
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?

Nostalgic Lakehouse with VHS, Nintendo & Hot Tub
This thoughtfully restored 1960s cottage sits on peaceful Spring Lake: perfect for swimming, fishing, and creating nostalgic memories lake with your family. Outside you'll enjoy a beautiful private backyard with a hot tub, paddle/solar-powered pontoon boat, yard games, fire pit, fishing poles, and dock. Inside you'll make lifelong nostalgic memories with the huge selection of 1980/90s video games, Goosebumps books, board games & VHS films. Centrally located in an activity-filled area of WI!

Elk Creek Inn Historic Dam Keepers Cottage
Get away from it all! This charming little home is perfectly located on a dead-end street, a short drive to either Menomonie or Eau Claire. Upon arriving, you will feel a sense of calmness and seclusion. Relax to the sounds of the falls and the birds singing. Wander the gardens and play in the spring fed lake. Read a book in the hammock or simply stare at the reflection on the calm lake. We offer a canoe, rowboat, 2 kayaks, and S.U.P for exploring as well as a grill and fire pit area.

Waterfront w/Dock - Incredible Views - King Bed
Escape to a charming cottage on the tranquil Rock River in Edgerton, WI, where each season offers unique beauty. In summer, enjoy kayaking, fishing, and boating. Fall brings vibrant foliage and crisp air, perfect for outdoor walks. Winter transforms the landscape into a serene, snow-covered wonderland. With picturesque views, modern amenities, and nature at your doorstep, this cozy retreat invites relaxation and adventure year-round. Watch the stars light up the night sky in any season.

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.

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, Coffee Bar, April Discount
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.

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.

Sawyer Harbor Waterfront Escape
Welcome to Sawyer Harbor Retreat — a peaceful waterfront cottage on Sawyer Harbor. Enjoy kayaking, sunsets, and quiet lake mornings just minutes from Sturgeon Bay, Idlewild Golf Course, and Potawatomi State Park. With 3 bedrooms, 2 baths, and room for up to 10 guests, it’s ideal for families, couples, and friend groups seeking a relaxed Door County escape.
Popular amenities for cottage rentals in Wisconsin
Cottage rentals with a hot tub

Stone Cottage - Beach/Hot Tub/Arcade/Massage Chair

Clementine Cottage

(#2)Pine Forest Cabins

Lakefront Couples Retreat | Hot Tub & Fireplace

Waters Edge Cottage: Cozy. Sauna. Hot Tub

Cottage near Devils Lake Baraboo

The Cottage at Dandelion Acres

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

Cheerful Cottage Near the Bay

Uncle Bob's Cabin (LTR)

Applegate Cottage - South Shore of Lake Superior

Cozy Cottage with 20 acres

Cozy stay at base of Wildcat Mt- Driftless Hygge!

Secluded Cottage Where Nature and Fun Await

Peaceful Bayside Cottage

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

Lake Wiscosnin Cozy Cottage

Lake Onalaska Cabin surrounded by Wildlife Refuge

Coco’s Cabin On The Lake (private beach!)

Clear water, sandy beach, fishing! Raft w/kayaks

Great Country Get-Away, Enjoy the Outdoors

Northshore Cottage (2 bedrooms) on Lake Onalaska

The Lakehouse-3bdr/Lakefront/Wi-Fi

Charming and Cozy Cottage on Lake Sinissippi!
Destinations to explore
- Rentals with an accessible-height toilet Wisconsin
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- Rentals with a cinema Wisconsin
- Private suite rentals Wisconsin
- Townhouse rentals Wisconsin
- Rentals with pools Wisconsin
- Motorhome rentals Wisconsin
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- Loft rentals Wisconsin
- Rentals with an accessible-height bed Wisconsin
- Rentals with outdoor seating Wisconsin
- Tiny house rentals Wisconsin
- Villa rentals Wisconsin
- Tent rentals Wisconsin
- Holiday home rentals Wisconsin
- Rentals with a fireplace Wisconsin
- Beachfront rentals Wisconsin
- Rentals with a sauna Wisconsin
- Campsite rentals Wisconsin
- Serviced apartment rentals Wisconsin
- Smoking-friendly rentals Wisconsin
- Rentals with a patio Wisconsin
- Rentals with lake access Wisconsin
- Rentals with a hot tub Wisconsin
- Beach house rentals Wisconsin
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