Vacation rentals in Calumet County

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Top-rated vacation rentals in Calumet County

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

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Guest favorite

The setting sun casts warm hues across the water, creating a serene view. Waves gently crash against a rocky shoreline, with water splashing over smooth stones. The sky exhibits a blend of oranges and blues, reflecting the tranquil atmosphere by the lake.

Home in Hilbert

4.88 out of 5 average rating, 129 reviews

Coffee on the Lake, Firepit, 35 min to Green Bay

Large 3-story home directly on northeastern Lake Winnebago, 1.5 hours N of Milwaukee and Madison airports, 3 miles N of Chicago. Stunning views of the lake. Open main area with natural light throughout. Large driveway. Games/books/cards/color/ping-pong. Two steps into house. Main floor bedroom includes walk-in shower. Flat yard with fire pit facing lake. Sunflowers provided for bird feeders. No pier available but boat launch < 1 mile at Calumet County Park. Seven miles to High Cliff State Park.

Guest favorite

The image displays a charming lakeside retreat with a well-manicured path leading from a private pier to the house. Two lounge chairs are positioned on the shore, surrounded by trees. The house features large windows reflecting sunlight, enhancing the serene lakeside view.

Home in Chilton

4.89 out of 5 average rating, 56 reviews

Family lake retreat w/ hot tub! Amazing sunsets!

Lakeland Retreat has 4 bedrooms, den and plenty of entertaining space! Directly on Lake Winnebago with private pier and AMAZING sunsets! Bring your boat and launch nearby, launch is 5 min away. Our spacious outdoor area with double swing for relaxing by the lake, dining table, firepit and hot tub. Great entertainment space indoors with a living room right off the kitchen with lake views. Cozy up by the fireplace indoors too! Full bar area and pool table in the basement! Great family fun!

Top guest favorite

An aerial view showcases the expansive green fields of The Farm, framed by a large red barn and the homestead structure. The nearby farmland stretches towards Lake Winnebago, with patches of seasonal crops and scattered trees offering depth to the serene landscape.

Farm stay in Chilton

4.98 out of 5 average rating, 44 reviews

The Farm Unique Rural Lodging

Your accommodations are the entire second floor, with a private entrance and deck to enjoy the sunrise or just relax. The Farm is peaceful offering access to our 100 acres. Our suite has three separate bedrooms, a common area, a micro kitchen and private bathroom. We have a 6 guest limit with a 4 adult max. Published pricing reflects the cost for two guest, each guest after two has a $20 nightly fee. We have a no pets, no smoking or vaping policy. Booking guest must be present during stay.

Top guest favorite

An illustration of The Chouse displays the building's Gothic Revival architectural style, highlighted by the prominent spire and stained glass windows. The structure is presented in two tones, creating a contrast that emphasizes its historical significance and unique character.

Religious building in Brillion

5 out of 5 average rating, 16 reviews

The Chouse - Entire church home!

Enjoy your stay in a uniquely converted, well-loved 123 year old church home, a.k.a. “The Chouse.” Enjoy nearly 7,000 sq feet! Multiple staircases throughout the building (especially to restrooms). Not handicap friendly. Enjoy the spacious gathering and seating areas. Huge commercial kitchen in the Lower Level. The Chouse is complete with 5 currently available bedrooms, two full bathrooms & two half baths. Continued updates happening to this special place! Message me for questions!

Guest favorite

A spacious living area is presented with a comfortable gray sofa, a rustic light fixture, and a round dining table surrounded by four chairs. The walls feature a unique pattern, while art and decorative elements add character to the space.

Home in Appleton

5 out of 5 average rating, 9 reviews

Cozy Home w/ Large Yard Near Appleton & Neenah

Welcome to your cozy home away from home! This charming 2-bed, 1-bath rental is the perfect spot to kick back, explore, or take a well-deserved break. With comfy furnishings, a fully equipped kitchen, and a cozy living space, it’s perfect for unwinding after a day of adventures. Whether it's a weekend getaway, business trip, or family visit, you’ll love being near restaurants, shops, and more! Flexible leases, hassle-free booking—just sign, submit ID, and a $500 deposit. Book now! 🎉

Guest favorite

The kitchen features modern cabinetry and stainless-steel appliances, with a spacious island at the center. Natural light fills the open living space, which blends the kitchen, dining, and living areas. A comfortable seating arrangement is visible, with a view of the patio through the sliding glass doors.

Home in Brillion

5 out of 5 average rating, 23 reviews

Newly Built Brillion Townhouse

Come & enjoy a newly built townhouse that is fully furnished for an easy stay! Located in Brillion, it is central to Manitowoc, Green Bay, and Appleton (about 25 min to each & 40 min to Lambeau Field!). Enjoy many amenities like zoned in-floor heat, wall air, Zero entry (no steps), attached 2 car garage, patio, park views, open concept w/full & large kitchen, dining & living room. Dual entry full bath, in-unit washer & dryer. Minutes to Ariens Nordic Center. 40 min to Lambeau Field!

