Family-friendly vacation rentals in Wallowa County

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!

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

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!

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.

Cheerful 4 bedroom farmhouse with fire pit

Jones Farmhouse is located on a working farm that has been in our family for 40 years. Comfy and spacious this unique listing will give you great family trip memories. The front deck mountain views are hard to beat, and will create cozy and fun times. Jones Farmhouse is located 3 miles from Enterprise and 3 miles from Joseph on a quiet country road. Backyard venue available for up to 100 people for additional cost. {Weddings possible) Please private message for details.

Troy, Oregon log cabin - not in Enterprise

My Troy, Oregon log cabin (not in Enterprise), has two bedrooms (one in the loft), a kitchen, laundry, porch, and outdoor space for tents, games, kids and dogs. Private access to the Wenaha River around behind the cabin. The Grande Ronde river is a short walk away. Morels and wildflowers in May. Floating in June & July. Huckleberries in July/Aug. Fishing year-round, Steelhead season begins Sept 1. Stay 3+ nights, rate changes to $150/night. Just ask.

The Ranger’s House

This historic Ranger Station has been remodeled to be the perfect get away cabin, plus we are ADA friendly. Whether you are visiting friends or family or traveling for an event, we have a spacious and comfortable home where you can enjoy the peaceful back yard or explore historic Union. 15 minutes from Eastern Oregon University 50 minutes to Anthony Lakes Resort Many trailheads within 15-60 minutes 10 min to Hot Lake Hot Springs.

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 great 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.

The Low Key Cabin

This beautiful cabin was built in 2009 with 640 sq.ft on one-level; living room with vaulted ceilings, kitchen, bedroom with a very comfortable queen size bed and a bathroom with a shower. It has a private deck in a shared back yard. Located on Alder Slope, about three miles from Enterprise and five miles from Joseph, with great views of the Wallowa Mountains.

Warm Creek Cottage

Fully remodeled this cute studio cottage sits on a quiet 20 acres in the country. Unobstructed, stunning views, ponds to stroll around and great quiet roadways to walk or bike. Located just outside of Cove you can expect to see wildlife a plenty. Disconnect from the world and connect with loved ones. Price includes local occupancy tax.

Bunkhouse on a ranch

Our classic bunkhouse is crafted with locally harvested woods, heated with a wood burning stove and set on our magical 800 acre working ranch. Breath deep while enjoying the birds, deer and elk from the front porch, and say hello to the horses, cows, sheep, chickens and other residents of our ranch.