Holiday rentals in Wallowa County

Troy, Oregon log cabin - not in Enterprise

This Troy, OR log cabin (not in Enterprise) is located due West down Bartlett Road, past the row of mailboxes on your left, and straight forward. The cabin has two bedrooms (one upstairs in the loft), a kitchen, laundry, porch, and outdoor space for tents, games, kids and dogs. Private access to the Wenaha River is behind the cabin. The Grande Ronde River is also a short walk or drive away. There is no restaurant or fuel in Troy. Stay 3+ nights, rate changes to $150/night. Be sure to ask.

Joseph Cottage: Mountain Views, Fireplace, Firepit

Wake up to sweeping Wallowa Mountain views, sip coffee on the sunny deck, and unwind by the fire under star-filled skies. Just 3 blocks from downtown and minutes to Wallowa Lake, this charming cottage is the perfect home base for your Joseph getaway. Designed for comfort and connection, Serendipity Cottage offers a cozy fireplace, a fully equipped kitchen, and a spacious fenced yard—perfect for relaxing after a day of hiking, exploring, or lake adventures. You and your pup will love it here!

Best views at Wallowa Lake- Chalet South

The Wallowa Lake Chalets are situated between Wallowa Lake and the Eagle Cap Wilderness. These Chalets have an open floor plan and were designed to encapsulate the natural surrounding beauty. The decks of the Chalets stand 26 ft above the ground creating some of the most surreal views that can be found anywhere in Wallowa County. The Chalets can be accessed by a ½ mile of rugged gravel road off of Wallowa Lake Hwy. The Chalets are about 8 min. from Joseph, OR. Follow us @wallowa_lake_chalets

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!

Almosta Farm Bungalow near La Grande, Sleeps 4

Enjoy stunning sunsets from your private studio bungalow nestled at the base of Mount Fanny in historic Cove, Oregon. Located 10 miles from Union, Oregon and 15 miles from La Grande, Oregon on the Cove-Union Farm Route. We are near mountain biking and hiking & 30 minutes from Moss Spring Trail head (Minam Lodge). We are an hour away from Anthony Lakes and 90 minutes from Jospeh. The studio will sleep up to 4 people if a second bed is requested. Ask about teacher discount. Gay friendly

Cherry Orchard Cottage

Relax at this brand-new cottage nestled among cherry trees against the Wallowa Mountain range. Enjoy the views of the beautiful Grande Ronde valley as you unwind on the deck watching the sun set. The cottage is located outside the city limits in the cute little town of Cove. Gateway to many outdoor activities, hiking, biking, and skiing. Eastern Oregon University (La Grande) 17 miles, Anthony Lake 47 miles, Wallowa Lake 84 miles, Moss Springs trail head 11 miles (Minam Lodge).

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.

Glamping Tent Outside Joseph, Oregon.

Enjoy the best view on the planet from the deck of your 12 x 17 Montana Canvas tent which sits on a raised wooden platform, made from locally milled pine. You will have everything you need to enjoy your stay. Electric lights and heater, plug in for phone or laptop, Wifi (sometimes signal varies), Fire Pit and wood, Propane burners, well water through RV hose, and covered compost style toilet. Outdoor shower w/ warm water supplied by an on-demand water heater.

#50-A frame cabin with private hot tub/sauna/lake

Our cozy a frame cabin has loads of appeal with large windows facing Wallowa Lake! Enjoy the views from inside or from the deck/sauna/hot tub that all overlook Wallowa Lake! Comfortable, charming, vintage cabin that has been updated and remodeled to have modern conveniences while maintaining the cozy feel of an a frame. A very popular vacation destination at Wallowa Lake! Perfect cabin for a family, friends or for a romantic weekend with your sweetie!

The Ranger’s Office

Welcome to The Ranger's Office - a remodeled Forest Service Cabin from the Historic Ranger District in Union, Oregon! This cabin has been completely restored to provide a comfortable and peaceful stay for our guests. Relax in the private backyard or enjoy a stroll down Main Street. Welcome to Union! 15 minutes to La Grande 50 minutes to Anthony Lakes Ski Resort 15-60 minutes to many trailheads 10 minutes or less to Hot Lake Springs

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!

River Street Escape

Welcome to your ideal Enterprise, Oregon vacation rental—a cheerful and comfortable home base for adventure in Wallowa County. Perfect for families and groups, this cozy getaway offers all the comforts of home while putting you close to hiking, fishing, skiing, and the best of Enterprise and Joseph, Oregon. Relax, recharge, and enjoy easy access to outdoor recreation, local dining, and small-town charm.