Guesthouse holiday rentals in Oregon

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.

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!

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.

Willamette Valley Luxury Chateau

Escape! Voted as one of the Salem’s luxurious places to stay. Treat yourself to “Ritz Salem” This will likely be one of the best Airbnb experience. This place is quiet and relaxing, as you enjoy the views, nature, and time alone. Great place to celebrate your birthday or anniversary with a quiet retreat, wine tasting, or visit nearby restaurants or nature. It offers king size bed, gas fireplace, large space, full couch, high ceilings, and fast internet. No contact self-check in.

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.

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.

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.

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.

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.

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.