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Vacation rentals in Weston

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Top-rated vacation rentals in Weston

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Top 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
4.91 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 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, 348 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, 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.

Guest favorite
A comfortable seating area features two gray sofas adorned with soft cushions, complemented by a wooden coffee table. Natural light enters through two large windows, offering a bright and airy atmosphere. A potted plant and a standing lamp are positioned nearby.
Home in Pendleton
4.87 out of 5 average rating, 229 reviews

The Sunny House

This home has a vintage appeal. It was built in the mid 1900’s and is located on the north hill within walking distance of downtown Pendleton and the Pendleton Roundup Grounds. A detached garage sits next to the home and is also available for storage. The home is in a quiet neighborhood. It is an easy walk to the Umatilla Riverwalk, Roundup Grounds and downtown. We have two neighborhood parks. One is adjacent to a small neighborhood coffee shop and and cafe, 8 blocks from the house.

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
4.99 out of 5 average rating, 135 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, 318 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
Snow-covered trees frame a cozy mountain lodge, which is partially obscured by frost-laden branches. The clear blue sky contrasts with the white landscape, creating a serene winter scene. The surrounding nature suggests a tranquil and inviting outdoor environment.
Home in Weston
4.99 out of 5 average rating, 121 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.

Guest favorite
A rustic log cabin is surrounded by a forested area, featuring a sitting area with wooden chairs and a picnic table on a gravel patio. A fire pit made of stones is visible in the foreground, complemented by scattered greenery.
Cabin in La Grande
4.92 out of 5 average rating, 142 reviews

The High Road off grid Small Log Cabin

(see the Winter note for December through April in "Other details")** Cozy, off grid, earth friendly, solar powered cabin with a view of beautiful forest. Get away from it all in the forest. 20 miles from La Grande, 3 miles from the Highway. Hike, mountain bike or photograph nature right out your front door. (see: Other Things to note->RE: Pets NOTE: Pet friendly BUT there is a $20 pet fee for up to 2 pets (Please E-pay prior to check in). No Pets on the bed.

Top guest favorite
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.

Top guest favorite
The entrance features a wooden door with decorative glass, surrounded by warm wooden paneling. A welcome sign and a small bench with cushions invite guests to relax. A welcome mat is placed in front of the door, enhancing the welcoming atmosphere.
Guest suite in Walla Walla
4.93 out of 5 average rating, 228 reviews

The Honeymoon Suite, king bed, hot tub, kitchen

This Valley Chapel Road home is 5 miles from downtown Walla Walla, on a quiet country road with sparse neighbors. The studio apartment has an open design, with lots of sunlight streaming in thru high windows without shades. Fishing at the river, and geo-caching nearby. One can enjoy views of both sunrise and sunset from the porch. The home sits on 4 acres, which is partially fenced. Great for games of badminton and football, and flying kites!

Guest favorite
A cozy sleeping area features a black metal bed adorned with a white quilt and decorative pillows. A red lamp casts warm light next to a small green bedside table. A vintage-style armchair adds an inviting touch, enhancing the room's comfortable ambiance.
Apartment in Walla Walla
4.83 out of 5 average rating, 354 reviews

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!

Top guest favorite
An outdoor patio showcases a large, heated in-ground pool surrounded by contemporary furniture. A fire dish stands at the center, producing a warm flame, while an expansive redwood dining table is set nearby, complemented by stylish white chairs and lush landscaping.
Home in Walla Walla
4.95 out of 5 average rating, 192 reviews

The Oasis Luxury Home Downtown with pool

This historic Dutch Colonial has been meticulously updated with modern comforts for enjoying your next Walla Walla adventure! Bordering the beautiful Whitman Campus, this attractive property is just a short walk to all downtown wineries, restaurants, and shops. Perfect for 3-4 couples, groups of friends, or family! The outdoor heated pool is open April 1st thru the first weekend in November annually.

Popular amenities for Weston vacation rentals

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