
Cottage holiday rentals in Wisconsin
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Top-rated cottage rentals in Wisconsin
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Cedar Soaking Hot Tub~King BED~No Cleaning Fee
🤩No Cleaning Fees added to end cost! 🌟Licensed by County. Welcome to Sandy Bay LakeHouse. 🌊 Listen to the waves of Lake MI~2 blocks away~in this newly built 2BR/1BA home (2023). The home is conveniently located within walking distance of Neshotah Beach/Park (2 blocks). Ice Age Trail access directly across street ~ Walsh Field across street. Outdoor Cedar Soaking Hot Tub, along with Lava Firetop table & quality outdoor furniture ensures your time at Sandy Bay Lake House is relaxing & memorable

Witt's End, a relaxing Northwoods Lakeside Retreat
Our property on Little Gillett Lake is a special place. The cottage is new, but exudes the charm and character of classic Northwoods Americana. The clear, beautiful lake allows access to Big Gillett Lake and a tributary of the Oconto River by paddle. The Nicolet National Forest offers trails while nearby larger lakes provide beaches and access for motor boats. Swim, paddle, fish, snowshoe, ATV, snowmobile, hike, eat, chill... come enjoy some worry free relaxation or step away for an adventure!

RiverFront Cottage>Private Pier>Firepit & Wildlife
Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

Waterfront Cottage with Tower and Hot Tub!
This charming cottage is an ideal respite for your family holiday to the one-of-a-kind Green Bay, Wisconsin! Look forward to exploring this historic city, visiting iconic museums, and experiencing the vibrant Packers culture. The vacation rental home sits right on the water - offering fantastic views of the bay - and is just 10 miles from downtown. After the day's adventures, return to this cozy 3-bed, 1.5-bath house and unwind as your furry friends or children play in the waterfront yard!

Stylish 1 bedroom cottage on the Mississippi River
This unique place has a style all its own. Conveniently located by the Mississippi River and highway 35. The place gives you a cabin feel close to La Crosse! 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the area. Mt. La Crosse is super close to enjoy skiing/snowboarding. Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Pets are welcome. No cleaning fee!

Riverbluff Cottage *near WI's best hiking& Cascade
This cottage is located in a beautiful rural setting. Set back off the main street on a private dead-end gravel drive. It's quiet and dark. This is a simple, clean, and affordable space for those who are looking to get closer to nature. Conveniently located nearly equidistant to Madison, Wisconsin Dells, and Devil's Lake State Park. A wonderful HQ for exploring the natural beauty of Driftless Wisconsin. Plenty of hiking, skiing, wineries, and agri-tourism. This cabin is part of a duplex.

Peace of Beach, 4 season waterfront cottage
Beautiful 4 season, private 2 bedroom Knotty Pine Cottage located on the shores of Lake Michigan just 10 yards away from water in Sturgeon Bay, WI. 2 BR/1 bath cottage with beautiful stone, wood burning fireplace. A fully equipped kitchen with high bar dining which seats 8. Lots of living space with leather sectional and full size hide-away sofa sleeps 2, Main Guest Room 1 w/ queen log bed and Guest Room 2 with full size log bunk beds, Large screen tv, wifi and panoramic lake view.

Pet Friendly Antique Schoolhouse with Fenced Yard
Pond Lily is truly a unique stay; a historic schoolhouse among tranquil surroundings. Beautiful traditional craftsmanship meets all the comforts of a modern home. Pet friendly with a fenced yard. A well-stocked kitchen makes for easy home-cooked meals. The layout is ideal for small groups looking to enjoy a peaceful getaway. Snuggle up by the wood-burning fireplace in the cold months or enjoy the firepit in the warm weather. For the outdoorsman, public lands are 5 minutes away.

Modern A-Frame, Sister Bay, Coffee Bar, Fireplace
Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

Beautiful Lake Home.
Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Rock River Rest quiet cottage 25 min to Madison
Escape the city to a cozy waterfront retreat. Nestled among centuries old Oaks along the Rock River, enjoy our 1920s cottage and private backyard directly on the river. Relax while watching wildlife out the picture window and listening to vintage vinyl or jump in the car for an easy commute to UW-Madison/Epic. The cottage is ideal for a romantic getaway, remote work or artist retreat. Located 30 min from Madison or a short drive from MKE + Chicago.

