Best Vacation Homes in Oregon
Apartment
9.8(11 Reviews)
2 Bedrooms
1 Bath
5 Guests
Fireplace/Heating
Kitchen
Air Conditioner
Internet
US $105/Night
7 Nights - US $736
House
9.8(5 Reviews)
1 Bedroom
1 Bath
3 Guests
645.83 ft²
- Fireplace/Heating
Parking- Internet
Child Friendly
US $128/Night
7 Nights - US $894
Hotel
7.6(289 Reviews)
1 Bath
Breakfast- Parking
- Air Conditioner
- Internet
US $118/Night
7 Nights - US $826
New
House
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
Balcony/Terrace- Kitchen
- Parking
US $195/Night
7 Nights - US $1,362
House
6.0(1 Review)
1 Bedroom
1 Bath
4 Guests
495.14 ft²
View
Pet Friendly- Parking
- Air Conditioner
US $122/Night
7 Nights - US $854
Cottage
10.0(35 Reviews)
2 Bedrooms
2 Baths
6 Guests
1296 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $144/Night
7 Nights - US $1,011
House
10.0(21 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $267/Night
7 Nights - US $1,868
Cottage
10.0(18 Reviews)
1 Bedroom
1 Bath
3 Guests
640 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $119/Night
7 Nights - US $830
Oregon Luxury Rentals
Hotel
9.0(2 Reviews)
8 Baths
7200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $739/Night
7 Nights - US $5,173
House
2 Bedrooms
2 Baths
12 Guests
- Child Friendly
US $418/Night
7 Nights - US $2,923
Hotel
7.3(207 Reviews)
6 Baths
269.1 ft²
Hot Tub- Fireplace/Heating
- Pet Friendly
- Parking
US $349/Night
7 Nights - US $2,443
Apartment
1 Bedroom
1 Bath
4 Guests
538.2 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Air Conditioner
US $300/Night
7 Nights - US $2,100
Apartment
1 Bedroom
1 Bath
4 Guests
538 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $239/Night
7 Nights - US $1,675
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Hot Tub
- Fireplace/Heating
Ocean View- Balcony/Terrace
US $213/Night
7 Nights - US $1,489
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
495 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $179/Night
7 Nights - US $1,252
House
10.0(5 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $169/Night
7 Nights - US $1,180
Oregon Pet Friendly Vacation Rentals
House
10.0(81 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $157/Night
7 Nights - US $1,102
Cabin
8 Bedrooms
8 Baths
18 Guests
1060.24 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $113/Night
7 Nights - US $788
Cabin
9.4(106 Reviews)
6 Bedrooms
2 Baths
18 Guests
1500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $334/Night
7 Nights - US $2,341
House
5.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
US $126/Night
7 Nights - US $882
Cabin
5.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $125/Night
7 Nights - US $875
Apartment
4.4(9 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Pet Friendly
- Air Conditioner
- Child Friendly
Laundry
US $69/Night
7 Nights - US $483
Cabin
4 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $395/Night
7 Nights - US $2,765
Oregon Large Vacation Homes
Apartment
10.0(91 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $165/Night
7 Nights - US $1,158
Why Choose Rent By Owner for your Oregon Vacation Rental Homes?
What makes our Vacation Rentals 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.
Best Times to Visit Oregon
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the region offers different charms across the seasons, making it ideal to plan your stay when the weather and local activities align with your preferences.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, you can enjoy pleasant weather and lush scenery, making it an ideal time for outdoor activities in the area. The region experiences its warmest days, attracting visitors looking to explore comfortably.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to October)
Autumn offers vibrant foliage and mild temperatures, perfect for sightseeing and outdoor adventures. This season is popular among travelers seeking a scenic and comfortable getaway here in Missouri.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Off-Season Highlights
Winter (December to February)
With cooler temperatures and fewer visitors, winter provides a peaceful retreat with lower rates. It’s a great time to enjoy the quiet beauty of the region's natural landscape from the comfort of your vacation rental.
Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F
Early Spring (March to April)
Before the peak season begins, early spring features milder weather and fewer crowds, offering a relaxed atmosphere for exploring at your own pace. The season provides a quiet window to experience the area's natural charm.
Average Temperature Daytime: 55-65°F - Nighttime: 35-45°F
Weekly Weather Forecast for Oregon
How to Book Your Oregon Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. 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 Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals 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
Outdoor Amenities
- Enjoy outdoor dining spaces perfect for meals under the stars in this region.
- Relax on a private or shared patio to unwind after exploring local attractions.
- Take advantage of grilling areas to prepare delicious meals while enjoying the fresh air.
- Experience the beauty of lush gardens or landscaped yards surrounding your rental.
- Make use of spacious decks offering scenic views of the area's natural landscapes.
- Participate in outdoor activities like hiking or birdwatching, often accessible from the property.
- Benefit from outdoor fire pits or fireplaces ideal for cozy evenings during cooler seasons.
