Guesthouse vacation rentals in Oregon

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Oregon

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A modern kitchen and dining area is highlighted by a wooden table, set with a simple vase of flowers. Ample natural light enters through large windows, while sliding glass doors lead to an outdoor space. Stylish pendant lights provide functional illumination.

Guesthouse in Central Point

4.95 out of 5 average rating, 576 reviews

The Hygge Stay in the Heart of Southern Oregon

Pet friendly**Close to the I-5 interstate. Within walking distance to park! This guest house, is filled with natural light making it bright and inviting. Thoughtfully designed with guests in mind, you will have no trouble feeling comfortable with all the amenities you’ll need. *Fun fact**, the night stands in the main bedroom were made in the shop downstairs and designed by husband and I! *Airbnb is above working cabinet shop* Message me if you have any questions, I’ll respond within an hour!

Superhost

An outdoor deck is presented, featuring colorful lounge chairs and a small table. The surrounding landscape showcases lush trees under a bright sky with scattered clouds, providing a serene backdrop. Sunlight casts shadows across the wooden surface, enhancing the inviting atmosphere.

Guesthouse in Eugene

4.91 out of 5 average rating, 118 reviews

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).

Guest favorite

A light-filled living space features a comfortable gray sofa adorned with decorative pillows and a wooden coffee table. A stylish chair is positioned nearby, and a dining area with a round table is visible in the background. A staircase leads to the upper loft.

Guesthouse in Central Point

4.92 out of 5 average rating, 158 reviews

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.

Top guest favorite

Aerial view of a river winding through a vibrant town. Lush greenery borders the water, with shops and buildings visible along the shore. In the background, distant hills create a serene backdrop, while the warm light of sunset enhances the scene.

Guesthouse in Bend

4.99 out of 5 average rating, 103 reviews

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.

Top guest favorite

Double wooden doors welcome guests to the entrance, surrounded by potted plants. Light fixtures are mounted on either side, illuminating the entryway. A patterned mat lies in front of the steps, which lead up to the door.

Guesthouse in Ashland

4.99 out of 5 average rating, 582 reviews

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.

Guest favorite

Guesthouse in Portland

4.94 out of 5 average rating, 216 reviews

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.

Top guest favorite

A modern guest house features a white exterior with a dark shingle roof. Two garage doors are visible at the front, complemented by two large windows above. Tall trees provide a natural backdrop, and the clear blue sky enhances the serene setting.

Guesthouse in Eugene

4.98 out of 5 average rating, 341 reviews

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.

Top guest favorite

The living area features large windows allowing natural light to fill the space. A comfortable sofa is complemented by a round coffee table and a stylish accent chair. A colorful area rug adds warmth, while modern artwork enhances the contemporary decor.

Guesthouse in Portland

4.94 out of 5 average rating, 394 reviews

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.

Guest favorite

Guesthouse in Salem

4.96 out of 5 average rating, 126 reviews

Willamette Valley Luxury Chateau

Escape! Voted as one of the Salem’s luxurious places to stay. Treat yourself to “Ritz Salem” This will likely be one of the best Airbnb experience. This place is quiet and relaxing, as you enjoy the views, nature, and time alone. Great place to celebrate your birthday or anniversary with a quiet retreat, wine tasting, or visit nearby restaurants or nature. It offers king size bed, gas fireplace, large space, full couch, high ceilings, and fast internet. No contact self-check in.

Guest favorite

A two-story guest house is nestled among tall trees on a grassy slope. A shaded patio with outdoor seating is visible in front, surrounded by well-maintained flower beds. The rustic wooden exterior complements the peaceful natural setting.

Guesthouse in Eugene

4.85 out of 5 average rating, 198 reviews

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.

Guest favorite

The exterior of the guest cottage is shown, featuring a simple pathway leading to the entrance. Lush green bushes and plants border the walkway, complemented by a grassy area. The structure is framed by trees, showcasing a rustic charm within a country setting.

Guesthouse in Bandon

4.9 out of 5 average rating, 262 reviews

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.

Guest favorite

A sunroom features large windows allowing abundant natural light. Two white chairs are positioned around a small wooden table, creating a cozy nook for relaxation. The warm wood paneling adds a natural element to the space, and views of the surrounding trees are visible through the windows.

Guesthouse in Bend

4.95 out of 5 average rating, 103 reviews

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.