Holiday houses in Milton-Freewater

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Top-rated holiday rentals in Milton-Freewater

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Guest favourite
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.
Guesthouse in Walla Walla
4.91 out of 5 average rating, 170 reviews

Chateau Adonai

Need to getaway? Want to relieve the stress of the big city, or spend some time in a small peaceful town in your own private residence? We have the small cottage that is right for you. Located on the south side of Walla Walla, a small working farm, surrounded by the Blue Ridge Mountains and nestled in the middle of the South-side wineries, where scenic beauty awaits. Incredible wineries within walking distance and close to enticing restaurants and cultural inspiration, outdoor adventures await.

Top Guest favourite
A friendly mini-donkey is seen peering through a metal gate at the entrance to Q Corral. A stone sign displaying the name 'Q Corral' is prominently featured in front of the donkey, with grassy fields and structures visible in the background.
Guest suite in Walla Walla
4.97 out of 5 average rating, 354 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!

Top Guest favourite
A wooden deck features two Adirondack chairs, positioned to overlook a vast expanse of rolling hills and dense pine forest. The setting sun casts a warm glow over the landscape, highlighting the natural beauty of the surrounding area.
Cabin in Walla Walla
4.95 out of 5 average rating, 282 reviews

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.

Top Guest favourite
A rustic bedroom features wooden walls and beams, creating a warm ambiance. A black metal bed frame holds a quilted bedspread, while decorative pillows enhance the look. Natural light enters through two small windows adorned with curtains, and wooden furniture complements the charming decor.
Farm stay in Waitsburg
4.97 out of 5 average rating, 183 reviews

"Calico's Chicken House" on Historic Farm

Welcome to "Calico's Chicken House!" We are so happy you found our historic farm which my parents purchased in 1947. Located just down the road from where my great grandparents purchased the original farm which is still in the family today. We named the former chicken house after our favorite farm cat, Calico. She resided there for 17 years and found great comfort. We know you will too. Recently remodeled to accommodate your every creature comfort need. Our house is family and pet friendly.

Top Guest favourite
An inviting living area features two leather reclining couches arranged for comfort, with neutral throw pillows. Natural wood accents frame an open staircase leading to the upper level. Light floods through large windows, enhancing the spaciousness of the connected kitchen area in the background.
Home in Walla Walla
4.95 out of 5 average rating, 130 reviews

Rustic Wine Country Farmhouse

Peaceful, private home in the countryside of Walla Walla, near wineries, colleges, walking trails, and just a few minutes from the City Center and downtown. With a beautiful view of the Blue Mountains, small aircraft landing at nearby Martin Airfield, horses and chickens next door (we provide fresh eggs for your stay!), and a spacious private fenced backyard, you have all the luxuries of a quiet country retreat, and the convenience of being only minutes from charming and historic Walla Walla.

Top Guest favourite
Vibrant purple flowers are featured prominently in the foreground, contrasting with lush greenery in the background. A birdbath is visible among the garden elements, with a decorative pot containing vibrant blooms adding charm to the serene outdoor space.
Guest suite in College Place
4.98 out of 5 average rating, 200 reviews

Highland Hideout

Romantic getaway in the heart of wine country! Kick back and relax in this serene, stylish space—a beautifully furnished one-bedroom apartment featuring a queen-size bed and two flat-screen TVs with Roku. In a quiet neighborhood with dedicated parking near entrance. Self-check in with the code sent on the day of arrival. Private patio area with table and chairs. The two-person spa is an ideal spot to unwind and take in the view. EV charger for free use. Small, well-behaved dogs welcome.

Top Guest favourite
A rustic cabin is illuminated at night, surrounded by tall trees. Outdoor seating is arranged in front, and a light fixture casts a warm glow over the porch. The serene setting creates a peaceful ambiance, inviting relaxation beneath the stars.
Farm stay in Milton-Freewater
4.99 out of 5 average rating, 135 reviews

Unique Cabin•Very Comfortable•King Bed•Gated

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 memorable stay!

Top Guest favourite
A bright sleeping area is highlighted by a floral-patterned quilt draped over a spacious bed, adorned with decorative pillows. Sunflower-patterned blankets rest at the foot of the bed, while soft natural light filters through a window, complemented by pastel curtains.
Tiny home in Milton-Freewater
4.98 out of 5 average rating, 150 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.

Guest favourite
A bright living area features a black sofa adorned with decorative pillows, positioned against white walls. A flat-screen TV is mounted above a modern fireplace. Natural light illuminates the room through two windows, complemented by a small plant and a low wooden shelf with colorful books.
Apartment in College Place
4.88 out of 5 average rating, 263 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).

Top Guest favourite
A stylish living space features a blue couch paired with two dark leather chairs. A round wooden coffee table sits in front of a modern television mounted on the wall. The kitchen area includes a large island with four bar stools and sleek cabinetry.
Apartment in Walla Walla
4.97 out of 5 average rating, 142 reviews

The Modern NEW Condo in Downtown Walla Walla

High-End luxury condominium located in the heart of downtown Walla Walla. This modern unit sits 2 blocks off the infamous Historic Main Street, walking distance to all that Downtown has to offer. Restaurants, tasting rooms, boutique shopping & entertainment. This freshly renovated Condo is complete with all the amenities necessary for a wonderful stay. Forgot to pack an essential? We likely have you covered!

Top Guest favourite
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.
Guesthouse in Walla Walla
4.91 out of 5 average rating, 299 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.

Top Guest favourite
Guest suite in Walla Walla
4.98 out of 5 average rating, 311 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.

Popular amenities for Milton-Freewater holiday rentals