46,278 properties available

Located in Jacksonville, New Jersey, United States. Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT We offer complimentary concierge services for all of our bookings. This includes assistance with dinner reservations, local attraction information, if needed we can assist with gift basket purchase, flowers, chocolates... whatever you need! We offer an exclusive winery tour and twisting pairing offer with award winning Dancin Vineyards. Come enjoy all the beauty of winter in quaint, beautiful Jacksonville, Oregon. Shops and restaurants are beautifully decorated and each one a unique treasure. The surrounding area full of nature’s beauty. At the heart of it all, The Tiger Lily Inn.The Lily Pad is an elegantly appointed 1 bedroom home with a fully stocked kitchen with counter top dining, perfect for preparing a gourmet meal after a visit to the local farmers market. The private master bedroom has high quality, comfortable linen and a private patio. There is a gorgeous master bathroom and inviting living room

Located in Phoenix, Oregon, United States. The Country Oasis- Where City and Country Meet. We would like to personally welcome you to our completely remodeled and refurnished home. Our location is just perfect whether you are headed to The Oregon Shakespeare Festival located in Ashland, or to the Britt Festivals located in Jacksonville. We invite you to visit our award wining wineries or some of the fine dining that our valley has to offer. This has been a working farm since 1910. We also would like to let you know we will have hemp in production from June 1st thru October.

Located in Jacksonville, New Jersey, United States. Queen Guest Room at The Jacksonville Inn 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, and complimentary pastries at nearby GoodBean coffeeshop. Book today!The 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. Our wine bar downstairs is open until 7PM. Jacksonville, 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

Located in Medford, New York, United States. Wooded, Tranquil, Retreat just minutes to town with a country setting. Located in beautiful Southern Oregon. Surrounded by mountains. Our valley is known for its fishing, hunting, hiking, rafting, and outdoor activities. Watch wildlife on the private patio. Lots of mature trees and plants. This beauty is just outside of Medford City limits. A short drive to Jacksonville. Lots of coffee shops, restaurants, and shopping close by. Ashland is a 20 minute drive to attend Shakespeare and many other plays. Also enjoy the comfy living spaces provided. The kitchen is well stocked and ready for you to cook or bake with all of the counter space. Our home is the perfect get away for some rest, relaxation, or outdoor adventures. The backyard is equipped with a grill and a nice quiet porch for relaxing. The yard is big enough to explore and enjoy.

Located in Jacksonville, New Jersey, United States. Tiny House in Jacksonville Welcome to your perfect retreat in the scenic beauty of Applegate Valley! Nestled among the lush landscapes and picturesque vineyards, our charming tiny house awaits to provide you with an unforgettable vacation experience.Want to book directly with us? Visit our website here! https://book.hostfully.com/sm-enterprise-llcThe Tiny House does share the property with another vacation rental. If you would like to reserve the entire property please contact us and we will send you the link.Please be courteous to other guest that may be staying in the main house.Our dedicated team is ready to assist you at every step of your journey, ensuring a memorable and cherished vacation. Don't miss this chance to escape the hustle and bustle and create beautiful memories in our tiny house in the Applegate Valley. Please be aware that if you need assistance with anything we will be there as soon as possible. We do not live in the Applegate Valley so additional driving time is m

Located in Talent, Oregon, United States. 2 separate RV’s with queen-sized beds, dining area, and full kitchen. Inside, you'll find a big, comfy sectional sofa in front of a cozy electric fireplace. It's the perfect spot to snuggle up with a good book or watch a movie. The spacious, fully equipped chef’s kitchen and open floorplan make meals a delight. And when it's time to relax and unwind, head out to the private patio and immerse yourself in the rejuvenating waters of the hot tub, all while enjoying breathtaking vineyard views and the awe-inspiring big sky sunsets that Southern Oregon is famous for.The spaceAs a guest of Paschal Winery, you are invited to visit our tasting room and enjoy two complimentary flights of wine with every reservation. Paschal's tasting room is open Wednesday through Sunday from 2pm to 6pm. Immerse yourself in the flavors of our handcrafted wines, indulge in delectable food pairings, and join in the lively events we frequently host. Unwind, mingle, and create unforgettable memories.Venture beyond t

