Guesthouse vacation rentals in Deschutes County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Deschutes County

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

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Top guest favorite

A spacious living room is featured with a gas fireplace and a large-screen TV, complemented by a pull-out sofa. Large windows allow natural light to fill the room, while bar seating is available at the open kitchen, creating an inviting atmosphere for relaxation or gatherings.

Guesthouse in Bend

4.97 out of 5 average rating, 275 reviews

Midtown gem I Cozy Fire I Full kitchen I Park View

Above garage one bedroom/one bath apartment in booming midtown. Open living with a gas fireplace, ac, full-sized kitchen, and gas stove. A large bathroom with a deep tub to relax or let the kids play. The bedroom features a cozy queen bed with a new Tempur-Pedic mattress topper and ample closet space. The east-facing deck is ready to sip your morning coffee while you wake up slowly, grill for an evening in or sit and work with the high-speed wireless as you watch the dog park across the street!

Top guest favorite

A cozy sleeping area features a queen size bed dressed in neutral tones, complemented by decorative pillows. Natural light filters through a window covered with wooden blinds. A small wooden table and stool are situated nearby, providing additional functional space.

Guesthouse in Bend

4.99 out of 5 average rating, 132 reviews

Renovated Condo - Ideal Location

This is Central Oregon's premier location for recreation activities. Your stay at this sleek condo will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun and more. Offering a cozy condo that comfortably sleeps 2 guests with a queen size bed, a mini kitchen, the convenience of on-site laundry facilities. Plus, a living/dining are comforts that would be hard to find in an average hotel. Come make this your launching pad as you experience Bend!

Superhost

Three ukuleles are displayed on wall-mounted hooks against a light-colored wall. The instruments feature varying wood grains and colors, showcasing their unique designs. Each ukulele is identified with a tag hanging from the neck, adding to the artistic arrangement.

Guesthouse in Bend

4.92 out of 5 average rating, 112 reviews

Sound Smith Guesthouse 2\2 - Park Setting

Enjoy SE Bend In this gorgeous brand new space. Beautiful fully furnished 2 bed, 2 bath guest home located adjacent to Larkspur park and Juniper Swim and Fitness where there is a playground as well as trails that go all the way to Pilot Butte. Property has gate access to the park. The lower level of the building is our family business, a guitar/ukulele warehouse with a small office/showroom. Feel free to schedule an appointment to order or check out some of our instruments. SoundSmithGear.com

Top guest favorite

The bedroom features a spacious bed with white linens, complemented by two bedside tables with lamps. A green bench sits at the foot of the bed, while a landscape painting hangs above the headboard. Soft curtains frame a window, allowing natural light to fill the space.

Guesthouse in Bend

4.98 out of 5 average rating, 130 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

A spacious living area features two comfortable sofas adorned with colorful decorative pillows. A coffee table sits in the center, and a large bed is positioned in the background, draped in a bright quilt. Natural light floods through large windows, illuminating the open space.

Guesthouse in Bend

4.98 out of 5 average rating, 417 reviews

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.

Top guest favorite

The entrance features a vibrant coral door framed by stone accents, leading into the guest house. A small welcome mat is placed before the door. Red Adirondack chairs are positioned nearby, and green and gray plants add a natural touch to the patio area.

Guesthouse in Terrebonne

4.98 out of 5 average rating, 174 reviews

Modern lofted guest house

Enjoy our recently completed lofted guest house. Just 3.7 miles from smith rocks and walking distance to Terrebonne restaurants, coffee and local grocery store. Centrally located, 15 min to the airport and just a 30 min drive to Bend. Our guest house has a fully stocked kitchenette ( NO OVEN) with a toaster oven/air fryer, and an induction cook top. Sit back and relax outside in the Adirondack chairs while drinking a Nespresso coffee. Wifi is provided as well as a Roku T.V and DVD.

Guest favorite

A comfortable living area features a spacious sofa and two armchairs, with a wooden dining table visible. Large windows allow natural light to fill the space, showcasing views of greenery. A television is mounted on the wall, and a colorful artwork adds a touch of style.

