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The Greenwood Villa w/wood fire hot tub

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

Serene & Spacious E. Medford Studio with own W/D

Clean and spacious daylight lower level studio convenient to everything in Medford. Walkable to Starbucks and Providence Hospital and within 5 min drive to I-5, the airport, Asante RRMC and all major shopping/restaurants. There’s a separate private and fully lit entrance to the unit with no awkward shared spaces(!) and you’ll have use of a personal in-unit washer/dryer, countertop dishwasher, refrigerator, and an induction cooktop for meal prep. Ideal for traveling healthcare workers!

Countryman-Fox Carriage House

Considering the central location of this little gem, it is amazingly peaceful. To add to this charm, the cottage is fresh & bright with a lovely view across the valley. What a joy to walk across the street to the theater & dinner without parking issues. Besides being clean & safe, I like the king size bed, the fireplace, the choice of large tub or shower, the heated bathroom floor, and the little yard, the most. Charging is available for your electric cars in the upper parking area.

5 Star Luxury Southern Oregon Suite

Great little getaway on the outskirts of town. Away from the hustle and bustle of the city center, but minutes away from all the great places the Rogue Valley has to offer. This 800 sq foot apartment has been completely renovated to meet all the needs of travelers that are looking for an overnight stay or a long term place to land. This space offers updated heating and air, strong wi-fi, separate bedroom and working space. 2 smart TV's, designated parking, and a private entrance.

Cozy Jacksonville Cottage

This cozy, rustic one bedroom cottage (325 sq. ft.) is just a 15 min. walk from downtown Jacksonville (3/4 mile) and 30 min. from Ashland. It has private parking, on the property. The owner is happy w/ pets in the cottage, but needs to know in advance that a pet is coming (maximum 35lbs) too. There isn't a full kitchen but it has a kitchenette with sink, fridge, microwave, hot plate and coffee maker, so cooking basics won't be a problem. Relax in the outside patio in the summer.

Peach Street Super Suite

Welcome to our updated 1-bedroom short-term apartment in the heart of Medford, Oregon, designed to exceed your expectations and provide a more comfortable and affordable alternative to a hotel stay. As you step into our centrally located apartment, you'll immediately notice the modern and inviting atmosphere. The living room is tastefully furnished with a cozy sofa, a smart TV for your entertainment needs, and a dining area perfect for enjoying meals or working remotely.

Clean, comfy, pet friendly & fully stocked

Relax at Casita Blanca! Peaceful, fully stocked and tons of extra amenities for your enjoyment. Perfect for families, girls trips, dogs, and right off of I-5 if you’re passing through and need a place to rest your head. Extra care has gone into curating this home including a lavish coffee and tea bar, robes, house socks (socks are for you to keep), comfy beds, luxury amenities, pup basket, wifi, smart TV's in every bedroom, kids items, and a fully stocked kitchen.

Southern Oregon Gem (EV Charger)

Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and efficiency. Nestled near the city center, this inviting space offers a perfect blend of coziness and functionality for a memorable stay. The thoughtful layout maximizes every inch of space, creating a welcoming atmosphere for solo travelers, couples, or small groups. The color palette is soothing, creating a serene ambiance that promotes relaxation.

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1 or 2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland Plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and endless wilderness. Come enjoy! We celebrate diversity!

Golf, Raft, Hike, Relax in Home near Crater Lake

Welcome to the perfect getaway for couples, friends, and families. Located in the peaceful city of Eagle Point, you'll get that small town feel that's near many activities, restaurants, and destinations that Southern Oregon has to offer. Our lovely home borders the Robert Trent Jones designed Eagle Point Golf Course, is located near many beautiful wineries, and is an hour and fifteen minutes away from the infamous Crater Lake.

Centrally Located - No Fees - 1BR/1BA Remodeled 15

This home is the perfect location to work remotely, visit friends and family, and have an extended stay in Southern Oregon while being much more comfortable than a hotel. There is even a small fenced back yard and we have a flexible pet policy for your best friend to travel with you. Completely remodeled, everything is new and kept extremely clean. You will find all the amenities needed to stay here as long as you like.

Charming Two

Your family will be close to everything when you stay at this centrally-located place. Providing a clean and cozy environment. This Airbnb is close to everything and minutes away from Roxyann peak and winery. Close to all hospitals, parks, and located in east Medford. There’s a park 2 blocks away. Great for kids and pets. Safe and large back yard gated for kids and pets.