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 · Checkout

River Front Getaway | Hot Tub | Old Mill | Dogs

Enjoy this Contemporary Luxury Home directly on the Deschutes River. Literally step out your back door and stroll, run or paddle up and down the river. The river trail is a 3 3/4 mile loop and one of the best hikes around. Back at home sit on your deck or in the Hot Tub and listen the the sounds of the river going by and enjoy peaceful solitude. Shop or get a bite to eat at The Old Mill, Box Factory, Food Carts and more which are a peaceful 3/4 mile stroll along the river trail. Enjoy!

Location · Family · Biking

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 · Value · Indoor spaces

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!

Location · Value · Nearby

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.

Value · Family · Kitchen

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.

Family · Location · Parks

2BR 2BA Cozy Cottage Mt. Bachelor/Trails/Old Mill

River Camp Cottage is a two-bedroom, two-bathroom single family home located on Bend's Westside in Mount Bachelor Village along Century Drive. The cottage is just 20 minutes from Mount Bachelor, steps from hiking trails and mountain biking, and minutes to dining and shopping on the Westside, Old Mill and downtown. The cottage has vaulted ceilings throughout, hardwood floors, and gets an abundance of natural light. It is the perfect home base for one or two couples or a small family.

Value · Family · Heating

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.

Family · Location · Getting around

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

Family · Value · Barbecue

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.

Family · Value · Sleep quality

Large 5 bedroom, multi-level home

Located in a residential neighborhood, this 5 bedroom home is within walking distance of a coffee shop and grocery store, spa, gym, take out, and walking and biking trails. The Deschutes River recreation area and the Old Mill Shopping District are 3.5 miles away. Mt Bachelor ski resort is 25 miles away. See their website for updated lift ticket and parking availability. The home features both A/C and a wood burning stove.

Value · Family · Cleanliness

The Bend Cabin

Please note we invite families and very small groups to stay with us while respecting all Bend guidelines and neighborly behavior. We have a very strict no party or event policy as we strive to be respectful to our year-round neighbors on both sides of the house. No guests or visitors beyond those who are registered and all quiet by 10pm. No smoking allowed anywhere on the property

Value · Location · Wi-Fi