Holiday rentals in Weston

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Top-rated holiday rentals in Weston

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Top guest favourite
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
4.91 out of 5 average rating, 164 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 favourite
A view from the entrance showcases a compact kitchenette with white cabinetry and a mirrored wall. The living area is visible beyond, featuring a soft green couch, decorative pillows, and a neutral rug. A dining table is set for two, enhancing the inviting space.
Guest house in Walla Walla
4.98 out of 5 average rating, 108 reviews

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

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, 357 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
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, 205 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 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, 324 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 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, 138 reviews

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!

Top guest favourite
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, 125 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 favourite
An open living and dining area features high vaulted ceilings and large windows allowing natural light. A spacious couch faces a cozy fireplace, with a dining table beside it. The kitchen is equipped with modern appliances and ample cabinetry, creating a welcoming space for gatherings.
Loft in College Place
4.97 out of 5 average rating, 182 reviews

Parkview Loft 0.8 miles from WW University

Bright and spacious Loft with open Living/Dining and Kitchen area. Large, comfy couches positioned in front of a warm and cozy gas fireplace and Smart TV. Prep a meal in the spacious kitchen with all new appliances and cabinets. All new dishes, cookware and utensils. Enjoy coffee on the patio from a Keurig. There are 2 Bedrooms with Queen size beds and an open Loft area at the top of the spiral staircase with a Queen bed as well. Great place to enjoy family and friends.

Top guest favourite
A spacious backyard is illuminated by string lights hanging from a large pergola, creating a warm ambiance. Comfortable seating areas are arranged under the pergola, with a grassy lawn extending in the foreground. The home features a light exterior and yellow door, enhancing the inviting setting.
Home in College Place
4.98 out of 5 average rating, 208 reviews

Outdoor Living Space *2 Kings *Dog Friendly Home

Come visit one of 120+ wineries in the valley! Just minutes away, you'll find one of these gems in nearly any direction. After experiencing the beauty, smells, and tastes of a new favorite winery, wander quaint downtown Walla Walla until dinnertime. French Cuisine? Basserie Four is your place. Not feeling French food? Great! Italy is just across the border, and in Walla Walla, Italian food is at Passatempo. Feeling something closer to home? TMACS is the New American!

Top guest favourite
A covered patio area features a table with four chairs, a gas fire pit, and soft lighting. A hot tub sits nearby, surrounded by a spacious, fenced backyard. A colorful sunset illuminates the sky, adding warmth to the serene outdoor setting.
Home in Richland
4.96 out of 5 average rating, 357 reviews

Sunny & Serene! 3BR W/ Hot Tub, Fire Pit, King Bed

Relax and unwind at this cozy and centrally located 3-bedroom home in Richland. Enjoy your nights with these top-end amenities like the brand new hot tub, sun shaded back patio and gas fire pit. Inside you'll find king/queen beds, a coffee bar, smart tv's and a full kitchen. The home has a great location near shopping, restaurants and easy access to the highway to get anywhere you need to be during your Tri-Cities stay!

Guest favourite
A spacious living area features a comfortable gray sectional sofa and a cozy red accent chair. A small wooden table is placed beside the chair, accompanied by a lamp. A large television displays a vibrant underwater scene, and natural light filters through a window with a view of greenery.
Guest house in College Place
4.89 out of 5 average rating, 810 reviews

Private Guesthouse with indoor pool and hot tub

Come stay in our private Guesthouse located on 2-acres with ample off-street parking and big shade trees. This Guesthouse has a nice landscaped private yard. Relax on the patio with views of the Blue Mountains. Enjoy the indoor pool and brand-new hot tub year-round. Enjoy a pick-up game of basketball on our regulation half-court. Lighted for night play.

Popular amenities for Weston holiday rentals

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