Oregon Winter Rental
Apartment
10.0(355 Reviews)
2 Bedrooms
2 Baths
4 Guests
2000 ft²
Hot Tub
Fireplace/Heating
Kitchen
Parking
CA $610/Night
7 Nights - CA $4,273
Bed & Breakfast
10.0(112 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Fireplace/Heating
Balcony/Terrace
Breakfast
CA $332/Night
7 Nights - CA $2,324
Condo
10.0(298 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $341/Night
7 Nights - CA $2,390
Apartment
10.0(12 Reviews)
1 Bedroom
1 Bath
4 Guests
495.14 ft²
View- Parking
Air Conditioner
Internet
CA $270/Night
7 Nights - CA $1,893
Apartment
10.0(235 Reviews)
2 Bedrooms
2 Baths
4 Guests
975 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $348/Night
7 Nights - CA $2,438
Apartment
10.0(11 Reviews)
1 Bedroom
1 Bath
2 Guests
796.53 ft²
- Hot Tub
- Fireplace/Heating
- View
Pet Friendly
CA $192/Night
7 Nights - CA $1,341
House
10.0(227 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
CA $312/Night
7 Nights - CA $2,186
House
10.0(8 Reviews)
9 Bedrooms
2 Baths
8 Guests
430.56 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
CA $812/Night
7 Nights - CA $5,683
Apartment
10.0(222 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
CA $184/Night
7 Nights - CA $1,285
Apartment
10.0(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700.7 ft²
Skiing
Pool- Parking
- Internet
CA $718/Night
7 Nights - CA $5,024
House
10.0(209 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $370/Night
7 Nights - CA $2,590
Why Choose Rent By Owner for your Oregon Winter Rental?
What makes our Winter Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Oregon
How to Book Your Oregon Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Oregon
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Oregon, OR
Oregon Coast
Willamette Valley
Deschutes County
Portland
Lincoln County
Tillamook County
Sunriver
Multnomah County
Mt. Hood - Columbia River Gorge
Clatsop County
Lincoln City
Frequently Asked Questions About Oregon Winter Rentals
1. What are the top Winter Rentals in Oregon?
There are a lot of options in Oregon. If you plan on staying in the Oregon area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Oregon:
- Exquisite Historic Suite Close to Downtown 14-21673
- Romantic & private cabin on Rogue River, 1 hr from Crater Lake
- Ocean Front Luxury Home
- Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
- Red Blanket Cabin Near Crater Lake National Park
- Whale watching from oceanfront home
- -Peaceful Eclectic Cabin, WiFi, Hot tub,pets welcome
- Cozy log cabin with wrap-around porch, Hot tub Loft space, Washer & Dryer
- Moonstruck Mermaid Fenced Yard Pet Friendly Ocean View Hot Tub Wifi Cable
- Astoria's premier suite on the Columbia River.
2. How many Winter Rentals are available in Oregon?
Currently, the total number of properties listed by RBO in 2026 is over 24898 in the Oregon area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Oregon.
More Rentals You May Like Near Oregon
House
10.0(7 Reviews)
3 Bedrooms
1 Bath
8 Guests
1162.5 ft²
- Pool
- Balcony/Terrace
- Parking
- Internet
CA $397/Night
7 Nights - CA $2,779
Cabin
10.0(206 Reviews)
2 Bedrooms
2 Baths
6 Guests
941 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $394/Night
7 Nights - CA $2,758
House
10.0(199 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $499/Night
7 Nights - CA $3,492
Cabin
10.0(179 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $193/Night
7 Nights - CA $1,352
Apartment
10.0(143 Reviews)
1 Bedroom
1 Bath
4 Guests
450 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $268/Night
7 Nights - CA $1,877
House
10.0(142 Reviews)
2 Bedrooms
1 Bath
6 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $279/Night
7 Nights - CA $1,952
Cabin
10.0(140 Reviews)
2 Bedrooms
2 Baths
5 Guests
941 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $397/Night
7 Nights - CA $2,776
Cabin
10.0(134 Reviews)
2 Bedrooms
2 Baths
4 Guests
951 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $394/Night
7 Nights - CA $2,758
House
10.0(128 Reviews)
2 Bedrooms
1 Bath
7 Guests
1850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $321/Night
7 Nights - CA $2,245
Cottage
10.0(118 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $354/Night
7 Nights - CA $2,475
House
10.0(116 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
CA $376/Night
7 Nights - CA $2,630
Cottage
10.0(113 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $180/Night
7 Nights - CA $1,263
