Discover Your Perfect Enterprise Vacation Homes

Best Vacation Homes in Enterprise

House
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like-icon10.0
Exceptional
(14 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $158/Night 7 Nights - US $1,103
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Apartment
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 3 Guests 1614.59 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
US $307/Night 7 Nights - US $2,152
Bed & Breakfast
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1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $92/Night 7 Nights - US $643
House
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like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $212/Night 7 Nights - US $1,481
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House
Map-icon
2 Bedrooms 1 Bath 7 Guests 850.35 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $353/Night 7 Nights - US $2,473
Cottage
Map-icon
like-icon9.8
Exceptional
(26 Reviews)
2 Bedrooms 1 Bath 7 Guests 850 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $228/Night 7 Nights - US $1,597
Cottage
Map-icon
like-icon9.8
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 3 Guests 410 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $252/Night 7 Nights - US $1,766
Cabin
Map-icon
like-icon9.6
Exceptional
(19 Reviews)
1 Bedroom 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $155/Night 7 Nights - US $1,082

Enterprise Luxury Rentals

House
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like-icon9.4
Exceptional
(3 Reviews)
6 Bedrooms 4 Baths 16 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,451/Night 7 Nights - US $10,160
Cottage
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like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 4 Baths 16 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $986/Night 7 Nights - US $6,904
Cottage
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like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 3 Baths 12 Guests 2400 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $883/Night 7 Nights - US $6,184
House
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1 Bedroom 4 Baths 16 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Parking
    Parking
More amenities
US $823/Night 7 Nights - US $5,762
House
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5 Bedrooms 3 Baths 15 Guests 1 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $693/Night 7 Nights - US $4,851
House
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4 Bedrooms 1 Bath 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $689/Night 7 Nights - US $4,820
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
5 Bedrooms 4 Baths 12 Guests 4600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $637/Night 7 Nights - US $4,458
Other
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
6 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $603/Night 7 Nights - US $4,218

Enterprise Pet Friendly Vacation Rentals

Cottage
Map-icon
like-icon8.8
Fabulous
(10 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $238/Night 7 Nights - US $1,668
Cottage
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
3 Bedrooms 1 Bath 8 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $242/Night 7 Nights - US $1,692
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $364/Night 7 Nights - US $2,548
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 1 Bath 8 Guests 43551 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $339/Night 7 Nights - US $2,374
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $310/Night 7 Nights - US $2,171
Cottage
Map-icon
like-icon9.8
Exceptional
(77 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $297/Night 7 Nights - US $2,080
Cottage
Map-icon
like-icon9.8
Exceptional
(37 Reviews)
3 Bedrooms 1 Bath 8 Guests 1300 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $307/Night 7 Nights - US $2,148
Cottage
Map-icon
like-icon9.8
Exceptional
(26 Reviews)
3 Bedrooms 1 Bath 6 Guests 1500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $367/Night 7 Nights - US $2,572

Enterprise Large Vacation Homes

Cottage
Map-icon
like-icon9.6
Exceptional
(9 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $393/Night 7 Nights - US $2,749
Cottage
Map-icon
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $488/Night 7 Nights - US $3,413
New
RV Rental
Map-icon
1 Bedroom 1 Bath 98 Guests
  • Pet Friendly
    Pet Friendly
  • Internet
    Internet
More amenities
US $88/Night 7 Nights - US $615
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $263/Night 7 Nights - US $1,842
Cottage
Map-icon
like-icon8.4
Excellent
(5 Reviews)
3 Bedrooms 1 Bath 10 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $232/Night 7 Nights - US $1,627
Cottage
Map-icon
5 Bedrooms 3 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $782/Night 7 Nights - US $5,475
House
Map-icon
like-icon8.4
Excellent
(5 Reviews)
5 Bedrooms 4 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $301/Night 7 Nights - US $2,108
House
Map-icon
3 Bedrooms 4 Baths 12 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $239/Night 7 Nights - US $1,670

Discover & compare premier experiences around Enterprise

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Enterprise Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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?

Choosing the right time to visit can enhance your experience in this destination, as the best seasons for enjoying the region's natural beauty and local events typically vary throughout the year.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy longer daylight hours and pleasant weather, making it an ideal time to explore the natural beauty of this destination with comfortable vacation rentals.

Average Temperature Daytime: 25°C - Nighttime: 15°C
autumn
Early Fall (September to October)

As the region transitions into autumn, the vibrant fall foliage creates a picturesque backdrop for your stay, with mild temperatures perfect for outdoor activities near your vacation rental.

Average Temperature Daytime: 20°C - Nighttime: 10°C

Off-Season Highlights

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Late Fall to Early Winter (November to December)

As temperatures drop and the region prepares for winter, fewer visitors mean more tranquility at your vacation rental, offering a peaceful retreat.

Average Temperature Daytime: 5°C - Nighttime: -3°C
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Mid-Winter (January to February)

In the coldest months, the area becomes quieter, providing an excellent opportunity to enjoy off-season rates on vacation rentals while experiencing the serene winter landscape.

