Vacation rentals in Waitsburg

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Top-rated vacation rentals in Waitsburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A log cabin exterior is illuminated by soft lighting on the porch. Rocking chairs are positioned on the deck, inviting relaxation. A pathway with smooth stones leads up to the cabin, while manicured grass enhances the tranquil outdoor setting.

Cabin in Milton-Freewater

4.98 out of 5 average rating, 55 reviews

Cozy & Private Cabin Escape w/ Mtn Views

Come RELAX in this peaceful setting, only 10 min from dwntn Walla. Bask in the beautiful Mtn views & breathtaking sunsets while relaxing in the hot tub or patio area. No TV here, so it’s the perfect chance to sit back, enjoy nature & connect with your loved ones. Watch the wildlife that the pond attracts in the winter and delight in the beauty of flowering trees/bushes during spring & summer months. Autumn gives way to brilliant hues of red & orange on our lovely trees. A delight in all seasons!

Guest favorite

A gravel path runs alongside a gently flowing river, bordered by lush greenery and trees. A chain-link fence outlines one side of the trail. The background features rolling hills under a soft evening sky, suggesting a peaceful natural setting.

Guesthouse in Dayton

4.98 out of 5 average rating, 89 reviews

Cottage with views, remote workers, couples, pets

COTTAGE SPACIOUS VIEWS 1BD/1BA 660 sqft, full kitchen, surrounded by rolling hills. Perfect for remote workers or couples getaway. Bluewood Ski Resort 20 mi. Walla Walla 35 min. In town, but feeling is Zen and rural due to being secluded, off-street. Large, fenced back yard is especially pretty in spring--you and dogs will love, (shared with sun rm). The local beauty is stunning in all seasons. Originally an artist's studio--Meredith's good energy left for you! Stand-up desk for remote workers.

Guest favorite

A covered porch provides ample seating options, including rocking chairs and a grill, extending from the front of the bunkhouse. The surrounding area features manicured grass and a gravel driveway, with a backdrop of trees and a cloudy sky.

Farm stay in Prescott

4.92 out of 5 average rating, 157 reviews

Rustic Cowboy Bunkhouse on Pedersen Family Ranch

Enjoy wide open spaces, starry nights and quiet, fresh country air? Our two 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 without city glare. Hike or bike without traffic to the tops of the hills for spectacular sun rises/sets. A/C and Starlink WiFi. Various farm animals to enjoy watching. Come unwind by the fire pit and enjoy the quiet.

Guest favorite

Home in Walla Walla

4.89 out of 5 average rating, 118 reviews

Alder House Has It All

Visit Walla Walla in the comfort of a home-away-from-home when you stay at this 3-bedroom, 1.5-bathroom remodeled vacation rental house that sleeps up to 8. This beautifully updated home features modern touches throughout and a prime location, just a short walk from downtown Walla Walla and Whitman College. Whether you’re wine tasting in one of the 30+ downtown tasting rooms or adventuring in the Blue Mountain Country, you’re sure to have a memorable stay at this picturesque neighborhood home.

Guest favorite

An outdoor seating area features a light-colored sectional sofa surrounding a dark table, set on a gravel patio. A striped umbrella provides shade in the background, and a spacious green lawn is visible beyond the seating area.

Home in Walla Walla

4.95 out of 5 average rating, 216 reviews

3 blocks to all the restaurants and tasting rooms!

Beautifully furnished cozy wine cottage. Big back yard with bbq & outdoor furniture perfect for lounging with a glass of wine. Whitman College is 2 blcks away. Restaurants you can walk to: TMacs, Brasserie 4, Hattaways, PassaTempo, The Public House, Crossbuck Brewery, WW Steakhouse and many others. Tasting rooms walkable from house: Mark Ryan, Bledsoe, Forgeron, Seven Hills, Elephant Seven, K Vintners, DAMA, Kontos, Maison Bleue, Goose Ridge, Browne, Armstrong, Time & Direction & many others!

Guest favorite

A charming two-story house is framed by lush greenery and autumn foliage. The welcoming front porch, supported by white columns, features seating options. A concrete path leads to the entrance, flanked by blooming flower beds and a well-kept lawn.

