Vacation Rentals By Owner In Jacksonville, OR

$128.92

The Cottage Downtown!

Jacksonville, Oregon, United States

This inviting cottage offers the perfect home base for enjoying the charm of town and exploring nearby attractions. Take a scenic drive to the Applegate Valley for wine tasting and outdoor adventures or head to Ashland for world-class Shakespeare performances and vibrant nightlife. Stay close to home to explore local shops, restaurants and live music venues or unwind on the patio—an ideal spot for peaceful morning coffee or soaking in the downtown energy as the day unfolds. It’s a wonderful place to experience the town’s special events, including parades and a variety of festivals held throughout the year just steps from your front door.

1

Bed

1

Bath

2

Sleeps

$246.61

/ Nightly

Private Vacation Home

Riverfront Relaxation: Secluded Jacksonville Home

Jacksonville, Oregon, United States

3 Dogs Welcome w/ Fee | Roast S’mores Around the Fire | Private River AccessbrbrThis 3-bedroom, 2-bath vacation rental is the perfect launching point for all the natural beauty Oregon has to offer. Vineyards, scenic hikes, and epic fishing are at your fingertips when you book this woodsy, yet modern, retreat. Venture to the quaint town of Jacksonville or head home to unwind. The spacious deck is the perfect place to sip a local wine as the Applegate River lulls you into tranquility.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 bunk bed (twin/full) w/ 1 twin trundlebrbrOUTDOOR LIVINGbr- Covered deckbr- Applegate River views & private river accessbr- Outdoor dining & seating areasbr- Waterfront seating area w/ fire pitbrbrINDOOR LIVINGbr- Smart TVbr- 2 living areasbr- Dining table, high chairbr- Piano, board games, booksbrbrKITCHENbr- Refrigerator, stove/oven, dishwasher, microwavebr- Keurig coffee maker, electric kettle, blender, toasterbr- Dishware/flatware, cooking basicsbrbrGENERALbr- Free WiFibr- Central A/C & heatingbr- Linens/towels, iron & board, washer/dryerbr- Trash bags & paper towelsbr- Complimentary toiletries, hair dryerbr- Keyless entrybrbrACCESSIBILITYbr- Single-story home, 1 step required to accessbrbrFAQbr- 1 exterior security camera (facing out)br- Pet fee (paid pre-trip)brbrPARKINGbr- Driveway (6 vehicles)br- RV/trailer/boat parking allowed on-sitebrbr-- THE LOCATION --brbr- 4 miles to Cowhorn Vineyard & Garden, 6 miles to Valley View Winerybr- 6 miles to Cantrall Buckley County Parkbr- 9 miles to Applegate Lakebr- 10 miles to Rogue River-Siskiyou National Forestbr- 14 miles to Jacksonville & 19 miles to Medford: restaurants, cafes, museums, entertainment, parks, essentialsbr- 22 miles to Rogue Valley International Medford Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- Pet friendly w/ $50 fee per stay (+ fees & taxes, dogs only, max 3)br- No events, parties, or large gatherings br- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 1 step to accessbr- Your safety matters. This property features 1 exterior security camera located next to the front door facing the front entrance area. The camera is outward facing and does not look into interior spaces. The camera records video and audio when activated by motion

3

Bed

2

Bath

8

Sleeps

$143.65

/ Nightly

Guest House

Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Jacksonville, Oregon, United States

brWalk to Britt, or Downtown Jacksonville. We are right off the Main Steet coming into town. Charge your EV. 1 for Free. 1 Bedroom, with separate living room. Perfect for a Couple. Furnished living area, new couch with pull-out queen size bed. Can sleep 4 comfortably. All Linens provided. Great Air conditioning/Heat in both bedroom and living room. Flat Screen T.V. with Cable and wi-fi internet provided. Bathroom has a walk-in shower w/ handicap rail. Coffee Provided, Full Kitchen complete with microwave, electric stove, fridge, island sink, quartz counter tops, silverware, cooking and baking needs. We are well stocked with extra cleaning supplies, paper towels, bar soap, shampoo & conditioner, hairdryer, plus many extras. You can do your Laundry(Full size washer/dryer) soap is provided.br Walk in closet with hangers and iron. Outdoor enclosed deck area has privacy divider fence, table with chairs. (Allow Outdoor Smoking only). Cottage is attached to main residence. Completely private, parking for up to two vehicles. Convenient walking distance to town, shopping, dining, hiking, Pioneer Retirement center is only one block away (visit family). Rays Food place, gas station, car wash, and New market with large liquor and wine selection is right across the street. Popular BBQ restaurant a few doors away! brAlmost daily opportunities to enjoy viewing wildlife, like our local deer and turkeys.brWe have a resident Orange Cat named Leo. He has lived on our porch for 12 years.

Bed

Bath

Sleeps

$133.98

/ Nightly

Cabin

Charming cabin on 31 acres, pet friendly near Jacksonville.

Jacksonville, Oregon, United States

This charming cabin in Jacksonville is a cozy retreat for guests looking for a pleasant getaway. The bedroom features a gorgeous queen bed, perfect for a good night's sleep. With amenities like AC, heating, and a hair dryer, your stay will be comfortable and stress-free. The bathroom offers a convenient shower. Escape to this fantastic cabin and create lasting memories during your trip. We'll be available to answer any questions while you stay at our place. Property is backed up to 100’s of a res of blm land that is only accessible to land owners.

