Vacation rentals in Weston

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Top-rated vacation rentals in Weston

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Guest favorite
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
4.9 out of 5 average rating, 168 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 favorite
A scenic view from a balcony captures rows of lush vineyards stretching across a gentle landscape. The distant Blue Mountains create a serene backdrop under a clear blue sky, enhancing the tranquil atmosphere of the property.
Farm stay in Milton-Freewater
4.93 out of 5 average rating, 160 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.

Top guest favorite
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, 342 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 favorite
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, 281 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 favorite
A private deck features two rocking chairs with red cushions, providing a serene spot to enjoy views of the expansive landscape. The horizon is illuminated by the soft light of the setting sun, while a gently rolling countryside is visible in the background.
Guest suite in Cove
4.97 out of 5 average rating, 985 reviews

Almosta Farm Bungalow near La Grande, Sleeps 4

Enjoy stunning sunsets from your private studio bungalow nestled at the base of Mount Fanny in historic Cove, Oregon. Located 10 miles from Union, Oregon and 15 miles from La Grande, Oregon on the Cove-Union Farm Route. We are near mountain biking and hiking & 30 minutes from Moss Spring Trail head (Minam Lodge). We are an hour away from Anthony Lakes and 90 minutes from Jospeh. The studio will sleep up to 4 people if a second bed is requested. Ask about teacher discount. Gay friendly

Top guest favorite
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
4.97 out of 5 average rating, 193 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 favorite
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.
Guesthouse in Milton-Freewater
5 out of 5 average rating, 110 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.

Top guest favorite
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
4.98 out of 5 average rating, 132 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
A welcoming bunkhouse is set amidst lush green grass, with two pink chairs positioned on the front porch. Surrounding trees provide shade, while the structure features a wooden deck and a traditional roof. A sense of tranquility is enhanced by the open outdoor space.
Tiny home in Pilot Rock
4.96 out of 5 average rating, 313 reviews

McKay Creek Bunkhouse

Welcome to McKay Creek Bunkhouse. We are located on McKay Creek 11 miles from the heart of Pendleton, Oregon. This 1900 bunkhouse is situated near the blue mountains and is recognized by the state of Oregon as part of our century farm which is still a working farm. The bunkhouse is surrounded by a couple of acres of grass and wheat fields. Locate just down from the mouth of McKay Reservoir you may see geese, turkeys and deer to name a few wildlife that visit the area. Come and relax.

Top guest favorite
The exterior of Weston Mountain Lodge showcases warm wooden siding, adorned with large windows that provide ample natural light. A well-kept lawn features colorful flowers, and deck furniture awaits outdoor relaxation. Tall trees surround the property, enhancing the lodge's natural setting and providing a sense of privacy.
Home in Weston
4.99 out of 5 average rating, 120 reviews

Weston Mountain Lodge in the Blue Mountains

Weston Mountain Lodge is a grand, open space full of natural light that feels intimate and cozy too. A group of friends or families as well as a couple or an individual would all feel at home here. The house and land inspire reflection and serenity. Weston Mountain Lodge feels magical and “other worldly” - a quiet oasis tucked off life’s busy path. The Lodge is a perfect place to disconnect so you can reconnect, where you can build traditions and create lasting memories.

Top guest favorite
A spacious bed with a wooden frame is centered in the room, adorned with decorative pillows featuring animal motifs. A small dog relaxes on the bedspread, while warm light fills the space, highlighting the inviting atmosphere.
Barn in Walla Walla
4.99 out of 5 average rating, 299 reviews

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.

Top guest favorite
A rustic barn structure features a two-story design with a wooden exterior. Windows on the upper level provide natural light, while horse stalls are visible on the lower level. The open area is enclosed by a fence, creating a farm-like atmosphere.
Apartment in Pendleton
4.98 out of 5 average rating, 572 reviews

NEIGH-bors Barndominium

NEIGH-bors is on the top floor of a barn just within the city limits of Pendleton, Oregon. It's 600+ square feet, and includes a nicely stocked kitchen and full bathroom, a queen bed in the bedroom and an air mattress and/or floor mattress in the living room. This "barndo" is an attractive option for those who desire convenience and rustic charm.

Popular amenities for Weston vacation rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Umatilla County
  5. Weston