Vacation rentals in Enterprise

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.

Charming cabin! Spacious parking,3 beds, 1 bedroom

This cabin’s convenient location offers the comforts of town and is within walking distance to Terminal Gravity Brewery. 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

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 new 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. After Check-in 3 % Joseph, 5% Wallowa County Lodging tax, Airbnb request sent.

Charming BoHo Tiny Home w/ MEGA Mt Views!

Experience our darling custom built tiny home w/ HUGE mountain views in a private setting close to the Joseph airport and walkable to the town of Joseph. With its mt vistas & easy access you won’t want to leave. Sunsets & night stargazing are amazing too! Carefully curated, our home is fully equipped with everything you need, including spa quality linens & fully equipped kitchen. It boasts original art pieces, big windows & plenty of sunshine along w/ fun, bright & cheery furnishings.

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!

River access-cute knotty pine home @ Wallowa Lake

Close enough to walk to the resort activities at Wallowa Lake but not right in the middle of everything making this the perfect place for relaxation and privacy! Even though the Wallowa River is in earshot of the cabin, there is an area of natural grass giving the impression of a barrier which is perfect for those more timid littles to want to stay in the yard until you are ready to take them to the water. Cozy lil cabin meets all the needs of a little cabin in the woods vacation!

All New! Remodeled Tiny Cabin in Downtown Joseph

EVERYTHING IS NEW! From the fixtures to the furnishings, everything inside this tiny log cabin is new, stylish, and completely cozy. You'll love the amazing mountain views, cozy fireplace, gorgeous furniture, and being steps from the best restaurants, shops, and galleries in downtown Joseph. The McCully Cabin was originally built and housed on a historic ranch. Recently relocated to its current location in downtown Joseph, it was completely remodeled in 2025 and is waiting to host you.

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.

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.