Lakefront Cottage on Upper Post Lake
NO PETS! Enjoy beautiful sunsets from this year-round lakefront cottage on Upper Post Lake in the Wisconsin north woods. Fish, swim, and water ski from the private dock. Relax by the fire and watch the eagles and listen to the loons. Located on the ATV and snowmobile trails. Walking distance to the local bar and grill. Updated two-bedroom house with full kitchen. Lovely getaway for a weekend or longer! No pets allowed!
Popular amenities for cottage rentals in Wisconsin
Cottage rentals with a hot tub

Lake Life, year round hot tub!

Clementine Cottage

Nostalgic Lakehouse with VHS, Nintendo & Hot Tub

Lakefront Couples Retreat | Hot Tub & Fireplace

Waters Edge Cottage: Cozy. Sauna. Hot Tub

Cottage near Devils Lake Baraboo

Hot Tub in the Forest Cozy Home on Peaceful Lake

Insta-worthy Waterfront Cottage with Hot Tub
Pet-friendly cottage rentals

Hypoint Loft- winter special 2nights-3rd free

Chain of Lakes Beauty!

Cottage on the Pond - Big Green Lake

Grant River Getaway

Cozy stay at base of Wildcat Mt- Driftless Hygge!

Peaceful Bayside Cottage

Winding River Cottages-Pine Cone Cottage

Cozy Cottage on the Chetek Chain of Lakes.
Private cottage rentals

Cozy cottage in historic downtown Hudson!!

Lake Wiscosnin Cozy Cottage

Green Lake Getaway

Great Country Get-Away, Enjoy the Outdoors

Elk Creek Inn Historic Dam Keepers Cottage

The Beach House

Northshore Cottage (2 bedrooms) on Lake Onalaska

Bayfield Fruit Loop Retreat - Main Cottage
Destinations to explore
- Rentals with lake access Wisconsin
- Barn rentals Wisconsin
- Rentals with a sauna Wisconsin
- Rentals with a cinema Wisconsin
- Boutique hotels Wisconsin
- Rentals with an accessible-height toilet Wisconsin
- Rentals with an EV charger Wisconsin
- Beachfront rentals Wisconsin
- Nature eco lodge rentals Wisconsin
- Campsite rentals Wisconsin
- Guest house rentals Wisconsin
- Beach house rentals Wisconsin
- Rentals with a kayak Wisconsin
- Rentals with a hot tub Wisconsin
- Boat rentals Wisconsin
- Pet-friendly rentals Wisconsin
- Farm stay rentals Wisconsin
- Private suite rentals Wisconsin
- Rentals with pools Wisconsin
- Rentals with a patio Wisconsin
- Resort rentals Wisconsin
- Lakehouse rentals Wisconsin
- Rentals with an accessible-height bed Wisconsin
- Villa rentals Wisconsin
- Cabin rentals Wisconsin
- Rentals with beach access Wisconsin
- Tent rentals Wisconsin
- Holiday home rentals Wisconsin
- Serviced apartment rentals Wisconsin
- Tiny house rentals Wisconsin
- Yurt rentals Wisconsin
- Rentals with a washing machine and dryer Wisconsin
- Dome rentals Wisconsin
- Fitness-friendly rentals Wisconsin
- Smoking-friendly rentals Wisconsin
- Rentals with a fireplace Wisconsin
- Bed and breakfasts Wisconsin
- Chalet rentals Wisconsin
- Motorhome rentals Wisconsin
- Apartment rentals Wisconsin
- Townhouse rentals Wisconsin
- House rentals Wisconsin
- Loft rentals Wisconsin
- Rentals with a firepit Wisconsin
- Rentals with breakfast Wisconsin
- Ski-in/ski-out rentals Wisconsin
- Flat rentals Wisconsin
- Waterfront rentals Wisconsin
- Family-friendly rentals Wisconsin
- Hotel rooms Wisconsin
- Rentals with outdoor seating Wisconsin
- Cottage rentals United States




