Guesthouse holiday rentals in Oregon

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Top-rated Guesthouses in Oregon

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

Guesthouse in Forest Grove

Forest Retreat in Oregon’s North Coast Foothills

Find yourself in this unique, tranquil, converted art studio halfway between Cannon Beach and Portland. Private deck overlooks the organic garden. Deer frequent the orchard. Art supplies on the shelves. Kitchenette. Warm outdoor shower and cool outdoor spaces to explore. Peaceful and inspiring. Roast marshmallows over the fire. Wander the nearby hiking/biking/walking trails, parks and wine country. Guesthouse is 3.5 or 4.5 miles on county gravel road depending on your approach. 1250' elevation.

5.0 out of 5 average rating, 102 reviews

Top Guest favourite

Guesthouse in Sheridan

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.

4.98 out of 5 average rating, 170 reviews

Top Guest favourite

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 Clackamas

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!!

4.97 out of 5 average rating, 299 reviews

Top Guest favourite

Guesthouse in Salem

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! When you come back to the bnb, enjoy a soak in the balcony hot tub!

4.97 out of 5 average rating, 625 reviews

Top Guest favourite

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

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.

5.0 out of 5 average rating, 608 reviews

Guest favourite

A serene lakeside scene at dusk is captured, featuring a glowing fire pit surrounded by stone. A wooden pavilion with warm lighting is positioned nearby, framed by tall trees. The moonlight reflects gently on the calm water, enhancing the tranquil atmosphere.

Guesthouse in Estacada

Lakeside Cabin with Loft and Outdoor Pavilion

Secluded light-filled cabin with a modern farmhouse vibe overlooking a private lake. Located 1 mile from Mt. Hood National Forest, with plenty of hiking, paddling, fishing, and biking opportunities! Onsite amenities include canoes, open air pavilion with large stone fireplace, walking trails and plenty of lawn games. Cabin sleeps four, with main level queen bed and loft queen with ladder access. Living room provides home theater experience. Kitchenette and outdoor gas BBQ.

4.98 out of 5 average rating, 102 reviews

Top Guest favourite

The exterior of the property is showcased, highlighting a modern two-story structure with large windows. Lush greenery surrounds the building, while the ocean and beach stretch out in the background, providing a scenic coastal view. A dock area can also be observed along the shore.

Guesthouse in Port Orford

Most Spectacular Ocean Views - Studio East Lower

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.

4.95 out of 5 average rating, 273 reviews

Top Guest favourite

The image captures a stunning ocean view at sunset, featuring three distinct arch-shaped rocks on the horizon. Gentle waves reflect the warm colors of the sky, while a wooden railing is visible in the foreground, adding depth to the tranquil coastal scenery.

Guesthouse in Tillamook

Sailor's Suites, Sea Haven oceanfront lodge-A

Enjoy a magical stay at this oceanfront triplex/condo. This unique location is truly for those seeking an oceanfront experience. Million dollar ocean view! View Oceanside's 3 arch rocks from the private 4 person hot tub. This beautiful oceanfront 5 bed 3 bath is perfect for a family getaway. Two private decks overlooking the Ocean. Located 1 mile from the quaint village of Oceanside Oregon. Watch the whales spouting in the distance as the sun melts into the ocean.

4.97 out of 5 average rating, 448 reviews

Guest favourite

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

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.

4.97 out of 5 average rating, 280 reviews

Top Guest favourite

A spacious chalet is nestled among lush greenery, showcasing its wooden exterior and large windows. The outdoor seating area with a comfortable sofa arrangement is highlighted on the deck, surrounded by well-maintained landscaping, creating a welcoming outdoor retreat.

Guesthouse in Grants Pass

Chalet in the Woods

Welcome to the little Chalet in the beautiful Oregon woods! Come relax and unplug in this charming private guest house situated on 4 acres, just 5 minutes from downtown Grants Pass and 3 minutes from grocery stores and shopping yet you feel as if you are out in the country far removed from anything and everything. This space was created to embody Swiss style living and the details speak to that. Comfortable and efficient.

4.97 out of 5 average rating, 245 reviews

Top Guest favourite

Guesthouse in Astoria

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.

4.99 out of 5 average rating, 249 reviews

Top Guest favourite

Guesthouse in Banks

Indoor Swimming Pool-Heated & Private

Includes the whole bottom half of this home with it's own private entrance, indoor heated pool, home theatre, full bathroom plus half bathroom, laundry room, master bedroom with queen bed, and three fold our twin beds. When you will pull up to this property, you will be surrounded by a vineyard and completely immersed with beautiful mature landscaping with thousands of flowers.

4.98 out of 5 average rating, 127 reviews