
Cottage holiday rentals in Wisconsin
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Top-rated cottage rentals in Wisconsin
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Cozy Farmstead Cottage Getaway
The cottage is located on our 80 acre farmstead in the bucolic rolling hills of Western Wisconsin just over an hour from the Twin Cities. Relax, create, or dream in this peaceful setting. Cherish time with loved ones. Hike along the creek, woodlands and fields. Enjoy the plentiful birds and wildlife. Bring your bike in the summer, and snow shoes in the winter. Cozy up to the wood stove with a hot beverage. Work remotely with our high speed WiFi. We welcome up to two dogs for an additional fee.

Sunsets on the Edge
My place is 10 minutes from downtown La Crosse, close to the airport, but you'll feel a world away. You’ll love my place because of the peace and quiet, but mostly THE VIEWS. All the modern conveniences of dishwasher, microwave, shower and stove/fridge, washer & dryer. You'll never see the same sunset! My place is good for couples, solo adventurers. Full list of amenities available, but worth noting here that coffee is NOT provided. There is a drip coffee maker, as well as a Keurig for pods.

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!

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 cottage (2023). The home is conveniently located within walking distance of Neshotah Beach/Park (2 blocks). Ice Age Trail access right 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

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! Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Mt. La Crosse is super close to enjoy skiing/snowboarding. 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the area. Pets are welcome. No cleaning fee!

Pet-Friendly, Cozy Cottage in Northern Door County
- Pet-friendly, 2 bedroom home in Northern Door County - Indoor fireplace and outdoor bonfire pit (wood provided) - Beautiful screened porch to enjoy nature - 5 minutes from famous Curvy Road, Washington Island Ferry, Newport State Park & Europe Bay Beach - Short drive to neighboring villages - Sister Bay, Ellison Bay, Baileys Harbor, etc - Walk or bike (provided) to Hedgehog Harbor - Perfect for a family getaway or a trip with friends - Includes all amenities to make you feel at home

Hot Tub in the Forest Cozy Home on Peaceful Lake
Our Cottage atop of Big Gillette Lake(a quaint no gas motor lake) offers a unique Northwoods experience. Nestled on a dead end road in the middle of the 1.5 million acre Nicolet National Forest, enjoy panoramic views of the lake. Soak in the relaxing hot tub King/Queens chair with a birds eye view of the lake! Winter season is upon us! Watch the snow fall from the hot tub! Then enjoy the fireplace inside. We are on a ATV/Snowmobile route. 1 mile away from being on the trail!!

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.

A-Frame - Coffee Bar, Gas Fireplace - Sleeps 4!
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.

Lofted Pines Cottage
Settle in at Lofted Pines Cottage for your Door County stay! Located off the beaten path, but only a few minutes from downtown Sister Bay or Lake Michigan, Lofted Pines is elegantly situated among mature cedar and fir trees, yet open and airy. Whether you're relaxing on the wrap around porch, cozied up in front of the fireplace or enjoying the wood burning fire pit, Lofted Pines is the perfect spot to unwind after exploring the Door County Peninsula.

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.

Hubbartt’s Lodge/Lake Front/On ATV/UTV Trails
Beautiful lakefront cabin. Enjoy breathtaking views of chain lake with great fishing & swimming. Fire pit & grill. Kitchen /bathrooms are fully equipped . Washer, dryer, iron, A/C, Wi-fi. Located on ATV & snowmobile trails with great restaurants, bars, grocery stores. Casino/ski resort within minutes. Kayaks and bikes available for use with rental. Sleeps 15 comfortably. There are several places in Lakewood, Townsend and Wabeno that rent UTV/ATV
Popular amenities for Wisconsin cottage rentals
Cottage rentals with a hot tub

Clementine Cottage

Beach|28 Miles to Dells|Hot Tub|Fire pits & Kayaks

Nostalgic Lakehouse with Ferry Pontoon & Hot Tub

Waters Edge Cottage: Cozy. Sauna. Hot Tub

Relaxing Cottage near Devils Lake Baraboo WI Dells

The Cottage at Streamwalk

Beautiful cottage-hot tub close to Lake/ATV trails

⌈W a t e r f r o n t ⌋ cottage with tower!
Pet-friendly cottage rentals

Cheerful Cottage Near the Bay

Applegate Cottage - South Shore of Lake Superior

Chain of Lakes Beauty!

Door County Cottage, near Haines Beach!

Tiny Yellow Cottage in Gills Rock

Cozy A-frame on Clear Lake

Grant River Getaway

Shalom Retreat
Private cottage rentals

Sturgeon Bay Waterfront Cottage, Private beach.

Fall Colors & Luxury Lakeshore Cottage!

Full rec lake- Sandy beach + crystal clear water

The Bay Home

Fall Deal – 15% Off | 4BR w/ Fire Pit + Coffee Bar

Grandma's Cottage

Cozy lil' Cottage

Waterfront w/Dock - Incredible Views - King Bed
Destinations to explore
- Rentals with breakfast Wisconsin
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