Bed

Bath

Sleeps

$178.63

/ Nightly

Cabin

Private Cozy Tree Top Studio

Jacksonville, Oregon, United States

Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed downstairs has a wide sofa that could sleep a third. Enjoy the outdoor hot/cold shower with a wrap around bench with 360 views. Another option for purist guests is washing off in the secluded areas of the fresh invigorating creek... this is what what memories are made of. If temps drop below freezing we dismantled the outdoor shower and as a substitute we add a solar shower bladder that can be filled with hot water from the kitchen sink and brought to the shower deck. The mini split offers heating and cooling although the evening mountain air cools things down in the summer and the wood stove heats things up in the winter.

Bed

Bath

Sleeps

$1000.04

/ Nightly

Private Vacation Home

Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Jacksonville, Oregon, United States

Escape to this luxury 5-bedroom, 3.5-bath mountain-top home offering breathtaking mountain and forest views, exceptional privacy, and a private in-ground pool. Perfect for families and large groups, this Southern Oregon retreat sleeps up to 14 guests with space to gather, relax, and reconnect.brbrI’m just a phone call, text, or Airbnb message away if you need anything during your stay. My goal is to make sure your visit is comfortable, stress-free, and enjoyable! Feel free to reach out anytime.brbrEscape to serenity at our private property, tucked away in the beautiful Applegate Valley. You’ll enjoy stunning views, abundant wildlife, and complete privacy, with only one other neighbor along the driveway.brbrSpend your days relaxing in the in-ground pool and hot tub, or simply soak in the peaceful surroundings. Whether you’re here to unwind, enjoy nature, or explore the area, this location offers a perfect balance of seclusion and convenience.brbrYou’re just a short drive from Jacksonville’s charming shops, restaurants, and wineries, making it easy to experience the best of the Rogue Valley while returning to your peaceful retreat each evening.brbrGuests have full access to the entire property during their stay, including:brbrAll bedrooms, bathrooms, and living spacesbrbrKitchen and dining areasbrbrFireplace, decks, and outdoor seatingbrbrTrails and grounds around the propertybrbr Inside the HomebrbrDesigned for multi-generational stays and group travel, the home features a thoughtful layout with separate zones for kids and adults.brbr➤ Downstairs (Kid & Game Area)brbrFoosball table & TV for family funbrbrTwo sets of bunk bedsbrbrPrivate queen bedroom with full bathbrbrCasual lounge spacebrbr➤ Upstairs (Main Living & Entertainment)brbrLarge open-concept living area with panoramic mountain viewsbrbrComfortable seating and abundant natural lightbrbrWildlife sightings common from windowsbrbr➤Gourmet kitchen with:brDouble ovensbrbrAmple counter spacebrbrRefrigerator/freezer, microwave, dishwasherbrbrDining for large groups with scenic viewsbrbr➤ Laundry and garage access off kitchenbrbr Sleeping ArrangementsbrSleeps 14 guests across 9 beds:brbrPrimary Suite: King bed, gas fireplace, spa-like bath, large soaking tub with incredible viewsbrbrRemaining bedrooms: Queen bedsbrbrDownstairs: Bunk beds and queen bedroombrbr Outdoor LivingbrbrPrivate in-ground pool (seasonal, open in May) with mountain and forest backdropbrbrElevated setting ensures total privacybrbrPerfect for relaxing, entertaining, and family funbrbr HighlightsbrbrPrivate mountain-top setting with total privacybrbrSleeps 14 – ideal for families and groupsbrbrPrivate in-ground pool (seasonal, Open in May)brbrGame room with foosball tablebrbrGourmet kitchen with double ovensbrbrPrimary suite with fireplace and soaking tubbrbrMinutes to Jacksonville, Ashland, and wineriesbrbrStunning mountain and forest viewsbrbrOur property is ideally located for exploring Southern Oregon:brbrHistoric Jacksonville: 10 minutes, enjoy the Britt Festival concerts, dining, and boutique shopping.brbrAshland & Oregon Shakespeare Festival: 20 minutes , world-class theater and culture.brbrWineries & Tasting Rooms: 10–15 minutes, discover local wines in the Applegate Valley.brbrOutdoor Adventures: Easy access to hiking, rivers, and other Southern Oregon attractions.brbrWhether you’re here for wine tasting, festivals, outdoor adventures, or simply a peaceful luxury escape, everything is within easy reach while still enjoying the privacy of a mountain-top retreat.

Bed

Bath

Sleeps

$112.16

/ Nightly

Apartment

Private suite in Historic Jacksonville's I930's Log home. Pet friendly.

Jacksonville, Oregon, United States

You are in the heart of Historic Jacksonville, 6 minute walk to downtown shops, wine tasting, restaurants and pubs. Get tickets to the famous Britt Music festival during summer months June- September. brHike to the peaceful beautiful woodland trails behind the Britt Venue . brOne block away is the historic Beekman house (check out tour times) and 1 mile loop hilly trail with spectacular views. Ride on the Trolly tours and go on Historic walking tours. Visit the old Train stop Visitors depot on Oregon Street next to our Post Office. Your stay in my 1930's Historic Log Cabin is in the wildlife corridor where you will be delighted to see the bucks and does and baby fawns early summer grazing on my property. Explore, then relax on your own back porch with views of the garden and Grapevines, 100 year old apple tree, and much more. Ask me about the day trips all within 2 hours of Medford. A visit to Crater Lake, Lake of the Woods, Applegate Lake, Hyatt Lake resort scenic drive on historic route 66 and entrances to the PCT (Pacific Coast Trails) are highly recommended. Attend the Shakespeare Festival in Ashland 25 min drive. brYour room is a new renovation with everything you need for a comfortable peaceful stay and rest. Large yard pet friendly.

