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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!

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

Creekside, Great Views, In Heart of Downtown

The Red Horse Retreat in downtown Joseph was once a a local's favorite cafe and coffee shop that has since been transformed into a bright and charming vacation home in the heart of downtown Joseph. The Red Horse now features two large living areas, expansive decks next to the creek with great views of the Wallowa Mountains , an "almost full" kitchen, and sleeping for six guests with a king, queen and double bed. You'll love the bright spaces, the charming touches, and the awesome location.

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

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.

Charming Cabin - Hot Tub - View

Enjoy our private mountain, spring fed waters, state of the art cabin, with deck overlooking the river and Eagle Cap wilderness. The hot tub, with no light pollution or neighbors, is amazing at night. Wildlife galore on this 120 acre property. Wood stove, firepit, heaters on the deck, grill/smoker, the works! Master bedroom has one of the most comfortable beds you'll ever sleep in. Guest bedroom has two queen bunk beds along with an adjustable work desk. High speed Starlink Internet WIFI.

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).

Glamping Tent Outside Joseph, Oregon.

Enjoy the best view on the planet from the deck of your 12 x 17 Montana Canvas tent which sits on a raised wooden platform, made from locally milled pine. You will have everything you need to enjoy your stay. Electric lights and heater, plug in for phone or laptop, Wifi (sometimes signal varies), Fire Pit and wood, Propane burners, well water through RV hose, and covered compost style toilet. Outdoor shower w/ warm water supplied by an on-demand water heater.

Enterprise Guest House

Centrally located in downtown Enterprise & 7 scenic miles to Wallowa Lake, this historic gem boasts three upstairs guest rooms, each with en suite bathrooms. Large kitchen is great for group meals and morning coffee. Cozy up in the sunny dining room or living room and play a few tunes on the piano. Stone’s throw to coffee, groceries, pubs and live music. Pendleton bedding, organic cotton sheets, and new gel memory foam mattresses make for a great night’s sleep.

#50-A frame cabin with private hot tub/sauna/lake

Our cozy a frame cabin has loads of appeal with large windows facing Wallowa Lake! Enjoy the views from inside or from the deck/sauna/hot tub that all overlook Wallowa Lake! Comfortable, charming, vintage cabin that has been updated and remodeled to have modern conveniences while maintaining the cozy feel of an a frame. A very popular vacation destination at Wallowa Lake! Perfect cabin for a family, friends or for a romantic weekend with your sweetie!

Secluded Farmhouse with Stunning Mountain Views

Experience the ultimate getaway at our tranquil farm retreat nestled between Joseph and Enterprise. Enjoy breathtaking mountain views, modern amenities, and cozy interiors perfect for couples or duos. Highlights include a fully equipped kitchen, private location, and the joy of feeding our friendly alpacas and goats. Perfect for nature lovers seeking peace or adventure. Come, stay and create unforgettable memories!

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.