
Guesthouse vacation rentals in Oregon
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Top-rated guesthouses in Oregon
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

Charming one bedroom apartment in the forest.
This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

Chalet Retreat-Pond, Mountains & Barn View
The Chalet is nestled in the Coastal Range Mountains. It includes 2 decks with views of the beautiful pond & barn in front & secluded acreage out back. Waiting for you are winding paths with wooden bridges over a trickling stream. You will enjoy a variety of wildlife following the paths or just sitting on the deck! Relax in the stylish, roomy studio in the heart of wine country. Just 14 miles from Spirit Mountain Casino, 21 miles from McMinnville, 41 miles to Lincoln City and 27 miles to Salem.

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
Immerse yourself in nature at our serene tiny cabin in the woods. Secluded & private, yet minutes to the city & university! Enjoy your meals & watch the wildlife & sunsets from the large front deck. Relax & read a book in the hammock or watch the birds & enjoy the view from the terraced gardens. Fall asleep to the calls of the great horned owl! Large windows, well stocked kitchenette & outdoor shower create the perfect nature escape. Only 4 miles to Hayward Field, the U of O & Downtown Eugene!

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 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.

Eagle's Nest - Connect with the Soul of the Coast
300 feet above the ocean on sacred Neahkahnie Mountain, 30 feet above the ground. Built by hand with love in 1985. Look out thru giant Sitka spruce and Douglas fir, south & west to the ocean. Look up from the sleeping loft through a huge skylight to the night stars and moon. Leave urban culture behind. Retreat into a world where the rest of nature speaks loudly. Neahkahnie means "place of the spirits." All are welcome to find true peace & magic here.

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.

The Carriage House at Dragons Cove
Under a spell of centuries of wind and waves, Cape Perpetua awaits. Here you'll find The Carriage House, an enchanted cottage with views of tiny Dragons Cove, Laughing Gull Island, and the majestic Perpetua headland, highest point on the Oregon coast. It's hard to imagine a more pristine oceanfront setting. Two dozen harbor seals congregate and birth their young on the island.
Popular amenities for Oregon guesthouses
Family-friendly guesthouses

Coastal Cozy Stopover

Private guesthouse w/ yard, firepit, patio, loft

Forest views, hiking, family friendly!

The Rock Tree House - A place to unwind and renew.

Hawthorne Wisteria Retreat

Quiet & Clean Cottage with Yard

Pool house with hot tub and extras (year round)

Multnomah Village Small House
Guesthouses with a patio

Perfectly Portland Clinton St Guesthouse

Woahink Lake Studio Retreat - Pirate’s Cove

The Solo Traveler's Backyard Garden Studio

Intimate Casita W/ Hot tub, Movie loft & Chiminea!

Cozy Willamette Valley Cabin With Modern Comforts

Luxury Spa Retreat Studio for 1-2 Guests

Warm Cedar Cottage Oasis with Hot Tub on Request

Rustic retreat in Oregon's Dark Sky Sanctuary
Guesthouse rentals with a washer and dryer

Arbor Lodge Lodge- a relaxing oasis in the city

The Loft: Modern Open space in Southeast Portland

The Loft @ Paradise Point. Enjoy the Jacuzzi!

Ranch Cottage: Desert, Forest, Horses, Hot Tub

Cozy and quiet Detached unit 1 bedroom

Contactless Clean Private Treetop Studio

Tucked Inn Cully

Cedar House
Destinations to explore
- Rentals with a hot tub Oregon
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