Holiday houses in Gilchrist

Sweet Escape In The Pines

Sweet Escape In The Pines is a cozy mountain cottage vibe, PET FRIENDLY, newly renovated, and centrally-located place. Perfect for ski trips to Mt Bachelor, day of golf at Quail Run, or exploring in Sunriver. This house sits on 1.5 acres, with a fully fenced area for dogs, that backs up to 350 acres of public BLM land for you to explore. Nearby Wickiup reservoir, Paulina lake, Twin lakes and more! This is the perfect home for a getaway with loved ones to explore what Central Oregon has to offer!

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

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub jacuzzi, soaking bathtub, 80" home theater projector, modern amenities, and beautiful forest views. 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, hot springs, Deschutes River, Mt Bachelor ski resort, Cascade Lakes highway, Smith Rock State Park, and Crater Lake National Park.

The Blue House in La Pine | Hot Tub | 2 King Beds

Nestled in the heart of nature, the Blue House offers you a perfect blend of forest charm & modern comforts. You can relax and unwind in the 4-6 person hot tub. Enjoy the soaring, vaulted wall of windows that bring nature to you. This modern, newly constructed 2300 sf. home is centrally located in Oregon to enjoy all that Oregon has to offer; amazing lakes, great food, close to Bend & all outdoor activities. This home features 2 King sized beds, 1 Queen bed & 1 single bed with luxury linens.

| Le Chalet | 1+ acre| Remodeled | Quiet |

Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

A Riverfront Wildlife Sanctuary. Cabin With Views!

No Booking Fees! Perfect for 2. Starlink! Perched on the gentle slopes of The Little Deschutes River! Stay at a Certified National Wildlife Federation Sanctuary. Enjoy 8 acres of protected land & visits from herds of Elk & Deer. Soaring birds & frolicking Otter & busy Beavers. Located perfectly between Bend Oregon & Crater Lake National Park. Framed in Old Growth Ponderosa Pines, you’ll enjoy expansive sky views & private access to the river. Hang out at the swimming hole! Keep Reading 👇

Studio between Bend and Crater Lake on the water

Make some memories at this unique and family-friendly place. In the summer this 12 acre compound has numerous activities to keep you busy. Heated swimming pool, hot tub, tennis and basketball courts, badminton, volleyball bicycles, and lots of water toys…paddle boards, pedal boat, kayaks, and pontoon boats. Winter heated pool and hot tub, large fire pit and seasonal snow. Willamette pass 20 min. Wildlife very abundant, and a working lumber mill across the water. Sunsets are usually gorgeous!

Black Duck Cabin

Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

Rustic-Bohemian Barn in the Woods with Starlink

Nestled between Crater Lake National Park & Bend, our modern, rustic-bohemian barn sits on the outskirts of La Pine, Oregon, tucked within a serene one-acre grove of pine trees. Here in the foothills of the Oregon Cascades, you'll find peaceful days & star-filled nights—an ideal escape for individuals, couples, or small groups looking to explore our volcanic wonderland. The space includes a cozy private backyard, perfect for reading, stargazing under the night sky, or simply unwinding.

Eco cabin near Bend: sauna, spa, king bed, EV plug

If you’re heading to Central Oregon to hike, ski, or explore, our cabin is the perfect spot for you. Tucked away on a quiet acre in Three Rivers, we offer a cozy, eco-friendly basecamp for your adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

Grampie's Cabin

The family created Grampie’s Cabin on 2 acres in Central Oregon, just a few miles from Crescent Lake and a short distance from Willamette Pass Ski Resort. Miles of trails to walk or atv. Our hope is your family/friends will make wonderful memories. We do allow dogs but you must declare them and pay a $25. cleaning fee for the pets. Maximum 2 dogs please and they are NOT allowed on any furniture. Please respect this so we can continue to allow your fur babies.

Ponderosa A-Frame Basecamp | OHV Trails Access

Prime OHV Basecamp Cabin – Ride directly into Deschutes National Forest & miles of trails. Trailer-friendly loop driveway, garage, air compressor & wash hose. Handcrafted wood & stone A-frame with woodstove (free firewood), Traeger BBQ & propane firepit. Comfortably sleeps 6 (max 8). Rent rates are based on number of Guests--Please book for correct number. Up to 2 dogs welcome with $75 per-stay pet fee (automatically added when included on reservation).

Crescent Butte Barndominium with Disc Golf

Take advantage of low Spring prices! Our 2 bed, 2 bath Bardominium is filled with extras including access to the Gilchrist State Forest, private 9 hole disc golf course and a Level 2 EV Charger. Enjoy the view of Diamond Peak, hiking or SxS in the forest right out the door. We are about 45 miles to the N. entrance of Crater Lake. The "Barn" is perfect for 2 couples, or families. Enjoy this upscale country setting.