Private suite holiday rentals in Ashland

Parkside East Medford Studio (Easy I-5 Access)

Unwind in this cozy East Medford studio conveniently located near the Rogue Valley Int'l Airport (8 min), Hospitals (Providence - 2 min & Asante - 5 min), less than 2 miles from both Medford I-5 exits, 7 miles from Britt Gardens in historic Jacksonville & 78 miles from Crater Lake. This space offers private entrance & off-street parking. Kitchenette includes basic dishes & cookware. Bathroom includes rainmaker shower. Studio includes wifi, Roku TV, Netflix, Prime, and other streaming options.

Angel Crest Casita Guest Suite - East Medford

Enchanting, large, private 1 bedroom guest suite with a view In Upper East Medford. Beautiful, open concept living /dining area has plenty of room to relax and unwind. This space also includes a semi private queen bed. There is a large luxurious shower, kitchenette, and other amenities (microwave, fridge, and coffee maker). Outside there is a large private covered deck with outside seating and a fire pit. Close to wineries, golf, restaurants, and great hiking. This is a non smoking property.

The Birdhouse Retreat| Views & Hot Tub

Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.

RedTail Inn - Red McCall Suite | Sleeps up to 6

Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. - Fully restored 1890 farmhouse - Short walk to Oregon Shakespeare Festival theaters - Stroll past coffeehouses, shopping, and restaurants - Sleeps up to 6 guests - 1 Queen room - 1 King room - Fold-out Queen sofa bed - Rainfall tile shower - Full kitchen - Private deck - Has Hot tub - Off-street parking - Tesla charging station (for a fee of $25)

New, spacious, quiet, private, comfy studio

Discover comfort and tranquility in our newly constructed, spacious studio apartment, nestled in one of Medford's finest neighborhoods. This private retreat features one comfortable QUEEN bed, a luxurious walk-in shower with excellent water pressure, and a kitchenette equipped with all the essentials you need to food prep (no stove, yes hot plate). Whether you're enjoying a meal at the small dining table or unwinding with a movie on the small 30" Roku TV.

Summer’s Night Cottage 8 minute walk to Downtown

Clean and comfortable cottage perfect for a getaway. Short distance to downtown Ashland, Lithia Park, Oregon Shakespeare Festival, and more. Great outdoor space. Relax in our clean 1 bedroom cottage with a newer queen bed, high thread count sheets, and convertible full size sofa, sleeping area. Walk to one of the many restaurants & bars or fix a simple meal with provided hot plate and kitchen basics.

Entire Guest Ste, 2 Bedroom, Private, Quiet

NO FULL KITCHEN or x-large community area, but plenty of ways to cook: Micro, toaster oven, mini-fridge, Keurig. Eating/working counter with stools and view! This 2 bedroom unit sits in a peaceful hillside home on one acre located between Medford & Jacksonville. Country setting. Quiet neighborhood! Comfortable beds. TV in each bedroom. Central air & heat. Entirely private. Easy entry. Blackout blinds.

Private studio on serene urban farm

Enjoy a quiet getaway in this private studio apartment attached to main house, but with separate entrance. Your 119 square foot room includes queen size bed, full bath, fridge, microwave, and coffee maker. Relax on your private porch while you listen to the sounds of nature and the clucking of chickens. The property has spectacular views of the Rogue Valley, and is only 2 miles from Interstate 5.

Secluded suite in town

Light and modern space with garden access and private porches. Quiet neighborhood near the hospitals, golf course, and close to the freeway. Only 20 minutes to Ashland's Shakespeare Festival or Jacksonville's Britt Festival. Separate heating and cooling unit as well as a Cal-King Casper mattress (new Feb 2024) for your comfort. Small kitchenette stocked with the basics. LGBTQ+ friendly space.

Private Studio • Unplug & Recharge

Unplug and recharge in this private, peaceful studio near the Rogue River. Perfect for couples and road trippers, it’s a quiet escape just minutes from I-5 without the noise. Enjoy garden surroundings, birdsong, and easy river access for fishing or relaxing. A comfortable, nature-filled retreat with the ideal blend of privacy, convenience, and calm.

The Wolf Den: newly renovated studio space!

Located 5 minutes away from historic Jacksonville and the start of the Rogue Valley wine trail. With beautiful views on the edge of town, this centrally located suite is perfect for relaxation. Queen sized bed, full bath, kitchenette and smart TV. Outdoor seating with BBQ and fire pit. Private driveway and private entrance. Pets welcome!

Mid-century modern-modern two-bedroom cottage

Enjoy this centrally located mid-century modern-modern two-bedroom cottage near downtown. Located in quiet neighborhood within walking distance of Medford's many restaurants, county courthouse and shopping. Off street parking for one vehicle and ample non-congested street parking available.