Holiday rentals in Waitsburg

Little Green House

Artistic and eccentric this home has been carefully curated with the owner's private art collection featuring family artists, prized pieces, and treasures collected from travels and a life well lived. Find sanctuary in the "secret garden" or enjoy yourself year round on the enclosed and expansive deck. Poets, writers, or anyone looking for refuge from the hustle and bustle will love this charming bungalow conveniently located just blocks from downtown , Whitman campus, and local watering holes.

Private Apartment at the Q Corral

Welcome to the Q-Corral, located in the heart of wine country! We are located within a short drive of 5 wineries and can arrange tours to any others you wish to visit. Our apartment is a 1BD 1BA with a full kitchen, spacious deck, and private entrance. There is also an 220W EV charger upon request. During your stay, we welcome you to experience the "farm life" and interact with the many animals we have on the property. This can include collecting your own eggs for breakfast from our chickens!

Wine Country Mountain Cabin Retreat up Mill Creek

If you are looking for a unique and quintessential Airbnb experience, you have found it! This cabin is a very private retreat for a romantic get-away, a gathering with friends, or for a special occasion. You will enjoy views of the surrounding pine forest in a tasteful, modern, and updated cabin with every amenity. Drive just minutes to the restaurants and wine tasting attractions in Walla Walla, or stay home and cook, barbecue, enjoy one of three outside decks, or take a walk in the woods.

Rustic Cowboy Bunkhouse on Pedersen Family Ranch

Enjoy wide open spaces, starry nights and quiet, fresh country air? Our 2 bedroom bunkhouse has private parking and access to our own park and playground and boasts it’s own cowboy double shower. Chillax on the covered porch on cool nights or warm afternoons. Star-gaze the Milky Way w/o city glare. Hike or bike without traffic to the tops of the hills for spectacular sun rises/sets. A/C and Starlink WiFi. Free farm tour on foot available! Come unwind by the fire pit and enjoy the quiet.

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.

Mill Creek Ranch, Family/Couples Retreat-3 bd,

Welcome to The Lane Ranch, your home away from home. Perfect for your family vacation, girls' or guys' getaways, and informal gatherings. Secluded and quiet, this 1-story home is only 1 mile from the airport and wineries and ~4 miles from downtown. Enjoy the picturesque beauty of the 13.5-acre ranch, situated right by a little creek. Walking trails and Rooks Park are close by! Up the road is Klickers, local produce, and an antique store, where you can buy fruits, vegetables, and souvenirs!

Highland Hideout

Romantic getaway in the heart of wine country! Kick back and relax in this serene, stylish space—a beautifully furnished one-bedroom apartment featuring a queen-size bed and two flat-screen TVs with Roku. In a quiet neighborhood with dedicated parking near entrance. Self-check in with the code sent on the day of arrival. Private patio area with table and chairs. The two-person spa is an ideal spot to unwind and take in the view. EV charger for free use. Small, well-behaved dogs welcome.

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!

"La Casita" Cabin Retreat on Historic Farm

Find peace and serenity on the S Fork Coppei Creek. Disengage from life's stresses while surrounded by wheat fields, a meandering creek, a cacophony of birds, crickets, frogs, and beautiful nature in this special canyon. Perhaps you'll be lucky to witness grazing turkeys or feeding deer. Spend time in Jim's Park or stroll through the pasture along the timber lined hillside. Check out the hiking trails which rise above the homestead and see how experiencing nature is time well spent.

Hideaway Tent with Pool and Hot Tub

It is a Colorado Yurt Company luxury tent - experience comfort and privacy. Located on 2-acres with ample off-street parking and big shade trees. Relax on the covered patio and enjoy a starry night. Custom, handmade furniture throughout. 25-steps away is a private indoor luxury shower and bathroom for your exclusive use. 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.

Peach Island Farms - Annie's Place

Located in the Walla Walla Wine Region and Rocks AVA of Milton-Freewater, Annie's Place is nestled between the Walla Walla and Little Walla Walla Rivers. The property encompasses 5 acres of pasture offering a peaceful stay in a small farm setting. At various times, the farm is home to Cotton the Great Pyrenees, lambs, bees, and multiple unnamed chickens, turkeys & roosters ... the menagerie of animals changes all the time. We would love to have you visit.

Woodlawn Garden Cottage

This lovely studio cottage is perfect for one person and “cozy” for two. It overlooks a vegetable garden behind the main house on the two acre property, and is located just 1.5 miles from downtown Walla Walla. We sincerely hope you enjoy your stay with us! Please read all descriptions carefully to ensure our cottage offers what you are looking for and meets your needs for a comfortable and relaxing stay.