Pet-friendly holiday rentals in Jefferson County

Quiet central Oregon desert retreat with a view!

Bright and cheery cottage on five acres with a view! Bathrooms completely renovated in 2019 with tile and modern barn decor. Premium linens and duvets. Fully stocked kitchen with Nespresso machine. Gas BBQ on the deck! Relax in this extraordinary high desert setting or hike right out your front door. Located in a rural area 50 minutes north of Bend, between the Deschutes and Crooked Rivers, you will have access to climbing, fishing, kayaking. Come visit the craft breweries in nearby Redmond!

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

With 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Dark sky certified. Amazing view of the Milky Way and stars. Scenic meadows, managed forest lands, and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting with horses, cows and dogs. Guests are welcomed and encouraged to enjoy the whole property. Many hiking areas and views to explore. Usual snowy winters make great fun for cc skiing and snow shoeing.

Ochoco guest cabin!

Take it easy at this unique and tranquil getaway. Located 1 mile from the Ochoco National Forest, this superior craftsmanship cabin is sure to accommodate to all your vacation needs from hunting to exploring. Located on the Crooked River, Prineville is a combination of fascinating history and scenic pristine outdoors with a variety of recreational opportunities including rockhounding, fishing, hiking, boating and much more. Please reach out with any request. Meal options also available.

Canyon House, Crooked River Ranch

Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

Steelhead Falls Log Cabin

Enjoy a restful time in our waterfront log cabin along the Deschutes River. Location is perfect for watching wildlife, fly fishing, quiet relaxation, and has easy access to hiking and rock climbing at Smith Rock and Lake Billy Chinook. Steelhead Falls is a a short hike away. Bend and Sisters are near. Unfortunately, we cannot accommodate even small weddings. We recommend access to AWD vehicle with either chains or snow tires in winter. Dog friendly- sorry, no cats.

Classic Cozy Cabin with Awe-inspiring Views

Come enjoy rustic relaxation in our Classic Cozy Cabin. It's 208sq ft of cozy comfort in the breathtaking Crooked River Gorge. The private cabin is equipped with a private bathroom, kitchenette, wifi, cable TV, private deck, and just enough leg room to rest, relax and unwind after a day of adventure in beautiful Central Oregon! And the cabin is pet friendly! (Pet fee required, max 2 pets). It's a great place to kick off your boots and stay awhile!

Luxury Cabin - 3 Bedroom / 2 Bath

Envision opulent comfort & rustic charm rolled into a pretty pine-paneled package. Our luxury cabins are designed to bring the outside in with huge windows & exquisite natural touches throughout. Dreamy, right? Every luxury cabin features: • Three Bedrooms • Fireplace or Woodstove • Full Kitchen with High-end Appliances • Huge Decks, Outdoor Seating & Propane BBQs • Large Windows with Expansive Views • Luxury Cabins 9 & 20 are Pet Friendly

L&T Chinook Properties

Relax in this quiet little hideaway. 2 buildings included. Spacious 2 bedroom house located 5 min from Cove Palisades State Park. The other building is an outdoor living space (no ac) which provides a kitchen, bathroom, grill, outdoor patio , fire pit, and ton of space with extra sleeping. It’s a quiet little community on the edge of the state park that provides Mountain View’s for days.

All Mountain View’s Retreat

Beautiful A frame style home with lots of natural light. Views of Mt Jefferson and the Sisters Mountain Range. Park like setting with privacy. Large deck with BBQ, propane fire pit, patio furniture and picnic table. Large fenced yard and plenty of parking. Near Smith Rock, Bend, Lake Billy Chinook, Maragas Winery, Alpaca petting farm and many other tourist attractions.