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90 Houses

(1) Excellent 

    31

    Beautiful Luxury Cottage "The Quarters" - Walk to it All !

    Oregon / Jacksonville

    Jacksonville house

    2 4 2 nights min

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

    Price per night from

    $217

    Price per night from

    $217

    (7) Excellent 

    Certificate of Excellence

      22

      Private Entrance. Relaxed Luxury

      Oregon / Jacksonville

      Jacksonville b and b

      1 4 1 night min

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

      Certificate of Excellence

      Price per night from

      $114

      Responds fast!
      avg. 2 hours 47 minutes

      Price per night from

      $114

      (1) Excellent 

        14

        Plymale Cottage, Bed & Biscotti

        Oregon / Jacksonville

        Jacksonville b and b

        2 4 1 night min

        • 2 bedrooms
        • sleeps 4
        • 1 night min
        • Child Friendly
        • Air conditioning
        • Ask about pets

        Price per night from

        $166

        Price per night from

        $166

          17

          Cute Custom Tiny House. Hot Tub. Pool. Relaxed Luxury

          Oregon / Jacksonville

          Jacksonville house

          1 2 1 night min

          • 1 bedroom
          • sleeps 2
          • 1 night min
          • Swimming pool
          • Air conditioning

          Price per night from

          $102

          Responds fast!
          avg. 2 hours 47 minutes

          Price per night from

          $102

          (3) Very Good 

            25

            Mountainview. Relaxed Luxury

            Oregon / Jacksonville

            Jacksonville b and b

            1 4 1 night min

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

            Price per night from

            $102

            Responds fast!
            avg. 2 hours 47 minutes

            Price per night from

            $102

              16

              The Lily Pad

              Oregon / Jacksonville

              Jacksonville house

              1 2 2 nights min

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

              Price per night from

              $228

              Price per night from

              $228

                6

                The Tiger's Den- Tiger Lily Inn

                Oregon / Jacksonville

                Jacksonville cottage

                1 2 2 nights min

                • 1 bedroom
                • sleeps 2
                • 2 nights min

                Price per night from

                $228

                Price per night from

                $228

                  37

                  Rellik House. Winery and Alpaca Farm

                  Oregon / Jacksonville

                  Jacksonville house

                  6 14 2 nights min

                  • 6 bedrooms
                  • sleeps 14
                  • 2 nights min
                  • Child Friendly
                  • Air conditioning
                  • Private garden

                  Price per night from

                  $549

                  Responds fast!
                  avg. 2 hours 44 minutes

                  Price per night from

                  $549

                    24

                    Jacksonville's Historic Nunan House

                    Oregon / Jacksonville

                    Jacksonville house

                    5 10 2 nights min

                    • 5 bedrooms
                    • sleeps 10
                    • 2 nights min
                    • Child Friendly
                    • Air conditioning
                    • Private garden

                    Price per night from

                    $702

                    Responds fast!
                    avg. 2 hours 44 minutes

                    Price per night from

                    $702

                      23

                      Raven Suite at Rellik House. Winery & Alpaca Farm

                      Oregon / Jacksonville

                      Jacksonville house

                      2 4 1 night min

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

                      Price per night from

                      $137

                      Responds fast!
                      avg. 2 hours 44 minutes

                      Price per night from

                      $137

                      (1)  

                        12

                        Center of Town! Charming second floor suite

                        Oregon / Jacksonville

                        Jacksonville guest house

                        2 2 7 nights min

                        • 2 bedrooms
                        • sleeps 2
                        • 7 nights min
                        • Nearest beach 140 mi
                        • Car not necessary
                        • Air conditioning

                        Price per night from

                        $82

                        Responds fast!
                        avg. 3 hours 44 minutes

                        Price per night from

                        $82

                          23

                          Wine Suite at Rellik House. Winery & Alpaca Farm

                          Oregon / Jacksonville

                          Jacksonville house

                          2 4 1 night min

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

                          Price per night from

                          $148

                          Responds fast!
                          avg. 2 hours 44 minutes

                          Price per night from

                          $148

                            25

                            Alpaca Suite at Rellik House. Winery & Alpaca Farm

                            Oregon / Jacksonville

                            Jacksonville house

                            3 6 1 night min

                            • 3 bedrooms
                            • sleeps 6
                            • 1 night min
                            • Child Friendly
                            • Air conditioning
                            • Private garden

