What are the top rated Cottage Rentals in Wisconsin?

There are a lot of options in Wisconsin. If you plan on staying in the Wisconsin area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Wisconsin: <a href="/property/seagull-beach-guest-house-unique-lake-michigan-cottagenon-private-beach/HA-1214864182" class="class="static-page-link"">Seagull Beach Guest House, Unique Lake Michigan Cottagenon private beach</a> <a href="/property/clarance-gonstead-guest-cottage-prairie-style-stone-tide-water-cypress/HA-321139397" class="class="static-page-link"">Clarance Gonstead Guest Cottage, Prairie Style, Stone &amp; Tide Water Cypress</a> <a href="/property/beautiful-new-contemporary-home-quiet-wooded-lot-minutes-from-devils-lake/HA-3211777934" class="class="static-page-link"">Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake</a> <a href="/property/retro-cozy-cottage-peninsula-st-park-family-pet-friendly-open-year-around/HA-3211060002" class="class="static-page-link"">Retro, Cozy Cottage - Peninsula St. Park, Family/Pet Friendly - OPEN year around</a> <a href="/property/superior-horizons-carriage-house-next-to-the-apostle-islands/HA-321401638" class="class="static-page-link"">Superior Horizons Carriage House Next to the Apostle Islands</a> <a href="/property/renovated-home-full-rec-lake-level-lot-family-dog-friendly-game-room-pontoon/HA-3211322140" class="class="static-page-link"">Renovated Home/Full Rec Lake/Level lot/Family &amp; Dog friendly/Game Room/Pontoon!</a> <a href="/property/lake-michigan-sand-beach-wooded-privacy/HA-32139493" class="class="static-page-link"">Lake Michigan Sand Beach &amp; Wooded Privacy</a> <a href="/property/madison-uw-madison-area-lakefront-home/HA-321847785" class="class="static-page-link"">Madison &amp; ~UW~-Madison Area Lakefront Home</a> <a href="/property/enjoy-a-relaxing-vacation-on-a-lake-1-bedroom-sleeps-4/HA-321459593" class="class="static-page-link"">Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4))</a> <a href="/property/country-pines-cottage-1000-sq-ft-in-the-country-peaceful-relaxing/HA-3211907336" class="class="static-page-link"">Country Pines Cottage - 1000 SQ/FT in the country - Peaceful &amp; Relaxing</a>

How much does it cost to rent a cottage in Wisconsin?

The average cost for a cottage rental in Wisconsin is $316 per night. Villa Bay has a wide list of great cottages near Wisconsin that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Wisconsin that allow pets?

Yes, here are the top cottage rentals in Wisconsin that allow you to bring your pet: Coulee Region beauty-"coulee" to describe valleys that dissect verdant ridgetops Airy Cottage with Dock and Views on Buffalo Lake! Large Home w/Indoor Basketball Court + Game Room! Madeline Island Cottage Overlooking Apostle Islands <a href="/all/usa/wisconsin" class="class="static-page-link"">See all pet-friendly vacation rentals in Wisconsin on Villa Bay</a>

Do you have any rental cottages in Wisconsin that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Wisconsin to find one that works for you.

Are there quality cottages in Wisconsin that have indoor swimming pools?

As of 2026, the data from Villa Bay shows that there are Over 1393 private swimming pools or cottages with indoor pools in the Wisconsin area along with other great amenities.

Wisconsin Cottage Rentals By Owner

Coulee Region beauty-"coulee" to describe valleys that dissect verdant ridgetops

From US $139

10.0 (241 Reviews)

Cottage

Coulee Region beauty-"coulee" to describe valleys that dissect verdant ridgetops

Air Conditioner
Parking
TV

Wisconsin Cottage Rentals & Holiday Homes

Find the best cottages in Wisconsin - We found 1393 exact matches

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