1

Bed

1

Bath

1

Sleeps

$3732.95

/ Nightly

Hotel

Experience charming Jacksonville, OR in this 8-bedroom Historic Inn. Enjoy a wine country getaway with 8 private bedrooms. Walk to dining, shopping, and the famed Britt Festival grounds.

Jacksonville, Oregon, United States

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the most romantic hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. Rent the entire hotel for your group travel accommodations. Inquire about block dates for wedding parties!brbrbrbrThe hotel is managed by Stay Rogue Co-Hosts. We have a local Co-host who lives in Jacksonville who is happy to assist should there be any need. The Gold Room at Jacksonville inn is located downstairs on the first floor. Full bar, wine, and food.brbrThe Gold Room brHours: brTues - Thurs 3pm - 9pmbrFriday - Saturday 3pm - 10pmbrClosed Sunday & MondaybrbrJacksonville was founded in 1851 during the Gold Rush, and today it is a popular tourist destination known for its historic downtown, wineries, and outdoor activities.brbrThe Jacksonville Historic District is a National Historic Landmark, and it is home to many well-preserved buildings from the 19th century. These include the Britt Mansion, the Jacksonville Museum, and the Jackson County Courthouse. The Britt Festival is a summer music festival that takes place in the Jacksonville Historic District, and it attracts visitors from all over the world.brbrJacksonville is also home to a number of wineries, including the Applegate Valley Vineyards, the J. Christopher Cellars, and the Sokol Blosser Winery. The Apple Valley Wine Trail is a popular tourist destination, and it offers visitors the opportunity to sample wines from a variety of wineries.brbrIn addition to its historic downtown and wineries, Jacksonville also offers a variety of outdoor activities. The city is surrounded by mountains and forests, and there are numerous hiking, biking, and camping opportunities in the area. The Rogue River is also a popular destination for fishing and rafting.brbrWhether you are interested in history, wine, or the outdoors, Jacksonville is a great place to visit. The city has something to offer everyone, and it is sure to charm you with its small-town atmosphere.brbrYou will have access to each hotel room with a provided door codes. brbrThe hotel features 5 King size suites and 3 Queen size suites. Each room offers a smart TV, Nespresso machine, private bathroom with shower, mini fridge and safe.brbrJacksonville Inn is a self-check-in hotel.brbrThere are security cameras at the Jacksonville Inn.brbrWe’re proud partners of the Oregon Shakespeare Festival! Book with us and receive a 20% discount code!brbrCar, (parking lot behind building), Uber, LyftbrbrThis is a self-check in boutique hotel. We do not have a front desk. You will receive self-check in instructions 72 hours prior to arrival. brAll of our rooms are located on the 2nd level. This historic building does not have an elevator and there are 2 full flights of stairs that guests will need to carry their luggage up. Please be aware that we do not offer bell service as this is a self-check in hotelbrbrOregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.brbrJust a heads up before you book!brThe Jacksonville Inn is home to The Gold Room cocktail bar, located on the ground floor beneath the hotel rooms. We host live music a few times a week. On nights when music is playing, you can expect it until:br* Tuesday – Thursday: 9pmbr* Friday – Saturday: 10pmbrWe want every guest to rest easy, so all of our rooms are equipped with sound machines and we provide earplugs as well. If you have any questions before booking, we’re happy to help!

Bed

Bath

Sleeps

$261.35

/ Nightly

Hotel

Jacksonville Inn Room #8: King Suite. Prime downtown location for festivals and dining. Comfortable king bed, Nespresso coffee, and historic boutique elegance