                            Price per night from

                            $266

                            Responds fast!
                            avg. 2 hours 44 minutes

                            Price per night from

                            $266

                            Great rentals within 20 miles that match your search

                            Distance approx 14.73 km from Jacksonville

                            (7) Excellent 

                              10

                              The High Street Cottage An Artists' Garden Cottage

                              Oregon / Ashland

                              Ashland cottage

                              2 4 2 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 2 nights min
                              • Air conditioning

                              Price per night from

                              $189

                              Responds fast!
                              avg. 2 hours 19 minutes

                              Price per night from

                              $189

                              Distance approx 18.56 km from Jacksonville

                              (1) Excellent 

                                21

                                Riverside on the Rogue

                                Oregon / Grants Pass

                                Grants Pass apartment

                                1 4 1 night min

                                • 1 bedroom
                                • sleeps 4
                                • 1 night min
                                • Child Friendly
                                • Pet Friendly

                                Price per night from

                                $144

                                Responds fast!
                                avg. 1 hour 12 minutes

                                Price per night from

                                $144

                                Distance approx 10.01 km from Jacksonville

                                (1) Average 

                                  12

                                  Dream Cottage on the Rogue

                                  Oregon / Rogue River

                                  Rogue River cottage

                                  1 4 1 night min

                                  • 1 bedroom
                                  • sleeps 4
                                  • 1 night min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0 mi
                                  • Child Friendly

                                  Price per night from

                                  $144

                                  Responds fast!
                                  avg. 2 hours 16 minutes

                                  Price per night from

                                  $144

                                  Distance approx 15.46 km from Jacksonville

                                    14

                                    Luxurious Home near Downtown Ashland and Theaters

                                    Oregon / Ashland

                                    Ashland house

                                    3 9 2 nights min

                                    • 3 bedrooms
                                    • sleeps 9
                                    • 2 nights min
                                    • Suitable for children age 5+
                                    • Air conditioning
                                    • Private garden

                                    Price per night from

                                    $441

                                    Responds fast!
                                    avg. 1 hour 56 minutes

                                    Price per night from

                                    $441

                                    Distance approx 15.43 km from Jacksonville

                                      7

                                      Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In The Heart Of Ashland

                                      Oregon / Ashland

                                      Ashland apartment

                                      1 3 2 nights min

                                      • 1 bedroom
                                      • sleeps 3
                                      • 2 nights min
                                      • Child Friendly
                                      • Car not necessary
                                      • Air conditioning

                                      Price per night from

                                      $344

                                      Price per night from

                                      $344

                                      Distance approx 15.43 km from Jacksonville

                                        7

                                        Oberon -Second Spring Property 1-3 Bedroom Luxury

                                        Oregon / Ashland

                                        Ashland apartment

                                        1 3 2 nights min

                                        • 1 bedroom
                                        • sleeps 3
                                        • 2 nights min

                                        Price per night from

                                        $224

                                        Price per night from

                                        $224

                                        Distance approx 14.72 km from Jacksonville

                                        (10) Excellent 

                                          10

                                          The Terra Cottage Inn a beautiful Luxury Apartment

                                          Oregon / Ashland

                                          Ashland cottage

                                          2 4 2 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 2 nights min
                                          • Ask about children
                                          • Air conditioning
                                          “Perfect!” We just returned from our annual trip to ashland, mainly for OSF. After previously staying in B&B;'s we chose to find a rental house for this week. I did a bunch of research and what struck us about the Terra Cottage Inn was the outdoor kitc
                                          …see more

                                          Price per night from

                                          $184

                                          Responds fast!
                                          avg. 2 hours 19 minutes

                                          Price per night from

                                          $184

                                          Distance approx 15.4 km from Jacksonville

                                          (5) Excellent 

                                            11

                                            2nd Street Cottages, GARDEN SUITE

                                            Oregon / Ashland

                                            Ashland cottage

                                            2 5 2 nights min

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

                                            Price per night from

                                            $338

                                            Price per night from

                                            $338

                                            Distance approx 15.42 km from Jacksonville

                                              21

                                              Steps to theatres, shopping, dining, nightlife...