Guest favorite

An A-frame structure is set against a colorful sunset, featuring a welcoming entryway and large windows. A hot tub is positioned on a deck next to the home. Two adirondack chairs are placed on the lawn near a smokeless fire pit on a tree stump.

Home in Hilbert

4.94 out of 5 average rating, 187 reviews

State Park Getaway with Hot Tub & Arcade

This fully remodeled A-Frame is walking distance to hiking trails and has views of Lake Winnebago. The outdoor enthusiast will find endless opportunities for adventure (canoeing, hiking, fishing, snowshoeing, biking) at High Cliff State Park. Take in the forest views from your private backyard with a fire pit, or relax on the private deck with stunning views of Lake Winnebago. Create memories with the private hot tub, giant chess board, arcade, and huge selection of games.

Superhost

A spacious lakefront deck offers multiple seating options, including wooden benches and Adirondack chairs. A clear view of the lake is provided, with gentle waves visible in the distance. String lights are hung along the railing, adding a subtle ambiance to the outdoor space.

Home in Chilton

4.83 out of 5 average rating, 6 reviews

New! Lake Front|PrivateDock|Kayaks&Paddleboards!

Enjoy Lake Winnebago at this cozy newly furnished lakefront home. It sleeps 7, and includes a fully stocked kitchen. Enjoy the deck facing the lake with chairs and a propane grill—perfect for outdoor meals or a cup of morning coffee from the coffee bar! Spend your days kayaking, paddleboarding, swimming, or fishing from the private dock. Just 15 minutes from Chilton and under an hour from Green Bay, it’s a perfect spot for families or friends to relax and enjoy the lake!

Top guest favorite

A spacious room features a large bed positioned against a dark headboard. Soft lighting highlights the cozy seating area, which includes two armchairs. A medium-sized area rug is placed beneath the furniture, and natural light enters through two windows dressed with light curtains.

Apartment in New Holstein

4.96 out of 5 average rating, 55 reviews

Parkside Retreat | Minutes from Elkhart Lake

Parkside Retreat is located in the quaint city of New Holstein, right on the city’s largest park. The Aquatic Center, basketball/tennis courts, ball diamonds, fishing pond, and walking paths are located just steps outside. Just 10 miles away from Elkhart Lake and Road America we are close to everything yet tucked away from the crowds. Enjoy all that this beautiful area has to offer, then settle in for a relaxing evening at Parkside Retreat. PET FRIENDLY - 1 pet limit

Guest favorite

The front exterior of the house is visible, showcasing light beige siding and a dark shingled roof. A welcoming pathway leads to the entrance, framed by manicured grass and low landscaping. A two-car garage is present on the right.

Home in Sherwood

4.98 out of 5 average rating, 40 reviews

Fox Valley State Park

This is a ranch style home with a no step entry in a very quit neighborhood in Sherwood Wisconsin. You will have three bedrooms along with the entire house. There will also be an air mattress option in the entertainment room in the basement. There is a nice patio out back where you can enjoy the outdoors along with a sun room for those cooler days. If you are coming for the NFL draft, we could discuss transportation options to get you to and from Lambeau Field.

Top guest favorite

The exterior of the house is shown, featuring a modern design with light gray siding and stone accents. A flat driveway leads to a two-car garage beneath. Lush green trees surround the property, while a lamp post adds a welcoming touch to the entrance.

Home in Sherwood

5 out of 5 average rating, 17 reviews

High Cliff Hideaway

Feel at home in this quiet and safe neighborhood. Only 20 minutes from the city, making it a convenient place to rest your head outside of the craziness of the city lights. 15 miles to Appleton/Fox Cities Performing Arts Center/Airport 30 miles to Green Bay/Lambeau field 33 miles to Oshkosh/EAA Air Venture Less than 2 miles from High Cliff State Park/ High Cliff Golf Course/ Lake Winnebago

Guest favorite

A welcoming living area displays two stylish gray sofas adorned with patterned throw pillows. A soft ottoman sits in the center of the space, while natural light filters in through large windows. A round wall clock and warm lighting enhance the cozy atmosphere.

Apartment in Appleton

4.93 out of 5 average rating, 14 reviews

Cozy with Thoughtful Design

Welcome to your cozy two-bedroom, one-bathroom apartment nestled in a convenient, centrally located neighborhood. As you step inside, you're greeted by a spacious living area adorned with modern furnishings, designed to provide both style and comfort. Sink into the plush sofas and unwind after a long day, or gather around the sleek smart TV for a movie night with friends and family. .