
Guesthouse vacation rentals in Willamette Valley
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Willamette Valley
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Spacious, bright garden studio on Peninsula Park
Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Hillside Cabin Retreat
Escape to our tranquil guesthouse nestled in the woods, offering a private retreat just minutes from Eugene's city center & the University of Oregon. This cozy cabin features a well-equipped kitchenette, luxurious outdoor shower & spacious deck perfect for enjoying meals while observing local wildlife & sunsets. Unwind in the hammock & fall asleep to the sounds of nature. Conveniently located near Hayward Field & downtown Eugene, our guesthouse provides a unique blend of serenity & convenience.

Accessible, AIA-Award Winning, Urban Garden Oasis
A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

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.

The Rock Tree House - A place to unwind and renew.
Welcome to the Rock Tree House! This studio apartment is the perfect get-away retreat for the outdoor enthusiast: 20 minutes to Silver Falls State Park, 2 miles from the quaint downtown Silverton, and well within driving distance of all the Willamette Valley has to offer. Enjoy your morning coffee on the private outdoor deck surrounded by beautiful trees and abundant wildlife. Our home is a safe space for all people. We welcome guests of all races, faiths, genders, and sexual orientations.

The Darling Nest
Private 1 bedroom guesthouse with carport nestled in a peaceful McMinnville greenway. This spacious one level apartment is perfect for a maximum of 2 guests. Please note... It is not the best fit for families with small children. It is a clean and roomy (almost 900sq ft), well lit space with ample windows offering secluded views of a creek valley. Less than a mile from historic 3rd St, it provides a centrally located urban sanctuary ideal for a couple’s getaway or buddy retreat.

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.

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!

Muse Cabin in old growth forest w/cedar hot tub
Enjoy our beautiful cozy cabin that is heated exclusively by a wood stove, on the edge of a magical old growth cedar forest on our 11 acre farm and vineyard. Relax on the deck built into the trees, and sleep peacefully in the loft bed, as you soak in the nature around you. The cute out house is just down the path and the cedar hot tub/ outdoor shower is next to the garden.

Wine Country Spa House - Hot Tub/Sauna/Pool
Relax in your private guest house featuring an indoor Sauna and Marquis Spa (Hot Tub) Enjoy the pool and outdoor hot tub. Take a swing at the tee off boxes, chip around - 2 holes, explore our 10 acre property, enjoy the tranquil view of the hazelnut orchard, hay fields and mountains while you kick back, relax and fall in love with Oregon Wine Country!

Light filled Art Loft on Fairmount Hill
The Art Loft is located in the cozy historic Fairmount Hill neighborhood. We are close to City Center, Bush Park, Willamette University, and the Convention Center. The loft is great for couples, solo adventurers, and business travelers by offering a private entrance with treetop views. Enjoy a nice secluded stay adventure.

The Friendly Den / Cozy, private couples retreat.
Welcome to the Friendly Den, a newly built, Scandinavian-inspired home nestled in Eugene’s official Friendly Neighborhood—a welcoming, working-class area just minutes from downtown. Our thoughtfully designed space is perfect for collegiate events, concerts, family visits, or simply unwinding in comfort and warmth.
Popular amenities for Willamette Valley guesthouse rentals
Family-friendly guest house rentals

Private 2 B/R w/parking 2.5 blocks to OSU.

Tiny House, Big Charm

Clinton St Guesthouse • Walkable & Artistic

Chalet Retreat-Pond, Mountains & Barn View

Quiet urban cottage ~*~

Award-Winning Guest House with Private Entrance

Modern Hawthorne Guesthouse - Close to Everything

Douglas Fir Cottage - peaceful getaway near U of 0
Guest house rentals with a patio

Nearly NEW 2 BR guest house w/patio in Corvallis!

Brand New Tiny Home/Pottery Studio in Cute Village

The Carriage House *Downtown*

The Loft in Hawthorne Tabor

Come Escape @ Mount Hood Retreat

Destiny Suite

Amazon Hideout - 1 mile to UofO, 3 to Autzen

Cozy Willamette Valley Cabin With Modern Comforts
Guest house rentals with a washer and dryer

Luxe Garden Cottage in Central PDX

Maple Cottage PDX/ Fun Historic Mississippi Ave.

The Haseman House

Cozy Detached ADU - 20 min from Portland

Hawthorne Wisteria Retreat

Private Minimalist Architecture Guesthouse Loft

Little Cedar House Cottage near coffee and shops

Cozy and quiet Detached unit 1 bedroom
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- Moda Center
- Silver Falls State Park
- Laurelhurst Park
- Oregon Zoo
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Oaks Amusement Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Pittock Mansion
- Council Crest Park
- Oaks Bottom Wildlife Refuge
- Portland State University
- International Rose Test Garden
- Tryon Creek State Natural Area
- Reed College
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