Enterprise Cottage Rentals
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- Pet Friendly
Cabin
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- TV
House
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- Balcony/Terrace
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- Security/Safety
- Sports/Activities
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Why Choose Rent By Owner for your Enterprise Cottage Rentals?
What makes our Cottage 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 Cottage Rentals stay?
Choosing the optimal time to visit this destination ensures you can enjoy your stay in high-quality cottages while experiencing favorable weather and fewer crowds during the appropriate season here.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you'll experience pleasant weather ideal for exploring the area's natural beauty and outdoor activities.
Average Temperature Daytime: 75°F - 85°F - Nighttime: 50°F - 60°F
Fall (September to November)
Autumn brings cooler temperatures and vibrant foliage, making it a perfect time for scenic drives and outdoor adventures in this region.
Average Temperature Daytime: 65°F - 75°F - Nighttime: 40°F - 50°F
Off-Season Highlights
Winter (December to February)
Cold winter days offer a quieter atmosphere for travelers seeking solitude and cozy getaways, with fewer crowds around.
Average Temperature Daytime: 35°F - 45°F - Nighttime: 20°F - 30°F
Spring (March to May)
As the region awakens from the cold, springtime showcases blooming flora and milder weather, making it an inviting time for exploration at your own pace.
Average Temperature Daytime: 55°F - 65°F - Nighttime: 35°F - 45°F
Weekly Weather Forecast for Enterprise
How to Book Your Enterprise Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage 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 Cottage Rentals Amenities
What amenities can you expect?
Our Cottage 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 the convenience of a private outdoor seating area to unwind after exploring the region.
- Take advantage of spacious gardens or landscaped yards perfect for outdoor activities or picnics.
- Make use of provided outdoor grilling facilities to prepare meals amidst scenic surroundings.
- Benefit from access to scenic patios or decks that offer stunning views of the natural landscape.
- Utilize on-site fire pits for cozy evenings and making lasting memories with family and friends.
- Explore nearby hiking or walking trails accessible directly from your rental property.
- Take advantage of outdoor recreational equipment such as bikes or kayaks available to enhance your stay in this destination.
Top Attractions Around Enterprise
What attractions are nearby?
Within this charming destination, you can enjoy a variety of outdoor activities and scenic attractions just moments from your stay, making it an ideal choice for exploring the natural beauty and recreational opportunities that define Enterprise, Oregon.
Family Activities
- Enterprise Community Park: Enjoy a family picnic, outdoor games, and leisurely walks amidst scenic surroundings in this popular local park.
- Oregon Trail Interpretive Center: Discover the region's history through engaging exhibits and interactive displays that captivate visitors of all ages.
- Keating Hot Springs: Experience a relaxing soak in natural hot springs, perfect for unwinding after a day of outdoor adventures in the area.
- Wallowa Lake State Park: Explore boating, fishing, or lakeside picnics at this stunning destination just a short drive away, ideal for family outings.
Adult Activities
- Hiking in the Wallowa Mountains: Experience breathtaking views and challenging trails as you explore the rugged terrain of this iconic mountain range nearby.
- Visit the Wallowa Lake Gondola: Take a scenic ride on the gondola to enjoy panoramic vistas of the surrounding wilderness and alpine scenery.
- Wallowa Lake Water Activities: Engage in kayaking, paddleboarding, or fishing along the pristine waters of this picturesque lake.
- Explore Local Wineries and Breweries: Discover the regional flavors by visiting nearby wineries and breweries that showcase the area's artisanal beverages.
Other Places to Stay in Enterprise, OR
Enterprise Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead: Book your cottages early to secure the best options and enjoy a stress-free experience in this charming area.
- Explore Local Amenities: Take advantage of nearby shops, restaurants, and outdoor activities to fully immerse yourself in the local charm of the region.
- Check Seasonal Trends: Visit during off-peak seasons for a more tranquil stay and better rates at your chosen cottages here.
- Utilize Local Resources: Use local guides and maps available in the area to navigate easily and discover hidden gems during your visit.
Transportation Options
- Rental Cars: You can conveniently rent cars in this area for flexible exploration of the region's scenic landscapes and outdoor activities.
- Public Transit: Local bus services provide an affordable way to navigate around the city and reach nearby attractions with ease.
- Taxi Services: Reliable taxi companies are available for direct transportation to your destination or between key points within the area.
- Bike Rentals: Biking is a popular option here, offering an eco-friendly way to enjoy the picturesque surroundings at your own pace.
Local Customs Options
- Native American Heritage Celebrations: You can observe and participate in local events that honor the area’s rich Native American history and traditions, reflecting the deep cultural roots of this region.
- Cowboy and Ranching Traditions: The area's long-standing cowboy heritage is celebrated through community gatherings and rodeos that showcase the region's frontier spirit.
- Seasonal Agricultural Festivals: Seasonal festivals often highlight the region’s agricultural roots, featuring local produce and crafts that emphasize the area's farming heritage.
- Western Hospitality Etiquette: Embrace the warm and welcoming attitude characteristic of locals who value politeness and friendliness as part of their daily customs.
Frequently Asked Questions About Enterprise Rental Cottages
1. What are the top Cottages 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 Cottages in Enterprise:
- Stylish large Litch Hotel getaway with amenities for all
- Nature’s Perfect Retreat: Wallowa Lookout - Stunning Views, Cozy Comfort
- Findley Butte is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
- Granite Butte is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
- Riverfront home with deck, fireplace, & salt water hot tub- near hiking & lake
- Custom-built log home w/gas grill, free WiFi, deck, and private location
- Idyllic mountain view cabin with wood fireplace, front deck, bikes, & gas grill
- The Ponderosa Motel
- SureStay Plus by Best Western Enterprise
- Ponderosa Motel
2. How many Cottages are available in Enterprise?
Currently, the total number of properties listed by RBO in 2026 is over 75 in the Enterprise area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Enterprise.
3. What is the cancellation policy for cottages in this destination?
The cancellation policy varies by listing, so it's important to review the specific terms outlined on the property page. You can also contact the host directly for detailed information.
4. Are there any additional fees I should be aware of when booking a cottage here?
Additional fees such as cleaning charges, service fees, or security deposits may apply depending on the property. These details are specified during the booking process or on the listing page.
5. Is Wi-Fi available at these cottages in the region?
Most cottages include Wi-Fi access; however, it is recommended to check each listing's amenities to ensure reliable internet connectivity during your stay.
6. Can I bring pets to the cottages in this area?
Pet policies differ among properties. Some listings are pet-friendly, while others are not. Please review the property's rules or contact the owner to confirm if your pet can join you.
7. How do I ensure my reservation is secure when booking a cottage here?
Reservations are managed through trusted platforms that provide secure payment options and verified listings. For any concerns, reach out directly to the host or customer support for assistance.
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