Discover Your Perfect Montgomeryville Vacation Homes

Why Choose Rent By Owner for your Montgomeryville 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 Montgomeryville

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the optimal seasons in this region, when the weather aligns perfectly with your vacation plans and local events enhance your experience.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can experience warm weather ideal for outdoor activities, making it a popular time to visit this scenic region. The area sees increased visitors seeking to enjoy the vibrant summer atmosphere and longer daylight hours.

Average Temperature Daytime: 81°F - Nighttime: 60°F
autumn
Early Fall (September to October)

This period offers pleasant weather and beautiful fall foliage, attracting those looking to enjoy outdoor excursions amid colorful landscapes. It's the perfect season for exploring the local environment while avoiding the peak summer crowds.

Average Temperature Daytime: 70°F - Nighttime: 48°F

Off-Season Highlights

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Late Fall to Winter (November to February)

The colder months bring quieter surroundings, ideal for those seeking a peaceful retreat. The region experiences less tourism, offering cozy accommodations and serene scenery during this off-peak time.

Average Temperature Daytime: 35°F - Nighttime: 20°F
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Spring (March to May)

As the area wakes from winter, springtime offers mild weather and blooming nature, perfect for leisurely exploration. Visiting during this shoulder season allows you to enjoy the region with fewer visitors and more affordable rates.

Average Temperature Daytime: 55°F - Nighttime: 35°F

Weekly Weather Forecast for Montgomeryville

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 picnic tables or BBQ grills available on the property.
  • Relax and unwind in a private hot tub or spa surrounded by scenic views.
  • Take advantage of spacious yards ideal for outdoor activities or playing games.
  • Explore nearby walking trails or nature paths directly accessible from your rental.
  • Make use of outdoor fire pits perfect for evening gatherings under the stars.
  • Benefit from ample parking space for your vehicles and recreational equipment.
  • Experience peaceful surroundings with landscaped gardens or natural wooded areas.
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Family Activities

  • Soldiers Grove Community Park: Enjoy a family picnic or leisurely stroll through this local park, offering open space and playgrounds right in the heart of the area.
  • Gays Mills Trout Fishery: Spend a relaxing day fishing at this popular spot, where the whole family can experience Wisconsin’s renowned trout fishing tradition.
  • Wisconsin River Exploration: Discover the scenic beauty of the river by kayak or canoe, making it an ideal activity for adventurous families seeking outdoor fun.
  • Local Farm Tours: Engage in interactive visits to nearby farms, providing educational experiences about agriculture and local food production in the region.
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Adult Activities

  • Wine Tasting Tours: Explore local wineries with guided tastings that highlight the region’s renowned vineyards, offering a relaxing way to enjoy the area's agricultural charm.
  • Hiking and Nature Trails: Discover scenic trails through lush landscapes, perfect for outdoor enthusiasts seeking tranquil walks or invigorating hikes in this picturesque setting.
  • Golfing Experiences: Tee off at nearby golf courses designed for all skill levels, providing a great opportunity to enjoy leisure time amidst beautiful surroundings.
  • Local Art Galleries and Cultural Events: Immerse yourself in regional art and cultural festivities, showcasing the area's creative spirit and inviting you to engage with local artisans.

Other Places to Stay in Montgomeryville, WI

Montgomeryville Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead to Explore Local Gems: Research and book your stay early to secure the best vacation rentals near the region's charming attractions and scenic spots.
  • Embrace Outdoor Activities: Take advantage of the area's natural beauty by enjoying outdoor pursuits such as hiking, fishing, or simply relaxing in your comfortable vacation rental.
  • Connect with Local Cuisine: Savor regional flavors by visiting local eateries or preparing meals in your rental to fully experience the culinary culture here.
  • Respect the Community and Environment: Practice eco-friendly habits and be mindful of local customs to help preserve the tranquility and charm of this destination for future visitors.

Transportation Options

  • Personal Vehicles: You can easily explore the area using your own car, with ample parking options available near local amenities and scenic spots.
  • Regional Bus Services: Public bus routes connect this destination to nearby towns and cities, providing an affordable transportation option for travelers.
  • Taxi and Rideshare Services: Taxis and rideshare apps like Uber and Lyft are readily accessible, offering convenient door-to-door transportation in the region.
  • Rental Cars: Renting a vehicle from local providers allows you to enjoy flexible travel throughout here and its surrounding areas at your own pace.

Local Customs Options

  • Local Pecan Pie Tradition: In the region, sharing homemade pecan pie during community gatherings is a cherished custom that reflects local hospitality.
  • Harvest Festival Celebrations: The area celebrates its agricultural roots with annual harvest festivals where residents honor their farming heritage.
  • Community Square Dancing: Participating in traditional square dancing at neighborhood events offers an authentic glimpse into local social customs.
  • Respect for Nature and Land: Many here observe a deep appreciation for the natural environment through sustainable practices and outdoor festivities.

Frequently Asked Questions About Montgomeryville?

1. What are the top vacation rentals in Montgomeryville?

2. Which vacation homes in Montgomeryville are best for families?

If you are looking for a family-friendly vacation home in Montgomeryville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Montgomeryville:

3. How many Rentbyowner vacation rentals are available in Montgomeryville?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 37 in the Montgomeryville 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 Montgomeryville. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the property owner and listing. It is recommended to review the specific cancellation terms outlined in the listing details or contact the host directly before booking.

5. How do I find the best vacation rental deals in Soldiers Grove?

To secure the best deals, compare multiple listings in the region, consider flexible travel dates, and look for properties with recent favorable reviews. Details about discounts or special offers are typically provided in the listing description or can be obtained by reaching out to the host.

6. Are there any specific house rules I should be aware of when booking a rental here?

Each rental has its own set of house rules, which are usually detailed in the listing. Be sure to read these carefully before booking, and contact the host if you have any questions or require clarification.

7. What amenities are commonly included in vacation rentals in this part of Wisconsin?

Most properties offer essential amenities such as Wi-Fi, fully equipped kitchens, and outdoor spaces. For specifics like pet policies or special features, refer to the individual listing details or contact the owner directly.

8. How can I ensure my stay aligns with local regulations and safety standards?

To stay compliant, review the listing for any local guidelines or safety information provided by the host. If you have concerns or need further guidance, reach out to the property owner before confirming your reservation.