Holiday 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!

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

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.

Modern, Stylish Condo Near W. Lake & DTWN Joseph

🌲 Welcome to Moccasin Lake! 🌲 This cozy, pet-friendly 2BR condo is your perfect home base in Joseph, Oregon! 🐾 Located just minutes from downtown 🏙️ and Wallowa Lake 🌊, you’ll have quick access to hiking trails, local eats, and more! 🍽️ After a day of adventure, kick back in the comfy lounge 🛋️, whip up something delicious in the fully stocked kitchen 🍳, and enjoy speedy WiFi for your streaming or remote work needs. Oh, and keep an eye out for the friendly deer visitors! 🦌✨

Stunning Log Cabin Tucked in the Pines

Treefort is a fresh & modern, two story log cabin nestled in the mountainside amongst trees. A babbling brook runs alongside the cabin & wildlife is abundant. Treefort is located in the best location at Wallowa Lake & is in easy walking distance to the lake, gondola, Wallowa Lake State Park & shopping, dining and entertainment. Perfect for four guests or cozy for six. The cabin stays cool in the summer and is snuggy warm in the winter --a wonderful basecamp for your vacation.

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.

Troy, OR log cabin - not in Enterprise, OR

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. Please note: there is no restaurant or bar in Troy as of 4/30/26. Stay 3+ nights, rate changes to $150/night. Just ask.

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.