Average Temperature Daytime: -2°C - Nighttime: -10°C

Weekly Weather Forecast for Enterprise

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.

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 fully equipped patio or barbecue area, perfect for meals in the fresh air.
  • Relax by a private or shared outdoor pool, ideal for cooling off during warm summer days.
  • Take advantage of spacious yards or gardens for outdoor activities and family games.
  • Make use of fire pits or outdoor fireplaces to gather around and share stories under the stars.
  • Explore nearby trails or hiking paths directly accessible from your rental for scenic outdoor adventures.
  • Benefit from well-maintained bicycle or jogging paths that wind through the area’s natural beauty.
  • Access waterfront features such as docks or lakeside views, popular in this destination for water-based recreation.
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Family Activities

  • Enterprise Community Park: Spend quality time outdoors in this sprawling park, perfect for picnics, playground fun, and nature walks with the family.
  • Wildlife Viewing at Rondeau Provincial Park: Discover local wildlife and enjoy scenic trails, making it an ideal spot for family adventures amidst the region’s natural beauty.
  • Beach Day at Lake Erie: Relax and play on the sandy shores of Lake Erie, offering a great setting for swimming, building sandcastles, and enjoying the sun here.
  • Local Heritage Museum: Engage with the area's rich history through interactive exhibits, providing an educational experience suitable for visitors of all ages.
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Adult Activities

  • Wine Tasting Tours: Explore the region’s renowned wineries and enjoy guided tastings that highlight local craftsmanship.
  • Nature Hikes and Trails: Discover scenic outdoor adventures through well-maintained trails that showcase the area's natural beauty.
  • Golfing Experiences: Play on meticulously maintained courses set against the backdrop of the region’s picturesque landscapes for a relaxing day out.
  • Cultural and Historical Sites: Immerse yourself in the area's rich heritage by visiting museums, historical landmarks, and local galleries.

Enterprise Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take advantage of the region's natural beauty and explore the nearby parks and outdoor activities to fully enjoy your stay.
  • Plan Your Transportation: Arrange reliable transportation options ahead of time to easily navigate this destination and maximize your experience here.
  • Choose the Right Vacation Rental: Select a well-reviewed property that offers comfort and convenience to enhance your visit in this area.
  • Connect with Local Experiences: Engage in community events or local tours to gain authentic insights into the region's culture and charm.

Transportation Options

  • Ontario Northland Railway: You can enjoy scenic train rides connecting to larger cities, making it a convenient transportation option within the region.
  • Local Bus Services: Public transit through regional bus routes offers reliable and affordable travel around the area and nearby communities.
  • Car Rentals: Renting a vehicle provides you with flexibility to explore Enterprise and its surroundings at your own pace.
  • Taxi and Ride-Sharing: Taxis and ride-sharing services are readily available for quick and direct transport within the local area.

Local Customs Options

  • Local Festival Celebrations: Participate in the region’s traditional festivals, which showcase the area's rich cultural heritage and community spirit.
  • Indigenous Art and Craftsmanship: Respect and appreciate the indigenous art displays and craft markets, reflecting the area's deep-rooted traditions and artistry.
  • Regional Cuisine Etiquette: Savor locally inspired dishes while observing customary dining manners that highlight regional culinary customs.
  • Seasonal Outdoor Customs: Engage in outdoor activities that follow seasonal practices, such as specific holiday celebrations or nature-based traditions inherent to this destination.

Enterprise Vacation Rental Frequently Asked Questions

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 2026 is over 61 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 this area?

Cancellation policies vary by property, so it’s important to review the specific terms listed on the property’s page or contact the owner directly before booking.

5. How do I secure my reservation at a vacation rental in this destination?

Reservations are typically confirmed through the booking platform and may require a deposit or full payment upfront. Review the listing details for the specific process and any payment requirements.

6. Are there any additional fees I should be aware of when booking vacation rentals here?

Additional fees such as cleaning fees, service charges, or taxes may apply. The listing details will specify these costs, so it’s advisable to read them carefully before confirming your reservation.

7. What amenities are usually included in vacation rentals in the region?

Most properties offer essential amenities like Wi-Fi, kitchen facilities, and linens, but availability can vary. Check the individual listing for a detailed list of amenities provided.

8. How can I contact the property owner if I have questions about my stay?

You can reach out to the owner directly through the messaging system on the booking platform. It’s recommended to clarify any doubts prior to finalizing your reservation to ensure a smooth stay.

Enterprise Top Rated Vacation Rentals

Other
Map-icon
4 Bedrooms 2 Baths 8 Guests 2400 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $347/Night 7 Nights - US $2,427
Cottage
Map-icon
3 Bedrooms 2 Baths 7 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $416/Night 7 Nights - US $2,911
Cottage
Map-icon
2 Bedrooms 1 Bath 6 Guests 1054 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $159/Night 7 Nights - US $1,110