Family-friendly vacation rentals in Jefferson County

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Top-rated family-friendly rentals in Jefferson County

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Guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 859 reviews

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Superhost

Cabin in Camp Sherman

4.88 out of 5 average rating, 17 reviews

Metolius River Resort Cabin 10 Luxurious cabin on

Nestled on the banks of the Metolius River, cabin ten offers the most secluded location at the resort. Enjoy the private deck with a lovely view of the river or relax in the casual elegance of hickory, local natural pine, and rich leather furnishings. After a day of uncomplicated cabin life, you will feel the stress begin to melt away. You will find plenty of options to compliment your quiet cabin evenings. A 42” flat screen HD satellite TV, Blu-ray player, new Bose wave music system with iPod

Guest favorite

Cottage in Terrebonne

4.91 out of 5 average rating, 285 reviews

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!

Guest favorite

Farm stay in Prineville

4.93 out of 5 average rating, 385 reviews

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.

Superhost

Cabin in Camp Sherman

4.89 out of 5 average rating, 18 reviews

Metolius River Resort Cabin 3 Luxurious cabin on

The fine local art, cork floors, corian countertops, new living room furniture, knotty pine interior, and most importantly – the breathtaking river view – will make your stay in cabin three the complete Metolius River cabin experience. Let your stress melt away as you cuddle up in front of the river-stone fireplace or soak up the morning sun on the deck. The unique layout and amenities of Cabin Three accommodates families and couples especially well. The spacious loft upstairs features king

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Cabin in Camp Sherman

4.78 out of 5 average rating, 9 reviews

Metolius River Resort Cabin 1 Luxurious cabin on

This spacious Camp Sherman cabin offers all the amenities of home in a truly scenic setting near the Metolius River. You'll have a large deck for outdoor relaxing, a charcoal grill for BBQs, and a cozy fireplace inside. Located in Camp Sherman, this home is part of the charming Metolius River Resort community in the Deschutes National Forest. There's a small general store, as well as a restaurant nearby (as well as 11 other cabins), plus more stores, restaurants, and amenities in the lovely

Guest favorite

Cabin in Camp Sherman

5 out of 5 average rating, 10 reviews

Metolius River Resort Cabin 9 Luxurious cabin on

Enjoy a quiet and picture-perfect cabin experience while relaxing in style. From the fresh, new carpet to the furnishings, granite countertops, stainless steel appliances, new beds, and original oil paintings throughout, our recently renovated cabin offers an uncommon level of luxury and sophistication. A state of the art flat screen television, DVD player, and easy-to-use stereo system offer several options for how to spend your Metolius River vacation when you choose to stay inside and

Superhost

Cabin in Camp Sherman

5 out of 5 average rating, 4 reviews

Metolius River Resort Cabin 6 Luxurious cabin on

With views of the Metolius River from the living room, dining area, and loft, cabin six offers an unmatched sense of tranquility and relaxation only nature can provide. With plenty of space for a comfortable and orderly cabin life, there is no need to live out of suitcases in cabin six. The loft features a queen bed and love seat positioned to take advantage of the views. The downstairs bedroom also offers a pull couch for relaxation which is convertible to a uniquely comfortable

Guest favorite

Cabin in Terrebonne

4.98 out of 5 average rating, 294 reviews

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.

Guest favorite

Home in Terrebonne

4.96 out of 5 average rating, 431 reviews

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 mine and I live on site with my daughters family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering or checking the NEW spa. We are open for a 2 night minimum. Checkout time is strict to allow for cleaning and sanitizing.

Guest favorite

Campsite in Camp Sherman

4.9 out of 5 average rating, 10 reviews

The Property - A Unique Campsite at Camp Sherman

The Property is an amazing camping retreat on 3 acres in central Oregon near the Metolius River - perfect for summer sun, mountain air, and some of the most pristine & beautiful rivers & lakes for nature enthusiasts & anglers alike. Bring your family and friends and your RV, tent, or hammock to enjoy this one-of-a-kind outdoor paradise.