Guesthouse holiday rentals in Walla Walla County

Adorable Cottage, King Size Bed, Clean and Cozy

Enjoy a stylish experience at this cozy country setting cottage in Walla Walla. Within ten minutes of wineries, golf courses, down town Walla Walla, you can easily enjoy the rich culture in amazing restaurant's, wine and shopping. Indulge in a getaway that set's you away from the crowd when you want but then able to join the fun at your convenience. With a luxury king size bed and smart TV’s, you will find yourself never wanting to leave. Come check us out and see what Walla Walla has to offer

Walla Walla Wine Country Stay

Welcome to your perfect Walla Walla getaway! This cozy studio is located in the highly-desired southside, walking distance from some of the best wineries in town. You’ll love the mountain views and peacefulness of this country space, still within an 8-minute drive to town. Sip wine, take a walk, or even explore the robust road biking opportunities right out your front door. Whether you’re a first-time visitor or returning for Walla Walla’s magic, this is the perfect home base for your stay.

Semi Off-Grid Blue Mt Cabin on 13 Acres- wildlife

Imagine yourself escaping to a secluded, semi-off-grid cabin in the Blue Mountain forest, where you are free to hike, explore, relax, and enjoy your own private base camp adventure. 13 private acres of groomed trails. Features a chic outhouse, heated rainwater shower (May–Oct), warm wood stove, a kitchenette and firepit. No tap water, but our cooler has hot/cold flows. Bring your favorite bottled water. A true glamping experience! Your well-behaved pet is welcome with pre-approval & fee.

Walla Walla Guest House- Relax, rewind, rejuvenate

Newly updated, exquisite retreat in Walla Walla’s finest historic neighborhood! Luxurious linens, small kitchen & upscale bathroom with heated floors, provide thoughtful details throughout! Tranquil garden views frame the backdrop for this charming guesthouse. Stroll tree lined streets through Whitman campus to downtown shops, restaurants, wineries and parks! You’ll love the location, ambiance, outdoors space, & neighborhood. It's great for couples, solo adventurers or business travelers.

Harvest Cottage · Hot Tub · Bike to 3 Wineries

You came for harvest — crush in the air, the valley gold, tasting rooms unhurried. This is a whole cottage to yourselves at the end of each day: private entrance, no stairs, hot tub on all fall. Caprio, Amavi and Pepper Bridge sit a mile up a quiet country loop you can ride. Downtown is 12 minutes. Sleeps 4 — queen Sleep Number bed, queen sofa bed, full kitchen with a gas stove, laundry in the unit, fire pit outside. Self check-in. 4.97 stars across 30 reviews. Book your harvest dates.

Cozy Retreat with Modern Comforts & Relaxing Vibes

Welcome to your stay in beautiful Walla Walla, WA—a destination known for its charming downtown and award-winning wineries. Our thoughtfully designed retreat offers comfort, style, and all the essentials you need for a relaxing stay. Inside, enjoy a comfy living space with a fully equipped kitchen and dining nook. Sleep peacefully in a warm, stylish bedroom and refresh in the farmhouse bath. Outside, enjoy your wine on the covered patio with grill. Minutes from wineries and downtown

Cozy & Private Walla Walla Stopover

Everything you need for a relaxing stay. Located in a historic neighborhood, 5-minute drive from the airport, and 6 blocks from Main Street. Centrally located in Walla Walla. Private feel and access to a relaxing yard and small patio. Driveway parking and easy access to the room. Simple check-in and out procedures. Contemporary feel to the room, marbled cement floors, granite countertop, TV, DVD, AC, microwave, coffee, snacks, and walk-in shower—outdoor weight room on request.

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.

Tall House Small House

Tall House Small House is a newly converted addition to Tall House, an 1886 Victorian home, located in one of Walla Walla's beautiful historic neighborhoods, just a few blocks from downtown's many tasting rooms, fine restaurants and intriguing shops. Owned and renovated by artists who live and work in the main house, your stay at Tall House Small House will be a one-of-a-kind experience.

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.

Historic Milk House on Last Chance Mission Ranch

Come enjoy a relaxing, rustic stay on a historical farm in beautiful wine country. The space is a converted milk house (yes, they used to milk cows in here) that has been completely refurbished to accommodate up to 8 guests. Note that the property is in a rural area and that there is no wifi in the house.

Guest cottage in Walla Walla, Gardener's Retreat

The Gardener’s Retreat is a tranquil cottage with European charm on a quiet cul-de-sac on the western side of Walla Walla. We invite you to relax and unwind as French doors open to a private patio overlooking a potager style kitchen garden of seasonal flowers, herbs, fruit, produce and grapevines.