
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

Sandalwood Cottage - 300 Feet From Lake Michigan
A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

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!

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!

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.

Sister Bay A-Frame | Cozy Fireplace + Coffee Bar
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.

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!

The Beach House
Cute year round home with fantastic evening sunsets on the East shore of Lake Winnebago. Enjoy the lake life with this 3 bedroom, 1.5 bath, private beach and pier, located on a private beach road and a close drive to restaurants in the surrounding area. Ideal for Walleye Weekend, EAA Convention, Road America, Green Bay Packer games, Wisconsin Badger games, Milwaukee Brewer games, Ryder Cup and more
Popular amenities for cottage rentals in Wisconsin
Cottage rentals with a hot tub

Lake Life, year round hot tub!

Clementine Cottage

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

Nostalgic Lakehouse with VHS, Nintendo & Hot Tub

Cottage near Devils Lake Baraboo

The Cottage at Streamwalk

Beautiful cottage-hot tub close to Lake/ATV trails

Waterfront Cottage with Tower and Hot Tub!
Pet-friendly cottage rentals

Hypoint Loft-Rural SW Wisconsin Mississippi River

Cheerful Cottage Near the Bay

Uncle Bob's Cabin (LTR)

Cozy Cottage with 20 acres

Door County Cottage, near Haines Beach!

Grant River Getaway

Secluded Cottage Where Nature and Fun Await

Cozy 2 bedroom cottage on lake Delavan with kayaks
Private cottage rentals

River's Edge Cabin, LLC

Lake Wiscosnin Cozy Cottage

The Bay Home

Cozy lil' Cottage

Bayfield Fruit Loop Retreat - Main Cottage

Cottage on Clowney

Charming and Cozy Cottage on Lake Sinissippi!

Nekoos-A-Frame Cabin
Destinations to explore
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- Cottage rentals United States




