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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.

Mattoon House-Quiet*Contemporary*Views*Central*

The best of everything with a stylish, relaxing experience and central location. Walking distance to EUO, Grande Ronde Hospital, clinics, Armory and short drive to downtown. Wildlife in the yard, including elk in the fall, beautifully manicured lawns, views, quiet neighborhood, off-street parking, one block from historic Birnie Park. Two bedrooms, two baths and extra sleeping area. Soak up luxurious amenities after a day of biking, hiking, fishing, hunting, or a few runs at a nearby ski resort.

Tiny House, Hot tub, spacious yard, close to town

Escape for a private, relaxing stay at this unique tiny home in Walla Walla. Close to town, excellent restaurants, and beautiful estate wineries nearby. We are in the county on acreage, in an upscale neighborhood, with mountain views. Large yard, outdoor kitchen, fire pit, sit in the hot tub and watch the stars. Activities: biking, hiking, skiing, art walks, and as always, live activities in town. A master suite is also available to rent, next to the tiny home, if you have friends to join you.

Casa Grosgrain-Gorgeous views, On-Site winery

Sunset Magazine meets Dwell in this dream retreat tucked away in the vineyard! Grosgrain Vineyards welcomes you to enjoy newly completed accommodations located on their winery property with pond, vineyards & mountain vistas. Four King Suites w/ private ensuite & luxury appointments. Kick back with a cup of coffee, a glass of wine or dinner w/ friends & enjoy the tranquility of Walla Walla. Just minutes to numerous wineries and a quick drive to downtown yet feels like you are miles away!

Unique Cabin Oasis •Cozy•Gated•King Bed

Welcome to a bountiful farmstead in the Rocks District- minutes away from wineries in Milton and Walla Walla. You'll enjoy a newly remodeled cabin with a kitchen, bath, dining, and living room. A fully connected vintage family bus is the main sleeping quarters with a king bed and four twin beds.  This local-legend property is unique and private - perfect for families, romantic getaways, stay-cations, and time with cherished friends! Begin planning for your marvelous, memorable stay!

Garden Get Away

Escape to your own private paradise. This one bedroom cottage is surrounded by lush gardens with numerous outdoor seating areas. Its located under one mile from downtown, two parks, and the Grande Ronde River. This private home was lovingly created over a lifetime with many creative decorative touches. Your cooking needs are amply met with conveniences such as a food processor, blender, microwave, drip coffee maker and french press, and outdoor BBQ. Book now for a restful stay.

Northside Getaway ~ Modern ~ Spacious

Relax with the whole family at this stylish North side Getaway! It has plenty of parking and self check in with the keypad. The fully stocked kitchen has all the amenities for cooking, including a coffee bar with complimentary coffees, teas, and hot chocolate. The three bedrooms all have luxury bedding, USB ports, and Roku TVs with streaming options. Enjoy all beautiful Eastern Oregon has to offer and then relax in this cheerful getaway !

Private Guesthouse with indoor pool and hot tub

Come stay in our private Guesthouse located on 2-acres with ample off-street parking and big shade trees. This Guesthouse has a nice landscaped private yard. Relax on the patio with views of the Blue Mountains. Enjoy the indoor pool and brand-new hot tub year-round. Enjoy a pick-up game of basketball on our regulation half-court. Lighted for night play.

Blissful Acres

Nestled in the heart of wine country, we’ve got all you’re looking for in a sweet getaway. From gorgeous views of the mountains, wineries within walking distance, a peaceful country setting, a beautiful backyard space with a hot tub & fire pit, to lots of little thoughtful additions just for you, our guest.