House holiday rentals in Sisters

Cozy Mountain Escape: Amazing Views! Hot tub!

Relax in this calm, stylish newer home! The unobstructed mountain views are Jaw-dropping!! Walking distance to all that this amazing town has to offer. Enjoy the mountains and wildlife from the upper and lower decks after a day of exploring. Located in the desirable Pine Meadow Village neighborhood. Includes access to clubhouse, with a seasonal pool and a hot tub. You will take part of the mountain escape experience with you, wherever you go, and the memories you create will last a lifetime!

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.

Sisters Peaceful Countryside Home

Located a quick 6 minutes to Sisters and only 15 minutes to Tumalo/Bend, this beautiful, serene ten acre property is perfect for your relaxing getaway. This hidden gem with spacious living areas and rooms, sleeps 6 guests comfortably, and we have provided 3 twin air mattresses for bigger parties. In the morning, enjoy your cup of coffee on our cozy outdoor living patio surrounded by a big beautiful yard and pond. If you're looking for a peaceful vacation, this is the place for you.

Modern Tollgate Home - HOT TUB | Half Acre Lot

This newly renovated 3 bedroom/2 bathroom home sits on more than a half acre lot in the quaint town of Sisters. When you stay at this Tollgate home you get all of the community amenities with it: community pool, pickle-ball/tennis courts, walking trails, basketball courts, etc. Bring the whole family as we comfortably sleep 6 people and enjoy the hot tub! This is an incredibly well-done high-end modern home that is virtually brand new. We are also a dog friendly home ($100/stay fee).

Curated Comfort | Quiet, Clean, Beautiful Design

Enjoy modern style and convenience in this recently built guest home. Flooded with natural light, this spacious retreat is in a welcoming neighborhood - the perfect place to relax. Enjoy morning coffee on the sunny porch or walk to Larkspur Trail and Pilot Butte State Park. Explore Mt. Bachelor, the Deschutes River, and Smith Rock, all close by. Downtown is just a quick 5-minute drive. Everything you need is nearby, whether it's fine dining, outdoor adventures, or local shopping.

Fallen Snag Lodge next to Smith Rock State Park

One mile from Smith Rock State Park & 30 minutes from Bend, Fallen Snag Lodge will be your very own private nature preserve. A wrap around deck faces the Marsupial rock formations & Crooked river, with lounge chairs set to view hawks, turkey vultures & eagles during the day & for stargazing at night. Ideal for couples or a family wanting to get away from it all in a beautifully appointed, comfortable lodge set in central Oregon's magnificent high desert landscape.

Cozy Cottage | Hot Tub | Pet Friendly | Fenced

Get ready to enjoy all that the beautiful town of Sisters has to offer from this tasteful retreat. Here you will find yourself in a quiet neighborhood surrounded by majestic old growth ponderosa pines. Relax and enjoy the tasteful craftsmanship of the home and walk to Sisters for an evening on the town. Finish the day right with a soak in the hot tub! The side yard fence is perfect for your furry friends. Before you leave you’ll be planning your return trip!

Smith Rock Hideout - Cascade mountain views

Just 8 minutes to Smith Rock, the Hideout is a cozy retreat for climbers, hikers, trail runners, digital nomads, and anyone wanting to relax and explore the beauty of Central Oregon. Take in the views of the Cascade mountains and farmland beyond while relaxing on the covered porch. The Hideout is my personal retreat. While away, I’m happy to share it with outdoor enthusiasts who enjoy creature comforts after a day of getting after it outdoors.

Sisters Home Upper - One bedroom/One bath -

New and modern, bright and cheery, all you need for comfortable lodging with short walk to downtown with plenty of parking. If you plan to be out and about most of the time you are visiting Sisters, this place is perfect and comfortable for up to 5 people. Park the car, close to everything in Sisters! Walk to town for coffee, dinner, and shopping. This is one of two suites available, also available Sisters Home Lower Two dog max.