Holiday houses in Chilton

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Top-rated holiday rentals in Chilton

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Top Guest favourite
The A-frame cabin is framed by lush greenery and colorful landscaping. A welcoming pathway leads to the entrance, featuring a spacious deck. The cabin's dark exterior contrasts with the surrounding trees, creating a serene and private atmosphere.
Cabin in Elkhart Lake
4.99 out of 5 average rating, 350 reviews

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.

Top Guest favourite
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
4.9 out of 5 average rating, 143 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 hours N of Chicago. Stunning views. Just steps to lake. Open main area. Large driveway. Games/books/cards/coloring/ping-pong. Two steps into house. Main floor bedroom includes walk-in shower. Flat yard with fire pit facing lake. We encourage filling bird feeders with provided bird seed. No pier available but boat launch 1 mile at Calumet County Park. Seven miles to High Cliff State Park.

Top Guest favourite
A serene view of the water at dusk is framed by trees along the riverbank. The calm surface reflects soft colors of the sunset, enhancing the tranquil natural setting.
Home in Appleton
4.96 out of 5 average rating, 124 reviews

Riverfront log cabin in the heart of the valley

◖30 minutes to Oshkosh(EAA) & Green Bay(Lambeau), 10 minutes to Downtown Appleton ◖10 minutes to Kimberly boat launch; travel the Fox River Locks system You will LOVE this property: ◖Outstanding views from the amazing sunsets to the relaxing water & wildlife ◖Newly renovated with many amenities ◖Enjoy the Northwoods setting in the heart of the valley ◖Relax at end of the day sitting around a campfire or by indoor fireplace ◖Tie your boat to dock in front of property ◖Full kitchen/outdoor grill

Top Guest favourite
Home in Cleveland
5.0 out of 5 average rating, 10 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
A spacious bedroom features a central bed with a gray quilt, flanked by two dark wood nightstands. Large windows allow natural light to fill the room, complemented by light-colored curtains. A patterned area rug spreads across the hardwood floor, enhancing the space.
Apartment in Kiel
4.97 out of 5 average rating, 31 reviews

Loft Unit Historic Kiel 8 miles to Road America

Less than a 10 minute drive to Elkhart Lake/ Road America 25-30 minute drive to Kohler, Sheboygan, etc. and less than 1 hour to Milwaukee & Green Bay. Perfect location to stay in the heart of downtown Kiel. Located upstairs in a beautifully restored historic building located on the main street in town. Relax and enjoy your stay with all of the amenities of home which include all new appliances as well as you will be able to walk to local dinning and nightlife attractions that Kiel has to offer.

Guest favourite
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
4.9 out of 5 average rating, 62 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 favourite
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, 50 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 favourite
Home in Hilbert
4.95 out of 5 average rating, 245 reviews

State Park A-Frame: Hot Tub, Arcade & Hiking

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 large hot tub, 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.

Top Guest favourite
Cabin in Cascade
5.0 out of 5 average rating, 270 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
Home in New Holstein
4.85 out of 5 average rating, 153 reviews

Growe's Guest House - just like Grandma's!

Our beautiful private home is available for you! We'd love you to experience the peace and serenity we so much enjoy. We'll answer all requests AS SOON AS possible, hoping we can accommodate your needs. Come; be our guest; night, week, or month! Please note: there is NO overnight street parking Dec. 1- March 1. The private lot behind the house MAY provide permission on an as need basis. Please indicate # of cars and dates before reserving, so accommodations can be arranged.

Top Guest favourite
Guesthouse in Oshkosh
4.96 out of 5 average rating, 200 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Guest favourite
A spacious three-level house is situated on the shore of Lake Winnebago, surrounded by ample green lawn. Large windows provide views of the lake, while trees line the property for natural beauty. A private pier is visible extending into the water.
Home in Chilton
4.92 out of 5 average rating, 13 reviews

Turtle Time Hideaway

Turtle Time Hideaway has unobstructed views of Lake Winnebago! This three-level house has five bedrooms, a loft and plenty of entertaining space! Directly on Lake Winnebago with a private pier and close to Brothertown Beach boat launch. Enjoy the amazing sunsets or watch a storm come over the lake – either are a site to see! Our basement has plenty of fun and games for the children (young and old alike)! Great family fun awaits!

Popular amenities for Chilton holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Calumet County
  5. Chilton