                                              Oregon / Ashland

                                              Ashland house

                                              4 8 1 night min

                                              • 4 bedrooms
                                              • sleeps 8
                                              • 1 night min
                                              • Child Friendly
                                              • Car not necessary
                                              • Air conditioning

                                              Price per night from

                                              $481

                                              Price per night from

                                              $481

                                              Distance approx 15.64 km from Jacksonville

                                                46

                                                Anne Hathaway's House

                                                Oregon / Ashland

                                                Ashland house

                                                7 13 2 nights min

                                                • 7 bedrooms
                                                • sleeps 13
                                                • 2 nights min
                                                • Child Friendly
                                                • Air conditioning
                                                • Private garden

                                                Price per night from

                                                $584

                                                Responds fast!
                                                avg. 2 hours 44 minutes

                                                Price per night from

                                                $584

                                                Distance approx 13.63 km from Jacksonville

                                                  26

                                                  Hopyard View Farm ~ A Farm Experience in Ashland!

                                                  Oregon / Ashland

                                                  Ashland camper van

                                                  2 5 2 nights min

                                                  • 2 bedrooms
                                                  • sleeps 5
                                                  • 2 nights min
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Private garden

                                                  Price per night from

                                                  $172

                                                  Responds fast!
                                                  avg. 2 hours 44 minutes

                                                  Price per night from

                                                  $172

                                                  Distance approx 15.66 km from Jacksonville

                                                    13

                                                    Carlisle Garden Suites - Pomegranate Suite

                                                    Oregon / Ashland

                                                    Ashland cottage

                                                    1 2 1 night min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 1 night min
                                                    • Child Friendly
                                                    • Air conditioning
                                                    • Pet Friendly

                                                    Price per night from

                                                    $235

                                                    Price per night from

                                                    $235

                                                    Distance approx 15.66 km from Jacksonville

                                                      14

                                                      Carlisle Garden Suites - Jasmine Suite

                                                      Oregon / Ashland

                                                      Ashland cottage

                                                      1 2 1 night min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 1 night min
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Pet Friendly

                                                      Price per night from

                                                      $235

                                                      Price per night from

                                                      $235

                                                      Distance approx 13.77 km from Jacksonville

                                                        15

                                                        Bel Canto ~Stunning Views from Ashland’s Hillside

                                                        Oregon / Ashland

                                                        Ashland hotel apartment

                                                        2 4 2 nights min

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

                                                        Price per night from

                                                        $195

                                                        Responds fast!
                                                        avg. 2 hours 44 minutes

                                                        Price per night from

                                                        $195

                                                        Distance approx 9.96 km from Jacksonville Show on Map

                                                          12

                                                          Anderson Creek Barn Cottage - Minutes from Ashland - Pet Friendly

                                                          Oregon / Talent

                                                          Talent house

                                                          1 2 2 nights min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 2 nights min
                                                          • Child Friendly
                                                          • Air conditioning
                                                          • Pet Friendly

                                                          Price per night from

                                                          $188

                                                          Responds fast!
                                                          avg. 2 hours 44 minutes

                                                          Price per night from

                                                          $188

                                                          Distance approx 14.7 km from Jacksonville

                                                            15

                                                            Lori Lanes 'Romeo Cottage' ~ 2 Bedroom ~ Downtown

                                                            Oregon / Ashland

                                                            Ashland guest house

                                                            2 4 2 nights min

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

                                                            Price per night from

                                                            $231

                                                            Responds fast!
                                                            avg. 2 hours 44 minutes

                                                            Price per night from

                                                            $231

                                                            Distance approx 8.49 km from Jacksonville Show on Map

                                                              24

                                                              NEW! Brand New Cottage Near Rogue Valley Wineries!

