Guesthouse holiday rentals in Walla Walla

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

Luxurious farm retreat: private guesthouse

Located in the heart of farmland & orchards, this 2nd story retreat overlooks a creek & park like grounds. The stand-alone building with private entrance boasts 800 sq ft of living space with bedroom views of the Blue Mountains. A tiled bathroom with over-sized shower is sure to soothe your spirits. Relax in the quiet country setting & experience the privacy of this picturesque place. Farm life outside, luxury inside. Spa inspired linens, imported towels, plush robes & cozy slippers await.

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.

Wine Country Guesthouse · EV · Pets · 2 Queens

Your private escape in a quiet Walla Walla neighborhood — a spacious studio guesthouse minutes from world-class wineries, acclaimed restaurants, and craft breweries. Queen bed + pullout queen (sleeps 4). Full kitchen, ADA bath, in-unit laundry, high-speed WiFi & streaming. Two outdoor sitting areas and a sprawling yard to unwind in. 🔑 Keypad self check-in · ⚡ Level 2 EV charger · 🐾 Pets welcome · 🚗 Free parking A true home base for wine country done right. Relax, explore, repeat.

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)

Wheat-n-Wine (upper)

Wheat-n-Wine offers a beautiful, unique oasis walkable to downtown tasting rooms, restaurants, shops, parks, and the Whitman campus. Enjoy the privacy of a large yard & gorgeous roof-top deck, overlooking a community garden, bbq area and fire pit. Each unit can be rented separately or together (one ground floor unit and one upper unit). The building is situated in the back lot of the owner’s historic property, with separate off-street parking & privacy. The perfect Walla Walla stay!

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.

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. Complimentary Netflix and cruiser bikes. 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.

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.