Home in Walla Walla

4.96 out of 5 average rating, 24 reviews

Downtown Getaway for Wine Lovers

This stylish space is the perfect getaway for groups or families to enjoy Walla Walla. Nestled in a quiet community a few blocks away from the heart of downtown, this house boasts all of the amenities to make you feel right at home. There's ample space including a chef inspired kitchen & outside seating with fire pit. Easily walk to incredible restaurants & amazing wine tasting rooms that have contributed to the Walla Walla Valley earning the Best Wine Region award for 3 consecutive years.

Guest favorite

A charming guesthouse exterior is framed by lush greenery and flowering shrubs. A stone path leads to a pair of black French doors, complemented by a small outdoor seating area featuring white chairs and pink cushions. A unique hanging chair is visible in the background.

Guesthouse in Walla Walla

4.92 out of 5 average rating, 224 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.

Top guest favorite

A spacious outdoor area is surrounded by lush green grass and tall trees. The wooden structure of the cabin is visible, complemented by a small patio area with seating. In the background, rows of plants indicate the presence of gardens or vineyards, under a clear blue sky.

Farm stay in Milton-Freewater

4.98 out of 5 average rating, 109 reviews

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!

Top guest favorite

An open living and dining area features high vaulted ceilings and large windows allowing natural light. A spacious couch faces a cozy fireplace, with a dining table beside it. The kitchen is equipped with modern appliances and ample cabinetry, creating a welcoming space for gatherings.

Loft in College Place

4.97 out of 5 average rating, 166 reviews

Parkview Loft 0.8 miles from WW University

Bright and spacious Loft with open Living/Dining and Kitchen area. Large, comfy couches positioned in front of a warm and cozy gas fireplace and Smart TV. Prep a meal in the spacious kitchen with all new appliances and cabinets. All new dishes, cookware and utensils. Enjoy coffee on the patio from a Keurig. There are 2 Bedrooms with Queen size beds and an open Loft area at the top of the spiral staircase with a Queen bed as well. Great place to enjoy family and friends.

Guest favorite

A covered outdoor seating area features a large arrangement of cushioned sofas with decorative pillows, surrounding a wooden coffee table. Soft lighting is provided by string lights overhead, enhancing the tranquil garden setting.

Home in Walla Walla

4.86 out of 5 average rating, 85 reviews

PoplarPlace @ The Wesley WW MicroResort ☀️Downtown

This stand-alone house features two private outdoor patio spaces in addition to general shared outdoor property-wide amenities. We've thought of everything for the modern savvy traveler. PoplarPlace, a stand-alone cottage house, is a part of The Wesley Walla Walla development which features uniquely stunning self-catering vacation suites in a private resort setting located just one block from the best restaurants, tasting rooms & shopping Walla Walla has to offer.

Guest favorite

A modern multi-story building is framed by neatly trimmed shrubs and trees along the sidewalk. Large windows enhance the façade, allowing natural light to illuminate the interior spaces. The brick exterior contrasts with the greenery, presenting a stylish and contemporary ambiance.

Townhouse in Walla Walla

4.96 out of 5 average rating, 271 reviews

Vue 360 - Loft Style Townhouse right downtown

Panoramic views of the Walla Walla Valley from the rooftop deck set the backdrop for an outstanding stay. Walk to city center w/ tasting rooms, restaurants and shopping. Browse the farmers market for fresh fixings for a fabulous dinner prepared in the gourmet kitchen and served al fresco on the rooftop deck. 3 bedrooms each with their own ensuite bath provide comfort and relaxation for all. Great for couples, business travelers, and groups of friends.

Guest favorite

A Mid-Century Modern home is presented, featuring a dark exterior accentuated by a wooden privacy fence. Two large trees frame the front yard, which is characterized by well-maintained grass and minimal landscaping. Clouds drift overhead, adding a serene touch to the scene.

Home in Milton-Freewater

4.98 out of 5 average rating, 44 reviews

Modern on the Rocks - In the Heart of Wine Country

Nestled in the renowned Rocks Wine District, our Mid-Century Modern home offers a perfect getaway on a ½-acre country setting. Fully fenced with a secure gate, it’s pet-friendly! Enjoy 2 bedrooms, 1.5 baths, king memory-foam beds, a workspace, and high-speed internet. Stylish outdoor spaces and a new private outdoor shower (2025) add luxury. Minutes from Walla Walla’s wineries, eateries, and shops. Your ultimate retreat!

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What guests are saying

Beautiful 2-Bedroom Country Home.

