Best Vacation Homes in Enterprise
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- Balcony/Terrace
Enterprise Luxury Rentals
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Enterprise Pet Friendly Vacation Rentals
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Hotel
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Condo
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Enterprise Large Vacation Homes
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Condo
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Why Choose Rent By Owner for your Enterprise 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 Enterprise
When should you plan your Vacation Rentals stay?
Timing your visit to this destination can significantly enhance your experience, as the best seasons allow you to fully enjoy the natural beauty and local activities that make the region a memorable getaway.
Peak Season Highlights
Summer (June to August)
During the summer months, the region experiences warm weather that is ideal for outdoor activities and exploring natural beauty. This is the busiest time, so securing your vacation rentals early ensures a smooth stay.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 50°F to 60°F
Fall (September to November)
The fall season offers crisp air and vibrant scenery, attracting visitors seeking scenic drives and outdoor adventures. Demand for vacation rentals is high as travelers enjoy the region's stunning autumnal landscapes.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
In winter, the area sees cooler temperatures and fewer visitors, making it an excellent time for quiet stays. Booking your vacation rentals now can offer more affordable rates and greater availability.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 25°F to 35°F
Spring (March to May)
Spring features mild weather and blooming flora, providing a peaceful atmosphere before the busy summer season begins. It’s a perfect time to find deals on vacation rentals and enjoy less crowded surroundings.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Enterprise
How to Book Your Enterprise 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 Enterprise
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 with a private patio or barbecue area, perfect for relaxing evenings in this scenic region.
- Take advantage of spacious yards suitable for outdoor games and family activities amidst the natural beauty.
- Relax by a private swimming pool or hot tub, offering a refreshing escape after exploring the surrounding wilderness.
- Experience stunning mountain views from your outdoor deck or veranda, highlighting the area's picturesque landscape.
- Discover well-maintained hiking paths and trails accessible right from your rental property, ideal for outdoor enthusiasts.
- Make use of outdoor fire pits for cozy campfire nights under the stars, a favorite in this tranquil destination.
- Utilize parking facilities with ample space for boats or RVs, perfect for those planning outdoor adventures here.
Top Attractions Around Enterprise
What attractions are nearby?
While staying here, you can enjoy a variety of outdoor activities and scenic explorations just minutes from your vacation rental in the region, making it an ideal destination for those looking to experience the natural beauty and tranquility of this area.
Family Activities
- Enterprise Community Park: Enjoy a relaxing day outdoors at this family-friendly park, featuring playgrounds, picnic areas, and open space for games and activities.
- Bigfoot Discovery Museum: Discover local folklore and engage the whole family with interactive exhibits at this intriguing museum dedicated to the region’s legendary Bigfoot sightings.
- Wallowa Lake State Park: Explore stunning natural scenery, take boat rides, or enjoy family picnics amidst the breathtaking backdrop of the surrounding Wallowa Mountains.
- Joseph Branch Railriders: Experience a fun and scenic train ride along the historic rail lines, providing an exciting adventure for children and adults alike here in the area.
Adult Activities
- Exploring the Oregon Trail Interpretive Center: Delve into the region's rich pioneer history at this engaging museum, perfect for immersing yourself in local heritage.
- Hiking in Wallowa Mountains: Experience breathtaking views and challenging trails in the nearby mountains, offering a perfect outdoor adventure for active travelers.
- Fishing in Local Streams and Rivers: Enjoy some of the region's best fishing spots, where you can unwind and connect with nature on a tranquil day out.
- Wildlife Viewing Opportunities: Discover abundant native species in their natural habitats, making it an ideal activity for wildlife enthusiasts exploring here.
Other Places to Stay in Enterprise, OR
Enterprise Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the area’s natural landscapes by planning outdoor adventures that showcase the best of this destination’s scenic beauty.
- Embrace regional cuisine: Savor authentic flavors at local eateries to fully immerse yourself in the regional culture during your stay.
- Plan your visit around seasonal events: Check the calendar for festivals or community gatherings to experience the vibrant spirit of here and its residents.
- Choose a well-located vacation rental: Select accommodations strategically placed near key attractions and natural sites to maximize your exploring time here.
Transportation Options
- Enterprise, Oregon Airport (Enterprise Municipal Airport): This regional airport offers convenient access for travelers arriving by small aircraft and serves as a reliable gateway to the area.
- Rental Car Services in Enterprise: Multiple rental agencies provide flexible transportation options, allowing you to explore the region at your own pace.
- Public Transit Options: Local bus services connect key destinations within the area, making it simple to get around without a car during your stay.
- Taxis and Ride-Sharing Services: On-demand taxis and ride-sharing apps are available here, offering quick and convenient transportation throughout the destination.
Local Customs Options
- Western Hospitality: You’ll notice a warm and welcoming attitude, characteristic of the region’s emphasis on friendly interactions with visitors.
- Respect for Nature: Sharing an appreciation for the area's scenic beauty, locals often observe eco-friendly practices and emphasize conservation efforts.
- Community Gatherings: Participating in local events and festivals is common here, reflecting the close-knit spirit of this destination.
- Historical Appreciation: Visitors are encouraged to respect and learn about the area's history, which is often celebrated through community traditions and preserved sites.
Frequently Asked Questions About Enterprise?
1. What are the top vacation rentals in Enterprise?
There are a lot of options in Enterprise. If you plan on staying in the Enterprise area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Enterprise:
- Sacajawea is part of the Litch Hotel: Luxury fully equipped vacation rental condos
- Aneroid is part of the Litch Hotel: Luxury fully equipped vacation rental condos
- The Mt Joseph Condo is part of the historic Litch Hotel
- The Fergi Condo is part of the historic Litch Hotel
- Stylish large Litch Hotel getaway with amenities for all
- Pine Tree Cabin - Pet Friendly! Home away from home!
- Barn Studio with King Bed & No Extra Fees!
- The Ruby Peak Condo is part of the historic Litch Hotel
- Eagle Cap is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
- Charming Cabin 3 beds
2. Which vacation homes in Enterprise are best for families?
If you are looking for a family-friendly vacation home in Enterprise, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Enterprise:
3. How many Rentbyowner vacation rentals are available in Enterprise?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 76 in the Enterprise 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 Enterprise.
4. What is the cancellation policy for vacation rentals in Enterprise, Oregon?
Cancellation policies vary depending on the property listing. It’s important to review the specific terms and conditions provided in the listing details or contact the host directly for this destination to understand the applicable cancellation rules.
5. How do I find vacation rentals with flexible booking options around Enterprise?
You can filter your search to include properties that offer flexible booking or free cancellation features. Read the property descriptions carefully or reach out to the owner to confirm the available options for your preferred dates.
6. Are pets allowed in vacation rentals near here, and what are the pet policies?
Pet policies differ among listings, so it’s essential to check the individual property details for information on pet allowances and any additional fees or restrictions. Contact the host if you need clarification about bringing your pet to a rental in this area.
7. What amenities should I expect in vacation rentals in this region?
Amenities vary by property, but many rentals in the region typically include essentials such as Wi-Fi, kitchens, and outdoor spaces. For specific amenities, refer to the listing descriptions or contact the owner for more details.
8. How do I ensure my stay in a vacation rental in here is safe and reliable?
Look for listings with verified reviews and detailed descriptions. Communicate directly with the host before booking and review the property’s safety features and house rules to ensure a secure and comfortable stay in this destination.
