Waverly Cottage is a restored Victorian in Historic Downtown Medford. It is a Boutique Style Museum/B&B. Your stay at Waverly Cottage will be a step back in time. Enjoy a house full of antiques with many artifacts for the guests viewing pleasure. Waverly Cottage has just the right amount of modern... View all property information

This is a very comfortable and home like experience in a quiet, residential neighborhood that is close to downtown and the I-5. It is a very well planned out 400 sq ft that takes advantage of the space and feels much larger than what it is. From the very nicely equipped kitchenette that can... View all property information

Newly remodeled for modern comfort, the Lori Lane Cottages are only a short walk from the Oregon Shakespeare Festival (OSF) and downtown Ashland, where you can experience world class shopping and fantastic local restaurants. Guests have access to private off-street parking and fully stocked... View all property information

Newly remodeled for modern comfort, the Lori Lane Cottages are only a short walk from the Oregon Shakespeare Festival (OSF) and downtown Ashland, where you can experience world class shopping and fantastic local restaurants. Guests have access to private off-street parking and fully stocked... View all property information

Cottage, 1 bedroom, 1 bath (Sleeps 2) Country cottage above detached garage less than 10 minutes from downtown but feels like it’s far from the madding crowd. Hiking and biking right out your door. This 500+ sq. ft., new, fully furnished, self-contained, one bedroom apartment is above our... View all property information

Nestled into one of Ashland's best neighborhoods, the Terra Cottage Inn is a clean and beautiful, hand-crafted artists' cottage. Full of art, hand thrown pottery, custom built furniture and all the amenities to make this a true luxury experience. Quality comfortable beds with high thread count... View all property information

This is a very comfortable and home like experience in a quiet, residential neighborhood that is close to downtown and the I-5. This is an upstairs unit. It is a very well planned out 400 sq ft that takes advantage of the space and feels much larger than what it is. From the very nicely equipped... View all property information

Set in Ashland's best neighborhood, this 1931 cottage has been lovingly restored and set up to address your every need. Cozy and incredibly clean, filled with art, hand-made pottery, antiques and hand crafted furniture. Comfortable beds, high quality linens and a fully equipped kitchen. A truly... View all property information

Meadow House, built in 2000, features natural wood and plaster throughout, a well-stocked cook's kitchen with fresh eggs and milk in the refrigerator, and the quiet of off-grid living. The three bedroom, two bath house sleeps up to ten comfortably with 3 twin beds in the West Bedroom, a queen bed... View all property information

We have lived in our beautiful home for 15 years and can't wait to share the memories with you! We have moved to the lovely state of South Carolina but we will be back, in the meantime please enjoy our home! Our home is located 5 min off freeway for easy access to anywhere in Southern Oregon.... View all property information

Magnificent Lot Home in Hilltop Setting in Shady Cove. Minutes walk to the Rogue River. All high-end amenities and details, including Gourmet Kitchen, 93 Jet Hot Tub, Soaking Tubs in all 4 Bedrooms, Private Apartment with Separate Entrance over 2 Car Garage. Gazebo, Fenced 2 Acre yard with... View all property information

Short-term or Long-term Rental/ Ideal for Corporate Housing: Enjoy Country lifestyle in our unique furnished Chalet...yet only 5 minutes to downtown Ashland! It is adjacent to our distinctive home, featuring museum-quality artworks. Share with us this very rare, bucolic, artfully landscaped,... View all property information

Ideally located within a block of first class grocery store, all shops and across the street from beautiful former Court House now becoming City Hall. This is a lovingly cared for Historic Home. Private exterior stairs lead to room with microwave and small refrigerator. Next room contains... View all property information

Fully restored vintage cottage in a quiet neighborhood just steps away from downtown Ashland and the theater. Surrounded by lovely gardens assuring a private and serene environment. The cottage is tastefully decorated , is immaculate and has 2 bedrooms, 2 baths, office, full kitchen, front porch... View all property information

STAY <BR>Overlooking beautiful meadows, the light filled studio sleeps up to six with two queen beds in the loft rooms and a double sofa-bed downstairs. The Farrmhouse Studio also features a wood stove and a full kitchen stocked with dry goods. On-Farm Store has all our meats, sausages, eggs and... View all property information

Second Spring Property We are excited to announce that our property was given The Ashland Historic Preservation Award in 2014. This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3... View all property information

Welcome to the Blue Hyacinth in Blossom View Cottages. Walk to downtown and OSF or sit back and relax at the Blue Hyacinth, part of Blossom View Cottages. This is a luxurious and comfortable home in Ashland's historic railroad district. Downtown Ashland, the theaters, and galleries on A-Street are... View all property information

Just a stone's throw to the plaza, a licensed one-bedroom vacation rental suite is tucked behind one of Ashland's charming craftsman-style bungalows. Your private gated entrance, located behind the house, opens onto a peaceful garden and quaint patio - a wonderful place to enjoy morning coffee and... View all property information

Wonderful Craftsman-style FARMHOUSE built in 1912 and BUNKHOUSE on a working horse ranch just 3 minutes from downtown Ashland, home of the renowned Shakespeare festival and Britt festivals in nearby historic Jacksonville.<BR><BR>'FARMHOUSE' has 4 bedrooms and 2 full baths. All rooms have queen beds... View all property information

This is a very beautiful modern unique property. Two bedrooms, sitting room/kitchenette all custom designed, Italian fixtures, exquisite cherry wood floors, marble bathroom, wireless internet, cable TV, HBO/ Showtime, central air/heater, and a stunning view of the private back garden. All you... View all property information

