Cabin
10.0(294 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
Parking
Ocean View
Balcony/Terrace
View
CA $314/Night
7 Nights - CA $2,196
Oregon Winter Rental
10.0
Apartment
10.0(11 Reviews)
1 Bedroom
1 Bath
2 Guests
796.53 ft²
Hot Tub- Parking
- View
Air Conditioner
CA $483/Night
7 Nights - CA $3,381
Bed & Breakfast
10.0(130 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Balcony/Terrace
Kitchen
CA $358/Night
7 Nights - CA $2,505
Cottage
10.0(287 Reviews)
2 Bedrooms
1 Bath
8 Guests
1500 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $907/Night
7 Nights - CA $6,351
House
10.0(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
775 ft²
- Parking
Skiing- Balcony/Terrace
- Air Conditioner
CA $187/Night
7 Nights - CA $1,307
House
10.0(270 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
CA $483/Night
7 Nights - CA $3,381
House
10.0(8 Reviews)
9 Bedrooms
2 Baths
8 Guests
430.56 ft²
- Breakfast
- Parking
- Balcony/Terrace
- View
CA $767/Night
7 Nights - CA $5,371
Condo
10.0(264 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $400/Night
7 Nights - CA $2,798
Apartment
10.0(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700.7 ft²
- Parking
Pool- Skiing
Internet
CA $643/Night
7 Nights - CA $4,502
House
10.0(258 Reviews)
1 Bedroom
1 Bath
4 Guests
960 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $424/Night
7 Nights - CA $2,965
House
10.0(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Internet
Pet Friendly
Child Friendly
CA $273/Night
7 Nights - CA $1,914
House
10.0(217 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Oceanfront
- Parking
- Ocean View
- View
CA $609/Night
7 Nights - CA $4,267
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.
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
Sunriver
Tillamook County
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
- Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
- Whale watching from oceanfront home
- Incredible Luxury Loft in Historic Downtown McMinnville
- -Peaceful Eclectic Cabin, WiFi, Hot tub,pets welcome
- Cozy log cabin with wrap-around porch, Hot tub Loft space, Washer & Dryer
- Romantic Mt. Hood Streamside Retreat, Hot Tub, BBQ, Fast WiFi. Pets Welcome, Ski
- 'Singing Sands' at Arch Cape: Private Ocean Front Beach House
- Great Downtown Location And House
- Spectacular Large Oceanfront Home Panoramic View Quiet Area Dog Friendly
2. How many Winter Rentals are available in Oregon?
Currently, the total number of properties listed by RBO in 2026 is over 23802 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
- Parking
- Pool
- Balcony/Terrace
- Internet
CA $411/Night
7 Nights - CA $2,875
House
10.0(200 Reviews)
2 Bedrooms
2 Baths
8 Guests
1450 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $390/Night
7 Nights - CA $2,730
Cabin
10.0(196 Reviews)
1 Bedroom
1 Bath
5 Guests
800 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $202/Night
7 Nights - CA $1,413
Cabin
10.0(191 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
CA $503/Night
7 Nights - CA $3,520
House
10.0(182 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $616/Night
7 Nights - CA $4,309
Condo
10.0(153 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
CA $609/Night
7 Nights - CA $4,267
House
10.0(131 Reviews)
2 Bedrooms
1 Bath
5 Guests
1244 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
CA $474/Night
7 Nights - CA $3,321
House
10.0(113 Reviews)
2 Bedrooms
1 Bath
7 Guests
1119 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
CA $506/Night
7 Nights - CA $3,539
Apartment
10.0(107 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Ocean View
- View
CA $339/Night
7 Nights - CA $2,370
Condo
10.0(102 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
CA $697/Night
7 Nights - CA $4,878
House
10.0(102 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $350/Night
7 Nights - CA $2,453
Condo
10.0(94 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $409/Night
7 Nights - CA $2,863
