Holiday rentals in Bend

Spacious Pet-Friendly Home • Fire Pit • Fenced Yd

Bring the whole family—including your dogs—and enjoy this spacious Bend retreat. Explore downtown, Mt. Bachelor, Deschutes River, hiking trails, and Bend's breweries, then come home to relax in your fenced backyard. Relax by the wood stove in the bright living room with mid-century décor. Grill on the patio, play croquet or cornhole, and gather around the fire pit. Fenced yard. Dogs welcome (up to 3). Park in garage. TVs in every bedroom, firewood provided, and self check-in with a smart lock.

River Run Bend Bungalow & Romantic Spa Grotto

Relaxing, private spa & sauna grotto is ready for your romantic Bend getaway! This quiet, wooded, centrally located standalone bungalow is steps from the Deschutes River trail and within easy walking distance of Mill Dist. and Hayden Amphitheater. It boasts a comfy king bed w/premium down bedding & pillows, dedicated free parking (+ extra cars or small RVs), outdoor dining and patio area, washer/dryer, and a kitchen fully stocked with everything you need for fun and relaxation for all seasons!

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!

Ski, Bike, and Golf from a Spacious Family Bungalow

Mountain Bird Bungalow offers something for everyone with an open kitchen-dining area, intimate living spaces, and a cozy fireplace. Mountain Bird Bungalow is the perfect location to enjoy the beautiful nature of Bend, or within a short distance from the downtown area, with its shopping and dining. Garage parking is provided. If your trip involves remote work, you are covered with a dedicated work space and very fast Wi-Fi. Two bedrooms and two full bathrooms make for a comfortable stay.

FLOAT THE RIVER! River, Beach Access Downtown Bend

Welcome to our 1918 Bungalow on Riverfront Street. This simple, no frills one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak. Park the car and experience the best Bend has to offer.

Black Duck Cabin

Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

River View Inn a cabin on the River

Enjoy our River View Inn all to your self. 40 feet from the shore. Jump in and swim or float or fish, or just sit a take in the view. From the moment you walk you will feel nature tickle your toes. Sunriver Resort is just 5 miles away . Bend is 30 minutes away. you The High Desert Museum is 20 minutes away. Creator Lake is 2.5 hours away. We are only 17 miles to Mt Bachelor. It's a very private setting in a special place in the world. You may never want to leave.🐠 DCCA64390

The Church In Bend

The Alliance Tabernacle Church, built in 1923, is reported to be the first house of worship west of the Mississippi to be built entirely by volunteers from the congregation. By the 1970s the building had fallen into disrepair. Beginning in October 2014 the current owners began the process of restoring the building to it's original condition under the supervision of the Historic Landmark Commission. This special place is close to everything, making it easy to plan your visit.

Airy Bend Oasis - Two Ensuites

Cheers to your stay at Bent Pine Oasis, located in the picturesque west side of Bend! This home provides the ideal location for any outdoor enthusiast: Mt Bachelor's slopes are just a 20 minute drive & the Deschutes River Trail is mere steps from the front door- your avenue to biking, running and exploring Bend. Looking for a more relaxing day? You can make the 5 minute drive into the Old Mill District to enjoy food trucks, a river float, or fresh hops at a local brewery.

Adventure Awaits! Walk to downtown and river!

A perfect home base for all your adventures in Bend! Just a 10 minute walk from downtown. Walk or bike to the best restaurants and breweries in Bend. Swimming, hiking, and fishing in the Deschutes river steps from your doorway. King Bed~ Gas fireplace ~ Reading nook ~ Comfy queen sleeper sofa ~ Air Conditioning ~ Games ~ 2 TVs ~ Full kitchen ~ 2 balconies ~ Keyless Entry ~ Shared laundry room ~ 2 Bathrooms ~ K Cup coffee bar ~ Private WiFi ~ Roku TVs

Central Modern Guesthouse with EV Charger

We built this home out of a passion for creating welcoming spaces. Years ago, we renovated a motel on the coast - an experience that sparked our love of hospitality and shapes how we host today. We live around the corner with our kids, a golden retriever, and a few cats. Mike’s a local realtor, and Betsy manages business ops for the local fire department. We love books, music, and helping you discover the best of Bend - trails, eats, and community.

The High Desert Loft-Westside Bend

The High Desert loft is a rustic-contemporary one bedroom apartment in a Westside location that can’t be beat. Located right in the heart of Bend, just a two block walk from some of Bends best restaurants, like Spork, Back Porch Coffee, and Kan Pai Sushi. Come enjoy the comforts of this home away from home in the high desert! Keep it simple at this peaceful and centrally-located place. This is the same great spot, recently under new ownership.