Our Cottage was built in the late 19th century - it still has the historic redwood framing, historic loft & clawfoot tub. It has updated otherwise and has all of the modern conveniences from ac & central heating to full kitchen, etc. We have a small fenced lawn area for children and dogs to enjoy... View all property information

Private cottage apartment with full kitchen and living area adjacent to family home. Covered porch and garden area to enjoy. Less than 15 minutes to Shakespeare Festival and downtown Ashland. Fresh eggs, local bread, jam, 1/2 and 1/2, milk and butter are stocked in fridge. There is also Nespresso,... View all property information

Turn down our 300 foot , tree lined driveway and enter into a new world. This is a one-of-a-kind property. An Oregonian Eden. This is a one bedroom one bath cottage with a full kitchen and living room. From your front deck you can relax, read a book and watch the river flow. And for those anglers... View all property information

Second Spring Property<BR>We are excited to announce that our property was given The Ashland Historic Preservation Award in 2014.<BR>This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3... View all property information

The perfect place from which to explore the wonders of Southern Oregon and the Rogue Valley. Homestead Woodland Cottage is a spacious, modern bungalow nestled on 60-acres of private property in the Griffin Creek area between Medford and Jacksonville. It’s at the end of a country road (now paved),... View all property information

Jacksonville, OR. combines the gentle ambiance of a designated Historic Town in a vibrant setting. The area features numerous wineries, tasting rooms, the famous Britt Music Festival, a summer long music performing arts festival and the incredible Rogue River for the avid fisherman. Award winning... View all property information

Abigail's Cottage is licensed by the city of Ashland (Business License #007411 & Planning Action #06-275) and Jackson County, (#1581566C) and meets required health, safety and fire codes. Please note: Rates do not include food service and we do not accommodate pets. Non-smoking, two bedroom 1... View all property information

APRIL SPECIAL 3 NIGHTS 15% OFF 4 NIGHTS 25% OFF Welcome to the Artycottage nestled in the Cascade foothills, minutes from downtown Ashland, Oregon, home of the Oregon Shakespeare Festival and Saydah Design. All of the work in the Artycottage is made by Saydah Design and can be... View all property information

You will love this beautiful 2 Bedroom (+Queen sleep sofa), two bath Cabin in the woods just off Hwy 227 on 700 feet of Trail Creek front! The Master bedroom has a huge pine log queen bed, charming antique library table writing area, lounge sofa and it's own lovely pine bathroom with a soaking... View all property information

Turn down the 300 foot driveway and enter a world of peace and tranquility. Our 1.5 acre property includes over 120 feet of riverfront where you can fish, float, read or just plain relax almost every day of the year. The two bedroom 2.5 bath home has a state of the art kitchen, infrared bar-b-q.... View all property information

Beautiful, historic, fully renovated home with four bedrooms, three full baths and a fabulous welcoming front porch. Can be rented with Garden Suite, a 2 bedroom, 2 full bath house that sleeps five. Perfect location for your visit to Ashland. Historic Railroad District is situated between two... View all property information

Helman Guest House is a charming early 1900's two bedroom home that can comfortably sleep up to 5 guests. It is only three short blocks from Ashland's Plaza, restaurants and Oregon Shakespeare Festival theaters. The large master bedroom, located on the ground floor, has a luxurious king-size bed,... View all property information

Have a truly memorable trip to Oregon when you stay at this gorgeous 4-bedroom, 3-bathroom Ashland home, which sleeps 13. Enjoy the best of outdoor living with a private fishing pond and plenty of patio space with spectacular views! This Ashland vacation rental home is an ideal accommodation... View all property information

Our property is located in the quaint Shakespearean town of Ashland, Oregon. The town has exceptional and award winning contemporary plays and the largest Shakespearean theater in the United States. <BR><BR>We offer boating, hiking trails throughout the area. We have wineries that offer award... View all property information

Location & Luxury! Just a block from town and renowned Oregon Shakespeare Festival and.easy walking everywhere. Enjoy this historic Craftsman with fully-equipped kitchenettes, private patios, mountain views, claw-foot soaking tubs, A/C, wireless and all the amenities of home. Beautifully... View all property information

No matter what your group's reason is for visiting Portland, this pair of dog-friendly downtown condos provide a combination of high-end comfort, amazing amenities, and easy access to sightseeing that your friends, family, and colleagues alike are sure to love! These upper-story downtown Portland... View all property information

You'll be provided a door code to access the home during your stay. Built in 1880 this home has full kitchen dining room living room and 2 separate bedrooms. We also have a washer and dryer with soap :) available for your use. We include dishes pots and pans towels linens....... hopefully... View all property information

Welcome to the Victorian Rose at Blossom View Cottages. We are located in the historic railroad district, less than half a mile from theaters, Plaza and Downtown. Let this charming, historic home fill you with a sense of well-being and luxury. There are two bedrooms, each with a queen bed, and a... View all property information

We are located in the heart of Ashland. Only 2 blocks from Downtown. Enjoy the open Garden and Great location to all Restaurants, Shops, Theaters and Local Sporting Events. We are 3 blocks from University of Southern Oregon. Full Kitchen, Bedroom/Queen, Wall mounted reading lamps and TV. <BR>The... View all property information

1 Bedroom 1 Bathroom Sleeps 3 This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3 bedroom 2 bath home or split into two connecting apartments with kitchens, dining areas and... View all property information

You’ll feel like you are vacationing in Italy…..This amazing villa is conveniently located 5 minutes from historic Jacksonville, 10 miles from quaint Ashland, 3 minutes from Dancin Winery (a delightful Italian villa with gardens, fountains, delicious wines and eatery). More wineries are a few... View all property information