
Holiday rentals in Oregon
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Top-rated holiday rentals in Oregon
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Hawthorne House - A+ Location! Pet Friendly!
Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

Skyliners Getaway
Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

Mama J's
For whatever brings you to Oregon, stay at Mama J’s comfortable, peaceful, safe and convenient spot. Portland is just ten miles away, the closest beaches, Columbia River Gorge and Mt. Hood are all about an hour, and there are numerous hikes from the forest right down the street to Silver Falls and beyond. The neighborhood is peaceful and your private patio is the perfect place for a beverage and some bird and squirrel watching. If it rains, hang out in the gazebo! Hope to host you here!

Jason & Susie's private guest suite w/ kitchenette
Located in NW Portland, our space is in a quiet neighborhood, next to a park and tennis courts. We are 7 minutes from the Nike Headquarters, 2 minutes from Columbia Sportswear Headquarters, and 15 minutes from Intel, making it a perfect stay for your business needs. We are within walking distance to a grocery store, pubs, small restaurants, and the Saturday Cedar Mill Farmers Market. Close by is the entrance to Forest Park, one of the largest urban parks, with 80 miles of trails.

A sunny separate studio w/skylights
Your own modern large studio on 2nd floor with separate entrance, full kitchen, sunroom, skylights, 14-foot ceiling, balcony, desk, full bathroom, washer/dryer, dishwasher, gas stove, lots of windows. All this in a vibrant neighborhood, short walking distance to multiple coffee shops, restaurants, a single-screen movie theater, the light rail station, an open-late grocery store, a small park with a salmon run. One mile to Reed College, where Steve Jobs took a calligraphy class.

Arched Cabin with sauna on the Sandy River
Welcome to our stunning two-bedroom, two-bath arched cabin nestled along the Sandy River. Enjoy direct access to the river, where you can bask in the natural beauty of the surroundings and a view of Mt. Hood. The open concept living area boasts large windows that frame the breathtaking river views, creating an inviting ambiance that's perfect for relaxing. Indulge in a the barrel sauna with panoramic river vista. The cabin is close to endless activities up and around Mt. Hood.

Mid-Century Riverfront Cabin - Seclusion Awaits!
Picturesque mid-century cabin...with your own private riverfront! (As seen on Magnolia Network 'Cabin Chronicles'). Boasting a magical view of huge forest trees and 300 feet of river frontage - enjoy a tastefully curated interior with luxury modern appliances & fast wifi. Soak in the incredible views on our expansive deck with a glass of wine, light a campfire on the private pebbled beach. Enjoy fishing/swimming right from your front door! @rivercabaan | rivercabaan . com

Beaver Creek Cabin
Beaver Creek Cabin is a modern cabin designed to bring the outdoors inside. It's 15 minutes from the beach, 20 minutes from Pacific City, Cape Lookout, and Tillamook, yet only 5 minutes from beer and cookies and pesto. Set on a 7 acre lot, it's remote enough to feel private, yet public enough to feel safe. Perfect for couples or families, amenities include modern convenience (dishwasher, wifi, roku) as well as the classics: sticks and stars and trails and trees.

The Woodlands Hideout
The Woodlands Hideout is a small intentional semi-offgrid retreat space, featured on Dwell. It was designed and built by Further Society and created to allow guests to immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. Although the footprint of the space is small, we designed the experience to be outward focussed, so it feels very expansive with the towering pine trees in view.

Eco cabin near Bend: sauna, spa, king bed, EV plug
Tucked away on a quiet acre in Three Rivers, our cabin is a cozy, eco-friendly basecamp for Central Oregon adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful eco-friendly touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

Muse Cabin in old growth forest w/cedar hot tub
Enjoy our beautiful cozy cabin that is heated exclusively by a wood stove, on the edge of a magical old growth cedar forest on our 11 acre farm and vineyard. Relax on the deck built into the trees, and sleep peacefully in the loft bed, as you soak in the nature around you. The cute out house is just down the path and the cedar hot tub/ outdoor shower is next to the garden.
Popular amenities for Oregon holiday rentals
Other great holiday rentals in Oregon

Oceanfront Modern | Hot Tub | Fireplace

All About the View- Columbia River Gorge Haven

Charming 1 bedroom loft/barn apt with hot tub

Bear Creek Retreat, riverfront home in the forest

Pointe of Blessing with hot tub and canyon views

The Wayfinder

Cozy 1Br apt. beautiful park view

RoofTop FirePit, HotTub & Outdoor Theater
Destinations to explore
- Rentals with an accessible-height toilet Oregon
- Pet-friendly rentals Oregon
- Hostel rentals Oregon
- Rentals with a firepit Oregon
- Campsite rentals Oregon
- Beach house rentals Oregon
- Rentals with an accessible-height bed Oregon
- Private suite rentals Oregon
- House rentals Oregon
- Apartment rentals Oregon
- Tipi rentals Oregon
- Holiday home rentals Oregon
- Nature eco lodge rentals Oregon
- Tent rentals Oregon
- Villa rentals Oregon
- Rentals with a cinema Oregon
- Guest house rentals Oregon
- Motorhome rentals Oregon
- Rentals with a fireplace Oregon
- Ski-in/ski-out rentals Oregon
- Bed and breakfasts Oregon
- Boutique hotels Oregon
- Rentals with beach access Oregon
- Aparthotel rentals Oregon
- Lakehouse rentals Oregon
- Cabin rentals Oregon
- Serviced apartment rentals Oregon
- Hotel rooms Oregon
- Rentals with a beach view Oregon
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- Chalet rentals Oregon
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- Dome rentals Oregon
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- Rentals with an EV charger Oregon
- Tiny house rentals Oregon
- Rentals with a washing machine and dryer Oregon
- Treehouse rentals Oregon
- Rentals with a sauna Oregon
- Rentals with pools Oregon
- Rentals with outdoor seating Oregon
- Resort rentals Oregon
- Luxury rentals Oregon
- Smoking-friendly rentals Oregon
- Rentals with a hot tub Oregon
- Cottage rentals Oregon
- Mansion rentals Oregon
- Rentals with a patio Oregon
- Beach apartment rentals Oregon
- Waterfront rentals Oregon
- Farm stay rentals Oregon
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- Fitness-friendly rentals Oregon
- Houseboat rentals Oregon
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- Rentals with a kayak Oregon
- Yurt rentals Oregon
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