Title: Southern Oregon, OR Cottage Rentals from $162 | Expedia.com [Southern Oregon Travel Guide](https://expedia.com/Southern-Oregon.dx6054375)[Hotels in Southern Oregon](https://expedia.com/Southern-Oregon-Hotels.d6054375.Travel-Guide-Hotels)[Vacation Rentals in Southern Oregon](https://expedia.com/Southern-Oregon-Vacation-Rentals.d6054375.Travel-Guide-VacationRentals)[Flights to Southern Oregon](https://expedia.com/Cheap-Flights-To-Southern-Oregon.d6054375.Travel-Guide-Flights)[Things to do in Southern Oregon](https://expedia.com/Things-To-Do-In-Southern-Oregon.d6054375.Travel-Guide-Activities)[Car Rentals in Southern Oregon](https://expedia.com/Car-Rentals-In-Southern-Oregon.d6054375.Car-Rental-Guide)[Southern Oregon Vacation Packages](https://expedia.com/Southern-Oregon.d6054375.Destination-Travel-Guides) ![Crater Lake National Park which includes a lake or waterhole and mountains](https://images.trvl-media.com/place/6025867/2cfc37b5-96f1-4d3e-b803-0077b7a14107.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6025867/2cfc37b5-96f1-4d3e-b803-0077b7a14107.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6054375&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6054375&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6054375&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=6054375&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southern Oregon cottages ![Dream Cottage 1 | Terrace/patio](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/76831252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dream Cottage 1 | Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/f2b7ecf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/a8dd4f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dream Cottage 1 | Living area | Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/6d369eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paschal Winery [](https://www.expedia.com/Talent-Hotels-Paschal-Winery.h104007590.Hotel-Information) Talent 9.6/10 Exceptional (15 reviews) "Great space and beautiful views. 10/10 experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cody $255 nightly $259 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Talent-Hotels-Paschal-Winery.h104007590.Hotel-Information) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/100000000/99960000/99956400/99956359/1361dbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/100000000/99960000/99956400/99956359/78bc2781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/100000000/99960000/99956400/99956359/615a4268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/100000000/99960000/99956400/99956359/943d1b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On-site Winery & Tasting Room: Oregon Bungalow! [](https://www.expedia.com/Central-Point-Hotels-Cozy-Central-Point-Bungalow-On-Working-Winery.h99956359.Hotel-Information) Central Point 8.4/10 Very Good (5 reviews) "Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah $187 nightly $190 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Central-Point-Hotels-Cozy-Central-Point-Bungalow-On-Working-Winery.h99956359.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19410000/19406200/19406119/w1872h1080x0y0-489f4b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/20000000/19410000/19406200/19406119/2977f840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/20000000/19410000/19406200/19406119/b1fb63fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19410000/19406200/19406119/0fe1daf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vintage Cottage with riverfront access [](https://www.expedia.com/Grants-Pass-Hotels-The-Vintage-Cottage-With-Riverfront-Access.h19406119.Hotel-Information) Grants Pass 9.8/10 Exceptional (111 reviews) "Wonderful place .... highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Troy L. $164 nightly $166 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Grants-Pass-Hotels-The-Vintage-Cottage-With-Riverfront-Access.h19406119.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/808093b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/3e7f7c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/47afdc0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/24000000/23780000/23777800/23777789/3d87739e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub [](https://www.expedia.com/Central-Point-Hotels-Pet-Friendly.h23777789.Hotel-Information) Central Point 9.8/10 Exceptional (107 reviews) "The stay was private and great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bradley s. $144 nightly $162 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Central-Point-Hotels-Pet-Friendly.h23777789.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77810000/77807600/77807594/c498fd14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/78000000/77810000/77807600/77807594/5bae16b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/78000000/77810000/77807600/77807594/3bb577d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77810000/77807600/77807594/2143f405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly! [](https://www.expedia.com/Gold-Hill-Hotels-Hot-Tub-W-River-Views-Close-To-I-5-Private-Patio.h77807594.Hotel-Information) Gold Hill 10/10 Exceptional (23 reviews) "Couldn't be happier with my experience. Loved the location, privacy, cleanliness, and prompt replies of the host. Will be making this my preferred lodging while traveling for work in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff L. $217 nightly $217 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Gold-Hill-Hotels-Hot-Tub-W-River-Views-Close-To-I-5-Private-Patio.h77807594.