Holiday rentals in Sinissippi Lake

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Top-rated holiday rentals in Sinissippi Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Yurt in Cambridge
4.98 out of 5 average rating, 253 reviews

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Top guest favourite
A two-story brick building houses a coffee shop on the ground floor, featuring large windows flanked by a striped awning. The entrance is highlighted by a sign that announces it as Kettle Moraine's Favorite Espresso Bar. A welcoming atmosphere is created by its corner placement and outdoor seating area.
Flat in Kewaskum
4.98 out of 5 average rating, 112 reviews

Local Landmark CF / Coffeehouse / Kettle Moraine

One-of-three suites located above a local landmark. The iconic Coffee Corner Bistro (Est 1999) is steps from the Wisconsin 9/11 Memorial & Eisenbahn Bike Trail, and is considered the "Gateway to the Kettle Moraine" West Bend-5 mins, EAA-45 mins, Lomira-15 mins. Proudly recognized by the Fond du Lac Reporter Travel Section in its June 13, 2026 feature: "Top Airbnb Stays Near Fond du Lac" Google “Kewaskum somewhere I just feel at home” and check out CBS 58 story on our historic Coffeehouse

Superhost
Home in Cleveland
5 out of 5 average rating, 4 reviews

Shoreline Serenity

Welcome to ''Shoreline Serenity''! 200 ft of Lake Michigan frontage w/unobstructed views that go on for miles and tucked away on a 2-acre lot offering peace & privacy. Inside the home, you will be drawn to the beautiful views through the full wall of east facing windows & patio doors. The interior is cozy, clean, and comfortable. Fully equipped kitchen w/coffee bar. Main level has (2) bedrooms including the primary bedroom w/fantastic views. The spacious upper level loft has a king & twin bed.

Top guest favourite
The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Menomonee Falls
4.93 out of 5 average rating, 204 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Top guest favourite
Cottage in Horicon
4.93 out of 5 average rating, 41 reviews

Green Heron Cottage · King Beds · Horicon Marsh

Charming and cozy, this delightful 3-bedroom cottage sits in the heart of downtown Horicon, just moments from the scenic beauty of the Horicon Marsh with its peaceful trails and relaxing boat tours. Treat yourself to a nostalgic scoop at the beloved Ice Cream Station just two doors away, then unwind back at your private retreat. The backyard invites you to gather under the stars, where a crackling fire pit and grill set the stage for laid-back evenings, laughter, and lasting memories. Cheers!

Top guest favourite
A modern bathroom features a spacious glass-enclosed shower with a rain showerhead and built-in shelving. A sleek double vanity with dark cabinetry is positioned opposite the entrance, complemented by a decorative plant on the counter. Soft lighting creates a calm ambiance.
Home in Iron Ridge
5 out of 5 average rating, 32 reviews

Gorgeous Lakefront Retreat with Waterside Bar Area

Make all of those special memories at this beautifully updated lakeside retreat on stunning Lake Sinissippi. Relax around the fire, take a dip in the lake, or take in the breathtaking sunsets from our little "Sunset Shack." If watersports are more your speed, take out a couple of kayaks and explore Lake Sinissippi - a 2800 acre full rec lake! Ready to head inside? There is a large farmhouse table with seating for at least 10 and a family room on each level to wind down for the evening.

Top guest favourite
Cabin in Cascade
5 out of 5 average rating, 262 reviews

hot tub and sauna on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Guest favourite
The Orchard House is illuminated against a twilight sky, showcasing its wooden exterior. Large glass doors reveal a cozy interior with soft glowing lights. A tranquil setting is framed by surrounding trees and open grassland.
Home in Stoughton
4.98 out of 5 average rating, 51 reviews

The Orchard House

In a complex world that makes so many demands your time and attention, the Orchard House is a simple, Nordic-inspired refuge where you can be restored, reconnected, and refreshed. Midweek special: $1000 for 5 nights, Sunday evening through Friday morning. The Orchard House is a private retreat set on 30 acres in the Wisconsin countryside, just 20 minutes from Madison. A wood -fired hot tub set in a secluded forest clearing is available year round for outdoor soaking.

Guest favourite
A serene lake view is captured at sunset, with vibrant orange and purple hues reflecting off the water. Dark silhouettes of trees frame the edges, and gentle waves create a calming effect across the surface.
Cabin in Hustisford
4.89 out of 5 average rating, 45 reviews

Firefly Cabin, a Unique Tranquil Space

Get ready for a relaxing getaway with your friends and family. Firefly Cabin has a lakehouse feel with all the comforts of home. This charming Cabin is only an hour drive from Milwaukee or Madison. It is the sister Cabin to Serenity Cottage, rent one or both! Please note Firefly Cabin does have stairs to main living area and areas of lower ceilings. This relaxing retreat won't disappoint and is a great option for a remote workers or a quick getaway from the city.

Top guest favourite
A serene bedroom features a spacious bed dressed in soft linens. Natural light filters through the window shades, illuminating the wooden floors and area rug. A wooden dresser and a chair are positioned nearby, contributing to the inviting atmosphere.
Farm stay in Burnett
4.96 out of 5 average rating, 74 reviews

Marsh Haven by Fieldview Estates

One of the few remaining private properties left on the edge of the Horicon Marsh, Marsh Haven provides a stunning view, great bird watching, and easy access to public hunting land, bike and hiking trails, and more. Stay in a spacious farmhouse for fun and relaxation. *Please be aware this home has hard surfaces and steep stairs that may not be suitable for children under 4 years of age* Private land is not available for hunting, please use public land nearby.

Top guest favourite
The exterior of a two-story blue lakeside home is displayed, featuring large windows that allow for ample natural light. Adjoining the home, a well-maintained lawn is complemented by a fire pit area with light green Adirondack chairs, creating an inviting outdoor space.
Home in Beaver Dam
4.93 out of 5 average rating, 164 reviews

LakeLife is Dam Good! 4 Bedroom Waterfront Home

Fun for the whole family at this stylish lakeside home in the heart of Beaver Dam. The house as everything a group needs and wants for the perfect weekend, week, or overnight adventure. From the open floor plan living room to the exposed game room basement that leads right out to the lakeside yard. We've filled this home with all the touches needed to guarantee lake life living. The backyard overlooks thousands of acres of lake with endless lake views.

Top guest favourite
A charming bungalow is positioned near the edge of the Rock River. A well-maintained pathway leads up to the entrance, with vibrant greenery surrounding the area. The tranquil water reflects soft light, enhancing the serene setting.
Guest house in Horicon
5 out of 5 average rating, 32 reviews

Boathouse Bungalow

The Rock River Retreat Boathouse Bungalow is adjacent to the Rock River in the rural countryside of Dodge County, home of the treasured Horicon Marsh. Relax, refresh, and enjoy this magical place and the natural beauty that surrounds it. Discover and explore our undisturbed marshland by kayak, boat, or canoe. Spend time birding, biking, or hiking through this unique environment. Please join us for your time of connecting, discovery, and surprise.

Popular amenities for Sinissippi Lake holiday rentals