
Holiday rentals in Sinissippi Lake
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Top-rated holiday rentals in Sinissippi Lake
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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

Stay With Horses Escape Near Madison
Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties

Cabin on the Trail
Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing and boating and in the winter have fun ice fishing on beautiful Fox Lake! *Please read the full description and look at all pictures of the property *Not suitable for parties or loud gatherings. There is a 4 person, 2 vehicle maximum. *Check out our “cottage on the trail”, closer to the lake. *As of June 2026, we can no longer accept pets. Reservations made prior will be upheld

Beautiful Victorian in Historic District
My Victorian home, "Belle Maison" (beautiful house), is waiting just for you. Newly restored, with 2 bedrooms, 2 baths - one with its original claw foot tub!- and a queen size sofa bed in the TV room. It is located in historic, downtown Watertown. Just a block from Main Street - with lots of shops and restaurants within walking distance - and the beautiful Rock River. The location is perfect - whether you're visiting Jefferson County or looking for a home base between Madison and Milwaukee.

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.

Private Riverfront, Converted Barn *EV Charger*
Fox River Barn is located in a picturesque setting with stunning views of the Fox River in Princeton, WI. This 1940s barn has been lovingly converted into a comfortable living space with modern features and amenities, making it the perfect retreat for a romantic getaway or a peaceful escape from the city. Inside, the bones of the barn are present. From beams and rafters on the main level to the tall, gable barn ceiling. Just imagine all the different ways the barn had been used over time.

Charming Lakeside Cottage
Don't waste your weekend driving when Serenity Cottage is only an hour from Milwaukee or Madison. This charming lakehouse has beautiful views and a private island. Both the cottage frontage and island have firepits. 2 kayaks, 2 paddle boards, and a pedal boat are included in the rental. This property is a 4 minute walk from the Sinissippi Lake Pub which has indoor and outdoor seating. Downtown Hustisford is only a 2 minute drive and offers restaurants and shops. Serenity awaits!

Dogs Stay Free! Lakefront Bungalow with Dock
Corsa's Pillowfort — a waterfront bungalow on the 2,800-acre Lake Sinissippi in Dodge County, minutes from the famous Horicon Marsh and less than an hour from Madison or Milwaukee. Sleeps 3 with a king bed plus sofa bed, eat-in kitchen, and full bath. Private dock and 2 kayaks (summer season) right outside your door. Pet friendly with no pet fees — bring your dog along! At 600 sq. ft., it's the perfect lakeside getaway for couples, small families, or solo travelers looking to unplug.

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!

Haven on the Lake
Welcome to our unique A-Frame, Haven on the Lake! -1 hour from Madison -3 hours from Chicago -30 minutes from Cascade Mountain -40 minutes from WI Dells & Devil's Head Resort Nestled on a serene, five-acre lot overlooking Willams Lake, this renovated A-frame cabin is the perfect escape for families seeking peace, adventure, and natural beauty. The cabin offers a unique blend of modern amenities and old cabin charm, creating a cozy retreat in the heart of nature.

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.

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
Other great holiday rentals in Sinissippi Lake

Luxe Spa Cabin: Hot Tub + Sauna + Fire

Local Landmark MV / Coffeehouse / Kettle Moraine

Kettle Trails Cottage on Long Lake

The Orchard House

Marsh Haven by Fieldview Estates

Lake Sinissippi Retreat

Lakefront Escape- Your Perfect Getaway Awaits!

Forest Bay Cottage
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- Kohler-Andrae State Park
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- Wisconsin State Capitol
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- Eaa Aviation Museum
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