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

Wine Country Garden Retreat
Located in the heart of wine country, dozens of wineries within miles, the nearest across the drive "BraVuro Cellars" featuring Big, Bold Reds. 12 miles to Historical McMinnville. One hour to the Oregon Coast and Portland. Our farm offers 1.5 acres of year round specialty gardens, attracting the rare blue butterfly, Willamette Valley birds including migrating evening grosbeak. Horses, goats chickens and 3 friendly labs Enjoy our other listing at https://www.airbnb.com/h/heartofwinecountryretreat

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.

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

Luxurious Riverfront GuestHouse, Sauna & HotTub.
Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

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.

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!

Willamette Valley Chateau
ESCAPE! This is by far will be the best AirBnb experience you will have. This place is a piece of heaven and relaxation, which lets you enjoy the view, nature and quiet time away from the city. Great place to celebrate your anniversary with a quiet retreat, wine tasting or visit nearby nature. NO CONTACT SELF CHECK IN. You will not have contact with anyone during your stay. Super fast internet.

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!
Popular amenities for Willamette Valley guesthouses
Family-Friendly guesthouses

Clinton St Guesthouse • Walkable & Artistic

Cozy Detached ADU - 20 min from Portland

The Garage

Amazon Hideout - 1 mile to UofO, 3 to Autzen

Cute, Cozy Tiny Home, near U of O

The HUT on 17th

Award-Winning Guest House with Private Entrance

Douglas Fir Cottage - peaceful getaway near U of 0
Guesthouses with a patio

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

Brand New Tiny Home/Pottery Studio in Cute Village

The Carriage House *Downtown*

Garden Home Getaway

The Loft in Hawthorne Tabor

Come Escape @ Mount Hood Retreat

Destiny Suite

Intimate Casita. Hot-tub, Movie Loft and Chiminea.
Guest house rentals with a washing machine and dryer

Tiny House, Big Charm

Private Oasis! Cozy & Close to Everything!

The Haseman House

Private, sweet 2 bedroom cottage near hospital

Hawthorne Wisteria Retreat

Little Cedar House Cottage near coffee and shops

Cozy and quiet Detached unit 1 bedroom

*Hometown FAVE* Remodeled 2-Bdrm Albany & Near OSU
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- Moda Center
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- Oregon Zoo
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- The Grotto
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