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/48d62ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/05977b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/60ef4db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99670000/99666600/99666536/bc61c07a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HOLLY HOUSE \~ Organic, Dog-friendly Garden Cottage [](https://www.expedia.com/Medford-Hotels-HOLLY-HOUSE-Organic.h99666536.Hotel-Information) City Center Medford 9.6/10 Exceptional (25 reviews) "Great property everything we needed close to town perfect stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chuck F. $211 nightly $237 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-HOLLY-HOUSE-Organic.h99666536.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83660000/83657000/83656983/160ee072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83660000/83657000/83656983/98e1fdeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83660000/83657000/83656983/50109780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83660000/83657000/83656983/ad397d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Mint [](https://www.expedia.com/Medford-Hotels-Downtown-Mint.h83656983.Hotel-Information) Medford 10/10 Exceptional (41 reviews) "Loved the house, had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kara B. [](https://www.expedia.com/Medford-Hotels-Downtown-Mint.h83656983.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/a9169a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/w906h683x59y0-daeaf7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/w904h683x60y0-bc6524d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90950000/90942100/90942099/w904h663x60y20-308fb8f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville [](https://www.expedia.com/Jacksonville-Hotels-Vrbo-Property.h90942099.Hotel-Information) Jacksonville 9.8/10 Exceptional (32 reviews) "We loved the animals and how peaceful it was there,The owner was very accommodating and nice. Highly recommend if I ever need to stay in the area again this would be my first pick " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan K. $222 nightly $225 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Vrbo-Property.h90942099.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/80000000/79600000/79598400/79598331/6647cb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/80000000/79600000/79598400/79598331/d4dfb918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79600000/79598400/79598331/d75713de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/80000000/79600000/79598400/79598331/4b3e7eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work [](https://www.expedia.com/Gold-Hill-Hotels-Family-Friendly-Home-Overlooking-The-Rogue-River.h79598331.Hotel-Information) Gold Hill 9.0/10 Wonderful (19 reviews) "House was clean and fully equipped. There was a few things that didn't work or that was broken. Otherwise a very peaceful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caitlynn $225 nightly $225 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Gold-Hill-Hotels-Family-Friendly-Home-Overlooking-The-Rogue-River.h79598331.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/c69262cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/179be120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/66e6cdee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34280000/34275000/34274911/386ccf58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT [](https://www.expedia.com/Jacksonville-Hotels-Lily-Pad-1-BEST-LOCATION.h34274911.Hotel-Information) Jacksonville Historic District 10/10 Exceptional (49 reviews) "This place was awesome. Perfect location for walking to restaurants and Britt. The whole place was very clean. Looking forward to staying again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen H. $256 nightly $283 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Lily-Pad-1-BEST-LOCATION.h34274911.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/622f0cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/c4080bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/0e2a2fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/a38821b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area. [](https://www.expedia.com/Cottage-2bd1ba-Near-Jacksonville-Pets-Okay.h78834058.Hotel-Information) Central Point 9.8/10 Exceptional (28 reviews) "Great host, cute surroundings, lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie B. $228 nightly $231 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Cottage-2bd1ba-Near-Jacksonville-Pets-Okay.h78834058.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/124000000/123600000/123595700/123595699/49c3f7ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/124000000/123600000/123595700/123595699/79dac5e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/124000000/123600000/123595700/123595699/3c1640c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/124000000/123600000/123595700/123595699/c2275fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-friendly 1BR w/ Laundry: Dogs Welcome [](https://www.expedia.com/Cave-Junction-Hotels-Family-Friendly-1BR-W-Laundry-Dogs-Welcome.h123595699.Hotel-Information) Cave Junction $182 nightly $185 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Cave-Junction-Hotels-Family-Friendly-1BR-W-Laundry-Dogs-Welcome.h123595699.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/w807h945x138y0-a67374b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/222015f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library, stereo](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/1e890a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library, stereo](https://images.trvl-media.com/lodging/42000000/41180000/41178100/41178064/47b7596d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming well appointed Cottage in Ashland ( 800 + sq. ft. ) [](https://www.expedia.com/Ashland-Hotels-Charming-Well-Appointed-Cottage-In-Ashland.h41178064.Hotel-Information) Ashland 10/10 Exceptional (18 reviews) "Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg M. $216 nightly $219 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Charming-Well-Appointed-Cottage-In-Ashland.h41178064.