4.81 out of 5 average rating, 36 reviews10 months ago

Rosa’s place was a delight to stay in. My bandmates and I were all able to rest comfortably, her couches were SO cozy and we loved the “grandma’s house” feel of the residence. Fantastic host and amazingly curated. When we play in Walla Walla again we will definitely rebook!

Home in Walla Walla

What guests are saying

Modern Home near Southside w/ Blue Mountain Views

4.92 out of 5 average rating, 26 reviews6 months ago

We had a nice stay at Galina’s modern home. The location is great, a short drive into the main drag of Walla Walla and very close to many wineries. The home is comfortable for two couples. The beds were comfortable and the home was clean. Galina was a great host, friendly and responsive. Only cons were that parts of the home like the bathrooms/kitchen are outdated. Also there is an additional unit attached to the home, unit B. It is permitted as a storage unit and does have a locked entrance into the rest of the home.

Home in College Place

What guests are saying

Wine Country Home with Yard; Walk to Downtown!

4.93 out of 5 average rating, 29 reviews1 month ago

We came to Walla Walla for girls' weekend of writing and wine tasting. The host was amazing and the place is outstanding. A big plus was that each of us got their own en suite bathroom. Add to that the lovely common spaces and great kitchen, and we knew we want to come here again. The place is full of small charming details and comforts. We're booking a long weekend for next year already. This will be a place we return to again and again.

Home in Walla Walla

What guests are saying

Estate on Wine Route w/Pool on 5 acres

4.98 out of 5 average rating, 46 reviews6 months ago

Jill’s home was perfect for a family Walla Walla long weekend! The house has four very spacious bedrooms and each bathroom is very nice and clean. The home is so large with large expansive outdoor spaces that are so beautiful. We had a lovely stay here. Jill was very responsive, very kind. We would definitely stay here again and next time come with warmer weather to enjoy the beautiful pool. Thank you for an awesome stay!!

Home in Walla Walla

What guests are saying

Adorable Cottage, King Size Bed, Clean and Cozy

4.98 out of 5 average rating, 87 reviews2 weeks ago

This place is a gem! It’s your home away from home. The king size bed & the firm pillows made our stay perfectly fine as I didn’t hear any complaint about my husband’s back. Everything in the cottage is well put together & very, very clean! The sunset out back was so pretty too! We needed to extend our stay for a night and so happy it was available. Thank you Jennifer for hosting us!

Guesthouse in Walla Walla

What guests are saying

Cozy and relaxing RV/camper near wine country

4.87 out of 5 average rating, 54 reviews7 months ago

This was my first time ever staying in a trailer so I didn't know my way around but it went great! The trailer was immaculate and nicely decorated with new floors, furniture and stocked with cooking items and toiletries. There are horses across the street and a little window with a view of the blue mountains. There is an excellent taco truck 2 minutes away and the Zerba winery for wine tasting. There are also several other wineries a 5 minute drive away. This airbnb is a little gem in the country and so fun to stay. Thank you!

Camper/RV in Milton-Freewater

What guests are saying

Beautiful Cabin on a river, close to wine country

4.98 out of 5 average rating, 91 reviews3 months ago

This cabin was perfect for our family reunion! There were 3 bedrooms in the main home and 2 cabins on property so plenty of room for privacy. My 11 year old granddaughter loved the tree swing and the bedroom upstairs! Several of us needed to be online for work/school and the satellite Wi-Fi worked perfectly. I would highly recommend this cabin for a very unique experience!

Cabin in Milton-Freewater

What guests are saying

NEW 3 bed 2 bath close to Downtown

4.89 out of 5 average rating, 54 reviews7 months ago

Jamie's place is the perfect home base for a visit to Walla Walla. You'll feel at home as soon as you walk through the door. it has everything you'll need to be comfortable. Even a washer and dryer with detergents. that was a welcome amenity after a few days. the kitchen is loaded with dishwasher, utensils, glasses, you name it. We saved quite a bit of money by preparing our own meals. The location is convenient to all points of interest. Very walkable. We brought our bikes so there's good riding, too. We will definitely be return guests. Thank you, Jamie!

Home in Walla Walla

What guests are saying

Countryside setting with vineyard & mountain views

4.95 out of 5 average rating, 107 reviews5 months ago

This was our second time staying at Lori’s place. Lori is an excellent host. Responds quickly to messages. I would highly recommend her place. It is well located, very clean and stocked well for breakfast and also snacks. A nice place to relax and the beds are very comfortable.

Guest suite in Walla Walla