Discover Your Ideal Vacation Rental in Enterprise, Wisconsin for a Memorable Getaway
Discover Your Perfect Enterprise Vacation Homes
Best Vacation Homes in Enterprise
- Air Conditioner
- Parking
- Pet Friendly
- Pet Friendly
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- TV
- Parking
- View
- Ocean View
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Enterprise Luxury Rentals
- Wheelchair Accessible
- Balcony/Terrace
- Accessibility
- Parking
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- Accessibility
Enterprise Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Pet Friendly
- Security/Safety
- Fireplace/Heating
- Pet Friendly
- TV
- Balcony/Terrace
- Parking
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- TV
- Pet Friendly
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
Enterprise Large Vacation Homes
- Air Conditioner
- Parking
- TV
- Parking
- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- TV
- Parking
- Accessibility
- Security/Safety
- Parking
- Pet Friendly
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Enterprise Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Enterprise
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, so consider planning your stay during the region's most favorable seasons to enjoy ideal weather and local events at this destination.
Peak Season Highlights
Summer (June to August)
During the summer months, you'll enjoy warm weather ideal for outdoor activities and exploring the natural beauty of this destination.
Fall (September to November)
Autumn offers a vibrant display of fall foliage, perfect for scenic drives and outdoor adventures in the region.
Off-Season Highlights
Winter (December to February)
In winter, the area takes on a peaceful charm, providing a quiet retreat and opportunities for cozy indoor experiences.
Spring (March to May)
Springtime brings mild temperatures and blooming landscapes, making it a pleasant period for outdoor exploration without the crowds.
Weekly Weather Forecast for Enterprise
How to Book Your Enterprise Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Enterprise
Common Vacation Rentals Amenities
What amenities can you expect?
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 a spacious outdoor patio or deck to relax and entertain in the fresh air.
- Make the most of the scenic surroundings with access to private gardens or landscaped yards.
- Take advantage of outdoor barbecue grills for cookouts amid the region’s charming scenery.
- Benefit from nearby fishing docks or access points to the area’s lakes and rivers.
- Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
- Explore walking trails or nature paths that are accessible directly from your rental.
- Make use of outdoor sports amenities such as basketball courts, volleyball nets, or horseshoe pits often provided here.
Top Attractions Around Enterprise
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities such as hiking, birdwatching, and fishing, all just moments away from your chosen vacation rentals in Enterprise, Wisconsin.

Family Activities
- Enterprise Community Park: Spend quality time outdoors by exploring this local park, which offers trails, playgrounds, and open spaces perfect for family picnics and recreational activities.
- Wildwood Wildlife Area: Discover the region’s natural beauty through guided wildlife viewing tours, ideal for teaching kids about local ecosystems in a family-friendly environment.
- Local Museums: Engage your family with educational exhibits that showcase the area's history and culture, providing both entertainment and learning opportunities during your stay.
- Scenic Lake Activities: Enjoy tranquil days by participating in fishing, kayaking, or simply relaxing by the water at nearby lakes, offering a peaceful retreat for families seeking outdoor fun.
Adult Activities
- Exploring the Outdoors at Interstate Park: Enjoy scenic hikes and paddleboarding along the picturesque lakes within this popular Wisconsin state park.
- Fishing on the Wisconsin River: Cast your line in the tranquil waters, renowned for bass and panfish, providing a relaxing day in nature.
- Golfing at Ponderosa Golf Course: Tee off amid lush fairways and well-maintained greens at this local golf course known for its beautiful setting.
- Visiting Local Wineries: Discover regional wines and enjoy tastings at nearby wineries that showcase the area's thriving wine culture.
Enterprise Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Outdoor Activities: Take advantage of the region’s natural beauty by engaging in outdoor pursuits like hiking, biking, or fishing to truly experience the area's scenic landscapes.
- Visit Seasonal Events and Festivals: Check out local calendars for seasonal events or festivals that showcase the area's culture and community spirit during your stay.
- Plan for Nearby Dining Options: Discover nearby restaurants and eateries that serve regional specialties, adding authentic flavor to your visit here.
- Optimize Your Travel Timing: Visit during shoulder seasons to enjoy fewer crowds and better rates while experiencing the area's attractions at a relaxed pace.
Transportation Options
- Enterprise Transit Service: This local bus service offers convenient transportation around the area, making it easy for you to explore without the need for a rental car.
- Rental Cars: Several nearby rental car agencies provide flexible options for exploring this destination and its scenic surroundings at your own pace.
- Taxi Services: Taxis are readily available in the region, providing quick and reliable transportation for short trips or airport transfers.
- Airport Transfers: The closest airports offer specialized transfer services, ensuring smooth journeys from the airstrip directly to your vacation rental here.
Local Customs Options
- Local Fish Fry Tradition: Participating in the region's beloved Friday night fish fry is a cherished custom you can enjoy during your stay.
- Community Festivals: Attending seasonal community festivals offers a glimpse into local traditions and the area's warm, welcoming spirit.
- Honoring Agricultural Roots: Visiting local farmers' markets helps you connect with the region's rich agricultural heritage.
- Respect for Nature and Outdoor Activities: Embracing outdoor customs like hiking or canoeing on nearby lakes reflects the area's appreciation for its natural beauty.
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:
- Welcome to Decompression Point!
- Perfect Relaxation Zone! Clean, Quiet, Comfortable, Crystal Clear Lake, Fishing
- WI River-Boom Lake cottage on spacious lot, water on 3 sides, kayaks, fire pit
- Private Cabin on South Shore Pelican Lake
- Waterfront Home On Beautiful Lower Post Lake
- 3000 sq ft Lakehouse on Clear, Full Rec Hildebrand Lake in Rhinelander!
- Northwoods cabin on pristine Lake Thompson.
- Waterfront home
- “Up North”🌲Get Away, Stay and Play🌲
- ATV/UTV/Snow & Ice Age Trails - Golfing - Lakes - Fireplace & Firepit - WIFI
2. How many vacation rentals have private pools in Enterprise?
There are 3 vacation rentals with private pools near Enterprise. Top-rated RBO homes that have access to a swimming pool include:
3. 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:
4. How many Rentbyowner vacation rentals are available in Enterprise?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 169 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.
5. What is the cancellation policy for vacation rentals in this area?
6. How do I book a vacation rental in this region securely?
7. Are there any additional fees I should be aware of when booking here?
8. What amenities are typically included in vacation rentals in this area?
9. How can I find out about local rules or restrictions that might affect my stay?
Enterprise Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- View
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool