Holiday rentals in Willamette Valley

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Top-rated holiday rentals in Willamette Valley

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Guest favourite
The modern cottage exterior features a sleek design with wooden accents. Steps lead to the entrance, framed by lush vineyard rows. A gentle slope into the vineyard can be seen alongside the structure, providing a tranquil setting amidst the surrounding nature.
Cottage in Salem
4.96 out of 5 average rating, 314 reviews

The Vineyard House - Cozy & Modern

Welcome to our charming cottage, nestled amidst a picturesque Pinot Noir vineyard in the renowned Willamette Valley, voted the next Napa Valley by Time Magazine. This serene retreat offers a truly unique experience for wine enthusiasts and nature lovers alike. Whether you're here for a romantic getaway, a wine-tasting adventure, or simply seeking a peaceful escape you won't be disappointed. With heated floors and a real wood burning fire place, you can cozy up during these months in tranquility.

Top guest favourite
A spacious family room is seen, featuring a mix of comfortable seating options, including a gray sectional and a light-colored armchair. A large dining table with cross-back chairs is positioned near the windows. Decorative elements include a rustic shelf and wall-mounted antlers.
Guest house in Dayton
5 out of 5 average rating, 198 reviews

Modern Farmhouse - Country living in wine country.

Escape to Oregon Wine Country! Light and bright modern farmhouse style rental . Enjoy a private suite in a detached barn with views of a country setting. King size bed with large Master suite and private patio. Queen size bed in a beautiful 2nd bedroom. Rental has a separate entrance in its own building. A 1800sf family/ rec room. Cozy fireplace, full kitchen, washer and dryer. Outdoor dining table on the patio. Located just one mile from Stoller Family & many more. Owners on site to assist

Top guest favourite
A vibrant outdoor space features a patio set with black metal chairs and a table, overlooking a lush garden. Colorful autumn foliage surrounds the area, with greens, oranges, and reds, while a double rainbow arcs gracefully over the scene, enhancing the landscape.
Guest suite in Hillsboro
4.99 out of 5 average rating, 259 reviews

Willamette Valley Wine Country Hub

Located in the heart of the Willamette Valley wine country the 1100 SqFt private unit provides a unique opportunity to experience the north west. We are at the center of a hub with equal access to Hillsboro, Sherwood, Newberg and Beaverton for all of the night life and restaurants while being within a few miles of 100+ wineries. We also offer a wood fired pizza making experience (see below for details). All of this while experiencing rural Oregon. We are on 6 acres with only a few neighbors.

Top guest favourite
A hot tub with bubbling water sits beside a wooden sauna structure, designed with intricate detailing. The surrounding area features a pebble pathway and lush greenery, creating a tranquil outdoor setting.
Tiny home in Newberg
5 out of 5 average rating, 694 reviews

Garden Spa Getaway in Wine Country-Newberg

Enjoy the hot tub & sauna for relaxation! The Tiny Home is privately tucked in a garden oasis, in a quiet residential neighborhood. Only 13 blocks to downtown Newberg 's wine boutiques & restaurants, 6 blocks to George Fox University, 45 min. from PDX Airport. Spacious with 192 sq. feet of modern comfort. Complimentary specialty cheese & oatmeal cups for breakfast. Nice bikes to tour Newberg & local wine boutiques. *Two night minimum stay. *Add a Reiki or Acasma Energy session for relaxation.

Top guest favourite
The cabin's exterior showcases a modern design with warm wood accents and a welcoming entryway. Lush greenery surrounds the structure, including ferns and small trees. A set of stairs leads to the main entrance, enhancing accessibility to this tranquil riverfront location.
Guest house in Stayton
5 out of 5 average rating, 576 reviews

Spoil yourself! Luxury Cabin on the Santiam River

Escape to our Luxury Cabin Suite, designed just for two adults, located right on the beautiful Santiam River—only 20 minutes from Salem! Whether you’re looking for a peaceful place to relax, a romantic getaway, or simply a spot to unwind, you’ll find it here… and best of all, no dishes to wash! Love the outdoors? Bring your hiking boots, fishing gear, kayak, or raft and make the most of the surroundings. Please note: Our cabin features one bed and is not suitable or equipped for children.

Top guest favourite
An inviting entryway features a stone exterior with dark wooden beams. Seating arrangements are available on a covered porch, surrounded by decorative planters and greenery. The soft glow of string lights adds an element of warmth, enhancing the overall peaceful ambiance.
Guest house in Salem
4.95 out of 5 average rating, 182 reviews

Willamette Valley Luxury Chateau

Escape! Voted as one of the Salem’s luxurious places to stay. Treat yourself to “Ritz Salem” This will likely be one of the best Airbnb experience. This place is quiet and relaxing, as you enjoy the views, nature, and time alone. Great place to celebrate your birthday or anniversary with a quiet retreat, wine tasting, or visit nearby restaurants or nature. It offers king size bed, gas fireplace, large space, full couch, high ceilings, and fast internet. No contact self-check in.

Guest favourite
Cabin in Tillamook
4.99 out of 5 average rating, 496 reviews

Mid-Century Riverfront Cabin - Seclusion Awaits!

Picturesque mid-century cabin...with your own private riverfront! (As seen on Magnolia Network 'Cabin Chronicles'). Boasting a magical view of huge forest trees and 300 feet of river frontage - enjoy a tastefully curated interior with luxury modern appliances & fast wifi. Soak in the incredible views on our expansive deck with a glass of wine, light a campfire on the private pebbled beach. Enjoy fishing/swimming right from your front door! @rivercabaan | rivercabaan . com

Top guest favourite
The spacious main area features large windows that allow natural light to fill the room, highlighting the soft gray sectional sofa and a plush area rug. A stylish spiral staircase leads to the loft bedroom, while a dining table is set in the corner.
Guest house in Salem
4.97 out of 5 average rating, 557 reviews

Charming 1 bedroom loft/barn apt with hot tub

Take it easy at this unique and tranquil getaway! Nestled in the heart of the Willamette Valley, this peaceful loft is perfect for the couple looking to relax and recharge. Enjoy our local farmers markets, or a baseball game at Volcanoes Stadium. Tour our local restaurants and wineries or see what’s happening this summer with our local music scene. Visit our many hikes and trails or float our rivers and lakes - and on and on!

Top guest favourite
An inviting living area features floor-to-ceiling windows that offer views of the surrounding forest. Minimalist furniture includes a wooden table, lounge chairs, and a futon, creating a comfortable space to relax or entertain. Natural light enhances the cozy atmosphere.
Flat in Newberg
4.94 out of 5 average rating, 1,042 reviews

Bright, Unique Apartment in Heart of Wine Country

*4 Min to George Fox University *10 Min walk to wine tasting rooms & restaurants *50+ wineries within 10 min drive This adorable daylight basement apartment is like walking into a storybook oasis. You’ll love the forest views from the floor to ceiling windows. Enjoy your morning coffee (or evening wine) from the private seating area and take in the sounds of chirping birds and babbling brook.

Guest favourite
The charming round house, surrounded by lush greenery, features large windows and a spacious deck. Vibrant flowers and ferns adorn the garden, contributing to the serene setting. Tall trees provide shade, framing a glimpse of the expansive landscape beyond.
Dome in Amity
4.97 out of 5 average rating, 271 reviews

Round House Retreat in the Woods

This peaceful round house offers a retreat from city life. Located on over 20 acres, this property offers complete silence, relaxation, and breathtaking views of the beautiful Willamette Valley below. The design offers an open floor plan as well as the unique experience of living in the round! The house is just a few minutes from numerous wineries and restaurants in Amity and McMinnville.

Guest favourite
The exterior view captures a two-story home nestled among lush gardens, with neatly trimmed hedges and vibrant greenery. The sun rises over the vineyard, casting a warm glow over the landscape and showcasing the rolling hills in the background.
Home in Gaston
4.94 out of 5 average rating, 283 reviews

Spectacular Home in the Heart of Wine Country!

Beautiful Home w/spectacular vineyard views nestled in the heart of Yamhill-Carlton wine country! Perfect setting for couples, families or friends looking to share a great weekend in the Willamette Valley! Looking for an event venue? Please contact us for details on hosting your party - we have lots of wonderful options both indoors and outdoors.

Top guest favourite
A charming gazebo is surrounded by lush greenery, featuring a wooden deck and steps leading to a pair of spacious outdoor seating areas. A circular fire pit made of stone is centered on the deck, providing a cozy gathering place.
Cabin in Dallas
4.95 out of 5 average rating, 243 reviews

Oregon Treehouse Getaway!

The perfect cozy treehouse oasis! Wake up surrounded by greenery next to a cozy fire overlooking a peaceful pond. From the fireplace outside on the balcony to the beautiful octagon windows bringing in all natural light! You will be able to un-plug and truly wake up feeling like you’re in paradise. Come, relax, unplug, and reset!

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