Holiday rentals in Wallowa County

Great Views and Bright, Clean Home in Enterprise!

Incredible view of the valley from our cozy and stylishly updated home in Enterprise! Rest well in new memory foam beds and enjoy your morning coffee from the beautiful window seat. Our home is located in a quiet Enterprise neighborhood, allowing guests to bask in the slow comfort of small-town life. We have Roku TV, high-speed Wi-Fi, and ample parking space. Terminal Gravity Brewing and grocery shopping are a short walk. Our space is off the beaten tourist path, but close enough to everything.

Heart of Joseph. Very Private and Cozy.

This amazing Suite is very private with all the COZY amenities that makes it a home. Summer 3 nights minimum. Get a great night sleep in the new King size luxury bed in Master Bedroom, unpack stay awhile, Wardrobe closet can accommodate cloths to hang or fold . Living room converts instantly into a second sleeping room & dresser with a comfortable queen murphy bed already made with super soft sheets and comforter. After Check-in 3 % Joseph, 5% Wallowa County Lodging tax, Airbnb request sent.

Ruby Pines Vacation Yurt

Cozy yurt off the beaten path yet close to beautiful Wallowa Lake, the charming town of Joseph, and all the beauty the surrounding Wallowa Mountains have to offer. We are nestled in the pine forests about 5 miles from the towns of Joseph and Enterprise. This space is ideal for a peaceful getaway for a couple, a few friends, or a family with small children. The yurt shares a driveway with the hosts’ primary residence. Please respect the neighborhood and house rules and enjoy your stay!

The Park Street Farm-ette

Quaint private studio with patio. Walking distance to downtown Enterprise as well as Ant Flat 'scenic area.' Homeowners have 25 laying hens, rabbits and garden. Private entrance, driveway parking and patio with dining area. Enjoy morning coffee with the early sun, or evening drinks in the shade. Coffee, lunch, and dinner less than 10 minutes walk away, and about 10 miles from Wallowa Lake. We invite you to come stay in our cute country studio and enjoy the perks of slower, rural life!

Creekside, Great Views, In Heart of Downtown

The Red Horse Retreat in downtown Joseph was once a a local's favorite cafe and coffee shop that has since been transformed into a bright and charming vacation home in the heart of downtown Joseph. The Red Horse now features two large living areas, expansive decks next to the creek with great views of the Wallowa Mountains , an "almost full" kitchen, and sleeping for six guests with a king, queen and double bed. You'll love the bright spaces, the charming touches, and the awesome location.

Quiet Clean Home in the Heart of Enterprise

Nestled in a quiet neighborhood this clean 1 bedroom duplex unit provides the perfect home base for your Wallowa County adventures. You'll have complete privacy with all the amenities needed for a short or extended stay. We provide high quality linens, comfortable furniture and walls adorned with local artwork. There have been many upgrades to this retro apartment including a complete kitchen remodel in Spring of 2023. The 2 bedroom unit next door is also available to rent as an Airbnb.

Troy, Oregon log cabin

This Troy, Oregon log cabin (not in Enterprise) has two bedrooms (one in the loft), a kitchen, porch, and a large outdoor space for games, kids and dogs. Private access to the Wenaha River is a short walk behind the cabin. The Grande Ronde River is a short walk down the lane. Morels and wildflowers in May. Floating in June & July. Huckleberries in July/Aug. Steelhead begins Sept 1. Hunting Oct, etc. And, free parking. Stay 3+ nights, rate changes to $150/night. Just ask.

Serene Japanese Home with Million $ View in Oregon

Welcome to 'Zen House Kominka,' where historical charm meets modern luxury. Our home features repurposed timbers and beams from traditional Japanese farmhouses, some over 200 years old, preserved to honor Japan's ancient craftsmanship. Enjoy tranquility amidst breathtaking mountain vistas. Zen House Kominka offers a serene escape, connecting you with Japan's rich heritage and northeast Oregon's dynamic natural beauty. Unfortunately, children under 18 are not allowed.

Secluded Farmhouse with Stunning Mountain Views

Experience the ultimate getaway at our tranquil farm retreat nestled between Joseph and Enterprise. Enjoy breathtaking mountain views, modern amenities, and cozy interiors perfect for couples or duos. Highlights include a fully equipped kitchen, private location, and the joy of feeding our friendly alpacas and goats. Perfect for nature lovers seeking peace or adventure. Come, stay and create unforgettable memories!