Discover Your Perfect Monroe County Vacation Homes

Best Vacation Homes in Monroe County

Cabin
Map-icon
like-icon10.0
Exceptional
(171 Reviews)
2 Bedrooms 1 Bath 7 Guests 950 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $211/Night 7 Nights - US $1,479
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 4 Guests 796.53 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $133/Night 7 Nights - US $930
star-icons-3
Bed & Breakfast
Map-icon
like-icon9.6
Exceptional
(38 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $253/Night 7 Nights - US $1,774
Apartment
Map-icon
like-icon10.0
Exceptional
(144 Reviews)
2 Bedrooms 2 Baths 6 Guests 900 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $178/Night 7 Nights - US $1,248
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 5 Guests 505.9 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $128/Night 7 Nights - US $896
Cabin
Map-icon
like-icon10.0
Exceptional
(46 Reviews)
1 Bedroom 1 Bath 6 Guests 665 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $200/Night 7 Nights - US $1,403
Cabin
Map-icon
like-icon10.0
Exceptional
(28 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $205/Night 7 Nights - US $1,433
Apartment
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 12 Guests 1050 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $110/Night 7 Nights - US $767

Monroe County Luxury Rentals

House
Map-icon
like-icon9.8
Exceptional
(20 Reviews)
6 Bedrooms 1 Bath 13 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $686/Night 7 Nights - US $4,800
House
Map-icon
like-icon9.6
Exceptional
(23 Reviews)
8 Bedrooms 2 Baths 26 Guests 4800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $640/Night 7 Nights - US $4,478
Bed & Breakfast
Map-icon
4 Bedrooms 4 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $633/Night 7 Nights - US $4,428
Cabin
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
4 Bedrooms 2 Baths 8 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $507/Night 7 Nights - US $3,546
Cabin
Map-icon
2 Bedrooms 2 Baths 24 Guests
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $495/Night 7 Nights - US $3,464
Cabin
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 8 Guests 2700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $463/Night 7 Nights - US $3,242
star-icons-4
House
Map-icon
like-icon9.0
Exceptional
(1 Review)
5 Bedrooms 2 Baths 12 Guests 2798.62 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $402/Night 7 Nights - US $2,812
House
Map-icon
like-icon9.8
Exceptional
(28 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $379/Night 7 Nights - US $2,654

Monroe County Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
2 Bedrooms 1 Bath 7 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $124/Night 7 Nights - US $869
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 505.9 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $126/Night 7 Nights - US $880
Hotel
Map-icon
like-icon7.6
Very Good
(504 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $68/Night 7 Nights - US $477
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $106/Night 7 Nights - US $740
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 4 Guests 796.53 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $119/Night 7 Nights - US $832
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $101/Night 7 Nights - US $709
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $162/Night 7 Nights - US $1,134
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 5 Guests 500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $127/Night 7 Nights - US $886

Monroe County Large Vacation Homes

House
Map-icon
1 Bedroom 1 Bath 22 Guests 192 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $288/Night 7 Nights - US $2,015
star-icons-4
Bed & Breakfast
Map-icon
like-icon8.8
Fabulous
(7 Reviews)
8 Bedrooms 7 Baths 23 Guests 566.9 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $327/Night 7 Nights - US $2,286
House
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
4 Bedrooms 2 Baths 20 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $334/Night 7 Nights - US $2,339
star-icons-4
House
Map-icon
3 Bedrooms 2 Baths 12 Guests 2798.62 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $297/Night 7 Nights - US $2,077
House
Map-icon
like-icon9.8
Exceptional
(16 Reviews)
5 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $258/Night 7 Nights - US $1,803
House
Map-icon
like-icon9.2
Exceptional
(55 Reviews)
3 Bedrooms 2 Baths 12 Guests 1700 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $269/Night 7 Nights - US $1,885
House
Map-icon
like-icon8.8
Fabulous
(97 Reviews)
3 Bedrooms 2 Baths 12 Guests 1800 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $299/Night 7 Nights - US $2,090
House
Map-icon
like-icon8.6
Fabulous
(49 Reviews)
5 Bedrooms 3 Baths 14 Guests 2000 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $360/Night 7 Nights - US $2,518

Why Choose Rent By Owner for your Monroe County 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 Monroe County

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you experience the region’s natural beauty and local charm at its best, making your stay in Monroe County, Wisconsin, truly unforgettable.

Peak Season Highlights

summer
Summer (June - August)

During the summer months, you can enjoy warm weather and longer daylight hours, making this a popular time for outdoor activities and exploring the region's natural beauty.

Average Temperature Daytime: around 80°F to 85°F - Nighttime: around 60°F to 65°F
autumn
Fall (September - October)

This season offers stunning fall foliage and cooler temperatures, ideal for scenic drives and outdoor adventures in the area.

Average Temperature Daytime: around 65°F to 70°F - Nighttime: around 45°F to 50°F

Off-Season Highlights

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Winter (December - February)

The winter months bring colder weather, perfect for those seeking quiet retreats and cozy stays away from peak crowds in the region.

Average Temperature Daytime: around 25°F to 35°F - Nighttime: around 10°F to 20°F
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Spring (March - May)

Springtime features milder weather and blooming landscapes, offering a peaceful atmosphere for exploration and relaxation here.

