Guest house holiday rentals in Walla Walla County

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.

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 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.

Pool & Hot Tub Guesthouse | Near Walla Walla Wines

Poolside sunsets, a private hot-tub soak, and wine country just minutes away. Welcome! SUITE AT A GLANCE • Sleeps 4 – queen bedroom + queen sofa bed • 1 full bathroom with plush towels & toiletries • Full kitchen and in-unit washer/dryer (ideal for longer stays) • Fast Wi-Fi, 65” smart TV, dedicated workspace • Shared amenities: seasonal pool (closed Nov–Apr), year-round hot tub, firepit, Blackstone BBQ, garden & spacious yard • Private parking plus 14-50 EV outlet (bring your cable)

Penny's Place Two.

A new construction guest cottage with one queen bed near Whitman College, Pioneer Park and Main Street's shops restaurants, and wine tasting rooms. Why Penny's Place Two? I had a brick and mortar, 5 star BnB on Front St. in Lahaina Maui (which is now ashes due to the fire of Aug/23), and know what guests expect - a clean, comfortable, safe place to stay. The night chests provide ample space for your clothing and other belongings, and your luggage easily slides uder the bed.

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.

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.

Charming Cottage - King bed - close to Whitman

Welcome to our *WALLA WALLA WINE COTTAGE*. Located very close to the Whitman campus, and a short 15 minute walk to our beautiful downtown. Our cottage is secluded, well off the street and next to a year round creek, in a landscaped setting sure to provide you rejuvenation.

Cottage in the country

Three miles from town and close to the southside wineries, this adorable studio cottage is situated in a quiet creekside spot and sleeps 3. Rest on the patio after an afternoon of wine tasting or stroll on country roads as the sun sets. Come relax!

THREE CATS | Cozy, clean, country cottage

Stay at Three Cats Guest House, where you will be comfortable whether you stay in or use the spot as a launching pad for a bike ride, a day of wine tasting, or exploring the best of the Walla Walla Valley.