Jacksonville, Oregon, United States

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the most romantic hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This king guest room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today!brbrThe hotel is managed by Stay Rogue Co-Hosts. We have a local Co-host who lives in Jacksonville who is happy to assist should there be any need. The Gold Room at Jacksonville inn is located downstairs on the first floor. Full bar, wine, and food.brbrThe Gold Room brHours: brTues - Thurs 3pm - 9pmbrFriday - Saturday 3pm - 10pmbrClosed Sunday & MondaybrbrJacksonville was founded in 1851 during the Gold Rush, and today it is a popular tourist destination known for its historic downtown, wineries, and outdoor activities.brbrThe Jacksonville Historic District is a National Historic Landmark, and it is home to many well-preserved buildings from the 19th century. These include the Britt Mansion, the Jacksonville Museum, and the Jackson County Courthouse. The Britt Festival is a summer music festival that takes place in the Jacksonville Historic District, and it attracts visitors from all over the world.brbrJacksonville is also home to a number of wineries, including the Applegate Valley Vineyards, the J. Christopher Cellars, and the Sokol Blosser Winery. The Apple Valley Wine Trail is a popular tourist destination, and it offers visitors the opportunity to sample wines from a variety of wineries.brbrIn addition to its historic downtown and wineries, Jacksonville also offers a variety of outdoor activities. The city is surrounded by mountains and forests, and there are numerous hiking, biking, and camping opportunities in the area. The Rogue River is also a popular destination for fishing and rafting.brbrWhether you are interested in history, wine, or the outdoors, Jacksonville is a great place to visit. The city has something to offer everyone, and it is sure to charm you with its small-town atmosphere.brbrYou will have access to your hotel room with a provided door code. brbrWelcome to The Jacksonville Inn — where timeless elegance meets modern comfort. Nestled in the heart of downtown, our boutique hotel offers beautifully appointed rooms, walkable access to award-winning restaurants, wineries, and shops, and a rich history that dates back to the 1800s. Whether you're here for wine tasting, a Britt Festival show, or a peaceful Southern Oregon getaway, your stay promises relaxation and refinement.brbrRoom 8 at the Jacksonville Inn offers a plush king bed, seating area, private bathroom w/ shower and Nespresso machine. This room overlooks the main street of historic Jacksonville, offering charming views of the town below.brbrJacksonville Inn is a self-check-in hotel.brbrThere are security cameras at the Jacksonville Inn.brbrWe’re proud partners of the Oregon Shakespeare Festival! Book with us and receive a 20% discount code!brbrCar, (parking lot in rear), Uber, LyftbrbrThis is a self-check in boutique hotel. We do not have a front desk. You will receive self-check in instructions 72 hours prior to arrival. brAll of our rooms are located on the 2nd level. This historic building does not have an elevator and there are 2 full flights of stairs that guests will need to carry their luggage up. Please be aware that we do not offer bell service as this is a self-check in hotel. Work desk available upon request.brbrOregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.brbrJust a heads up before you book!brThe Jacksonville Inn is home to The Gold Room cocktail bar, located on the ground floor beneath the hotel rooms. We host live music a few times a week. On nights when music is playing, you can expect it until:br* Tuesday – Thursday: 9pmbr* Friday – Saturday: 10pmbrWe want every guest to rest easy, so all of our rooms are equipped with sound machines and we provide earplugs as well. If you have any questions before booking, we’re happy to help!

1

Bed

1

Bath

2

Sleeps

$438.92

/ Nightly

Hotel

Experience historic Jacksonville! This 1 BR Queen Guest Room offers boutique charm in the heart of wine country. Walk to the Britt Festival, Nespresso machine included. Ideal for a downtown escape for two.

Jacksonville, Oregon, United States

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the most romantic hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This queen guest room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today!brbrThe hotel is managed by Stay Rogue Co-Hosts. We have a local Co-host who lives in Jacksonville who is happy to assist should there be any need. The Gold Room at Jacksonville inn is located downstairs on the first floor. Full bar, wine, and food.brbrThe Gold Room brHours: brTues - Thurs 3pm - 9pmbrFriday - Saturday 3pm - 10pmbrClosed Sunday & MondaybrbrJacksonville was founded in 1851 during the Gold Rush, and today it is a popular tourist destination known for its historic downtown, wineries, and outdoor activities.brbrThe Jacksonville Historic District is a National Historic Landmark, and it is home to many well-preserved buildings from the 19th century. These include the Britt Mansion, the Jacksonville Museum, and the Jackson County Courthouse. The Britt Festival is a summer music festival that takes place in the Jacksonville Historic District, and it attracts visitors from all over the world.brbrJacksonville is also home to a number of wineries, including the Applegate Valley Vineyards, the J. Christopher Cellars, and the Sokol Blosser Winery. The Apple Valley Wine Trail is a popular tourist destination, and it offers visitors the opportunity to sample wines from a variety of wineries.brbrIn addition to its historic downtown and wineries, Jacksonville also offers a variety of outdoor activities. The city is surrounded by mountains and forests, and there are numerous hiking, biking, and camping opportunities in the area. The Rogue River is also a popular destination for fishing and rafting.brbrWhether you are interested in history, wine, or the outdoors, Jacksonville is a great place to visit. The city has something to offer everyone, and it is sure to charm you with its small-town atmosphere.brbrYou will have access to your hotel room with a provided door code. brbrWelcome to The Jacksonville Inn — where timeless elegance meets modern comfort. Nestled in the heart of downtown, our boutique hotel offers beautifully appointed rooms, walkable access to award-winning restaurants, wineries, and shops, and a rich history that dates back to the 1800s. Whether you're here for wine tasting, a Britt Festival show, or a peaceful Southern Oregon getaway, your stay promises relaxation and refinement.brbrRoom 7 at the Jacksonville Inn offers a plush queen bed, tiled walk-in shower, Smart TV, and Nespresso machine. This room overlooks the main street of historic Jacksonville, offering charming views of the town below. brbrJacksonville Inn is a self-check-in hotel.brbrThere are security cameras at The Jacksonville Inn.brbrWe’re proud partners of the Oregon Shakespeare Festival! Book with us and receive a 20% discount code!brbrCar, (parking behind building), Uber, LyftbrbrThis is a self-check in boutique hotel. We do not have a front desk. You will receive self-check in instructions 72 hours prior to arrival. brAll of our rooms are located on the 2nd level. This historic building does not have an elevator and there are 2 full flights of stairs that guests will need to carry their luggage up. Please be aware that we do not offer bell service as this is a self-check in hotel. Work desk available upon request.brbrOregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.brbrJust a heads up before you book!brThe Jacksonville Inn is home to The Gold Room cocktail bar, located on the ground floor beneath the hotel rooms. We host live music a few times a week. On nights when music is playing, you can expect it until:br* Tuesday – Thursday: 9pmbr* Friday – Saturday: 10pmbrWe want every guest to rest easy, so all of our rooms are equipped with sound machines and we provide earplugs as well. If you have any questions before booking, we’re happy to help!

