Places to stay in Milton-Freewater

Farm stay in Milton-Freewater

A stunning landscape features a waterfall cascading over red rock formations into a deep circular pool. The scene is accented by a vibrant sunset sky filled with clouds that create a dramatic display of colors, including shades of pink, orange, and purple.

4.93 out of 5 average rating, 151 reviews

Tum A Lum Ridge Guesthouse in Walla Walla Valley

Welcome to Tum A Lum Ridge Guest House, your private retreat just minutes from downtown Walla Walla. Hidden along a private drive, our 10-acre property boasts breathtaking views of the Blue Mountains, a serene pond, and the tranquil Walla Walla River. Experience a seamless blend of luxury and nature, with outdoor spaces perfect for relaxation. Less than 1.5 miles from world-class vineyards and tasting rooms on Pepper Bridge Road, you’re ideally located for exploring the best of the wine country.

An open refrigerator shows a clear glass bottle of water, a bottle of wine labeled 'Scruffy Head' featuring a colorful dog illustration, and a mason jar containing white liquid with a pink lid. The items are positioned on a glass shelf.

4.98 out of 5 average rating, 309 reviews

Private Apartment at the Q Corral

Welcome to the Q-Corral, located in the heart of wine country! We are located within a short drive of 5 wineries and can arrange tours to any others you wish to visit. Our apartment is a 1BD 1BA with a full kitchen, spacious deck, and private entrance. There is also an 220W EV charger upon request. During your stay, we welcome you to experience the "farm life" and interact with the many animals we have on the property. This can include collecting your own eggs for breakfast from our chickens!

4.94 out of 5 average rating, 272 reviews

A modern cabin is set amidst tall pine trees, accessed by a stone path surrounded by lush green grass. Large windows allow natural light to illuminate the exterior, complementing the forested backdrop.

Cabin in Walla Walla

Wine Country Mountain Cabin Retreat up Mill Creek

If you are looking for a unique and quintessential Airbnb experience, you have found it! This cabin is a very private retreat for a romantic get-away, a gathering with friends, or for a special occasion. You will enjoy views of the surrounding pine forest in a tasteful, modern, and updated cabin with every amenity. Drive just minutes to the restaurants and wine tasting attractions in Walla Walla, or stay home and cook, barbecue, enjoy one of three outside decks, or take a walk in the woods.

A sliding barn door in a soft grey tone provides a stylish entry to the private sleeping area. The door's design features simple diagonal patterns. Beyond the door, a neatly made queen bed is visible, accented by soft bedding and natural light filtering through a nearby window.

4.89 out of 5 average rating, 233 reviews

Retreat on Bellevue for a Wine Tasting Getaway!

Peaceful and quiet space with everything you need for a weekend getaway! This is a fully private guest suite with private entrance on the lower level of my home (split level entry) Close to downtown Close to Whitman College, grocery stores, restaurants, and wine tasting venues. One queen bed and full size futon. TV ( YouTube TV, Amazon Prime and Netflix) Kitchenette (NO stove/oven) and full private bath. Also available for guest use: laundry and outdoor covered patio with table and chairs

Guesthouse in Milton-Freewater

A young goat lies comfortably on a bed of straw, showcasing a soft white and black coat. Its expressive eyes and distinct facial markings add charm to the scene, which reflects the inviting atmosphere of a working farm.

5 out of 5 average rating, 100 reviews

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.

Farm stay in Milton-Freewater

An outdoor seating area is surrounded by a vibrant green lawn, featuring four wooden chairs arranged around a central fire pit. A large tree casts dappled sunlight, creating a relaxing and serene atmosphere for gatherings.

4.98 out of 5 average rating, 112 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!

4.96 out of 5 average rating, 128 reviews

A serene creek flows alongside a grassy bank, flanked by several trees that provide natural shade. The clear water gently meanders through the landscape, while vibrant green grass and foliage add to the peaceful surroundings.

Tiny home in Waitsburg

"La Casita" Cabin Retreat on Historic Farm

Find peace and serenity on the S Fork Coppei Creek. Disengage from life's stresses while surrounded by wheat fields, a meandering creek, a cacophony of birds, crickets, frogs, and beautiful nature in this special canyon. Perhaps you'll be lucky to witness grazing turkeys or feeding deer. Spend time in Jim's Park or stroll through the pasture along the timber lined hillside. Check out the hiking trails which rise above the homestead and see how experiencing nature is time well spent.

Guest suite in College Place

4.97 out of 5 average rating, 166 reviews

Highland Hideout

Romantic getaway in the heart of wine country! Kick back and relax in this calm, stylish space— a beautifully furnished one-bedroom apartment with a queen-size bed and flat-screen TV with Roku. It is in a quiet neighborhood with dedicated parking near the entrance. Self-check-in with code sent to you on the day of arrival. Private patio area with table and chairs. The two-person spa is a great place to relax and enjoy the view. Small well-behaved dogs welcome. No cats, please.

Tiny home in Milton-Freewater

A group of fluffy, yellow chicks is nestled together in a cardboard box. Their soft feathers and small, curious heads are visible among the straw bedding, creating a lively scene of young farm animals in a cozy environment.

4.98 out of 5 average rating, 138 reviews

Peach Island Farms - Annie's Place

Located in the Walla Walla Wine Region and Rocks AVA of Milton-Freewater, Annie's Place is nestled between the Walla Walla and Little Walla Walla Rivers. The property encompasses 5 acres of pasture offering a peaceful stay in a small farm setting. At various times, the farm is home to Cotton the Great Pyrenees, lambs, bees, and multiple unnamed chickens, turkeys & roosters ... the menagerie of animals changes all the time. We would love to have you visit.

