Guesthouse vacation rentals in Deschutes County

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Top-rated guesthouse rentals in Deschutes County

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Guest favorite

Guesthouse in Bend

4.97 out of 5 average rating, 542 reviews

Live the Pastoral Idyll in a Warm and Inviting Guesthouse

Located in a quiet, rural hamlet, this enchanting casita is quaint yet contemporary. Windows on all sides, combined with modern lighting, create a bright and welcoming space. Settle into a classic Adirondack chair and admire the bucolic landscape. Up to two Kids stay free! Our additional guest charge is waived for up to two children. Either adjust your reservation guest count just to reflect the adults in the group (minus up to two children) and message me the details of your party or send me a request and we can adjust the rate. The casita is an inviting newly remodeled space. The front living space has a fold down couch with all the bedding provided to turn this into a cozy second sleeping area. The wall mounted television has access to local cable, Netflix and Hulu. You can also rent a movie with Vudu without leaving the house! Just login or create an account and enjoy. The kitchenette has a full sized fridge to keep all of the famous Bend beer cold that you bring home to enjoy. Enjoy a cup of coffee or tea on us!! We have a Keurig and provide a selection of beverage choices for our guests. The casita also has a hot plate, toaster oven, microwave and BBQ and a selection of dishes & pots and pans if you feel like cooking during your stay. The bedroom has a very comfortable King size pillow top mattress, a dresser, night stands. Some hanging storage and a luggage rack. The room is easily large enough to accommodate a porta crib (we have on available for use) or additional small child's sleeping mat. We welcome well behaved pets to stay at our airbnb. We ask that pets stay off the furniture during your visit. Please enjoy the space. The patio area outside of the Airbnb is for our guests to enjoy. You are welcome to explore the pastures outside of the Airbnb. Please make sure you close any gates behind you, we have friendly horses who many be in the area and come to say hello. Our home is located on the property, but it is not physically connected to the Airbnb space. We get to meet many of our guests in the driveway as we are taking care of things outside. We are always available by text or phone. We have pets (dogs/cats/horses) who live on the property as well. Our Rottweiler, Mia is very friendly and is around frequently to see if she can make new friends with our guests. She always is looking for someone to give her a pet, be aware once you start petting her she really like to lean into people and can catch you off balance if your not prepared. Please let me know if you, or the pets traveling with you, have concerns with interactions with our dogs and we can make arrangements to have them more contained during your stay. Despite its rural setting, the house is only a few minutes by car from all of Bend's amenities. Closer to home, Cascade Village and the neighborhood of Tumalo are just a mile away. Hiking, biking, fishing and golf are popular activities. Looking for some provisions? Just 1 mile down Hwy 20 east towards Bend take a left on Robal road to access the cascade village shopping center. Groceries: Trader Joe’s, Food 4 Less, and Target are all located here. Trailhead liquor store just across Hwy 97 at Robal road (Oregon only sells beer and wine in the grocery store) Dining: Shinsei Sushi, Little Pizza Paradise, El Rancho Grande, Moose Sister’s, Olive Garden or cross Hwy 97 for Kefi fresh, Cracker Barrel & MOD pizza. Grab and go: Starbucks, Chipotle, Chick Fil-a, Taco DelMar, Togo’s, Jamba Juice. Or cross Hwy 97 for Black Rock Coffee Bar (try a cronut, their awesome!) To explore Central Oregon you will need a car. The Airbnb is a quick drive to many area attractions. In about 30 minutes or less you can be at Smith Rock, Mt. Bachelor, headed into the Cascade Lakes or many of the other hiking or Mountain bike trails in the area. The cute community of Tumalo is 1 mile west on Hwy 20. Stop in at the Bite, enjoy the sunshine, food trucks and a selection of local beer or hop across the street to Tumalo Cider and same their local cider in their new tasting room (Dry is my favorite). Keep going west on Hwy 20 and in less than 20 miles you will arrive in the picturesque community of Sisters where you can easily spend an afternoon exploring the shops and enjoying the magnificent view of the mountains.