Top Attractions Around Oregon
What attractions are nearby?
In this charming destination, you'll find a variety of outdoor activities and scenic spots nearby to enhance your stay and explore the natural beauty of the region.
Family Activities
- Oregon Riverwalk: Stroll along the scenic riverwalk to enjoy beautiful views and family-friendly spots perfect for picnics and relaxing outings in the region.
- Ozark Riverside Park: Spend a day at this outdoor park, where you can engage in playground activities, walk along nature trails, or have a fun family picnic by the water.
- Hiking at Dr. Bill Denney Park: Explore the family-friendly trails at this nearby park, offering opportunities for easy hikes and wildlife spotting suitable for all ages.
- The Family Entertainment Center: Enjoy a variety of indoor activities, including arcade games and amusement options, providing entertainment for children and parents alike in the area.
Adult Activities
- Garett Park: Enjoy a relaxing stroll or picnic at this scenic park known for its lush greenery and peaceful atmosphere within the region.
- Oregon Historical Society Museum: Discover local history and heritage through engaging exhibits that highlight the area's rich past.
- Ozark Trail: Explore the outdoor beauty of the region with hiking and trail walking along scenic routes that showcase the area's natural landscapes.
- Nearby Wineries: Visit local wineries to sample regional wines and experience the authentic flavors of this destination's burgeoning wine scene.
Oregon Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining and Shops: Take the time to discover the area's unique restaurants and boutiques to fully immerse yourself in the local culture during your stay.
- Plan Outdoor Activities: Make the most of the region’s natural beauty by engaging in outdoor pursuits such as parks, trails, or water activities available nearby.
- Connect with the Community: Participate in local events or visit community centers to gain an authentic experience of this destination’s friendly atmosphere.
- Choose Convenient Accommodation: Select a well-located vacation rental that offers easy access to key attractions and amenities for a seamless visit here.
Transportation Options
- Oregon Transit Authority: This local bus service provides convenient transportation options throughout the area, making it easy to explore your surroundings without a car.
- Amtrak Station in nearby St. Louis: For longer journeys, you can access train travel from this well-connected hub, offering reliable service to various destinations across the region.
- Major Highway Access via Interstate 70: The extensive highway network allows for straightforward driving routes to and from the destination, ideal for road trips or visiting nearby attractions.
- Rideshare Services like Uber and Lyft: These on-demand transportation options provide flexible and dependable ways to navigate the area, especially for short trips around here.
Local Customs Options
- Oregon Trail Heritage:** You might find that exploring local history and respecting the pioneers' legacy is an integral part of experiencing this destination.
- Southern Hospitality:** Expect friendly greetings and warm welcomes from residents who cherish their close-knit community here.
- Local Craftsmanship:** Supporting regional artisans is common, with handmade goods often reflecting the area's rich cultural traditions.
- Community Events:** Participating in seasonal festivals and gatherings can offer authentic insights into local customs and traditions within this region.
Oregon Vacation Rental Frequently Asked Questions
1. What are the top vacation 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 Vacation Rentals in Oregon:
- Peaceful Kansas Cottage w/Wraparound Deck!
- Large Lakefront House
- Homey Cottage with Sunroom & Smart TV!
- Hunters retreat or vacationers fun located on water at Big Lake MO
- Relaxing Riverfront 2 Bedroom 1 Bathroom Home
- Red Rock Loft | *Pet Friendly* Hunter's Dream
- 2nd Floor Loft Historic Building
- Homey Cottage with Sunroom & Smart TV!
- A 3-bedroom 2nd floor atop local diner.
- Full Lodge (8 Rooms + Common Area)
2. Which vacation homes in Oregon are best for families?
If you are looking for a family-friendly vacation home in Oregon, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oregon:
3. How many Rentbyowner vacation rentals are available in Oregon?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 39 in the Oregon area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oregon.
4. What is the cancellation policy for vacation rentals in Missouri?
The cancellation policy varies by listing, so it's important to review the specific terms on the property page or contact the owner directly to understand the options available for your stay.
5. How do I ensure my booking in this region is secure and reliable?
Booking through a trusted platform ensures your reservation is protected. Always verify the host’s reviews and ratings before confirming your stay in Missouri to guarantee a dependable experience.
6. Are there specific check-in and check-out times I should be aware of?
Check-in and check-out times are set by each property owner and will be detailed in the listing. Contact the host if you need arrangements outside the standard hours to ensure a smooth arrival and departure in this area.
7. What amenities can I expect at vacation rentals in this destination?
Amenities vary between properties, ranging from basic essentials to luxury features. Review the listing details carefully to confirm the amenities that meet your needs for a comfortable stay here.
8. Is there a minimum stay requirement for booking in this region?
Minimum stay requirements depend on the individual property. Be sure to check the listing policy or contact the owner directly to confirm availability for your preferred dates.
