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110 Houses

(19) Excellent 

    16

    ArtYcottage UNBELIEVEABLE...

    Oregon / Ashland

    Ashland house

    2 4 7 nights min

    • 2 bedrooms
    • sleeps 4
    • 7 nights min
    • Child Friendly
    • Air conditioning
    • Pet Friendly
    “A Place in the Woods to Dream and Live Your Dream” My mouth dropped when I stepped into artYcottage and was surrounded by so much beauty, creativity and originality. It was endless. Everywhere I looked there were remarkable details that were execute
    …see more

    Price per night from

    $199

    Responds fast!
    avg. 1 hour 41 minutes

    Price per night from

    $199

      30

      Ashland Cabin - 170 Acres w/Mountain Views & Sauna

      Oregon / Ashland

      Ashland cottage

      2 6 min stay varies

      • 2 bedrooms
      • sleeps 6
      • min stay varies
      • Ski
      • Child Friendly

      Price per night from

      $155

      Responds fast!
      avg. 9 minutes

      Price per night from

      $155

      (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

          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

            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

              15

              Cattle View Ranch House

              Oregon / Ashland

              Ashland house

              4 9 2 nights min

              • 4 bedrooms
              • sleeps 9
              • 2 nights min
              • Child Friendly
              • Air conditioning
              • Pet Friendly

              Price per night from

              $341

              Price per night from

              $341

              (1) Excellent 

                8

                Walk to Downtown/Theaters from this Charming Home

                Oregon / Ashland

                Ashland cottage

                2 6 2 nights min

                • 2 bedrooms
                • sleeps 6
                • 2 nights min
                • Suitable for children age 5+
                • Air conditioning
                • Private garden

                Price per night from

                $336

                Responds fast!
                avg. 1 hour 56 minutes

                Price per night from

                $336

                  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

                  $439

                  Responds fast!
                  avg. 1 hour 56 minutes

                  Price per night from

                  $439

                  (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

                      23

                      Stone's Throw Bungalow - Licensed, Private Garden

                      Oregon / Ashland

                      Ashland studio

                      Studio 2 2 nights min

                      • Studio
                      • sleeps 2
                      • 2 nights min
                      • Ask about children
                      • Air conditioning
                      • Private garden

                      Price per night from

                      $154

                      Price per night from

                      $154

                        15

                        Carlisle Garden Suites - Chamomile

                        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

                        $234

                        Price per night from

                        $234

                          10

                          Porscha's Hideaway 2

                          Oregon / Ashland

                          Ashland house

                          2 4 3 nights min

                          • 2 bedrooms
                          • sleeps 4
                          • 3 nights min
                          • Air conditioning
                          • Private garden

                          Price per night from

                          $229

                          Price per night from

                          $229

                          (1) Excellent 

                            31

                            Ashland Lodge Style House w/Patio & 5 MTN Bikes!

                            Oregon / Ashland

                            Ashland house

                            4 13 min stay varies

                            • 4 bedrooms
                            • sleeps 13
                            • min stay varies
                            • Ski
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $338

                            Responds fast!
                            avg. 9 minutes

                            Price per night from

                            $338

                            (7) Excellent 

                              20

                              Abigail's Cottage, 10-min. walk to plaza/theaters

                              Oregon / Ashland

                              Ashland cottage

                              2 6 2 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 2 nights min
                              • Child Friendly
                              • Car not necessary
                              • Air conditioning
                              “Fabulous place to stay!” We recently stayed in this cottage for 3 nights and we really enjoyed ourselves. The short walk to the plaza and theaters was ideal, but we were most impressed by how clean and well-maintained the cottage was. The cottage is
                              …see more

                              Price per night from

                              $212

                              Responds fast!
                              avg. 56 minutes

                              Price per night from

                              $212

                                11

                                Meadow House on a Historic Ranch in Ashland, OR

                                Oregon / Ashland

                                Ashland house

                                3 10 2 nights min

                                • 3 bedrooms
                                • sleeps 10
                                • 2 nights min
                                • Child Friendly

                                Price per night from

                                $336

                                Price per night from

                                $336

                                  6

                                  Farmhouse Studio at Willow Witt Ranch

                                  Oregon / Ashland

                                  Ashland house

                                  2 6 2 nights min

                                  • 2 bedrooms
                                  • sleeps 6
                                  • 2 nights min
                                  • Child Friendly

                                  Price per night from

                                  $229

                                  Price per night from

                                  $229

                                    29

                                    Blue Moon House & Cottage ~ Just 5 Blocks from OSF

                                    Oregon / Ashland

                                    Ashland house

                                    7 15 2 nights min

                                    • 7 bedrooms
                                    • sleeps 15
                                    • 2 nights min
                                    • Air conditioning
                                    • Private garden

                                    Price per night from

                                    $939

                                    Responds fast!
                                    avg. 2 hours 44 minutes

                                    Price per night from

                                    $939

                                    (1) Excellent 

                                      17

                                      Carlisle Garden Suites - Calla 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

                                      (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

                                        $336

                                        Price per night from

                                        $336

                                        (24) Excellent 

                                          15

                                          Singing Birds Cabin

                                          Oregon / Ashland

                                          Ashland log cabin

                                          2 6 2 nights min

                                          • 2 bedrooms
                                          • sleeps 6
                                          • 2 nights min
                                          • Child Friendly
                                          • Pet Friendly
                                          “Peaceful, beautiful, perfect get-away” We traveled to Ashland for a family gathering. Without a doubt, our Singing Birds get-away was the highlight of the trip. Accomodations were cozy, fresh and grounding. Thank you. We'll be back!
                                          …see more

                                          Price per night from

                                          $205

                                          Price per night from

                                          $205

                                          (3) Excellent 

                                            13

                                            Stay Ashland like never before. Explore days, campfire stars at night!

