
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

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.

The Green Door PDX: A European Inspired Cottage.
A bolthole created from passion by Kaemingk Collection, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

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

Sun studio guesthouse with private entrance

Forest views, hiking, family friendly!

Cozy Detached ADU - 20 min from Portland

The Garage

Spacious, bright garden studio on Peninsula Park

The Westmoreland Lighthouse - Private studio in SE

Destiny Suite

Mini Ceramics Guesthouse
Guesthouses with a patio

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

The Carriage House *Downtown*

Garden Home Getaway

Perfectly Portland Clinton St Guesthouse

Coda Guesthouse -Now Solar Powered & dog friendly

The Loft in Hawthorne Tabor

Cozy Willamette Valley Cabin With Modern Comforts

The Little Gem of Corvallis
Guest house rentals with a washing machine and dryer

Tiny House, Big Charm

Romantic & Private Castia, HotTub, Patio & Firepit

Colorful, spacious, light-filled guesthouse on MAX

Cozy Country Bungalow

SCHOLLS VALLEY RETREAT

Modern Design, Beautiful Views, Private Deck

Contactless Clean Private Treetop Studio

Rhododendron Retreat
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Enchanted Forest
- Providence Park
- Silver Falls State Park
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Domaine Serene
- Wings & Waves Waterpark
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Council Crest Park
- Stone Creek Golf Club
- Pittock Mansion
- Evergreen Aviation & Space Museum
- Portland Golf Club
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