Guesthouse in Bend

4.93 out of 5 average rating, 384 reviews

Suburban Forest guest house with garage

Experience Bend to the fullest! Adventure is just outside your door with only a few traffic circles between you and the mountains. All of the best eats, drinks, and shopping are within a few miles, and you can store all of your gear in your private garage while you spend time in town. Our home is not suitable for pets or emotional support animals. ESA animals are not considered service animals by AirBnb or the State of Oregon. Please respect this rule.

Superhost

An open layout showcases a modern kitchen with gray cabinetry and stainless steel appliances. A sleek stairway leads to a lofted sleeping area. Natural light filters in through windows, enhancing the inviting atmosphere. A flat-screen TV is mounted on the wall, offering entertainment options.

Guesthouse in Bend

4.87 out of 5 average rating, 119 reviews

WHOLE HOUSE! Tiny Home on Bend's East Side

Welcome home to this tiny house, The Minni House! Located on the east side of Bend on the back of a beautiful treed lot across from a city park, this Minni retreat is the perfect place to experience tiny house living while visiting Bend. It is new construction, designed in comfortable contemporary colors and styles with everything you need and nothing you don't. Simple living, beautifully done. It has everything you need, and nothing you don't!

Top guest favorite

A modern living space features a light-filled open layout, showcasing a comfortable gray sofa with coordinating pillows. A stylish wooden coffee table complements the area. The kitchen, equipped with sleek cabinetry and appliances, is visible in the background, promoting a functional and inviting atmosphere.

Guesthouse in Redmond

4.99 out of 5 average rating, 267 reviews

Modern Downtown Cottage near Outdoor Adventure

Nestled in the heart of Downtown Redmond, this beautifully designed cottage offers the perfect blend of convenience and comfort. You'll find yourself within walking distance of charming coffee shops and restaurants, and just 14 minutes away from the breathtaking Smith Rock. The Redmond Airport is less than 10 minutes away, and if you're planning a visit to Bend, you can be downtown or floating on the Deschutes River in under 20 minutes.

Top guest favorite

A spacious living area features a king bed with a wooden frame against a backdrop of a cedar ceiling. A dining table and two chairs are positioned alongside a cozy seating arrangement, with large windows allowing natural light to fill the room.

Guesthouse in Bend

4.99 out of 5 average rating, 661 reviews

Botanical Studio in the Trees - Steps to Trails

Wake up to treetop views at this spacious bungalow peppered with live plants, unique art, and a stunning cedar ceiling. Stroll down to the Deschutes River Trail, which can take you downtown. Enjoy the locals-favorite First Street Rapids Park, then curl up and restore on the ultra comfy king bed. Creature comforts abound! No pets please. Trip insurance recommended if illness, weather or smoke may be an issue.

Guest favorite

A spacious outdoor courtyard features a stone patio surrounded by greenery, including vibrant shrubs and trees. A round table with metal chairs is situated in the center, providing a relaxing spot for outdoor dining. The property is framed by tall ponderosa pines under a clear blue sky.

Guesthouse in Bend

4.8 out of 5 average rating, 434 reviews

Close to everything! Oasis on edge of west Bend

Our peaceful Ponderosa pine setting lies just on the edge of Bend's coveted west side with awesome recreation access - a sunny, inviting, private property. Listen to spring peepers, coyotes after indulging downtown – only 10 minutes-or vibrant Northwest Crossing -5 min. By Shevlin Park, biking trails, 30 min to Mt. Bachelor!

Guest favorite

The exterior of a charming cottage features a combination of dark siding and a wood-shingled gable. Large front windows allow natural light to enter, while colorful flower beds and landscaping enhance the inviting entrance. A stone pathway leads to the covered porch area.

Guesthouse in Sisters

4.9 out of 5 average rating, 237 reviews

Sisters Casita Cottage

My place is close to the town center, parks, and all of beautiful Sisters! You’ll love the Cottage because of the location, the coziness and comfortable bed, the convenience and accessibility. The Cottage is good for couples, those with an infant or small child, solo adventurers, and business travelers.