House holiday rentals in Deschutes River Woods

Spacious Bend Home~ Hot Tub, Yard, Family Friendly

You’ll find everything you need for a comfortable getaway in this modern SE Bend home, just 10 mins to Old Mill and 30 mins to Mt Bachelor! Huge fenced backyard, hot tub, and ample parking. Plenty of space for friends and family with 2 master suites, 2 additional bedrooms upstairs, formal office, and 4 bathrooms. Large kitchen opens to the dining and living room for gatherings, with a custom wet bar. After a full day biking, hiking, or skiing relax by the fire table or stargaze from the hot tub!

Value · Family · Backyard

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.

Location · Family · Getting around

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!

Value · Family · Parks

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.

Family · Location · Outdoor spaces

Tall Pine Tuckaway! Hot tub, EV charge, RV hookup

Welcome to Tall Pine Tuckaway! This sprawling home sits among the peaceful wooded edge of town yet is just a 10-minute drive to Downtown Bend! Perfect for large families or groups, this home has it all - salt water hot tub, firepit patio, landscaped acreage for kids and pets to play, universal EV charger, two living rooms, dedicated office with lightning-fast 1G wifi, and full RV hookups! Bring your trailer and toys and ride directly onto China Hat Road for some excellent off-roading.

Location · Family · Hospitality

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

Value · Location · Indoor spaces

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.

Value · Family · Checkout

5 BR, Hot Tub, Fireplace close to Mt Bach & town

Enjoy the peace and quiet surrounded by trees, in our fully remodeled tri-level home. It's on 1 acre on the south end of Bend, just minutes from the Old Mill, downtown, Drake & Riverbend Park. Only 15 min from Sunriver and 30 min from Mt Bachelor. 5 BR home that sleeps 12 with 8 beds. It has a deck, hot tub, a fully-stocked kitchen, fireplace, comfortable beds, cable TV, & Wi-Fi! Everything you need for a relaxing and enjoyable vacation. DCCA#1470

Value · Family · Outdoor spaces

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.

Family · Value · Air conditioning

☆ Quiet Forest Retreat | 10min from Old Mill ☆

This custom 21st century northwest style house is on a quiet dead end road above the Deschutes River about a 10min drive to Old Mill, surrounded by ponderosa pine trees. This premium house has tasteful decor and gorgeous wood accents. Natural light streams in from the wall of windows in the great room. The house features a full open kitchen with concrete counter tops, a large wood burning fireplace, hardwood floors, and a spacious deck.

Family · Location · Biking

Bend Or Private Getaway one acre

Relax with family and friends in this newly remodel home; comfortable beds, lots of bedrooms ( 5 kings, 1 queen , 2 sets of bunk beds), plus bonus room with 2 twins great for young ones..... and wireless internet, cable,s, large stone fireplace, front deck, back deck with view, hot tub, barbecue, great place to host get togethers…. VERY cozy, private drive way and easy drive to Mount Bachelor. 5 full bathrooms checkout time, 10 AM

Value · Family · Laundry

The House on the River

From the moment you enter the neighborhood, you will enjoy a private road that is peaceful and tranquil. The neighborhood is full of beautiful trees, birds, and an abundance of deer that roam the area frequently laying in and enjoying the large front yard. Bring the bikes for the kids to enjoy riding in the big circular driveway or through the neighborhood. You can take in the surrounding nature with a walk along the river trail.

Value · Family · Nearby