Located in Central Point, Oregon, United States. This boutique hotel is a 1 bedroom(s), 1 bathrooms, located in Central Point, OR. Soak in the country in the Pioneer Room with a plush queen bed, sitting area and a clawfoot tub/shower combo. Roam the 3+ acres in a country setting surrounded by mountains and vineyards. Don't be alarmed if you hear the bellowing of a donkey or see the red tail hawks in the sky. Enjoy rocking on the front porch taking in the views or dining in the back along the "river" water feature, outdoor fireplace or lounging on the large back porch. Peaceful describes it best!Set in the country surrounded by mountains and vineyards. 1/2 mile outside of historic Jacksonville with shops, parks, hiking trails, Britt Festivals, quaint shops and restaurants. Close to wineries; Rellik (across the street) and Hummingbird (4 minute drive) up the road. Centrally located you are 15 minutes from the airport and 20 minutes from Ashland Shakespearean Theaters.Walking trails. Parking space available on the property.

Located in Ashland, New York, United States. Monthly Rental Circular House blocks to Downtown & Oregon Shakespeare Festival A unique circular single-family house just blocks from Ashland's downtown dining & entertainment, Lithia Park, and the renowned Oregon Shakespeare Festival. Majestic, long-range mountain views as the backdrop for the covered deck & yard.Currently, the house is empty. You may move in with your furniture or I can provide basic furniture like beds/mattresses, futon, desk, chairs, etc.

Located in Jacksonville, New Jersey, United States. King Guest Room at The Jacksonville Inn 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, and complimentary pastries at nearby GoodBean coffeeshop. Book today!The 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. Our wine bar downstairs is open until 7PM. Jacksonville 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.The Jacksonville Historic District is a National Historic Landmark, and it is home to many well-preserved buildings

Located in Jacksonville, New Jersey, United States. Dog-Friendly Oregon Getaway, 8 Mi to Jacksonville! Book your next family reunion or retreat at this 4-bed, 3-bath home in Jacksonville! Enjoy Smart TVs, a fully stocked kitchen, and private outdoor spaces. Explore over 20 nearby wineries, scenic hiking trails, and the historic towns of Jacksonville and Grants Pass, known for shopping, the Britt Festival, and Hellgate excursions. Ashland, home to the Shakespeare Festival, is just 25 miles away. When you're not sightseeing, relax with a drink on the deck while your furry friends play on the lawn.-- THE PROPERTY --3,100 Sq Ft | 2 Living Areas | Washer/Dryer | Gas Grill | Fenced Dog RunBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Full Bed | Additional Sleeping: Pack ‘n PlayINDOOR LIVING: 2 Smart TVs w/ cable, wood-burning stove, dining table, breakfast bar, laptop workspace w/ printer, jetted tub, booksOUTDOOR LIVING: Furnished deck, dining area, furnished patio, speakers, fire pit, private yard, mountain v

Located in Jacksonville, New Jersey, United States. Queen Guest Room at The Jacksonville Inn 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, and complimentary pastries at nearby GoodBean coffeeshop. Book today!The 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. Our wine bar downstairs is open until 7PM. Jacksonville 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.The Jacksonville Historic District is a National Historic Landmark, and it is home to many well-preserved building

Located in Central Point, Oregon, United States. This boutique hotel is a 1 bedroom(s), 1 bathrooms, located in Central Point, OR. Take it easy at this unique and tranquil getaway in the spacious Governor's room fit for a queen in the historic 1857 Bybee Estate home. Fashioned with a plush king bed, workspace and sitting area with a fireplace with an electric inset for cold winter nights. Enjoy the mountain views in the luxurious clawfoot tub. Roam the 3 acres enjoying the "river" backyard water feature, beautiful porches and outdoor fireplace. 1/2 mild outside Jacksonville, vineyards and wineries.We are available if you need anything!Set in the country surrounded by mountains and vineyards. 1/2 mile outside of historic Jacksonville with shops, parks, hiking trails, Britt Festivals, quaint shops and restaurants. Close to wineries; Rellik (across the street) and Hummingbird (4 minute drive) up the road. Centrally located you are 15 minutes from the airport and 20 minutes from Ashland Shakespearean Theaters.Guests can enjoy their room

Located in Jacksonville, New Jersey, United States. Peace and Tranquility! Vineyard Farmhouse Near Britt, Wineries, Shakespeare Join us for our SOFT-OPENING and be among our first guests in this newly refurbished Farmhouse located on a working Vineyard and Winery in the Beautiful Applegate Valley. 80 Wineries within a 25 minute drive, Britt Festival just 12 minutes away in Downtown Jacksonville. This sentimental location was home to the Matriarch of the Oregon Wine Industry, at the site of Valley View Winery. Beautiful views, peaceful and quiet setting, fresh air, and a lovely Farmhouse. A large group can enjoy this home, with a dining room table that seats ten, large spacious rooms, and game room.