                                            Oregon / Ashland

                                            Ashland caravan/mobile home

                                            1 3 2 nights min

                                            • 1 bedroom
                                            • sleeps 3
                                            • 2 nights min
                                            • Child Friendly
                                            • Air conditioning
                                            • Pet Friendly

                                            Price per night from

                                            $139

                                            Price per night from

                                            $139

                                              23

                                              #33 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub

                                              Oregon / Ashland

                                              Ashland chalet

                                              2 6 2 nights min

                                              • 2 bedrooms
                                              • sleeps 6
                                              • 2 nights min
                                              • Child Friendly

                                              Price per night from

                                              $171

                                              Responds fast!
                                              avg. 2 hours 44 minutes

                                              Price per night from

                                              $171

                                              (6) Excellent 

                                                16

                                                2nd Street Cottages, HERITAGE HOUSE

                                                Oregon / Ashland

                                                Ashland cottage

                                                4 8 2 nights min

                                                • 4 bedrooms
                                                • sleeps 8
                                                • 2 nights min
                                                • Child Friendly
                                                • Air conditioning
                                                • Private garden

                                                Price per night from

                                                $479

                                                Price per night from

                                                $479

                                                  9

                                                  Porscha's Hideaway

                                                  Oregon / Ashland

                                                  Ashland studio

                                                  Studio 2 3 nights min

                                                  • Studio
                                                  • sleeps 2
                                                  • 3 nights min
                                                  • Ski
                                                  • Air conditioning
                                                  • Private garden

                                                  Price per night from

                                                  $172

                                                  Price per night from

                                                  $172

                                                    42

                                                    #52 The Cabins at Hyatt Lake - Sleeps 4 -Lake View

                                                    Oregon / Ashland

                                                    Ashland chalet

                                                    1 4 2 nights min

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • 2 nights min
                                                    • Child Friendly

                                                    Price per night from

                                                    $147

                                                    Responds fast!
                                                    avg. 2 hours 44 minutes

                                                    Price per night from

                                                    $147

                                                      14

                                                      The Pioneer House (North Suite) - Closest to OSF!

                                                      Oregon / Ashland

                                                      Ashland house

                                                      2 6 2 nights min

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • 2 nights min
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $266

                                                      Responds fast!
                                                      avg. 2 hours 44 minutes

                                                      Price per night from

                                                      $266

                                                        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

                                                        $479

                                                        Price per night from

                                                        $479

                                                        (2) Excellent 

                                                          25

                                                          Perfect vacation cottage

                                                          Oregon / Ashland

                                                          Ashland cottage

                                                          2 6 2 nights min

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • 2 nights min
                                                          • Child Friendly

                                                          Price per night from

                                                          $324

                                                          Price per night from

                                                          $324

                                                          (1) Excellent 

                                                            12

                                                            Pelton Villa

                                                            Oregon / Ashland

                                                            Ashland house

                                                            4 8 2 nights min

                                                            • 4 bedrooms
                                                            • sleeps 8
                                                            • 2 nights min
                                                            • Child Friendly
                                                            • Car not necessary
                                                            • Air conditioning

                                                            Price per night from

                                                            $373

                                                            Price per night from

                                                            $373

                                                              14

                                                              The Pioneer House (South Suite) - Closest to OSF!

                                                              Oregon / Ashland

                                                              Ashland house

                                                              3 8 2 nights min

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • 2 nights min
                                                              • Child Friendly
                                                              • Air conditioning
                                                              • Private garden

                                                              Price per night from

                                                              $382

                                                              Responds fast!
                                                              avg. 2 hours 44 minutes

                                                              Price per night from

                                                              $382

                                                                7

                                                                Emigrant Creek Guest Lodge on the East Side of Emigrant Lake, 8 miles to Ashland

                                                                Oregon / Ashland

                                                                Ashland house

                                                                2 5 3 nights min

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

                                                                Price per night from

                                                                $144

                                                                Price per night from

                                                                $144

                                                                  30

                                                                  #44 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub

                                                                  Oregon / Ashland

                                                                  Ashland chalet

                                                                  2 6 2 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • 2 nights min
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $172

                                                                  Responds fast!
                                                                  avg. 2 hours 44 minutes

                                                                  Price per night from

                                                                  $172

                                                                    12

                                                                    Jasmine Suite at the Carlisle Garden Suites

                                                                    Oregon / Ashland

                                                                    Ashland apartment

                                                                    1 2 1 night min

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

                                                                    Price per night from

                                                                    $258

                                                                    Price per night from

                                                                    $258

                                                                      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

                                                                        12

                                                                        Nancy's Garden Cottage The Indigo

                                                                        Oregon / Ashland

                                                                        Ashland cottage

                                                                        1 2 31 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • 31 nights min
                                                                        • Ask about children
                                                                        • Air conditioning
                                                                        • Ask about pets

                                                                        Price per night from

                                                                        $171

                                                                        Responds fast!
                                                                        avg. 2 hours 27 minutes

                                                                        Price per night from

                                                                        $171

                                                                          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

                                                                            28

                                                                            #49 The Cabins at Hyatt Lake - Sleeps 4 - Private

                                                                            Oregon / Ashland

                                                                            Ashland chalet

                                                                            1 4 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • 2 nights min

                                                                            Price per night from

                                                                            $147

                                                                            Responds fast!
                                                                            avg. 2 hours 44 minutes

                                                                            Price per night from

                                                                            $147

                                                                              46

                                                                              Anne Hathaway's House ~ Just 4 blocks from OSF!

                                                                              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