                                                              Oregon / Phoenix

                                                              Phoenix cottage

                                                              1 2 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Ski
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $131

                                                              Responds fast!
                                                              avg. 54 minutes

                                                              Price per night from

                                                              $131

                                                              Distance approx 13.7 km from Jacksonville

                                                                24

                                                                Rustic Grants Pass Rental Across From Rogue River!

                                                                Oregon / Grants Pass

                                                                Grants Pass log cabin

                                                                2 5 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 5
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Air conditioning
                                                                • Pet Friendly

                                                                Price per night from

                                                                $115

                                                                Responds fast!
                                                                avg. 29 minutes

                                                                Price per night from

                                                                $115

                                                                Distance approx 14.58 km from Jacksonville

                                                                  17

                                                                  Aspen Canyon Cottage (30 day+)

                                                                  Oregon / Ashland

                                                                  Ashland cottage

                                                                  2 3 30 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 3
                                                                  • 30 nights min
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $95

                                                                  Responds fast!
                                                                  avg. 2 hours 44 minutes

                                                                  Price per night from

                                                                  $95

                                                                  Distance approx 18.68 km from Jacksonville

                                                                    27

                                                                    Riverfront Grants Pass Home w/ Yard & Great Views!

                                                                    Oregon / Grants Pass

                                                                    Grants Pass house

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $115

                                                                    Responds fast!
                                                                    avg. 2 hours 35 minutes

                                                                    Price per night from

                                                                    $115

                                                                    Distance approx 10.65 km from Jacksonville

                                                                      42

                                                                      Dream Cottage at Paschal Winery

                                                                      Oregon / Talent

                                                                      Talent villa

                                                                      1 4 2 nights min

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

                                                                      Price per night from

                                                                      $208

                                                                      Responds fast!
                                                                      avg. 2 hours 44 minutes

                                                                      Price per night from

                                                                      $208

                                                                      Distance approx 14.81 km from Jacksonville

                                                                      (1) Excellent 

                                                                        18

                                                                        Best Location, Impeccable Style and Ultimate Comfort

                                                                        Oregon / Ashland

                                                                        Ashland house

                                                                        2 4 3 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 3 nights min
                                                                        • Car not necessary
                                                                        • Air conditioning
                                                                        • Private garden

                                                                        Price per night from

                                                                        $229

                                                                        Price per night from

                                                                        $229

                                                                        Distance approx 15.05 km from Jacksonville

                                                                          19

                                                                          Blue Moon House ~ Just Five Blocks from OSF!

                                                                          Oregon / Ashland

                                                                          Ashland house

                                                                          5 11 2 nights min

                                                                          • 5 bedrooms
                                                                          • sleeps 11
                                                                          • 2 nights min
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          • Private garden

                                                                          Price per night from

                                                                          $679

                                                                          Responds fast!
                                                                          avg. 2 hours 44 minutes

                                                                          Price per night from

                                                                          $679

                                                                          Distance approx 14.71 km from Jacksonville

                                                                            9

                                                                            Butler's Quarters~Downtown Ashland (Private Entry)

                                                                            Oregon / Ashland

                                                                            Ashland studio

                                                                            Studio 2 1 night min

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

                                                                            Price per night from

                                                                            $161

                                                                            Responds fast!
                                                                            avg. 2 hours 44 minutes

                                                                            Price per night from

                                                                            $161

                                                                            Distance approx 4.29 km from Jacksonville Show on Map

                                                                              29

                                                                              Gorgeous Italian Hillside Villa sleeps 12

                                                                              Oregon / Medford

                                                                              Medford villa

                                                                              4 12 2 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 12
                                                                              • 2 nights min
                                                                              • Child Friendly
                                                                              • Air conditioning
                                                                              • Private garden

                                                                              Price per night from

                                                                              $453

                                                                              Responds fast!
                                                                              avg. 3 hours 21 minutes

                                                                              Price per night from

                                                                              $453