Holiday rentals in Wallowa County

Mountain Lake Retreat w/ Deck and Spa

Escape to a one-of-a-kind lakeview retreat in beautiful Joseph, Oregon—perfect for families, outdoor lovers, and anyone looking to unwind in nature. Tucked away on private, forested acreage with direct access to hiking trials, this charming home offers stunning views of Wallowa Lake and the surrounding mountains, creating a peaceful setting that feels worlds away from the everyday. Originally designed by an architect in the 1950s for the family that owned the Wallowa Lake Lodge and established the State Park, this unique property, Vesper’s Lakeview, blends timeless character with modern comfort. This piece of history is newly available as a vacation rental. It offers a rare opportunity to stay on the quieter east side of the lake—where you’ll enjoy close proximity to south lake attractions but the fewest neighbors, longer daylight hours and unforgettable sunset views over the water and Chief Joseph Mountain. Inside, Vesper’s Lakeview is a time capsule, featuring a retro warm and inviting living space with a cozy wood-burning fireplace—perfect after a day of exploring, hiking, or skiing nearby. The fully equipped kitchen makes it easy to prepare meals at home, while high-speed fiber internet keeps you connected when needed. Large windows bring in natural light, capture sunsets over the lake, and showcase the surrounding scenery, making the outdoors feel like part of the experience. Step outside onto the spacious south-facing deck and take in panoramic lake and mountain views. Wildlife sightings are common here—keep an eye out for deer, foxes, and even eagles soaring overhead. The property also includes its own private network of hiking trails including direct access to the East Moraine right from the backyard, giving you private access to one of the area’s most scenic landscapes. After a long day of hiking, climb into the new hot tub and soak up the nature all around you. This dog-friendly home features a fenced yard and dog door, so your furry companions can enjoy the adventure too. With easy access to Wallowa Lake, nearby trails, and local attractions, you’re just minutes from the marina, state park, tramway, and the charming town of Joseph—known for its festivals, art scene, and small-town charm. Walk to all the south lake attractions such as the tramway, mini-golf and go-karts, while being able to retreat from the summer crowds at home with few neighbors. Whether you're here for outdoor adventure or a quiet lakeside escape, this home offers the perfect base to experience the natural beauty of the Wallowa Valley. Quick Highlights: - Four person hot tub - Spacious 500 sq ft south-facing deck - Lake views with east-side sunset exposure (maximum daylight) - Private access to East Moraine hiking trails - Dog-friendly with fenced yard & dog door (see pet fee below) - Wood-burning fireplace - Fully equipped kitchen - Three burner BBQ - High-speed fiber WiFi - Privacy: only neighbor is over 300' away (unlike any other lake rental) - House is naturally cooled with cross-ventilation, cooling tower from basement chimney, and tree coverage. - Small boat parking available in driveway - Wildlife sightings (deer, foxes, eagles, owls) - Minutes to lake, marina, state park & tramway We have a pet fee. All 3rd-party booking channels prompt you to enter a pet as a guest when searching. If you do not register your dog during the booking process, you will be charged an additional fee and may have your reservation cancelled. Guests must be 21 years or older to book. Max parking of 4 cars (includes trailers/boats). Follow us @vesperslakeview

Great Views and Bright, Clean Home in Enterprise!

Incredible view of the valley from our cozy and stylishly updated home in Enterprise! Rest well in new memory foam beds and enjoy your morning coffee from the beautiful window seat. Our home is located in a quiet Enterprise neighborhood, allowing guests to bask in the slow comfort of small-town life. We have Roku TV, high-speed Wi-Fi, and ample parking space. Terminal Gravity Brewing and grocery shopping are a short walk. Our space is off the beaten tourist path, but close enough to everything.

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.

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

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 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!

➗Hideaway

You will be staying on a working ranch with 750 square feet of your own private space. This space is great for a getaway that includes up to six people. It includes two bedrooms, private bath, and open space with futon. The kitchen space is limited. You will have your own entrance and outdoor space allowing you a place to hang out while enjoying the million-dollar view with no extra charge! Our family has been in Wallowa County since 1876 and you will soon see why we are here.

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).

Log cabin in Troy, OR (not in Enterprise)

This Troy, OR real 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 or drive away. There is no restaurant or fuel available for purchase in Troy.

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.