Family-friendly holiday rentals in Wallowa County

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

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.

Chic Condo: Style, Comfort & Nature Near Downtown

This stylish, pet-friendly condo is the perfect base to explore Joseph, Wallowa Lake, and the Eagle Caps. Guests love the short walk to the lake, the fully equipped kitchen (blender and coffee options included!), and the cozy, clean space. We are known for being responsive and providing great local tips. Whether you're hiking, visiting family, or attending a wedding, you'll find everything you need here. 🚗 2 Min Drive to Downtown Joseph 🚶‍♂️ 17 Min Walk to Wallowa Lake

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. Please private message for details.

The Cottage at Union Meadows

Enjoy a charming, cozy cottage in the quaint rural community of Union, Oregon. Perfect for a vacation at Anthony Lakes Ski Resort, mountain and river adventures, and a great stop for your road trip - whether on bike (motor or pedal), auto, or truck and trailer - yes we offer horse boarding! Buffalo Peak golf course - a little-known gem in the Pacific Northwest - is just a shot away and you need a place to stay!

Blue Mountain Getaway

Relax with the whole family at this cozy 2 bedroom home. Everything you need for a peaceful getaway is provided. Kid friendly with a fenced back yard and quiet neighbors. Small breed dogs allowed - please check with us for larger breeds before booking. Sleeping accommodations include: Queen bed, Twin/Full bunk bed, Rollaway bed, a couch, a queen size air mattress, and a futon.

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.