Apartment in College Place

A wooden countertop is displayed with a coffee maker and two white mugs. The sleek black bar stools provide a modern touch, complementing the minimalist aesthetic. A dark wall in the background offers contrast to the light-colored wood.

4.88 out of 5 average rating, 242 reviews

Avama Loft

Avama Loft is two-bedroom loft close to Walla Walla University, Downtown Walla Walla, Fort Walla Walla Museum, Wineries, Bennington Lake, Whitman College, Walla Walla Community College, Walla Walla Airport, and The Foundry. You’ll love our minimalist aesthetic, fully stocked kitchen, natural light, big backyard, comfortable beds, short walk to parks and bus stop. Avama Loft is good for couples, solo adventurers, business travelers, and families (with kids).

Guesthouse in Walla Walla

The studio cottage is visible with a light green exterior and a welcoming porch featuring a wooden bench. A grassy area surrounds the cottage, along with a raised garden bed in the foreground. The main house is partially seen in the background.

4.9 out of 5 average rating, 278 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.

An inviting porch area is illuminated by string lights, enhancing the covered entrance. The gravel path leads to the stairs, surrounded by soft lighting and potted plants. A wooden fence offers privacy, while the evening sky adds a serene backdrop.

4.98 out of 5 average rating, 281 reviews

This is a Spacious Private Suite/ Private Entrance

This is a spacious suite with a private entrance and porch-front parking. There is a security door with black out curtains that provides fresh air and privacy. Use the kitchenette table and chairs or enjoy your morning coffee on the covered porch, rain or shine. The apartment is kept spotless and sanitized for your complete comfort. The hosts are on site and available for all of your needs.

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Popular amenities for Milton-Freewater places to stay

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Other great vacation rentals in Milton-Freewater

4.94 out of 5 average rating, 18 reviews

A framed sign with the words 'Rise & Shine It's Coffee Time' is positioned on a countertop. A green ceramic planter containing leafy greenery adds a touch of color. The background features a neutral-toned surface and light-colored tiles.

Home in Umatilla

Home Away, short stays welcome, King Bedroom Suite

JeffreyRating, 5 stars2 weeks ago

What a peaceful place for a getaway home. Jonathan was quick to respond for such a short notice stay and informative. Clean and spacious home as described so it’s very hard to find anything that stuck out wrong. A definite recommendation for any who need a quiet home away from home.

Guesthouse in Walla Walla

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, 87 reviews

Barn View Cottage

Debbie & JoeRating, 5 stars1 week ago

Matthew and Vanessa were great hosts! Communication was flawless, and the place they provided was private, clean, comfortable, and stocked with everything a person might need. We completely enjoyed our stay and look forward to returning!

4.94 out of 5 average rating, 47 reviews

A compact bathroom features a glass shower with a gold frame and a small window that allows natural light. A white vanity with a sink and a mirror is present, alongside a toilet and a grey bath mat on the floor.

Apartment in Pendleton

Cozy Pendleton Studio Retreat

辉国Rating, 5 stars2 days ago

The indoor environment is excellent. The room is spacious and very clean, with a mini kitchen, a clean bathroom, and amenities like fresh towels. Thank you to the host for their patience.

Superhost

A spacious glamping tent is set on a wooden deck, surrounded by grassy areas. Wooden picnic tables and chairs are arranged nearby. A red water cooler sits on the deck, and a fire pit is positioned on the ground, adding to the outdoor gathering space.

Farm stay in Walla Walla

4.94 out of 5 average rating, 16 reviews

Camping Farm Retreat- Site B

DerekRating, 5 stars2 weeks ago

Beautiful farm setting at check in, neighbors were quiet and respectful. We woke up to hot air balloons flying overhead. We will be back as soon as possible, Ryan was super accommodating with our schedule. Great way to enjoy Walla Walla. P.S. Caprio vip lunch pairing is absolutely worth every penny!!!

4.96 out of 5 average rating, 179 reviews

Bohemian artist studio up Mill Creek

NhungRating, 5 stars2 weeks ago

Cynthia gave lots of helpful tips prior to my arrival which came in handy since cell phone service isn’t available at the location, but the surroundings were beautiful and the space looked exactly as pictured! The space was comfortable and the views are amazing. It was about a 20 minute drive from to Whitman College and downtown so still close enough to restaurants and events if desired. Cynthia was a kind and flexible host!

Cabin in Milton-Freewater

4.98 out of 5 average rating, 94 reviews

Beautiful Cabin on a river, close to wine country

BrendaRating, 5 stars1 week ago

This is a wonderful property in a spectacular spot on the river. Our family had a wonderful time there and we appreciated all the special and unique aspects of the house and decor. It is owner built and obviously a labor of love. If you like nature, wildlife, privacy, beauty this is the place to be.

4.97 out of 5 average rating, 37 reviews

Cottage in Waitsburg

Cozy Cottage on Evergreen Lane

ChristinaRating, 5 stars6 days ago

Great cottage! Beautiful, clean and and had all the updated amenities. Plenty of room to sleep up to 6 guests and a great variety of games to play. I didnt realize the cottage was right next to the owner's home, however they were so pleasant and welcoming i actually didn't mind! The 2 farm dogs greeted us upon arrival as did the hosts. Wonderful, quiet surroundings made it a great end and beginning of each day.