Private suite holiday rentals in Ashland

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.

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.

Starlight Suite, urban, tranquil & luxury stay

In the heart of Old East Medford we provide a space of quality, relaxation, and luxury for your home away from home. We are located just minutes away from the Farmers Market, Movie Theater, Downtown Medford, restaurants, and shops. Enjoy the local wineries, Shakespeare Theater, Britt Festivals, and the glorious outdoor adventures of Southern Oregon. These BnB Suites are connected to our high end Wellness center offering massage and infrared sauna among other healing treatments you can book.

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.

Cozy Detached Guest Quarters

Guest room is detached from main house and has half bath with shower. Wet bar has microwave, small fridge and place settings for two. Short drive to hiking/mt bike trails in Cathedral Hills; close to Applegate vineyards and to downtown restaurants! We are an active family who enjoy our yard and open our home to meet new friends. If you are looking for complete perfection and no interaction we might not be your place! Otherwise we can’t wait to meet you! We are pet friendly with a $10 fee.

Octagon Studio / Beautiful Rogue River property

Park-like setting; Rogue River premier property. Use the Octagon Studio to enjoy the luxuries of the property or as a home base for the many amenities in the Rogue Valley. Relax by the pool or soak in the hot tub, lounge on the rivers beach, watch the river go by from the floating dock(seasonal) swing between two large pine trees, have an evening fire in the fire pit, catch trout for a morning breakfast, watch the abundant wildlife. Relaxing, romantic, fun, resort quality....enjoy

Vineyard Views from 2 Bdrm Suite on the Farm

The guesthouse on our little farm overlooks the vineyard and the fields beyond. We are in the perfect spot to easily access many of the wonderful things Southern Oregon has to offer. Explore wineries, including our own, hiking trails, the Britt festival, and more! The guesthouse has lots of amenities, including an outdoor grill, kitchenette with fridge and hot plate, and full-size sleeper-sofa. Pack & play and other baby/child amenities are available upon request.

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)

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.

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.

Applegate Getaway

A relaxed and cozy retreat near the Applegate Valley and close to Grants Pass. One-bedroom guest suite with a private entrance. No other rentals on the property, private and quiet. Plush bedding, modern bath with a steam shower and lounge seating. Crib for little guests. Ideally situated for exploring nature and local attractions. Perfect for a blend of comfort and adventure.

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.