Bed

Bath

Sleeps

$395.61

/ Nightly

Hotel

Boutique 1 BR King Guest Room in historic Jacksonville, OR. Features a plush King bed, Nespresso machine, and charming Inn details. Perfect for a comfortable, walkable downtown escape.

Jacksonville, Oregon, United States

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the most romantic hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This king room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today! Book today!brbrThe hotel is managed by Stay Rogue Co-Hosts. We have a local Co-host who lives in Jacksonville who is happy to assist should there be any need. The Gold Room at Jacksonville inn is located downstairs on the first floor. Full bar, wine, and food.brbrThe Gold Room brHours: brTues - Thurs 3pm - 9pmbrFriday - Saturday 3pm - 10pmbrClosed Sunday & MondaybrbrJacksonville was founded in 1851 during the Gold Rush, and today it is a popular tourist destination known for its historic downtown, wineries, and outdoor activities.brbrThe Jacksonville Historic District is a National Historic Landmark, and it is home to many well-preserved buildings from the 19th century. These include the Britt Mansion, the Jacksonville Museum, and the Jackson County Courthouse. The Britt Festival is a summer music festival that takes place in the Jacksonville Historic District, and it attracts visitors from all over the world.brbrJacksonville is also home to a number of wineries, including the Applegate Valley Vineyards, the J. Christopher Cellars, and the Sokol Blosser Winery. The Apple Valley Wine Trail is a popular tourist destination, and it offers visitors the opportunity to sample wines from a variety of wineries.brbrIn addition to its historic downtown and wineries, Jacksonville also offers a variety of outdoor activities. The city is surrounded by mountains and forests, and there are numerous hiking, biking, and camping opportunities in the area. The Rogue River is also a popular destination for fishing and rafting.brbrWhether you are interested in history, wine, or the outdoors, Jacksonville is a great place to visit. The city has something to offer everyone, and it is sure to charm you with its small-town atmosphere.brbrYou will have access to your hotel room with a provided door code. brbrWelcome to The Jacksonville Inn — where timeless elegance meets modern comfort. Nestled in the heart of downtown, our boutique hotel offers beautifully appointed rooms, walkable access to award-winning restaurants, wineries, and shops, and a rich history that dates back to the 1800s. Whether you're here for wine tasting, a Britt Festival show, or a peaceful Southern Oregon getaway, your stay promises relaxation and refinement.brbrRoom 6 at the Jacksonville Inn offers a plush king bed, seating area, private bathroom w/ shower and Nespresso machine. This room overlooks the main street of historic Jacksonville, offering charming views of the town below.brbrJacksonville Inn is a self-check-in hotel.brbrThere are security cameras at the Jacksonville Inn.brbrWe’re proud partners of the Oregon Shakespeare Festival! Book with us and receive a 20% discount code!brbrCar, (parking lot behind building), Uber, LyftbrbrThis is a self-check in boutique hotel. We do not have a front desk. You will receive self-check in instructions 72 hours prior to arrival.brAll of our rooms are located on the 2nd level. This historic building does not have an elevator and there are 2 full flights of stairs that guests will need to carry their luggage up. Please be aware that we do not offer bell service as this is a self-check in hotel. Work desk available upon request.brbrOregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.brbrJust a heads up before you book!brThe Jacksonville Inn is home to The Gold Room cocktail bar, located on the ground floor beneath the hotel rooms. We host live music a few times a week. On nights when music is playing, you can expect it until:br* Tuesday – Thursday: 9pmbr* Friday – Saturday: 10pmbrWe want every guest to rest easy, so all of our rooms are equipped with sound machines and we provide earplugs as well. If you have any questions before booking, we’re happy to help!

Bed

Bath

Sleeps

$459.36

/ Nightly

Hotel

Jacksonville Inn Room #5: Luxurious 1 BR King Guest Room. Walkable to the Britt Festival, downtown shops, and wine tasting rooms. Experience historic charm with modern comfort!

