
Cottage holiday rentals in Wisconsin
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Top-rated cottage rentals in Wisconsin
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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!
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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?
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Great Country Get-Away, Enjoy the Outdoors
The Farmhouse, a serene lakefront cottage, provides a relaxing holiday away from the hustle & bustle of cities & close neighbors. This 2 bedroom/2 bath home with 2 large living spaces awaits you at the end of a ¾ mile long private dead-end road. It is the only residence located on a scenic 20 acre lake abounding with frogs, turtles, muskrats, ducks, geese, & eagles. Enjoy the tranquility from the large lakeside deck or roast marshmallows over a fire in the private outdoor firepit. No pets.
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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!
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Private 3 bedroom lake house
A beautiful spacious 3 bedroom with sofa bed (sleeps 9 guests) with lake access just steps away from the backyard. Includes washer and dryer, all cooking amenities and a grill, 3 TVs with cable (including Netflix and Disney+ capabilities), a two person canoe n 3 kayaks, hammock, board games, and books for leisure reading. Fish off the private peer. Light the bonfire in the fire pit (firewood included) by the patio onlooking the lake. Pets are allowed with a $200 pet fee.
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Timber Creek Retreat
Timber Coulee Creek, a Class 1 trout stream, ripples right through the backyard. King size bed, roomy heated garage for your car. You will enjoy watching deer and turkey as they amble through the property. Bald eagles soar overhead and fish jump in the stream. Listen to the gurgle of the water flowing over the rocks and the music of the birds. Try your hand at fly fishing. Sit around the fire pit, roast marshmallows, watch the flames dance and the stars come out.
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2 Bed A-Frame in Sister Bay, Fire Pit, 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.
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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.
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Waters Edge Cottage: Cozy. Sauna. Hot Tub
SAUNA, HOT TUB, STARS. The name says it all. Waters Edge Cottage, located right on the shore of beautiful full recreation Pickerel Lake! Step off the deck and into the hot tub or sauna right on the shore. Waters Edge Cottage has 1 Bedroom with a Queen Bed plus a loft with 3 twin beds, fully stocked kitchen & full bath. Pontoon Boat available to rent! Golf, ATV, Wineries, Hiking, Biking, Swimming, fishing and more! Come enjoy Waters Edge
LocationFamilyWi-Fi

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!
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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! SUMMER SUMMER SUMMER TIME!!! We are on a ATV/Snowmobile route. 1 mile away from being on the trail!!
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The Cottage at Streamwalk
Located off the beaten path in a beautiful pristine valley, this 1 bed, 1 ½ bath cottage offers high end furnishings with a vintage flair modeled after a true english stone cottage. The cottage offers miles of private walking trails on 100 private acres along the renowned Big Green trout stream. Our small highland cow herd roams the pastures, making it feel like you truly are in the Scottish Highlands.
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Popular amenities for Wisconsin cottage rentals
Cottage rentals with a hot tub

Peace of Beach, 4 season waterfront cottage
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Nostalgic Lakehouse with Pontoon, HotTub & VHS
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Cedar Soaking Hot Tub | King BED | No Cleaning Fee
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Clementine Cottage
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Cottage near Devils Lake Baraboo
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Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs
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Door County Waterfront Cottage (119)
LocationFamilyHospitality

Cozy Cabin w/HOT TUB & King Bed•Trails•Lakes•Golfs
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Pet-friendly cottage rentals

Peaceful Bayside Cottage
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Cozy A-frame on Clear Lake
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Gull Cottage Waterfront Home on Washington Island
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Pet Friendly Antique Schoolhouse with Fenced Yard
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Pet-Friendly, Cozy Cottage in Northern Door County
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Lake Home, 100' frontage, 15 min to Sentry Golf
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Hummingbird Cottage on Washington Island
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Dogs Stay Free! Waterfront Door County Cottage
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Private cottage rentals

River's Edge Cabin, LLC
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Sunsets on the Edge
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Book 4 Fall Colors + Luxe Lake Cottage!
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Charming Cottage - Close to Stevens Point
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Pristine Beach Access, Arcade near Kohler-Andrae
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Charming Cottage on Wilson Lake
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4 Bed Cottage, Baileys Harbor, Firepit, Coffee Bar
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Superior Sanctuary: Refined Rustic in the Woods
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Destinations to explore
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