House holiday rentals in Deschutes River Woods

Modern retreat in central Bend

Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

Lava Rock Retreat Modern Rustic Home

Escape to this peaceful, private home nestled amongst the Ponderosa pine trees and lava rock. The modern rustic home boasts heigh ceilings and a spacious open floor plan with solid oak floors throughout. The kitchen flows into an expansive dining and living area where you can soak in the views of the lava flow, towering pine trees, and visiting deer through the soaring wood framed windows. Enjoy the spacious private backyard while relaxing in the hot tub, sitting around the fire pit, or BBQing.

Home in Lodges at Bachelor View - Book Now!

Enjoy Bend’s newest west-side neighborhood nestled beside Century Drive, the gateway to Mt. Bachelor and the Cascade Lakes. Our unique location puts you right on the connector trails to the popular Phil's Trail System for mountain biking or casually strolling along the Deschutes river trail. With access to the National Forest in just steps and breweries mere minutes down the road, Pinehaven is as 'Bend' as it gets. Thank you for considering Pinehaven for your stay. We think you’ll love it here!

Deschutes Forest Lodge - An Estate in the Woods!

Deschutes Forest Lodge - A Luxury Estate - with lots of Amenities for guests! Set on a 2.5 acre lot, the location is perfect in that everything is accessible, yet it feels very secluded. Enjoy the open-concept main level - Gourmet kitchen, great room, walk-in pantry, and en-suite master. Plus 4 Bedrooms & 2.5 baths with a separate Game Room upstairs. EV Charger, WiFi, Cable, BBQ, bikes, fire pit, hot tub, basketball, ping pong, foosball, TV's, games, dvds, puzzles, lawn games, and more!

Old Mill Cottage In Deschutes River Woods

A little piece of Bend's history in Deschutes River Woods. This adorable Mill Home was moved and remodeled in 2014. 2 bedroom 1 bath 1040 sq ft home. Kitchen is well equipped for cooking, baking, bbq, or take-out. The back yard paver patio has generous seating, bbq, table and umbrella for enjoying summer evenings. Garage has been converted to a game room with a pool table, ping pong, darts and bar style seating. 40 minute drive to Mt Bachelor ski resort and 10 minutes to downtown Bend.

6Br/3Ba The Hopi Getaway-PET Friendly & HotTub

Spacious 16-person single story ranch home with 6 bedrooms (4 kings, 3 queens, bunk bed) and 3 baths. Enjoy an open living/dining/kitchen area, a fun-filled game room, and a large Trex deck patio with a hot tub. Perfect for family and friend gatherings, with plenty of games and space. Pets welcome! Fresh eggs from our chickens and a kid’s play structure add to the fun. Located just 8 minutes from downtown Bend, 10 minutes from Sunriver, and 25 minutes to Mt. Bachelor. DCCA# 793512

Serenity Retreat | Pool, Spa, Trails & Mt Bachelor

Situated in the serene Mt Bachelor Village, our home is a harmonious blend of seclusion & natural charm. Encircled by a lush landscape & towering trees, it serves as a tranquil retreat, perfect for relaxation. The property is just a short distance from Bend's lively amenities, offering access to both outdoor adventures & urban pleasures. This residence is an ideal choice for those wishing to enjoy the tranquility of nature while being conveniently close to the city's attractions.

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.

Stylish Cozy bungalow w/ theater

Escape to a cozy haven in Bend with heated floors, contemporary artistic design, and a perfect central location near parks, breweries, and food carts. Immerse yourself in a high-end movie theater boasting an 11-foot screen, twinkling star ceiling, and state-of-the-art Dolby ATMOS surround sound. Perfect for getaways, business trips, or a cozy retreat while exploring Bend. This modern home in a lovely neighborhood is the perfect base camp for your Bend adventures!

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.

Downtown - Super Walkable - King - Local Hosts

Stay in a rare home in the heart of downtown—a beautifully restored 1922 craftsman with warm wood, plants, vaulted ceilings, and natural light. Enjoy charming architecture and local artwork. Walk to dozens of restaurants, breweries, coffee shops, and stores. Cross the alley to food trucks and live music, or relax in your private walled courtyard with native plants. We keep a clean, low-allergen home with no pets and no scented products.

Walk to Old Mill & Amphitheater I Beach Cruisers

Close to the Old Mill District and The Amphitheater, The Bend Bungalow offers a location that's easily accessible to anywhere in Bend! With rustic touches and local art throughout, you will feel embraced with Central Oregon’s beauty. The comfortable queen beds with luxurious bedding will have you rested for the next day’s adventure. In the kitchen you will find everything you need to create a culinary masterpiece.