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/4f1226e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/e48a3fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/0f29f5dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120880000/120874000/120873982/f8bca03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Railroad District, steps to downtown, everything you need to enjoy Ashland! [](https://www.expedia.com/Ashland-Hotels-Railroad-District.h120873982.Hotel-Information) Historic Railroad District $323 nightly $360 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Railroad-District.h120873982.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/22ec1498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/51a41959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/696d0207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/00b0cdb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming carriage house in Ashland near downtown [](https://www.expedia.com/Ashland-Hotels-Charming-Carriage-House-In-Ashland-Near-Downtown.h112015563.Hotel-Information) Skidmore Academy Historic District 9.8/10 Exceptional (9 reviews) "Enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie M. $199 nightly $222 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Charming-Carriage-House-In-Ashland-Near-Downtown.h112015563.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/fc87b003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/ef0c2306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/8f7ff25d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18973800/18973754/0b2c5fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ashland Cottage, walk to town [](https://www.expedia.com/Medford-Hotels-The-Ashland-Cottage.h18973754.Hotel-Information) Siskiyou-Hargadine Historic District 10/10 Exceptional (216 reviews) "Perfect Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveler $211 nightly $235 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-The-Ashland-Cottage.h18973754.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/97fc7e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/1d3fbc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/7c58424f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118190000/118183900/118183869/d4cfa96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly. [](https://www.expedia.com/Central-Point-Hotels-1960s-Farmhouse-VIEWS-Gated-Wineries-Rogue-X.h118183869.Hotel-Information) Central Point 9.0/10 Wonderful (2 reviews) "Very relaxing, gorgeous views! Home was very clean and well stocked. We had everything we needed to make dinner and spend time with family at this great little house. Soft linens, comfy beds, good towels. Clearly the owners take pride in the home and hosting. There was another visitor staying in the RV at the time and it was never an issue. The land is big enough that we each had our own space. The whole area is fenced making it safe and easy. Would stay here again for sure. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) gianna b. $240 nightly $257 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Central-Point-Hotels-1960s-Farmhouse-VIEWS-Gated-Wineries-Rogue-X.h118183869.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119321300/119321247/9c84c60f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119330000/119321300/119321247/1229e4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/120000000/119330000/119321300/119321247/d3e0034b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119330000/119321300/119321247/dfcb4381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville [](https://www.expedia.com/Central-Point-Hotels-Peaceful-Countryside-Stay-With-Scenic-Views-5-Minutes-To-Jacksonville.h119321247.Hotel-Information) Central Point 10/10 Exceptional (4 reviews) "Booking and check-in were very smooth. The property is as advertised and more! Peaceful, beautiful, comfortable and convenient to Jacksonville and nearby areas. Will look forward to staying again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth P. $187 nightly $190 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Central-Point-Hotels-Peaceful-Countryside-Stay-With-Scenic-Views-5-Minutes-To-Jacksonville.h119321247.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/bc7ef352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/9f9e3e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/e93af842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/fd6d514f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtside Cottage - WalkScore 93 - Dog Friendly [](https://www.expedia.com/Ashland-Hotels-Courtside-Cottage-WalkScore-93-Dog-Friendly.h90704994.Hotel-Information) Historic Railroad District 10/10 Exceptional (62 reviews) "Great place to stay very quaint very clean. Host is very gracious and communicated perfectly before the trip. Definitely would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lantz B. $228 nightly $254 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Courtside-Cottage-WalkScore-93-Dog-Friendly.h90704994.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/3a341485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/c7801aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/8ff32d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/66eaf0b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delightful 2\~bedroom, pet\~friendly cottage\~Walking distance to everything! [](https://www.expedia.com/Ashland-Hotels-Delightful-2bedroom.h119531931.Hotel-Information) Historic Railroad District 10/10 Exceptional (6 reviews) "Great location, many personal touches and the host cares about comfort! Will stay again, thanks so much! