
Holiday houses in Milton-Freewater
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Top-rated holiday rentals in Milton-Freewater
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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.

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

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!

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.

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.

Unique Cabin•Very Comfortable•King Bed•Gated
Welcome to a bountiful farmstead in the Rocks District, just minutes from wineries in Milton and Walla Walla. Enjoy a newly remodeled cabin with a full kitchen, bath, dining, and living space, plus a fully connected vintage family bus serving as the main sleeping quarters with a king bed and four twin beds. This unique, private local-legend property is perfect for families, romantic getaways, staycations, and time with cherished friends—start planning your memorable stay today!

Horsing Around in the Quiet Barn.
Come visit our barn! One apartment all to yourself with walk out to a grassy area. Living area separate from bathroom and shower. Enjoy the country but still only 3 miles from downtown Walla Walla. Southside wineries close by. Feed the horses, chickens, and goats if you'd like. Views of the Blue Mountains can't be beat from your king size bed. We have 240 volt charging outlet for your Tesla (or electric car). We would love to welcome you or let you relax in private.

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.

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).

SpringBranch Bunkhouse. Country living w/ hot tub.
Spring Branch Bunkhouse is nestled in the Walla Walla Valley in the heart of wine country and the base of Blue Mountains. Enjoy an evening sunset on your private deck, watching the pheasants and quail meander through the 10 acre property. Take a walk along our namesake, Spring Branch stream or sit beside our spring-fed pond. The Bunkhouse is a relaxing country setting, surrounded by wineries and within 3 miles of Downtown Walla Walla.

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!

Garden Studio/Free Standing/private drive
Cozy studio apartment situated in a park like setting at the back of our 1 1/2 acre property centrally located a mile and a half from downtown Walla Walla. Pristine landscaping. Very quiet and private location. A year round creek runs through our backyard. During the summer months guests have access to our bountiful vegetable garden. If you are looking for relaxation in a beautiful setting…this is it!
Popular amenities for Milton-Freewater holiday rentals
Other great holiday rentals in Milton-Freewater

Clean linens, bar, coffee tea & snacks

The Bunkhouse

THREE CATS | Cozy, clean, country cottage

Walla Walla Wine Country Stay

Family Farm

The Cottage in The Rocks

Mojo Place- Beautiful home with pool and hot tub

The Crow’s Nest
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