Jacksonville, Oregon, United States

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the most romantic hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This king room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today! Book today!brbrThe hotel is managed by Stay Rogue Co-Hosts. We have a local Co-host who lives in Jacksonville who is happy to assist should there be any need. The Gold Room at Jacksonville inn is located downstairs on the first floor. Full bar, wine, and food.brbrThe Gold Room brHours: brTues - Thurs 3pm - 9pmbrFriday - Saturday 3pm - 10pmbrClosed Sunday & MondaybrbrJacksonville was founded in 1851 during the Gold Rush, and today it is a popular tourist destination known for its historic downtown, wineries, and outdoor activities.brbrThe Jacksonville Historic District is a National Historic Landmark, and it is home to many well-preserved buildings from the 19th century. These include the Britt Mansion, the Jacksonville Museum, and the Jackson County Courthouse. The Britt Festival is a summer music festival that takes place in the Jacksonville Historic District, and it attracts visitors from all over the world.brbrJacksonville is also home to a number of wineries, including the Applegate Valley Vineyards, the J. Christopher Cellars, and the Sokol Blosser Winery. The Apple Valley Wine Trail is a popular tourist destination, and it offers visitors the opportunity to sample wines from a variety of wineries.brbrIn addition to its historic downtown and wineries, Jacksonville also offers a variety of outdoor activities. The city is surrounded by mountains and forests, and there are numerous hiking, biking, and camping opportunities in the area. The Rogue River is also a popular destination for fishing and rafting.brbrWhether you are interested in history, wine, or the outdoors, Jacksonville is a great place to visit. The city has something to offer everyone, and it is sure to charm you with its small-town atmosphere.brbrYou will have access to your hotel room with a provided door code. brbrWelcome to The Jacksonville Inn — where timeless elegance meets modern comfort. Nestled in the heart of downtown, our boutique hotel offers beautifully appointed rooms, walkable access to award-winning restaurants, wineries, and shops, and a rich history that dates back to the 1800s. Whether you're here for wine tasting, a Britt Festival show, or a peaceful Southern Oregon getaway, your stay promises relaxation and refinement.brbrRoom 5 at the Jacksonville Inn offers a plush king bed, seating area, private bathroom w/ shower and Nespresso machine. This room overlooks the main street of historic Jacksonville, offering charming views of the town below.brbrJacksonville Inn is a self-check-in hotel.brbrThere are security cameras at the Jacksonville Inn.brbrWe’re proud partners of the Oregon Shakespeare Festival! Book with us and receive a 20% discount code!brbrCar, (parking lot behind building), Uber, LyftbrbrThis is a self-check in boutique hotel. We do not have a front desk. You will receive self-check in instructions 72 hours prior to arrival.brAll of our rooms are located on the 2nd level. This historic building does not have an elevator and there are 2 full flights of stairs that guests will need to carry their luggage up. Please be aware that we do not offer bell service as this is a self-check in hotel. Work desk available upon request.brbrOregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.brbrJust a heads up before you book!brThe Jacksonville Inn is home to The Gold Room cocktail bar, located on the ground floor beneath the hotel rooms. We host live music a few times a week. On nights when music is playing, you can expect it until:br* Tuesday – Thursday: 9pmbr* Friday – Saturday: 10pmbrWe want every guest to rest easy, so all of our rooms are equipped with sound machines and we provide earplugs as well. If you have any questions before booking, we’re happy to help!

1

Bed

1

Bath

2

Sleeps

$268.53

/ Nightly

Hotel

Boutique 1 BR King Suite in historic downtown Jacksonville. Walk to the Britt Festival! Enjoy a king bed, modern rain shower, and charming Inn details. Ideal for a romantic or weekend getaway.

Jacksonville, Oregon, United States

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the most romantic hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This king bed suite offers a luxurious king bed, tiled rainfall shower, smart TV, and Nespresso coffee. Walk to Britt. Book today!brbrThe hotel is managed by Stay Rogue Co-Hosts. We have a local Co-host who lives in Jacksonville who is happy to assist should there be any need. The Gold Room at Jacksonville inn is located downstairs on the first floor. Full bar, wine, and food.brbrThe Gold Room brHours: brTues - Thurs 3pm - 9pmbrFriday - Saturday 3pm - 10pmbrClosed Sunday & MondaybrbrJacksonville was founded in 1851 during the Gold Rush, and today it is a popular tourist destination known for its historic downtown, wineries, and outdoor activities.brbrThe Jacksonville Historic District is a National Historic Landmark, and it is home to many well-preserved buildings from the 19th century. These include the Britt Mansion, the Jacksonville Museum, and the Jackson County Courthouse. The Britt Festival is a summer music festival that takes place in the Jacksonville Historic District, and it attracts visitors from all over the world.brbrJacksonville is also home to a number of wineries, including the Applegate Valley Vineyards, the J. Christopher Cellars, and the Sokol Blosser Winery. The Apple Valley Wine Trail is a popular tourist destination, and it offers visitors the opportunity to sample wines from a variety of wineries.brbrIn addition to its historic downtown and wineries, Jacksonville also offers a variety of outdoor activities. The city is surrounded by mountains and forests, and there are numerous hiking, biking, and camping opportunities in the area. The Rogue River is also a popular destination for fishing and rafting.brbrWhether you are interested in history, wine, or the outdoors, Jacksonville is a great place to visit. The city has something to offer everyone, and it is sure to charm you with its small-town atmosphere.brbrYou will have access to your hotel room with a provided door code. brbrWelcome to The Jacksonville Inn — where timeless elegance meets modern comfort. Nestled in the heart of downtown, our boutique hotel offers beautifully appointed rooms, walkable access to award-winning restaurants, wineries, and shops, and a rich history that dates back to the 1800s. Whether you're here for wine tasting, a Britt Festival show, or a peaceful Southern Oregon getaway, your stay promises relaxation and refinement.brbrRoom 4 at the Jacksonville Inn offers a plush king bed, tiled rain fall shower and a seating area. Each room has a Nespresso machine. brbrJacksonville Inn is a self-check-in hotel.brbrThere are security cameras at the Jacksonville Inn.brbrWe’re proud partners of the Oregon Shakespeare Festival! Book with us and receive a 20% discount code!brbrCar, (parking lot behind building), Uber, LyftbrbrThis is a self-check in boutique hotel. We do not have a front desk. You will receive self-check in instructions 72 hours prior to arrival. br All of our rooms are located on the 2nd level. This historic building does not have an elevator and there are 2 full flights of stairs that guests will need to carry their luggage up. Please be aware that we do not offer bell service as this is a self-check in hotel. Work desk available upon request.brbrOregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.brbrJust a heads up before you book!brThe Jacksonville Inn is home to The Gold Room cocktail bar, located on the ground floor beneath the hotel rooms. We host live music a few times a week. On nights when music is playing, you can expect it until:br* Tuesday – Thursday: 9pmbr* Friday – Saturday: 10pmbrWe want every guest to rest easy, so all of our rooms are equipped with sound machines and we provide earplugs as well. If you have any questions before booking, we’re happy to help!

