Vacation rentals in Enterprise

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.

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!

Charming cabin! Spacious parking,3 beds, 1 bedroom

This cabin’s convenient location offers the comforts of town and is within walking distance to brewery and down town. It is also only a short drive to Joseph and Wallowa Lake. This clean, cozy environment provides a peaceful place to relax between adventures. Cautiously enjoy the creek in the backyard. Bring the boat, there is plenty of parking. Pet Policy- Thanks to considerate pet parents. Well behaved pet are welcome. Please keep pets off furniture. Please clean up after them outside

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.

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!

Serene Japanese Home with Million $ View in Oregon

Welcome to 'Zen House Kominka,' where historical charm meets modern luxury. Our home features repurposed timbers and beams from traditional Japanese farmhouses, some over 200 years old, preserved to honor Japan's ancient craftsmanship. Enjoy tranquility amidst breathtaking mountain vistas. Zen House Kominka offers a serene escape, connecting you with Japan's rich heritage and northeast Oregon's dynamic natural beauty. Unfortunately, children under 18 are not allowed.

First Street Suites, Main # 12

In the heart of Joseph. Quaint, cozy, apartment type space. One private bedroom with a queen bed, living area, full kitchen w/granite counter tops, you can cook or not, step up to cute bathroom with a granite vanity and shower. Walk around the corner to restaurants, galleries & shops. Walking distance to two beautiful parks, lake is within walking distance as well. You will be pleasantly surprised when you open your door. You will not be disappointed.

Applewood-Charming 3-bedroom cabin at Wallowa Lake

Indulge in a luxurious vacation at this picturesque home, strategically positioned at the south end of Wallowa Lake, a short walk from the resort activities. The idyllic setting offers dual decks, a private hot tub, and an open floor plan tailored for families seeking togetherness. The kitchen enables effortless meal preparation, while the sizable dining area boasts an inspiring view of the deck and surrounding greenery.

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.