Guest favorite

Guesthouse in Bend

4.96 out of 5 average rating, 740 reviews

A Couples Getaway in Old NW Bend

Old Bend meets new Bend in this spacious, newly constructed second level studio apartment in a century old neighborhood in NW Bend. The beautifully appointed room has private access and includes a well accessorized kitchen, comfortable furnishings, a queen size bed, and bathroom. As comfortable as we know you’ll be in the studio, you must get out and experience all Bend has to offer. Hiking, fishing, golf, lakes, rivers, Mt. Bachelor, beautiful sightseeing and many more activities are within a 30 minute drive. We think you’ll enjoy your stay without getting in your car at all. Within blocks you can visit local brew pubs and a great assortment of restaurants and shops. Beautiful downtown Bend is a 15 minute walk, or, a short bike ride on bikes we provide. Experience locally owned restaurants, bars, breweries, unique boutique shops, coffee roasters, bakeries, Drake park and more. This century old neighborhood which was home to many mill workers in the past has become a rejuvenated and vibrant area for a new generation. Many of the old houses continue to be remodeled and, at the same time, retain the old neighborhood feel.

Guest favorite

Guesthouse in Powell Butte

4.89 out of 5 average rating, 102 reviews

Juniper Bunkhouse - newly renovated!

Enjoy either a relaxing or adventurous getaway located on a rustic ranch. Gorgeous views of Smith Rock, Grizzly Mountain and Cascade Mountains can be seen anywhere on the ranch as it is situated at the base of the Powell Butte. Feel free to take a short, easy hike to the edge of the property where there is a bistro table to sit at and admire the Sisters mountains as well as Mt. Jefferson and Mt. Washington. Walk route map provided at the time of stay. We are excited to share the views with you!

Guest favorite

Guesthouse in Bend

4.99 out of 5 average rating, 107 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!

Guest favorite

Guesthouse in Bend

4.95 out of 5 average rating, 571 reviews

Private apt. nestled in the Ponderosa Pines

Nestled among the Ponderosa pines, this newly constructed apartment is a relaxing getaway after a day enjoying Central Oregon. The apartment is completely separate from the main house and comes with a/c and heating. The bedroom has a queen bed. Kitchen has a refrigerator, coffee pot, countertop convection oven, microwave oven and counter top cooktop burner. Large deck with seating and gas grill. Located 2 miles from Peterson Ridge trails, 5 miles from Sisters, 15-25 mins to Bend.

Guest favorite

Guesthouse in Terrebonne

4.98 out of 5 average rating, 137 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

Guesthouse in Bend

5 out of 5 average rating, 242 reviews

Private country escape with mountain views!

Looking for a clean, private getaway in the Central Oregon outdoor wonderland? Five minutes from Pine Nursery Park and Big Sky sports fields, this light-filled, second story space has a private deck where you can enjoy your morning coffee while taking in views of the Cascade Mountains. Completely fenced area at ground level for the doggos, and you can walk them along the canal road on the property. Awesome dedicated Wifi, and a private, completely separate space from the owner.

Guest favorite

Guesthouse in Bend

4.83 out of 5 average rating, 319 reviews

The Local Nest

Experience green tourism while staying at the Local Nest. The local nest was built by us out of re-purposed materials, a shed and lots of love. We also provide you with local products to use while staying here. This is a separate studio (185 sq. ft) with a queen bed, skylights, kitchen, bathroom, and (shared) hot tub. The Midtown location centralizes you so you can drive, ride or walk to Downtown. Pilot Butte a scenic icon is just up the street for watching the sunset!

Guest favorite

Guesthouse in Bend

4.94 out of 5 average rating, 170 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.

Guest favorite

Guesthouse in Terrebonne

4.9 out of 5 average rating, 262 reviews

Compound Coziness...Terrebonne Guesthouse

Come and join us in gorgeous Central Oregon! The guesthouse is part of our 5 acre property that we live on with our two friendly dogs. Your house has a private fenced in area, but you are welcome to explore the entire property and watch gorgeous sunsets of the Cascade Range. This house provides a queen bed in one room, and a double and twin bunk bed in the second room. A full kitchen and washer/dryer gives you the convience to make this your home during your visit.

Guest favorite

Guesthouse in Bend

4.99 out of 5 average rating, 289 reviews

Ranch Cottage: Desert, Forest, Horses, Hot Tub

Beautiful guest cottage studio, with mountain views, in the southeast Bend neighborhood of Sundance. 15 minutes to town and 45 minutes to Mt. Bachelor ski area. This special ranch property is two blocks away from endless recreation in the Deschutes National Forest. Come hike, bike, ride, explore caves, ski, snowshoe, and more right from the door of your private cottage. Includes one king Sleep Number bed and one queen Murphy bed. Private hot tub out the back door.

Guest favorite

Guesthouse in Bend

4.93 out of 5 average rating, 326 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.