House holiday rentals in Deschutes River Woods

<SALE> River Canyon Retreat | Dogs | Old Mill |

Welcome to the River Canyon Retreat! A peaceful, pet friendly, single level home filled with fun and hip upscale décor. Enjoy hiking the Deschutes River Trail and walking or biking to the shops and breweries in the Old Mill District. Miles of Mountain bike trails and the road to Mt. Bachelor and Cascade Lakes are close by. Cozy up to the wood burning stove with a good book or enjoy the forested hillside full of birds, deer and all sorts of nature on the back porch. Welcome to your Retreat!

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!

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.

Game Room | Hot Tub | Easy 2 Bachelor | Old Mill

Looking for a home away from home while in Bend? This house is not just a place to sleep at night, it’s the perfect place to relax and have fun after your day of adventures. Perfect for both families and groups of friends. The game room is always a huge hit with guests, as is the hot tub. The large kitchen table is perfect for dinner as well as game night. Both TVs have surround sound speakers. Great access Bachelor (25 minutes). Close to Old Mill. Trail to the river right from the backyard.

11 Raccoon | 3 bedroom | SHARC and Village nearby

11 Raccoon is located across from Sharc and less than a mile from the Village. While keeping the cozy cabin feel and updating the kitchen and bathrooms, this house is everything you’re looking for to make your stay in Sunriver the best. Amenities include six SHARC passes, two decks, NEW hot tub (November 2021), WiFi, bikes, gas barbecue grill, air conditioning downstairs, wood stove, three televisions with YouTube TV, laundry, games and puzzles. NO pets allowed. Two cars max. No trailers.

Mountain Bliss: Gateway to Mt. Bachelor and More

When the mountains are calling, Bend is like nothing on earth. Savor the charms of Base Camp throughout the year in this luxurious and spacious cabin (1200 square feet). Celebrate the great outdoors – best experienced through unparalleled adventures at Mt. Bachelor (18 miles), Phil’s trailhead (15 minutes), the Deschutes River (5 minutes) as well as the endless access to hiking, biking, running trails, skiing, golf, breweries, restaurants, coffee shops, and the Hayden Homes Amphitheater.

Peaceful Ponderosas | Only 10min from the Old Mill

This Bend, Oregon home is the perfect getaway. It sleeps six and spoils you with king beds, high end appliances, spa-like amenities, a hot tub and other outdoor spaces you can retreat to. The modern environment is stocked with all the comforts you'd find at home such as a fully stocked kitchen, books, games, WiFi, desk-space and a 65 inch streaming TV. The open floor plan with two couches is perfect for lounging around on a lazy day or gathering together for some time by the fire.

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!

Close to Bachelor! Hot Tub, Dog Okay! Luxury. Ski

Welcome to your modern mountain oasis, that rare property you stumble upon that’s likely to check almost every box on your list of must-haves along with plenty of extras. Here’s a quick glance at some the highlights: - Minutes from Old Mill District - Close to skiing/hiking/biking, with Bachelor, river, and lakes all nearby. - Spacious Bedrooms, Bathrooms and Modern Stocked Kitchen - 2 person mini hot tub - Fast Wifi + Smart TVs - Board games, Books & more

☆ 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.

"Urban Spruce" - Great peaceful location!!

Newly renovated 1940 Classic! Located just steps away from the center of town and all the shops and restaurants that Bend has to offer. Our home consists of the 2 bedroom "Urban Spruce" and a separate one bedroom lower unit "The Downtowner". Located under a magnificent Blue Spruce tree on a surprisingly quiet street, this combination of location, serenity, and quality of craftsmanship make for an exceptional destination option!