Guesthouse vacation rentals in Deschutes River

The open-concept kitchen and living area feature a long wooden countertop with seating for six. A gas stove, under-counter appliances, and a stylish backsplash enhance the space. Two cozy chairs provide seating, with natural light filtering through the nearby window.

4.97 out of 5 average rating, 263 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!

A winding wooden pathway is showcased, leading through a natural landscape. Native shrubs and greenery surround the path, enhancing the connection to the outdoors. The boardwalk is constructed of smooth wooden planks, inviting exploration of the surrounding environment.

4.99 out of 5 average rating, 116 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!

4.91 out of 5 average rating, 104 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

A serene view of a calm canal is presented, surrounded by lush greenery and trees. Smooth rocks form a pathway leading toward the water, reflecting the clear sky above. Small bushes dot the landscape, enhancing the natural, tranquil setting.

4.99 out of 5 average rating, 115 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.

4.98 out of 5 average rating, 409 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.

4.98 out of 5 average rating, 160 reviews

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

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.

A kitchenette is presented, featuring wooden cabinetry and a granite countertop. Essential appliances include a microwave, coffee maker, and a blender. A black sink is situated next to a small fridge, with additional storage for kitchen items visible in the pantry area.

4.93 out of 5 average rating, 195 reviews

Private Studio w/ Hot Tub near the Deschutes River

The Fresca Studio has a kitchenette, hot tub, BBQ & bikes. Downtown Bend is a few miles away, McKay cottage, Deschutes River Trail & Sawyer park are a short walk, and all things Bend eat, drink, biking, hiking, skiing are all close by. The studio is separate from the main house w/ a private entry & patio, fully furnished, and easy access to/from the highway and parkway. Not suitable for children under 5y/o, 2 guests only and children are considered guests. No pets. See you soon!

A serene stream flows gently through a wooded area, flanked by lush greenery and tall trees. The water reflects the surrounding nature, creating a calming atmosphere. Branches extend over the water, enhancing the natural landscape.

4.95 out of 5 average rating, 203 reviews

NFF Cottage with Cascade Mountain Views

Behind a gated entry, this cottage is a prime location between Bend & Sisters. It offers two parking spaces, with additional room for a car or trailer if needed. Guests are welcome to bring equipment for exploring Central Oregon, such as tubes, kayaks, paddle, skis, snowboards, and bikes, all of which can be conveniently stored in a private storage shed within the fenced yard. This delightful cottage is situated on our working family farm, home to a variety of friendly animals.

A curly-coated dog is positioned at a weathered picnic table, focused on a small pinecone resting on the surface. The background features a hint of grass and part of a building, suggesting a casual outdoor environment.

4.92 out of 5 average rating, 179 reviews

The Outpost Bend

The Outpost is a seperate guest home located on our 10 acre hobby farm. It offers spectacular views of the Cascades, stunning sunsets and a peaceful, private location 15 minutes east of downtown Bend. The property adjoins public land, and is on a quiet country road. Our family lives onsite with our 3 sons, dogs, hens, and sheep. The Outpost has a private driveway, use of basketball court, and a lovely private outdoor seating area. 45 min drive to Mt. Bachelor.

A pool table occupies the foreground, with a triangle of pool balls arranged on its surface. In the background, a well-equipped kitchen with wooden cabinetry and a white refrigerator is visible. Four bar stools line the counter, providing seating for guests.

4.96 out of 5 average rating, 254 reviews

Quiet peacful country living close to everything!

Quiet country living close to town! Extremely peaceful and park like setting on 2.5 acres just 5-6 miles to anywhere in town. Studio has a pool table and large fenced outdoor area with horseshoe pits and close to private access trails for walking or riding your bike. Full kitchen, full bath and private closet. My place is good for couples, solo adventurers, business travelers, and furry friends (pets). Maximum of 2 pets allowed. NO PARTIES WILL BE TOLERATED.

A keypad entry system is mounted on a wooden post, featuring clearly labeled buttons for access. In the background, trees and a gravel path are visible, indicating a serene outdoor setting.

4.93 out of 5 average rating, 363 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.

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.