Located in Ashland, New York, United States. The Gem of Ashland, Hot tub, Views Magnificent Hilltop Getaway with Incredible Views (sleeps 14.)Come enjoy this oasis on the outskirts of the magical town of Ashland. This gorgeous home is perched above town on 3 acres offering some of the most epic mountain views and best sunsets in the valley.This special place pampers you with 5 bedrooms, 4 bathrooms, gas fireplace, hot tub, copper cold plunge, outdoor pool and multiple decks to take in the breathtaking views. Located 7 minutes from downtown Ashland.There are 2 levels to the home. Upstairs hosts the main living room, kitchen, and dining room, all in an open and airy layout perfect for connecting with your family. Three bedrooms sit down the hallway, one with a queen bed and two with a king bed, the master has an attached bathroom and a smart TV in it. Downstairs is one bedroom with a private entrance with a queen bed, a double futon and a separate bathroom, along with a laundry area with a washer and dryer. The outside studio has

Located in Central Point, Oregon, United States. Peaceful studio 1 mile outside Jacksonville Desirable location: Peaceful, rural setting on 2 acres within walking distance to downtown Jacksonville (1.1 mile) and local wineries (closest: 0.5 miles). Jacksonville is a sweet, charming, historic town with great restaurants, shops, tasting rooms, and extensive nearby trails; and is the home of the Britt music festival. About the studio:**This studio is quaint, cozy, and comfortable and is attached to main residence with a private and separate entrance. **Kitchenette has a 10.5 cu. ft. refrigerator, microwave, induction cook-top, toaster oven, coffee maker, electric kettle, and kitchenware. **Bed is queen-sized with a very comfortable mattress and memory foam topper.**Studio has 2 large, deep, mirrored closets with shelves.**Bathroom has double vanity with both a shower and a Japanese soaking tub.**Access to small fenced yard with a private patio and outdoor-seating.

Located in Ashland, New York, United States. Enchanted Angel Alchemy ~ 3 Bedroom with Hot Tub, Minutes to Downtown Ashland ~ Welcome to Enchanted Angel Alchemy, a place to play, heal, & love. Backed against miles of county land, yet minutes to downtown & hot springs, you get the best of both worlds, with a hot tub ! ~ 5 minutes to downtown Ashland ~ 5 minutes to Oregon Shakespeare Festival + Oregon Cabaret Theatre~ 4 minutes to Jackson Wellsprings (hot springs)~ 5 minutes to Lithia Park~ 10 minutes to Paschal Winery ~ 25 minutes to Britt Music Festival ~ 9 minutes to Southern Oregon University ~ The house has wood floors, gas fireplace, skylights, washer/dryer, dishwasher, and hot tub ~~ Each room has its own keyed lock ~ ~ The house house is one large house split in 2. I live over on the other side, which is completely separate. We share the deck/yard (though I rarely use it). DETAILS TO NOTE:~ Please note that AC is in the living room only ~~ Due to a shared ventilation system, we can not have pets due to allergies/asthma ~~ Pl

Located in Jacksonville, New Jersey, United States. Rural Jacksonville Cottage Cute newly remodeled guest cottage on quiet rural property less than 5 minutes from historic Jacksonville. Right in the heart of Southern Oregon wine country! Cottage is located on ~5 acres of private land. 298 Sterling Creek Rd. Jacksonville, OR 97530.Hulu, high speed internet, and all utilities included. Close to shopping, the Britt festival, walking trails, the airport, and hospitals. Please contact us regarding current rates and dates this unit is available.Please note: -There are friendly dogs on the property belonging to the owners.-The unit has a garage that shares a wall with the space that the owner uses periodically. It has a separate entrance.

