Vacation rentals in Wallowa

Trailside! The Owl’s Nest at Mt Emily Rec Area

3 bedroom (6 beds) cabin tucked in the woods next to Mount Emily Recreation Area (3,700 acres of recreation and miles of free trails) - just minutes from town. Enjoy hiking, biking, and skiing right out the front door. Host a dinner party in the large kitchen, or cook on the BBQ under the covered deck while your dogs play in the fenced yard. Finish your day cozied up next to the wood stove while the kids enjoy a movie in the bunk room. Dedicated workspace, and very fast Starlink internet onsite.

Location · Value · Quiet

Serene Japanese Home with Million $ View in Oregon

Featured in The New York Times. One of only a few authentic 100-year-old Japanese farmhouses (kominka) outside Japan. It's constructed with original timbers, some more than 200 years old, carefully preserved to honor Japan’s ancient craftsmanship. Comparable ones, like the Shoya House at The Huntington Library in CA, exist as museums. Here, you can live in one. Enjoy Japan’s rich architectural heritage and the dynamic natural beauty of Northeast Oregon. Please note: Guests must be 18 or older.

Location · Value · Sleep quality

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

Value · Family · Heating

Serendipity Cottage | Mtn Views + Walk to Downtown

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!

Family · Value · Check-in

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

Value · Location · Decor

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!

Value · Location · Walkability

The Aspen

A unique stay in the heart of Downtown Joseph, conveniently located behind Arrowhead Chocolates, Coffee & Tea cafe. Walking distance to all the local shops and restaurants, and only 2 miles to beautiful Wallowa Lake. Our cozy space is pet friendly, with a $45 pet fee, is equipped with high-speed WiFi, kitchenette, propane fireplace, and air-conditioning. Let this cozy location be your home base for adventuring in the Eagle Caps, fishing, hiking, and exploring the stunning town of Joseph.

Family · Value · Access

#52-Wallowa Lakefront beautiful home w/lake access

Wallowa Lake is one of our favorite places to vacation with our kids and grandkids! We’ve spent countless valuable hours here and we are excited to share our favorite place with you and your family! Our home is comfortable for people of all ages. We bring our parents here and love that they have complete enjoyment of the full space inside and outside. They can sit on the deck & enjoy the family playing in the lake and get to be a part of the memories our kids and grandkids are making!

Family · Location · Bathroom

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 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!

Value · Location · Heating

Log cabin in Troy, OR (not in Enterprise)

$200 per night for the month of September '26. changes to $300 per night October, November. This Troy, OR log cabin (not in Enterprise) is located West down Bartlett Road, past the row of mailboxes on your left, and 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 away.

Location · Family · Sleep quality

#85-Gorgeous! Wallowa Lk-private dock & hot tub!

**fall of 2025 there will be construction next door. Beautiful new construction home with massive windows overlooking Wallowa Lake! Enjoy a private boat dock and your own private hot tub! Sit on the deck overlooking Wallowa Lake with it’s gorgeous glass panel railing leaving nothing to the imagination! What better way to spend a vacation than in or on the water! Every detail has been thought out to make this a vacation you won't forget!

Location · Family · View

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.

Value · Location · Bathroom