Holiday rentals with outdoor seating in Two Rivers

4.99 out of 5 average rating, 277 reviews

Cabin in Elkhart Lake

Elkhart A-Frame, Wooded Retreat near Road America

The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

4.99 out of 5 average rating, 152 reviews

Castle in Cleveland

Castle Vineyard –HOT TUB, Theater, Golf Sim, Sauna

As seen on the cover of Haven, a luxury home magazine! This masterpiece was built over the course of seven years and is officially open to the public in 2022! For travelers who want an exclusive taste of Tuscany without the hassle of jetting across an ocean, "The Castle Vineyard" is the place to stay. The dramatic, spellbinding stone castle proudly overlooks over twenty acres of idyllic rolling hills and a gorgeous, working vineyard. Once inside, the interior does nothing to dispel the magic.

4.95 out of 5 average rating, 276 reviews

Beach Haven, on Lake Michigan.

Incredible view of Lake Michigan from every room. Public beach across the street. No other place like this. Spectacular sunrises. Spacious living room and dining room, smart TV, kitchen and half bath on first floor. Three bedrooms and full bath on second floor. Pinball machine and music collection in basement. Bike paths, quaint downtown, restaurants within blocks. Easy drive to Lambeau Field, Whistling Straights, and Door County. Awaken to the sound of surf and gulls. Relax at Beach Haven.

4.9 out of 5 average rating, 138 reviews

Home in Manitowoc

Neighborhood home in Manitowoc

Guests must check-in in person. 4 bedroom ranch home with deck and backyard in a pleasant neighborhood with sidewalks. 3 full bathrooms, one with an oversized jacuzzi tub. Large entertaining areas both on the main floor and the fully finished basement with wet bar, wine cellar and waterfall feature. There’s two fireplaces and an outdoor fire pit. This house is not suitable for children between the ages of 2 and 12. No internet. Easy access to I-43 approximately 25 miles to Green Bay or Kohler.

5 out of 5 average rating, 127 reviews

Apartment in Kohler

The Hemingway on Church - It Tolls For Thee

"Kristine's property has all the charm of a modern day Mayberry" -Michael This 1906 historic home is nestled in the heart of the equally historic "Village of Kohler." Completely remodeled in 2019 adding Kohler spa amenities and modern touches to its original charm. Mixing modern & antique furniture finds like the Hemingway Sideboard (which inspired the literary theme) make this historic hideaway a true Kohler destination. "You cannot get a better location in Kohler than this house!" -Dennis

4.96 out of 5 average rating, 285 reviews

Cottage in Two Rivers

Private Oasis~Point Beach State Park~Lake Michigan

This home was recently under an extensive makeover and now has newly refinished hardwood floors throughout, new bathroom, completely renovated sunroom to enjoy all the morning glory with your favorite coffee or tea in hand. The home features 2 bedrooms, 1 bath, spacious kitchen and living room as well as the beautifully renovated sunroom out back. After exploring the many hiking trails in the area, you can enjoy cooking out on the gas grill & enjoy a campfire to complete your outdoor retreat.

4.99 out of 5 average rating, 103 reviews

Cottage in Two Rivers

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 cottage (2023). The home is conveniently located within walking distance of Neshotah Beach/Park (2 blocks). Ice Age Trail access right 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

4.93 out of 5 average rating, 152 reviews

Cate's Place | beaches, trails, and fishing nearby

Super cozy home, centrally located for easy commute to wherever the day takes you. Our small town has lots of fun summer events for the family. Just a quick drive or bike ride to anywhere in the city, including Sepia Chapel. We have multiple beaches, some quiet and semi-secluded or others (like top-rated Neshotah) with lots of activity. WONDERFUL trails such as the Ice Age and Mariners. Nearby rivers for kayaking or fishing. Great hub for day trips to Door County, Green Bay, Manitowoc, etc.

4.89 out of 5 average rating, 179 reviews

River House, 1710 East St, Two Rivers

Located directly on the East Twin River & 3 blocks from Neshotah beach, Lake Michigan. Food, drinks & shopping walkable. Newly renovated riverfront property with upgrades, new appliances, smart tvs, WiFi, and 2 custom showers. Plenty of paved parking, riverfront dock for fishing and biking/hiking trails are a walk away. The property is 90 minutes from Milwaukee, 25 miles from Whistling Straits, as well as the Oshkosh EAA & only 40 miles from the 2025 NFL Draft at Lambeau Field, Green Bay.

Superhost

Barn in Sheboygan Falls

4.71 out of 5 average rating, 111 reviews

Quiet Country Charm

Cozy barn loft with rustic charm. This newly renovated private loft sleeps 4 with the possibility of 1 or 2 more if you don’t mind sleeping on an air mattress. This room includes a bathroom with shower and small efficiency kitchen with microwave, coffee maker, and small refrigerator. The futon pulls out to a double bed. This relaxing local comes complete with barnyard animals for an authentic Wisconsin experience! You won’t forget the peaceful surroundings of this rustic destination.

5 out of 5 average rating, 149 reviews

Cabin in Cascade

hot tub and sauna on 5 private acres

Need 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 inspired getaway awaits!