Located in Newberg, Oregon, United States. One Bedroom Suite on 1.5 Acres in Wine Country Windrose Vacation Rental is a one bedroom, 1.5 bathroom suite with a living room, kitchenette, sitting area, and walk-in closet. It is located in the lower level of a 3500 square foot European style home. It is perfect for a couple visiting Oregon’s premier wine country (over 70 wineries located within a 5 mile radius!), a centrally located point to many of Oregon's classic attractions (Oregon Coast 1 hour away, Columbia River Gorge and hiking 1.5 hours away, Mt. Hood 1.5 hours away) or you want to experience a few of our local 4-5 star restaurants. Your suite looks out onto 1.5 acres of park like setting with deer, squirrels, beaver, and other wildlife. It overlooks a creek and wooded area and you can take your glass of wine and walk the loop trail down to the creek. Inside you have TV, iPhone station so you can plug in your Pandora, walk in closet, hot plate for cooking, sitting area for reading, dining table and chairs. Outside you

Located in Newberg, Oregon, United States. Experience historic Newberg at Yamhill Flats: Suite 2 Welcome to the Yamhill Flats professionally managed by Lifestyle Properties Oregon Vacation Rentals! Our mission is to offer high-quality hospitality to Willamette Valley tourists while coordinating with the best local partners to maximize guest experiences with our customizable concierge services, and hand-selected amenities. We specialize in luxury, short-term lodging options with the highest standards of cleanliness and attention to detail so that you feel right at home during your vacation. Use our private wine tour service to experience the beauty and unique culture in Oregon’s world-renowned wine country, where every visitor walks away with lifetime memories.These five uniquely inspired private guest suites rise above the downtown scene of historic Newberg. From your doorstep, you will enjoy being moments away from world-class tasting rooms, restaurants, and other exciting attractions. Our One Bedroom and Studio Suites are loc

Located in Newberg, Oregon, United States. A Handsome Newly Remodeled Vintage Inspired Apartment In Downtown Newberg, OR Completely remodeled in 2014, this apartment was impeccably and thoughtfully restored with a great mix of vintage style, modern amenities and all the comforts you would need to visit Oregon Wine Country. Located in historic downtown Newberg away from the busy streets of Hwy 99, the Newberg Downtowner is within walking distance to ten tasting rooms, shopping and a variety of restaurants from world renowned fine dining to rustic casual dining. Oh and we can't forget about the 250+ tasting rooms within 25 miles!

Located in Sherwood, Texas, United States. Cozy Wine Country Suite About this spaceA cozy suite with private, separate entrance and garden, located a short walk to Sherwood’s charming downtown. Quick access to coffee shops, restaurants, and a local brewery. Close to many of the valley’s best tasting rooms and vineyards. Relax with a glass of Pinot Noir and watch the sunset on your private deck, or take a short drive to Portland and explore the city. Sherwood is centrally located and the perfect distance for a day trip to the coast or the mountains.The spacePet friendly with private fenced yard and outdoor seating area. Queen bed, shower, microwave, WiFi, TV, refrigerator, and AC.

Located in Newberg, Oregon, United States. Tropical Wine Country cottage with enclosed yard, firepit, & patio Newberg Tropical BungalowOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get a taste of tropical living while enjoying the full Willamette Wine Country experience at this beautiful bungalow. The cottage's front and backyard offer a serene garden-like setting surrounded by flowering shrubs, vines, and verdant vegetation. A furnished patio and a wood-burning firepit complete with fireside seating let you enjoy the home's peaceful ambiance to its fullest extent. Willamette River access, great golf, antique shops, and renowned wineries can all be found within minutes of this cozy home.The single-level interior is bright and inviting, with an open-concept living area that blends the kitchen and dining areas for seamless family gatherings. The full kitchen boasts a stainless steel hood/vent and an island prep station that doubles as a brea

Located in Newberg, Oregon, United States. Songbirds Landing- a charming cottage by George Fox -1 block to shops and dining Songbird's Landing is a charming cottage located next to George Fox University, and only a block away from Newberg's historic shopping and fine dining district. This recently updated 2 bedroom 2 bath home has a modern kitchen that is fully stocked. The backyard is perfect for outdoor dining and relaxingIdeally located in the heart of the Willamette Valley's wine country, you can easily access and enjoy wine tasting, the beach, and hiking trails.

Located in Newberg, Oregon, United States. Labor Day Sale! Book your fall travel now! Sitting in the heart of Newberg, this wonderful property sits just a few blocks off main street making countless restaurants, shopping, and entertainment options just a short walk away. Barely two blocks to the east, you will find the George Fox campus. With hundreds of vineyards just a few short miles away, it's hard to find a more perfect location for your adventures through the Willamette Valley.Every detail both inside and outside of the home has been meticulously thought through and procured to create the perfect blend of style and comfort. The furnishing and décor is all new and is at a quality level you almost never see in a vacation or short term rental property. The open living and dining layout is wonderful for any group that may be staying. There are so many amenities and special touches throughout. Perhaps you want to relax and recuperate by the electric fireplace and the flat screen TV that is both art and streaming entertainment