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.

Location · Value · Layout

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.

Family · Value · Wi-Fi

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.

Value · Location · Check-in

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.

Family · Location · Amenities

NEWLY Reno’d Spacious E. Medford Studio with 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!

Location · Value · Nearby

Claudia's Retreat Sanctuary

Retreat here on my 6 acres of madrone forest with pastoral views, 2 meditation labyrinths- yet only 3 miles to the quaint, historic town of Jacksonville, Oregon, home of Britt Festival, 35 minutes to Ashland and 1.5 hours to Mt. Shasta or Crater Lake. This guest suite in the lower level of my house. Walk the spiral labyrinths. Book a Sacred Sound bath session with Tibetan and crystal bowls & Paiste gongs for $70 during your stay. Massage chair available too. Simply divine!

Location · Family · Outdoor spaces

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.

Location · Family · Decor

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)

Location · Value · Quiet

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.

Family · Value · Kitchen

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.

Family · Value · Check-in

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.

Family · Location · Decor

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.

Location · Family · River