Guesthouse holiday rentals in Oregon

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.

NEW Tranquil Retreat On Canal

Charming, clean, comfortable, fully renovated guest house on 3 acres, nestled by a canal. A quiet escape near Pine Nursery Park, just 5 miles from downtown and less than 20 minutes from the airport. Enjoy beautiful natural light, vaulted ceilings, large bathtub, and balcony with outdoor seating and a beautiful view. Fully stocked kitchen, washer & dryer, heat & AC, blackout shades, board games, books, amenities for kids, smart TV, and a Blu-ray player for rentals from The Last Blockbuster.

Sunny, Modern Guesthouse South Tabor Neighborhood

A modern guesthouse with one bedroom, one bathroom, a living/kitchen space and a deck. The guesthouse is above our garage and was built in 2011. There's a deck off the kitchen which is a nice place for relaxing. We are about 1.5 miles from restaurants and shops at SE Division. There are several bus stops within 1-2 blocks of our house. Downtown Portland is 30 minutes by bus We've done a lot of traveling and enjoy meeting new people. We welcome folks from all backgrounds and places.

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.

Chic Guest House in the Heart of the City

This guest house boasts designer fixtures and finishes created to exude equal levels of style and comfort. White walls, herringbone wood floors, and tall vaulted ceilings create a natural and airy ambiance that flows throughout every room. 1-level, ADA-friendly, with walk-in curbless shower and plenty of space to maneuver in spa-like bathroom and throughout. Our guests have full access to the private freestanding guest house, as well as the concrete patio just outside the unit.

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.

Bandon Guesthouse

Warmer, less windy side of Bandon with Country Setting but only 3 minute drive to Old Town. Family friendly Guest Cottage. You do have to access the Bathroom through the Master Bedroom so this rental would be best for a family or close friends. This guesthouse is on the same property as our family home that we live in full time. Our “Victorian Skoolie” and Rpod also available at an additional charge of $50 per night per space and sleeps 2 each.

Century Chalet - Tons of Light & Amazing Location!

We have a beautiful guest house with tons of natural light and all the amenities you'll need in the best location Bend has to offer. 1 Bedroom, 1 Bath, with a sunroom which can easily be used as a second bedroom whenever needed. The house has a full kitchen with stainless appliances. Best of all, you can't get any closer to Mt. Bachelor, the Deschutes, or Bend's trails. All while still being 8 minutes from downtown Bend.