Guesthouse holiday rentals in Walla Walla

A view from the entrance showcases a compact kitchenette with white cabinetry and a mirrored wall. The living area is visible beyond, featuring a soft green couch, decorative pillows, and a neutral rug. A dining table is set for two, enhancing the inviting space.

4.98 out of 5 average rating, 111 reviews

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

FamilyValueBathroom

A stone patio with four blue Adirondack chairs is arranged around a central fire pit. Lush green bushes and flowers frame the area, with mountain views visible in the distance under a clear sky.

5.0 out of 5 average rating, 46 reviews

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.

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Guesthouse in Milton-Freewater

A bright living area features a cozy sofa adorned with decorative pillows. A wooden cabinet displays various items, while a small table provides additional space. Light streams in through the window, highlighting the rich textures of the flooring and the simple decor.

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.

ValueLocationTV

5.0 out of 5 average rating, 116 reviews

A charming guesthouse is nestled amidst lush greenery and well-maintained landscaping. The exterior features light gray siding and large windows, allowing natural light to flood inside. A manicured lawn surrounds the structure, providing a serene outdoor setting with blue skies and fluffy clouds above.

4.92 out of 5 average rating, 245 reviews

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.

FamilyLocationSleep quality

4.92 out of 5 average rating, 12 reviews

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!

LocationOutdoor spacesLong stay

5.0 out of 5 average rating, 20 reviews

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

LocationFamilyCleanliness

A gate opens to a well-maintained yard featuring a spacious patio area surrounded by greenery. A charming entrance to a contemporary structure is framed by a lush lawn and colorful flowers, with a large tree providing shade. The scene reflects a serene outdoor environment.

4.98 out of 5 average rating, 614 reviews

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.

ValueLocationCleanliness

A yellow bench with colorful cushions is positioned under the covered porch of the cottage, offering a welcoming spot. The entrance features a door beside a large window, allowing natural light to illuminate the space. Lush green lawn surrounds the area, enhancing the tranquil setting.

4.91 out of 5 average rating, 318 reviews

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.

ValueFamilyIndoor spaces

4.9 out of 5 average rating, 21 reviews

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.

FamilyValueKitchen

The entryway features a pair of large, decorative planters filled with colorful plants. An elegant, dark front door is framed by a textured stone surround. A small sculpture of a fox is positioned near the entrance, adding a touch of artistic charm.

5.0 out of 5 average rating, 53 reviews

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.

LocationKitchenLayout

A spacious living area features a comfortable gray sectional sofa and a cozy red accent chair. A small wooden table is placed beside the chair, accompanied by a lamp. A large television displays a vibrant underwater scene, and natural light filters through a window with a view of greenery.

4.9 out of 5 average rating, 844 reviews

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.

ValueLocationHot tub

5.0 out of 5 average rating, 38 reviews

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.

LocationFamilySleep quality

Popular amenities for Walla Walla guesthouses

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-Friendly guesthouses

The exterior of a rustic, converted milk house is displayed, showcasing wooden siding and a pitched roof. A gravel path leads to the entrance, which features a small porch area. Green grass surrounds the base, complementing the vibrant blue sky with scattered clouds.

4.81 out of 5 average rating, 42 reviews

Historic Milk House on Last Chance Mission Ranch

FamilyLocationOutdoor spaces

A serene outdoor seating area features two wooden chairs arranged beside a small stump table. Colorful flower pots display vibrant blooms, while a decorative wooden structure rests against the wall. A lush green wheat field extends in the background under a clear blue sky.

4.95 out of 5 average rating, 114 reviews

Cottage in the country

LocationFamilyGetting around

A welcoming front room showcases a spacious kitchenette with ample counter space and a kitchen sink. Natural light filters through double doors, leading to the outdoors. A wooden stool and red bench provide seating options, while shelves display decorative items. The warm wood flooring adds a cozy touch.

4.78 out of 5 average rating, 23 reviews

Cute and quiet studio apartment

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A spacious sleeping area features a large bed with a patterned duvet, complemented by an orange throw blanket. Two windows allow natural light to fill the room. A dark blue sofa with accent pillows provides additional seating, creating a cozy space for relaxation.

5.0 out of 5 average rating, 23 reviews

At B + B

LocationValueWi-Fi

A bright bedroom features a spacious bed adorned with soft linens and decorative pillows. Light filters in through two small windows, and a wooden dresser is positioned against one wall. A cozy area rug complements the neutral-toned carpet, creating a welcoming environment.

5.0 out of 5 average rating, 3 reviews

Very Private Quiet Sleep Place

LocationComfortDecor

4.69 out of 5 average rating, 16 reviews

Private and Cozy Home away from Home

ValueLocationNearby

The exterior of a quaint, yellow-brown farmhouse is visible, surrounded by lush greenery and tall trees. A simple door and window are framed by a rustic porch area, featuring a small storage box and a decorative bicycle leaning against a wall.

4.86 out of 5 average rating, 57 reviews

Charming Bunkhouse on Last Chance Mission Ranch

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Guesthouses with a patio

5.0 out of 5 average rating, 25 reviews

Harvest Cottage · Hot Tub · Bike to 3 Wineries

LocationHospitalityAccuracy

A single-story guesthouse is framed by lush green grass and manicured landscaping. The light yellow exterior is complemented by a brown roof and a shaded porch area. Trees are visible in the background, creating a peaceful setting.

4.96 out of 5 average rating, 24 reviews

Wine Country Guesthouse · EV · Pets · 2 Queens

LocationFamilyAmenities

A vibrant hot air balloon floats above a red barn, adding a splash of color to the clear blue sky. In the foreground, a seating area is visible, with a glass-top table and white cushioned chairs, surrounded by lush green grass and trees.

4.98 out of 5 average rating, 125 reviews

Barn View Cottage

ValueLocationCheck-in

A welcoming porch area features two white chairs with striped cushions and a circular chair, arranged alongside a light grey wall. Multiple windows provide natural light, and a potted plant adds a touch of greenery to the setting.

4.63 out of 5 average rating, 67 reviews

Your Home Away From Home in Wine Country

FamilyLocationComfort

5.0 out of 5 average rating, 4 reviews

Bright New 2BR | Southside Wineries, Walla Walla

LocationNearbyDecor

Guest house rentals with a washing machine and dryer

An inviting living area is highlighted by a plush sofa and loveseat arranged around a coffee table. A dining table and chairs sit nearby under natural light from the window. The decor includes a variety of wall art and a bulletin board, enhancing the welcoming environment.

4.78 out of 5 average rating, 188 reviews

Walla Walla Downtown Getaway

LocationFamilyLong stay

A stunning sunset casts a warm glow over a vineyard landscape. The view features a yellow building surrounded by lush greenery, framed by a white fence. Soft orange and pink hues fill the sky, creating a serene backdrop for the tranquil environment.

4.91 out of 5 average rating, 174 reviews

Chateau Adonai

LocationValueBathroom

4.98 out of 5 average rating, 45 reviews

The Oreo House

LocationFamilyComfort

5.0 out of 5 average rating, 39 reviews

Moon Rabbit Ranch

ValueFamilyCheckout

A cozy bedroom is illuminated by soft lighting from a wall-mounted sconce. A black metal bed is paired with a natural wood nightstand featuring decorative items, while a gentle pink wall adds a touch of warmth to the space.

4.78 out of 5 average rating, 110 reviews

The Southside Cottage

LocationValueTV

A cozy living area features a dark gray sofa and two patterned armchairs. A wooden coffee table is centered in the space, while a tall lamp stands beside the sofa. Natural light enters through large windows, adorned with light curtains, creating a bright ambiance.