Holiday rentals with a patio in Black Butte Ranch

Cozy A-frame nestled in the Tall Pines of Tollgate

Relax with the whole family at this peaceful cabin in the woods. 'Your Sisters Cabin' is located 3 miles from Downtown Sisters, 20 minutes to Hoodoo ski area and 10 minutes from Black Butte Ranch. We've geared the spaces towards fun and relaxation for the whole family! Well curated amenities will help your family enjoy all that the Sisters area has to offer. From an easy to use propane stove to a beautiful backyard retreat, fully stocked kitchen, family recreation gear and comfortable beds.

Pointe of Blessing with hot tub and canyon views

Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

Modern Mountain Cabin Close to Town (HOT TUB!)

Come enjoy this beautiful home filled with tons of natural light, skylights, a cozy fireplace and a highly functional open floor plan. The backyard features a newly built deck and outdoor dining, BBQ, patio loungers, fire pit and HOT TUB! All the benefits of a quiet neighborhood while being just a 5 - 10 minute walk from the heart of downtown Sisters and a short drive to endless hikes and running trails, beautiful lakes and rivers, skiing, rock climbing, mountain biking and so much more.

A-Frame cabin • hot tub | near Bend | Crater Lake

This cozy, unique, and modern A-frame cabin is settled in a private community within the Deschutes National Forest. Relax here with over an acre of wooded pines, new hot tub, modern amenities, and beautiful view out back. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, Deschutes River, Mt Bachelor ski resort, cascade lakes, hot springs, Smith Rock State Park, and Crater Lake National Park.

Modern lofted guest house

Enjoy our recently completed lofted guest house. Just 3.7 miles from smith rocks and walking distance to Terrebonne restaurants, coffee and local grocery store. Centrally located, 15 min to the airport and just a 30 min drive to Bend. Our guest house has a fully stocked kitchenette ( NO OVEN) with a toaster oven/air fryer, and an induction cook top. Sit back and relax outside in the Adirondack chairs while drinking a Nespresso coffee. Wifi is provided as well as a Roku T.V and DVD.

Modern high-end home, walk downtown

This fantastic modern home is in the sweet spot of Bend...just next door to the Deschutes River, Downtown Bend, parks, restaurants and dining, nightlife, and family-friendly activities. You'll love our home because of the amazing location, the mid-century inspired ambiance, the high ceilings, the people, and the local views. We are the perfect centrally located home for any Bend adventure. Our place is great for couples and solo adventurers. This is not a party house. Sorry no pets.

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.

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly

This 2 bedroom Northwest themed A-Frame is the perfect destination for your couples retreat or small family vacation! It is situated on a super peaceful 4.5 acre lot and is only a 7 minute drive to Downtown Sisters. Our cabin sleeps 4 people comfortably in the 2 upstairs bedrooms, has 2 full bathrooms, a stocked kitchen, and a private back patio featuring our brand new hot tub. This is a dog friendly home so you are more than welcome to let your furry friend tag along!

XL Hot Tub, Dog Friendly, EV Charger, Fenced Yard

Come explore all that Central Oregon has to offer and relax in this beautiful, family friendly home. This home has modern touches to make your stay comfortable, and easy: EV charger, Large Hot Tub, and fully stocked kitchen. The property is fully fenced for your furry friends to enjoy their stay as well, and it is only 100 yards away from National Forest for easy access. Although the wood stove is for aesthetic looks only, this home exudes cozy and comfortable vibes.