Wisconsin Cottage Rentals & Holiday Homes
Find the best cottages in Wisconsin - We found 1374 exact matches
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About Wisconsin Cottage Rentals on PickleTrip
Searching for cottages to rent near Wisconsin? PickleTrip™ features more than 1374 cottages that are perfect for your next pickleball getaway. Plan your ultimate holiday and discover luxury cottage rentals that are a few miles away from the lake or beach and have access to private courts or nearby facilities. These cottage rentals in Wisconsin have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. PickleTrip™’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Wisconsin.
Are you planning to travel to the lakeside, beach, or mountain area? PickleTrip™’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
PickleTrip™ boasts of 1374 holiday cottages and places to stay in Wisconsin. The site provides unique Airbnb, VRBO, pickleball-ready cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday — all fitting within your budget.
Frequently Asked Questions About Wisconsin Rental Cottages
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:
- Scandi-inspired Loft - Historic - Waterfront - Pet Friendly - Open year around
- Prime Location & Highly Rated Dog Friendly Cottage with 'Perks'
- Madeline Island Cottage Overlooking Apostle Islands
- Gigi's Wonderful waterfront home
- Festivals! Secluded true waterfront w/acreage, Sleeps 12, dogs, great rates
- Cozy Cottage With Lake Views & Access
- Beautiful Assembly Park Lakeside Getaway on Delavan Lake
- Stepaway Vacation Rentals- Bowman's Pine Hollow
- Andern at Loma Cottages
- Applewood at Loma Cottages
- Scandi-inspired Loft - Historic - Waterfront - Pet Friendly - Open year around
- Lakeview Cottage in Downtown Baileys Harbor
- Pet-friendly St Croix Falls Remote Retreat!
- Prime Location & Highly Rated Dog Friendly Cottage with 'Perks'
See all pet-friendly vacation rentals in Wisconsin on PickleTrip
