Guesthouse vacation rentals in Oregon

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Top-rated guesthouse rentals in Oregon

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A serene pond reflects a red barn and surrounding evergreen trees at sunset. Tall grasses frame the foreground, enhancing the tranquil scene. The warm hues of the sky contrast with the calm water, contributing to the peaceful ambiance of the setting.

Guesthouse in Sheridan

5 out of 5 average rating, 100 reviews

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.

Guest favorite

A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.

Guesthouse in Oregon City

4.97 out of 5 average rating, 191 reviews

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!!

Top guest favorite

The exterior of the home is highlighted by contemporary design elements and a clean white facade. A flowering tree adds a touch of color, while large glass doors invite natural light into the living area. Surrounding landscaping is thoughtfully arranged with minimalistic plantings.

Guesthouse in Portland

4.99 out of 5 average rating, 520 reviews

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

Top guest favorite

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.

Guesthouse in Stayton

5 out of 5 average rating, 564 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 favorite

The exterior of a contemporary two-story building is set against a backdrop of ocean and beach. Large windows reflect the evening light, hinting at inviting interiors. Surrounding greenery and a sandy shore create a serene environment, with rocky coastal formations visible in the distance.

Guesthouse in Port Orford

4.99 out of 5 average rating, 309 reviews

Most Spectacular Ocean Views - Studio East Upper

The Point provides the most amazing OMG view of the ocean and beach of the Oregon South Coast and possibly the world. You sit 100 feet above the water on our beach front property looking at the dolly dock pier and harbor to the east and Battle Rock and and a long stretch of beach to west. You can walk to the end of the property and enjoy your favorite beverage on the deck on the cliff above the water. You have truly magnificent views from our top-of-the-line studios.

Top guest favorite

The exterior of the guest house features a wooden facade with large windows, nestled among snow-covered trees. A staircase leads to a balcony area, complemented by satellite dishes. The entrance door is painted green, adding a touch of color to the natural surroundings.

Guesthouse in Rhododendron

4.99 out of 5 average rating, 678 reviews

The Bear's Den, studio with kitchen and pond/creek

Our wonderful guest house is a cozy studio with a queen bed, kitchen, sofa, and dining table in one large room. There is a bathroom with shower. This is a second floor apartment over the detached garage, we live in the main house next door. The property is very secluded well off the road with no other houses nearby and borders the National Forest. Enjoy the spring fed pond in the front yard, a hike along the Sandy river, or a 15 min drive to ski resorts.

Guest favorite

A bright living area features large windows offering expansive ocean views. Comfortable seating includes a light-colored sofa adorned with patterned cushions and a cozy bed with an inviting bedspread. Natural wood accents and vibrant textiles add warmth to the space, with sunlight illuminating the interior.

Guesthouse in Nehalem

4.97 out of 5 average rating, 230 reviews

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.

Top guest favorite

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.

Guesthouse in Salem

4.97 out of 5 average rating, 531 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 favorite

A field of lavender blooms stretches toward the horizon, with soft hues of purple under a pastel sky. The name 'Buena Vista Lavender Farm' is elegantly displayed at the center, conveying a sense of tranquility and connection to nature.

Guesthouse in Silverton

4.95 out of 5 average rating, 238 reviews

Buena Vista Guest House.

Take it easy at this tranquil getaway. Stay at our beautiful lavender farm located in the rolling hills 8 miles south of Silverton Oregon. Our guesthouse is a private, quiet, and cozy get-away that is surrounded by beautiful views of the Willamette Valley and coastal range. Enjoy the quiet evenings on the private patio enjoying the amazing views! Pictures do not do it justice. This is a hidden gem.

Top guest favorite

A welcoming pathway leads to a charming house, bordered by an array of trees and colorful shrubs. The sky features dynamic cloud formations, adding a serene backdrop to the lush landscape. A circular driveway provides access to the front entrance.

Guesthouse in Salem

4.97 out of 5 average rating, 335 reviews

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.

Guest favorite

A spacious living area is framed by large windows that offer expansive views of the Columbia River. A modern kitchen island with a white countertop is paired with sleek, white chairs. A fireplace and comfortable seating area are visible, creating an inviting space.

Guesthouse in Astoria

4.99 out of 5 average rating, 192 reviews

Captain's View Guest House

Captain’s View guesthouse offers comfort and coastal charm with a cozy bedroom, modern bathroom, open living area, and well-equipped kitchen. Enjoy river views from a private deck, relax by the fireplace, or explore nearby Astoria’s shops, museums, and restaurants. Ideal for romantic getaways, solo retreats, or work escapes, it balances seclusion with convenience for a memorable stay.

Top guest favorite

An open living space features high ceilings with exposed beams. A cozy seating area includes two patterned armchairs and a shared side table. A decorative rug covers the tile floor, while built-in shelves display various items. The kitchenette is visible, equipped with a refrigerator and counter space.

Guesthouse in Yachats

4.96 out of 5 average rating, 278 reviews

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.