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista M. $336 nightly $374 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Delightful-2bedroom.h119531931.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-08&endDate=2026-04-09®ionId=6054375&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Southern+Oregon%2C+Oregon%2C+United+States+of+America®ionId=6054375&latLong=42.540786%2C-121.999065&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Southern+Oregon%2C+Oregon%2C+United+States+of+America®ionId=6054375&latLong=42.540786%2C-121.999065&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Southern+Oregon%2C+Oregon%2C+United+States+of+America®ionId=6054375&latLong=42.540786%2C-121.999065&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME) Chalets [](https://www.expedia.com/Hotel-Search?destination=Southern+Oregon%2C+Oregon%2C+United+States+of+America®ionId=6054375&latLong=42.540786%2C-121.999065&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CHALET) Apartments [](https://www.expedia.com/Hotel-Search?destination=Southern+Oregon%2C+Oregon%2C+United+States+of+America®ionId=6054375&latLong=42.540786%2C-121.999065&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Southern+Oregon%2C+Oregon%2C+United+States+of+America®ionId=6054375&latLong=42.540786%2C-121.999065&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Southern+Oregon%2C+Oregon%2C+United+States+of+America®ionId=6054375&latLong=42.540786%2C-121.999065&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VILLA) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouthern-Oregon-Cottages.d6054375-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthern-Oregon-Cottages.d6054375-aaCottages.Travel-Guide-Accommodation) ## Top Southern Oregon Hotel Reviews ![Compass by Margaritaville in Medford](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/f171fa6c_y.jpg) ### Compass by Margaritaville in Medford 10/10 Excellent "overall very pleased" [](https://expedia.com/Medford-Hotels-Compass-By-Margaritaville-In-Medford.h76138485.Hotel-Information) ![Motel 6 Grants Pass, OR](https://images.trvl-media.com/lodging/1000000/1000000/996300/996297/c61ec2c6_y.jpg) ### Motel 6 Grants Pass, OR 10/10 Excellent "Sandy and the ladies are great!!! Very friendly and helpful! Yhey go out of their way to make you feel at home!" [](https://expedia.com/Medford-Hotels-Motel-6-Grants-Pass.h996297.Hotel-Information) ![Riverside Inn](https://images.trvl-media.com/lodging/1000000/20000/13700/13698/78146e98_y.jpg) ### Riverside Inn 10/10 Excellent "The room was great! Patio overlooks the Rogue River. Very tranquil. Room was clean and put together. Breakfast was good. The staff was outstanding!!" [](https://expedia.com/Medford-Hotels-Riverside-Inn.h13698.Hotel-Information) ![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2ce3f8a0_y.jpg) ### Stratford Inn 10/10 Excellent "Lovely people " [](https://expedia.com/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Plaza Inn & Suites at Ashland Creek](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/7e1c38a2_y.jpg) ### Plaza Inn & Suites at Ashland Creek 8/10 Good "Clean friendly and well kept " [](https://expedia.com/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) ![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/a4a594bb_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "We had a great experience at this hotel. We enjoyed the retro vibe the furnishings and decor provided and were very impressed and appreciative of the cleanliness of the hotel. " [](https://expedia.com/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Holiday Inn Express Hotel & Suites Medford-Central Point by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/7ace6696_y.jpg) ### Holiday Inn Express Hotel & Suites Medford-Central Point by IHG 8/10 Good "My family and I had a pleasant stay. Beds are comfortable, hot tub was really nice. Breakfast was good. " [](https://expedia.com/Medford-Hotels-Holiday-Inn-Express-Hotel-Suites-Medford-Central-Point.h1573382.Hotel-Information) ![The Bard's Inn, BW Signature Collection by Best Western](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/f61ceb5c_y.jpg) ### The Bard's Inn, BW Signature Collection by Best Western 8/10 Good "Great location! Very walkable" [](https://expedia.com/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ![Lithia Springs Resort](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/7654834a_y.jpg) ### Lithia Springs Resort 10/10 Excellent "Everything was great!" [](https://expedia.com/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) ## Find out more about Southern Oregon ## Southern Oregon Cottages information | Number of reviews | 598 | | ----------------- | ------------ | | Accommodation | 198 Cottages | | Lowest Price | $162 | | Highest Price | $374 | ## Frequently asked questions ### How much do cottages in Southern Oregon cost? ### What are the best cottages in Southern Oregon? ### How many cottages are there in Southern Oregon? ### Are there any family-friendly cottages in Southern Oregon? ### Why book your cottage in Southern Oregon with Expedia? ### How can I find cheap cottages in Southern Oregon? ### What is there to do in Southern Oregon near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Crystal Springs Recreational Area ](https://www.expedia.com/Crystal-Springs-Recreational-Area-Hotels.0-l6054386-0.Travel-Guide-Filter-Hotels) - [Hotels near Kla-Mo-Ya Casino ](https://www.expedia.com/Kla-Mo-Ya-Casino-Hotels.0-l553248635967688014-0.Travel-Guide-Filter-Hotels) - 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