1

Bed

1

Bath

2

Sleeps

$435.28

/ Nightly

Hotel

Experience charming Jacksonville! This 1 BR Queen Guest Room at the Historic Inn is perfect for a wine country retreat. Walkable location, antique charm, and a comfortable Queen bed.

Jacksonville, Oregon, United States

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the most romantic hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This queen room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today! Book today!brbrThe hotel is managed by Stay Rogue Co-Hosts. We have a local Co-host who lives in Jacksonville who is happy to assist should there be any need. The Gold Room at Jacksonville inn is located downstairs on the first floor. Full bar, wine, and food.brbrThe Gold Room brHours: brTues - Thurs 3pm - 9pmbrFriday - Saturday 3pm - 10pmbrClosed Sunday & MondaybrbrJacksonville was founded in 1851 during the Gold Rush, and today it is a popular tourist destination known for its historic downtown, wineries, and outdoor activities.brbrThe Jacksonville Historic District is a National Historic Landmark, and it is home to many well-preserved buildings from the 19th century. These include the Britt Mansion, the Jacksonville Museum, and the Jackson County Courthouse. The Britt Festival is a summer music festival that takes place in the Jacksonville Historic District, and it attracts visitors from all over the world.brbrJacksonville is also home to a number of wineries, including the Applegate Valley Vineyards, the J. Christopher Cellars, and the Sokol Blosser Winery. The Apple Valley Wine Trail is a popular tourist destination, and it offers visitors the opportunity to sample wines from a variety of wineries.brbrIn addition to its historic downtown and wineries, Jacksonville also offers a variety of outdoor activities. The city is surrounded by mountains and forests, and there are numerous hiking, biking, and camping opportunities in the area. The Rogue River is also a popular destination for fishing and rafting.brbrWhether you are interested in history, wine, or the outdoors, Jacksonville is a great place to visit. The city has something to offer everyone, and it is sure to charm you with its small-town atmosphere.brbrYou will have access to your hotel room with a provided door code. brbrWelcome to The Jacksonville Inn — where timeless elegance meets modern comfort. Nestled in the heart of downtown, our boutique hotel offers beautifully appointed rooms, walkable access to award-winning restaurants, wineries, and shops, and a rich history that dates back to the 1800s. Whether you're here for wine tasting, a Britt Festival show, or a peaceful Southern Oregon getaway, your stay promises relaxation and refinement.brbrRoom 3 at the Jacksonville Inn offers a plush queen bed, tiled walk-in shower, Smart TV, and Nespresso machine. A roll-away bed can be provided upon request for an additional 3rd guest. brbrJacksonville Inn is a self-check-in hotel.brbrThere are security cameras at The Jacksonville Inn.brbrWe’re proud partners of the Oregon Shakespeare Festival! Book with us and receive a 20% discount code!brbrCar, (parking behind building), Uber, LyftbrbrThis is a self-check in boutique hotel. We do not have a front desk. You will receive self-check in instructions 72 hours prior to arrival. br All of our rooms are located on the 2nd level. This historic building does not have an elevator and there are 2 full flights of stairs that guests will need to carry their luggage up. Please be aware that we do not offer bell service as this is a self-check in hotel. 3rd guest must be booked at time of reservation. Request for the rollaway bed must be made before check-in. Work desk available upon request.brbrOregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.brbrJust a heads up before you book!brThe Jacksonville Inn is home to The Gold Room cocktail bar, located on the ground floor beneath the hotel rooms. We host live music a few times a week. On nights when music is playing, you can expect it until:br* Tuesday – Thursday: 9pmbr* Friday – Saturday: 10pmbrWe want every guest to rest easy, so all of our rooms are equipped with sound machines and we provide earplugs as well. If you have any questions before booking, we’re happy to help!

1

Bed

1

Bath

3

Sleeps

$255.28

/ Nightly

Hotel

Charming 1 BR Queen Guest Room at the Historic Jacksonville Inn. Walk to downtown shops, dining, and the Britt Festival grounds. Perfect for a quick stopover or a romantic Oregon wine country visit.

