Vacation rentals in Deschutes County

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Top-rated vacation rentals in Deschutes County

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Guest favorite

Guesthouse in Bend

4.96 out of 5 average rating, 735 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

Guest suite in Prineville

4.93 out of 5 average rating, 240 reviews

Artsy Guest House Nestled in the Rimrock

This property is truly an oasis from the hustle and bustle of city life. When you arrive, the massive rimrock wall will greet you; it is home to abundant wildlife (owls, deer, coyotes oh my). Shrouded by silence, the trill of frogs will put you to sleep. Mornings start with sunrise over the Ochoccos and full views of the valley and the crooked river at its base. Take a hike at Smith Rock, visit the Painted Hills or find yourself headed to town (Bend: 45 min, Prineville: 10 min, Redmond: 25 min).

Guest favorite

Rental unit in Redmond

4.97 out of 5 average rating, 481 reviews

Smith Rock Contemporary

Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A huge covered deck with magnificent views will make you feel right at home. Get your trip started off right with a gorgeous sunrise over Smith Rock.

Guest favorite

Cabin in Bend

4.92 out of 5 average rating, 290 reviews

Quaint A-Frame Cabin close to Mt Bachelor

Cosy two story A-Frame cabin among Ponderosa trees in a quiet residential street. Only 5 minutes drive to Sunriver Village, 16 min. Mt Bachelor, 20 m Bend downtown. The living room has a comfy sectional, a single reclining armchair and TV. My cabin has a well appointed kitchen, laundry room with W/D, a Bathroom/Shower downstairs. A 2 bedrooms upstairs. Each room has a Queen size bed. There is a powder room/toilet upstairs in the hallway. NO SMOKING/NO PARTIES /MAX 4 people including children

Guest favorite

Cabin in Bend

4.99 out of 5 average rating, 459 reviews

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

Guest favorite

Rental unit in Bend

4.95 out of 5 average rating, 1,157 reviews

Private apt, 1bdrm/1bath, with kitchen, in town

Brand new remodeled apt January 2024! 1 king bdrm/bath with living/dining/full kitchen apartment. Private entrance. 3 bright, light & spacious rooms, with treetop views. Kitchen has new full-size induction range and refrigerator, plus all cooking essentials. All new flooring/furnishings. Deck. In town location. Walking distance to NW Crossing, Newport Market, Galveston, also downtown Bend. Cycling routes just outside, 20 minutes to winter sports. NOTE-28 steps up from street! NO pets allowed!

Guest favorite

Guest suite in Bend

4.99 out of 5 average rating, 352 reviews

Old Mill Studio walk to river, dining, fall colors

Your own private studio behind our home is in the quiet, quaint neighborhood on the bluff above the Old Mill District and Deschutes River. Short walk to restaurants, coffee, breweries and concerts. Close to the river for floating, SUP, River Trail. Easy access to Mt Bachelor, Cascade Lakes, and mountain fun. Private entrance and sliding doors out to a private patio for your morning coffee or end-of-day beverage. A fire pit is available to top off a cozy evening (see notes.)

Guest favorite

Home in Redmond

4.95 out of 5 average rating, 638 reviews

"Little Pine Cabin" attached to my home.

MASTER SUITE Go hiking, fishing, sight seeing and enjoy upscale steak houses, Sushi Bars, food carts, all within a couple of miles. Then come back to your Little Pine Cabin. Enter into a comfortable living area with a vaulted knotty pine ceiling, propane stove, a dual reclining leather couch. Relax in front of the 42 inch flat screen, a well stocked coffee bar, microwave and a mini-fridge. Similar to a studio apartment. You will enjoy the space and quiet neighborhood.

Guest favorite

Rental unit in Redmond

4.99 out of 5 average rating, 257 reviews

Redmond Retreat - stylish studio with full kitchen

Quiet, upscale studio conveniently located in the hub city of Redmond, 3.5 miles to the airport, 7 to Smith Rock, 14 to Bend and 18 to Sisters. Close to restaurants and grocery shopping. Spotlessly clean, with all the personal touches you expect and amenities perfect for two. Fully equipped kitchen, table for meals or work space, Big-screen smart tv (Direct TV service), 5G WiFi, AC. Private parking, direct laundry access. We cannot accommodate pets.

Guest favorite

Guest suite in Powell Butte

4.96 out of 5 average rating, 185 reviews

Panoramic Mountain View Oasis

Your high desert sanctuary awaits. Enjoy breathtaking panoramic mountain views from your second floor apartment, stargaze in the hot tub, cozy up outside by the wood-burning fireplace, and so much more! Only 2 miles from Brasada Ranch, convenient for weddings and events. Close to world-famous Smith Rock, centrally located between Bend, Redmond, and Prineville for a myriad of outdoor activities. Forget your worries in this serene and peaceful place!

Guest favorite

Guesthouse in Sunriver

4.98 out of 5 average rating, 552 reviews

Riverfront on Deschutes River

Located ON the Deschutes River, private above garage apartment with deck. Quiet, private unit. 5 miles to Sunriver Resort, attend events-GET AWAY FROM THE CROWDS! Easy 20 mile drive to Bend, close to Cascade Lakes area and Three Sisters Wilderness for great hiking. 23 miles to Mt Bachelor. EV charger ChargePoint 40 amp One block to Deschutes Nat’l forest and a trail along the river.

Guest favorite

Guest suite in Bend

4.96 out of 5 average rating, 387 reviews

Cozy Apt Near Trails, Mt. Bachelor, Old Mill

Above-garage apartment with private entrance, full kitchen, full bathroom, and loft sleeping quarters with a queen bed. Our space is conveniently located on Century Drive (Cascade Lakes Highway) on the way to Mt. Bachelor, the Cascade Lakes, and 1.5 miles from Phil's Trail system. Our location is just out of town, but provides easy access to the Old Mill, West Side, and downtown.