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 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

4.98 out of 5 average rating, 171 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Discover our serene Clackamas Riverfront Guest House – a peaceful riverside getaway. This stylish retreat features a private hot tub and sauna, blending modern comforts with rustic charm. Unwind by the fireplace, savor river views, and embrace nature's beauty. Our river facing backyard provides access to the river where you can fish for salmon, steelhead, go kayaking, rafting and enjoy water adventures. Perfect spot for romantic escapes or solo rejuvenation. Experience luxury nestled in nature.

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, 508 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

Guest favorite

A modern living area is highlighted by large windows, offering panoramic views of the surrounding landscape. A light-gray sectional sofa is positioned near a circular white coffee table, with a cozy area rug beneath. Natural wood ceiling beams enhance the space, complemented by a sleek kitchen area.

Guesthouse in Arch Cape

4.92 out of 5 average rating, 173 reviews

Blue Pacific Retreat- Contemporary w/Ocean Views

'Blue Pacific Retreat' is a contemporary space in Arch Cape w/panoramic ocean views, quiet and serene surroundings. Designed by an architect and interior designer the newly remodeled space (2025) is sophisticated, tasteful, and unique. Luxurious amenities; heated floors, luxury bedding, ocean views from living area and west deck, stocked, full kitchen, and NW art. This is 1 bdrm apt. above a detached garage on a quiet dead end street and is just a 9min to beautiful Arch Cape beach.

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, 549 reviews

Spoil yourself! Luxury Cabin on the Santiam River

Luxury Cabin Suite is suited for 2 adults on the Santiam River, just 20 minutes from Salem! For a special place to relax, unwind or a romantic/relaxing getaway this is the place for you...oh, and no dishes to wash! If you love hiking, fishing, bring your kayak or raft. Enjoy all the luxury/Spa and custom artistic touches & beautiful views of the river. Also, experience a free art project in Artsy Fartsy Studio. *Our cabin has only one bed and is not appropriate or set up for kids.

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, 288 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 entrance features a handmade steel pivoting door framed by large planters and greenery. A pathway of concrete slabs leads toward the door, creating an inviting entryway. Soft lighting illuminates the space, enhancing the welcoming atmosphere.

Guesthouse in Portland

4.97 out of 5 average rating, 399 reviews

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Design, 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.

Top 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, 222 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 exterior of a guesthouse is shown, featuring a charming wooden facade and large windows. A private outdoor patio is surrounded by lush greenery, including vibrant plants like a red maple and bamboo. A small round table with wooden chairs invites outdoor relaxation.

Guesthouse in Portland

5 out of 5 average rating, 301 reviews

Colorful, spacious, light-filled guesthouse on MAX

Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

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

4.96 out of 5 average rating, 204 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.

Guest favorite

The entrance of the house is framed by well-maintained landscaping, featuring a variety of shrubs and trees. Two chairs are positioned on a covered porch, providing a comfortable spot to enjoy the surroundings. A pathway leads to the door, enhancing accessibility.

Guesthouse in Salem

4.97 out of 5 average rating, 310 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.

Top 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, 179 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

4.97 out of 5 average rating, 263 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.