Average Temperature Daytime: around 50°F to 60°F - Nighttime: around 30°F to 40°F

Weekly Weather Forecast for Monroe County

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 grilling with a private barbecue area, perfect for gatherings in the region’s scenic settings.
  • Relax by a fire pit under the stars, ideal for cozy evenings after exploring the area.
  • Take advantage of spacious outdoor patios or decks to unwind and enjoy the fresh air.
  • Make the most of private yards or gardens for outdoor activities or simply soaking up the sunshine.
  • Access nearby lakes or rivers for fishing, boating, or relaxing by the water’s edge.
  • Benefit from designated parking spaces suited for exploring the surrounding outdoor attractions.
  • Use outdoor recreation areas like trails for hiking or biking through the beautiful landscape here.
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Family Activities

  • Monroe County Fairgrounds: Experience family-friendly events and local festivities that showcase the vibrant community here.
  • La Crosse River State Trail: Enjoy biking or walking along this scenic trail that winds through the region, offering picturesque views for active families.
  • Pine Forest Campground: Spend quality time outdoors with camping and nature exploration just moments from your vacation rental in the area.
  • Gundersen Lutheran Sports Center: Participate in or watch youth sports and recreational activities, providing fun for the entire family during your stay.
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Adult Activities

  • Exploring the Local Wineries: Sample regional wines and enjoy guided tours at the area’s renowned wineries for a relaxing afternoon.
  • Fishing on the Scenic Lakes: Cast your line into the region's plentiful lakes, offering excellent opportunities for freshwater fishing enthusiasts.
  • Hiking and Nature Trails: Discover scenic hiking paths that wind through the natural beauty of the region, perfect for outdoor adventures and wildlife viewing.
  • Enjoying Cultural Events: Attend local festivals, art shows, and community gatherings to experience the vibrant culture of this destination.

Monroe County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Take advantage of seasonal events in the area to experience authentic local culture and make your stay more memorable.
  • Plan Outdoor Activities: Utilize the region’s natural beauty by engaging in outdoor pursuits like hiking, biking, or fishing available near your vacation rental.
  • Discover Nearby Dining Options: Savor regional cuisine by exploring local eateries, which often showcase the area's culinary traditions within easy reach of your accommodation.
  • Connect with the Local Community: Engage with community activities or visit local markets to gain a deeper appreciation of the area's heritage during your visit.

Transportation Options

  • Local Bus Services: You can rely on the area's local bus system for convenient and affordable transportation around Monroe County.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available for quick access to your nearby vacation rental or local attractions.
  • Car Rentals: Renting a car provides flexibility to explore the region at your own pace, especially when staying in more remote areas of Monroe County.
  • Public Transit: Public transit options connect key parts of this destination, making it easy to navigate without a personal vehicle.

Local Customs Options

  • Folk Festivals:** Celebrating local heritage through lively events, these festivals are a vibrant part of the area's cultural traditions you can experience during your stay.
  • Farmers' Markets:** Visiting regional farmers' markets allows you to enjoy fresh, locally sourced produce and connect with the community's agricultural lifestyle.
  • Traditional Cuisine:** Sample regional dishes that reflect the area's culinary customs, offering authentic tastes rooted in local history and ingredients.
  • Community Gatherings:** Participating in neighborhood events or seasonal celebrations provides insight into the friendly and welcoming spirit here.

Frequently Asked Questions About Monroe County?

2. How many vacation rentals have private pools in Monroe County?

There are 6 vacation rentals with private pools near Monroe County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Monroe County are best for families?

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

4. How many Rentbyowner vacation rentals are available in Monroe County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 161 in the Monroe County 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 Monroe County. 

5. What is the cancellation policy for vacation rentals in Monroe County, Wisconsin?

Cancellation policies vary by listing. You should review the specific property's terms on the listing page or contact the owner directly to understand the cancellation windows and potential fees.

6. How do I find the most suitable vacation rental in Monroe County for my stay?

Use the search filters to narrow down options based on your preferred dates, amenities, and budget. Reading detailed descriptions and reviews will help you choose a property that meets your needs.

7. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are typically detailed on the listing. Confirm these details before finalizing your reservation to avoid surprises.

8. What should I know about checking in and out at a Monroe County vacation rental?

Check-in and check-out times are determined by the property owner and are listed on the property details. Contact the host if you need special arrangements or have questions regarding access.

9. Is it possible to modify or cancel my booking at the last minute in this region?

Modifications or last-minute cancellations depend on the property's cancellation policy. Review the specific listing's terms or communicate directly with the owner for assistance.

Monroe County Top Rated Vacation Rentals

Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $262/Night 7 Nights - US $1,831
Hotel
Map-icon
like-icon9.6
Exceptional
(192 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $135/Night 7 Nights - US $945
Hotel
Map-icon
like-icon9.4
Exceptional
(455 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $96/Night 7 Nights - US $673
star-icons-3
Hotel
Map-icon
like-icon9.3
Exceptional
(105 Reviews)
1 Bath
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $158/Night 7 Nights - US $1,108
Hotel
Map-icon
like-icon9.0
Exceptional
(1003 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $117/Night 7 Nights - US $822
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(50 Reviews)
1 Bath 320.23 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $166/Night 7 Nights - US $1,164
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(729 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $118/Night 7 Nights - US $825
star-icons-3
Hotel
Map-icon
like-icon8.6
Fabulous
(582 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $82/Night 7 Nights - US $574