Jacksonville, Oregon, United States

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the most romantic hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This queen room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today!brbrThe hotel is managed by Stay Rogue Co-Hosts. We have a local Co-host who lives in Jacksonville who is happy to assist should there be any need. The Gold Room at Jacksonville inn is located downstairs on the first floor. Full bar, wine, and food.brbrThe Gold Room brHours: brTues - Thurs 3pm - 9pmbrFriday - Saturday 3pm - 10pmbrClosed Sunday & MondaybrbrJacksonville, Oregon is a historic gold mining town that sits in the heart of Southern Oregon’s wine country and is home to the Britt Music and Arts Festival. Visitors are quickly lured into this quaint and charming community with its rich history, unique shops and eateries, award-winning wineries, and cultural delights. The Inn is the perfect landing spot to enjoy all that downtown Jacksonville and the surrounding area has to offer.brbrYou will have access to the hotel with your door code, as well as your hotel room. The wine bar and restaurant are located downstairs. brbrWelcome to The Jacksonville Inn — where timeless elegance meets modern comfort. Nestled in the heart of downtown, our boutique hotel offers beautifully appointed rooms, walkable access to award-winning restaurants, wineries, and shops, and a rich history that dates back to the 1800s. Whether you're here for wine tasting, a Britt Festival show, or a peaceful Southern Oregon getaway, your stay promises relaxation and refinement.brbrRoom 2 at the Jacksonville Inn offers a plush queen bed, tiled walk-in shower, Smart TV, and a seating area. Each room has a Nespresso machine. Roll away bed can be provided upon request for an optional 3rd guest. brbrJacksonville Inn is a self-check-in hotel with a welcoming Wine Bar featuring an eclectic collection of over 1,000 wines — no matter what you're looking for, there's a wine to enliven the senses alongside a smiling face to greet you.brbrThere are security cameras at the Jacksonville Inn.brbrCar, (parking lot in rear), Uber, LyftbrbrThis is a self-check in boutique hotel. We do not have a front desk. You will receive self-check in instructions 72 hours prior to arrival. br All of our rooms are located on the 2nd level. This historic building does not have an elevator and there are 2 full flights of stairs that guests will need to carry their luggage up. Please be aware that we do not offer bell service as this is a self-check in hotel. 3rd guest must be booked at time of reservation. Request for the rollaway bed must be made before check-in. Work desk available upon request.brbrOregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.brbrJust a heads up before you book!brThe Jacksonville Inn is home to The Gold Room cocktail bar, located on the ground floor beneath the hotel rooms. We host live music a few times a week. On nights when music is playing, you can expect it until:br* Tuesday – Thursday: 9pmbr* Friday – Saturday: 10pmbrWe want every guest to rest easy, so all of our rooms are equipped with sound machines and we provide earplugs as well. If you have any questions before booking, we’re happy to help!

Bed

Bath

Sleeps

$572.3

/ Nightly

Hotel

Boutique 1 BR King Suite in historic Jacksonville. Walk to Britt Festival and wine tasting! Features a luxurious tub, comfortable king bed, and charming Inn details. Ideal for couples

Jacksonville, Oregon, United States

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the most romantic hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This king bed suite offers a luxurious copper soaking tub, walk-in shower, smart TV, and Nespresso coffee. Walk to Britt Festival. brbrThe hotel is managed by Stay Rogue Co-Hosts. We have a local Co-host who lives in Jacksonville who is happy to assist should there be any need. The Gold Room at Jacksonville inn is located downstairs on the first floor. Full bar, wine, and food.brbrThe Gold Room brHours: brTues - Thurs 3pm - 9pmbrFriday - Saturday 3pm - 10pmbrClosed Sunday & MondaybrbrJacksonville was founded in 1851 during the Gold Rush, and today it is a popular tourist destination known for its historic downtown, wineries, and outdoor activities.brbrThe Jacksonville Historic District is a National Historic Landmark, and it is home to many well-preserved buildings from the 19th century. These include the Britt Mansion, the Jacksonville Museum, and the Jackson County Courthouse. The Britt Festival is a summer music festival that takes place in the Jacksonville Historic District, and it attracts visitors from all over the world.brbrJacksonville is also home to a number of wineries, including the Applegate Valley Vineyards, the J. Christopher Cellars, and the Sokol Blosser Winery. The Apple Valley Wine Trail is a popular tourist destination, and it offers visitors the opportunity to sample wines from a variety of wineries.brbrIn addition to its historic downtown and wineries, Jacksonville also offers a variety of outdoor activities. The city is surrounded by mountains and forests, and there are numerous hiking, biking, and camping opportunities in the area. The Rogue River is also a popular destination for fishing and rafting.brbrWhether you are interested in history, wine, or the outdoors, Jacksonville is a great place to visit. The city has something to offer everyone, and it is sure to charm you with its small-town atmosphere.brbrYou will have access to your room with a provided door code. brbrWelcome to The Jacksonville Inn — where timeless elegance meets modern comfort. Nestled in the heart of downtown, our boutique hotel offers beautifully appointed rooms, walkable access to award-winning restaurants, wineries, and shops, and a rich history that dates back to the 1800s. Whether you're here for wine tasting, a Britt Festival show, or a peaceful Southern Oregon getaway, your stay promises relaxation and refinement.brbrRoom 1 at the Jacksonville Inn offers a relaxing 72 copper soaking tub, large shower, plush king bed and a seating area. Each room has a Nespresso machine. brbrJacksonville Inn is a self-check-in hotel.brbrThere are security cameras at the Jacksonville Inn.brbrWe’re proud partners of the Oregon Shakespeare Festival! Book with us and receive a 20% discount code!brbrCar, (parking lot in rear), Uber, LyftbrbrThis is a self-check in boutique hotel. We do not have a front desk. You will receive self-check in instructions 72 hours prior to arrival. brAll of our rooms are located on the 2nd level. This historic building does not have an elevator and there are 2 full flights of stairs that guests will need to carry their luggage up. Please be aware that we do not offer bell service as this is a self-check in hotel. Work desk available upon request.brbrOregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.brbrJust a heads up before you book!brThe Jacksonville Inn is home to The Gold Room cocktail bar, located on the ground floor beneath the hotel rooms. We host live music a few times a week. On nights when music is playing, you can expect it until:br* Tuesday – Thursday: 9pmbr* Friday – Saturday: 10pmbrWe want every guest to rest easy, so all of our rooms are equipped with sound machines and we provide earplugs as well. If you have any questions before booking, we’re happy to help!

1

Bed

1

Bath

2

Sleeps