 9
      (5)
      Book it Now!
      2 night minimum stay
      • 4 BR,
      • 4 BA,
      • Sleeps 10
        (5)
        • 3 BR,
        • 2 BA,
        • 1 HF BA,
        • Sleeps 8
          (23)
          2 night minimum stay
          • 4 BR,
          • 5 BA,
          • Sleeps 16
            (12)
            3 night minimum stay
            • 2 BR,
            • 1 BA,
            • Sleeps 4
              (12)
              Book it Now!
              2 night minimum stay
              • 2 BR,
              • 1 BA,
              • Sleeps 8
                1 Review
                Book it Now!
                2 night minimum stay
                • 2 BR,
                • 1 BA,
                • Sleeps 6
                  (16)
                  Book it Now!
                  2 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • 1 HF BA,
                  • Sleeps 8
                    (16)
                    Book it Now!
                    29 - 30 night minimum stay
                    • 1 BR,
                    • 1 BA,
                    • Sleeps 3
                      1 Review
                      30 night minimum stay
                      • 3 BR,
                      • 1 BA,
                      • Sleeps 5
                        (5)
                        Book it Now!
                        2 - 4 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                          (20)
                          Book it Now!
                          3 night minimum stay
                          • 4 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 10
                            (8)
                            Book it Now!
                            2 night minimum stay
                            • 1 BR,
                            • 2 BA,
                            • Sleeps 4
                              (3)
                              2 night minimum stay
                              • 2 BR,
                              • 1 BA,
                              • Sleeps 4
                                (20)
                                Book it Now!
                                2 night minimum stay
                                • 3 BR,
                                • 1 HF BA,
                                • Sleeps 11
                                  2 Reviews
                                  2 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 8
                                    (12)
                                    28 - 30 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • 1 HF BA,
                                    • Sleeps 3
                                      (6)
                                      2 night minimum stay
                                      • 4 BR,
                                      • 4 BA,
                                      • Sleeps 14
                                        (8)
                                        $11,250
                                        per month
                                        30 night minimum stay
                                        • 4 BR,
                                        • 4 BA,
                                        • Sleeps 12
                                          (10)
                                          2 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (14)
                                            2 night minimum stay
                                            • 2 BR,
                                            • 1 BA,
                                            • Sleeps 4
                                              3 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                                4 night minimum stay
                                                • 4 BR,
                                                • 3 BA,
                                                • Sleeps 10
                                                  (16)
                                                  2 night minimum stay
                                                  • 2 BR,
                                                  • Sleeps 5
                                                    2 night minimum stay
                                                    • 4 BR,
                                                    • 3 BA,
                                                    • Sleeps 12
                                                      (6)
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 10
                                                        (5)
                                                        • 3 BR,
                                                        • Sleeps 10
                                                          (21)
                                                          • 1 BR,
                                                          • 1 BA,
                                                          • Sleeps 5
                                                            1 Review
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • Sleeps 10
                                                              1 Review
                                                              Advertisement
                                                               

                                                              Recent Ashland Reviews

                                                              Ashland Retreat

                                                              4 of 5
                                                              Enjoyed our stay in Ashland for our son's wedding. Alla was helpful when plumbing issues arose and refunded 1 day of our rental fee to compensate us. We appreciated that generosity and thought the house was well appointed. Ideal location for visiting hot spots in Jackson Co. Quiet neighborhood located adjacent to U of Southern Oregon.
                                                              • Submitted: Aug 22, 2014
                                                              • Stayed: Jul 2014

                                                              Very Convenient for the Shakespeare Experience

                                                              4 of 5
                                                              All the good: the house is well maintained and has plenty of sleeping room for a large family or a group of friends. The common areas - living room, kitchen, deck - are spacious and nice for gatherings. The house is wonderfully located just a few blocks from the theaters and within easy walking distance to all the shops and restaurants Ashland has to offer. There are two dedicated parking spaces which is really invaluable. The owners are incredibly nice, easy to get ahold of, and provide tons of great information about the house and the town, as well as treats upon arrival. There are just a couple of minor reasons I didn't give the house five stars. First, for a house that sleeps 9, there is really not enough bathroom space. There is only one small stand-up shower in the downstairs bathroom. The upstairs bathroom just has a bathtub under a very low sloping ceiling. It worked out OK, we just had to plan ahead and take turns. The upstairs bedroom ceilings are low and sloping too, so some of us bumped our heads multiple times. Also, the person who slept in the downstairs bedroom had a horrible experience because the mattress was so saggy. It really needs to be replaced. Overall, though, this is a great option if you are going to see the plays and want to be in walking distance to everything.
                                                              • Submitted: Jul 14, 2014
                                                              • Stayed: Jul 2014

                                                              Clean, comfortable and a good location in Ashland

                                                              5 of 5
                                                              This home has been recently refurbished and is one of the cleanest rental homes I have stayed in. The bathroom is spotless and has lots of hot water available. The towels and linens are clean and plush. Everything in the kitchen works and it is well stocked with dishes and appliances. We do not have children or pets, but this would be a great place to stay with them if you do. The park across the street had lots of daytime activity and there is a Science Museum a couple of blocks away. We walked into downtown Ashland one day and it was an easy 20 minute walk on level sidewalks. The owner lives next door, so it is easy to get help if necessary. Enjoy!
                                                              • Submitted: Jul 7, 2014
                                                              • Stayed: Jun 2014