Guesthouse vacation rentals in Southern Oregon

Olive Street Guesthouse

Private guest house with kitchen, bathroom, laundry, private patio, sleeping loft, wood floors, vaulted ceiling, lots of wood detailing, sky lights, key code entry. Central location steps from great restaurants such as Cornucopia, Bar Pierlu, Cocina 1960, Bier Stein, Brails, Claim 52 Kitchen, Newman's Fish Market. One block to bus line, bike share service, and a short walk to Downtown Eugene. Charnel Mulligan Park is a block away and just a couple more blocks to Washington park and College Hill.

Oakdale Cottage

We are located at the base of Spencers Butte with miles of beautiful hiking trails. Three decks, outside hammock and BBQ. Mexican tiles and hard wood floors. Our cottage is just outside of town, and more often then not you may encounter some dust. We thoroughly clean the cottage between every guest and wash every linen in the cottage. If you are a neat freak, this may not be the place for you. (I am adding this to our beautiful listing to address some 3 star reviews on cleaning, simply false).

Hot tub - Modern - Relaxing - Private - Clean

Our cozy, modern guest house is light, open and spacious. It is approximately 650 sq ft with Hot Tub, 1 queen bedroom, a cozy upstairs loft with a double bed. The bathroom has a walk in shower, washer & dryer. Fully equipped kitchen that flows into the dining and living room. Off the dining area is a private yard with patio, hot tub, outdoor shower, BBQ, chairs and table . Our guest house is located behind a detached shop so you'll have a private entrance & convenient parking and privacy.

Bend Ranch Guesthouse on 20 acres

Enjoy our private/detached guesthouse and wake up surrounded by nature on a 20 acre property bordered by farms and views of the Sisters Mountains. Excellent WIFI. Featuring wedding venue, Sage & Honey Spa, tube/lifejacket rentals. On the 2nd floor, 1 king bed, 1 queen bed, queen sofa bed, Full kitchen, refrigerator, dishwasher, microwave, hot plate, toaster oven, Keuirg. 17min to downtown Bend, 12min to downtown Redmond/Airport, 35min to Mt. Bachelor, 30mins to Sisters, 10mins to Tumalo.

Charming Guest House - One block from Downtown!

This private, comfortable, two story guest house is located one block from Downtown! With stylish furniture, a large furnished private deck, and a space that can comfortably sleep 4, it's sure to give you a great visit. Enjoy a short walk to Shakespeare (6-8 mins per iPhone map), great coffee shops, Lithia Park, amazing restaurants, or stay in and enjoy the view off the private second story deck. We feel fortunate to offer such a lovely space in such a great location. PA number on file.

New 1 room 1,100 sq. ft. Guest House with views

We are located in the South Hills of Eugene. Close to U of O with easy driving access to amenities. The garage guest house sits on 3 wooded acres w/ south views to Creswell and winter views of the Three Sisters to the east. Built in 2020, the studio features a large walk-in shower, full kitchen, and laundry amenities. Sleeps 6 (King, double sleeper sofa, and two twins) Parking for multiple cars if needed. Unwind in a peaceful, natural Oregon setting, we look forward to hosting you.

Highway to Diamond Lake/Crater Lake roadtrip stop!

Relax and have some fun in our renovated 1 bed/1 bath detatched garage in our large fenced back yard. The space can sleep 6 people with a queen size bed, with queen and full size futon/sleepers. One block off highway 138, within minutes of a coffee shop, 3 restauraunts and a bar and grill. Single serve coffee maker, electric skillet, microwave, and a mini fridge. Pool/ping pong table, 55" smarttv, preloaded Nintendo, bluray player, and board games. Ask for wifi😊

Cabin Guest House behind garage/Sleeps up to 6

Country setting on 4.5 acres/ 30 acres county park in back for hiking / horse trails/ 2-story apt/guest house behind garage, private entrance, sleeps 6 adults, floor space for children; Spring time cherry, apple, pear, rhodedendrom blossoms, summer & fall fruit. Wood stove / plenty nature critters/ Rate for single person or married couple /$10 each additional person. Includes service fee. Sorry, no longer accept pets. Certified service dog ok w/restrictions.

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1-2 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 miles of wilderness. Come enjoy! We celebrate diversity!