Holiday rentals in Calumet County

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Top-rated holiday rentals in Calumet County

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Superhost

Home in Chilton

4.88 out of 5 average rating, 43 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!

22–29 Nov

$933 SGD per night

Guest favourite

Farm stay in Chilton

5.0 out of 5 average rating, 16 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.

24–31 Jan

$201 SGD per night

Guest favourite

Cabin in Chilton

4.91 out of 5 average rating, 123 reviews

Cozy Country Living (EAA Friendly)

My place is close to EAA AirVenture, Green Bay, Milwaukee, Whistling Straits Golf Course, Lake Winnebago, and High Cliff State Park. You’ll love my place because of the country atmosphere, the quiet, the swimming/fishing pond, and the views. My place is good for couples, solo adventurers, and families (with kids). Please inquire about dates even if currently blocked. **If you are interested in booking for 5 nights or more, please make an inquiry to discuss additional discounts in pricing.**

27 Mar – 3 Apr

$349 SGD per night

Superhost

Home in Chilton

4.95 out of 5 average rating, 40 reviews

Lake Winnebago (east shore) Amazing Sunsets!

"A" frame log cabin with private master suite, full bath and loft upstairs. Main level has 2 br and full bath. Open concept main areas with woodburning fireplace and outdoor firepit. Walk out patio doors to Lakefront. WI-FI Flat backyard to lakefront, no stairs. Lake considered one of the nations top walleye lakes. Great fishing off dock. Ice fishing. Activities for each season. Close to amazing state parks , restaurants and outdoor attractions. Boating and watercraft rentals available.

27 Nov – 4 Dec

$558 SGD per night

Guest favourite

Home in Malone

4.94 out of 5 average rating, 36 reviews

Beautiful 3 bdrm/2 bath home on Lake Winnebago

Beautiful year round home on Lake Winnebago next to a small neighborhood boat launch. Main level has living rm, kitchen, 1 queen bedroom, full bath and laundry rm. 2nd floor has 2 bedrooms, 1 full bath and a loft. Patio doors leading to lake with pier and fire pit. 15 min. to fine dining by car or boat. 20 min. to Fond Du Lac for shopping, dining and entertainment. Activities-boating, fishing, swimming, parks and golf courses nearby. Winter activities- snowmobiling and ice fishing.

8–15 Dec

$286 SGD per night

Guest favourite

Home in Hilbert

4.86 out of 5 average rating, 94 reviews

Coffee on the Lake

A 3-story home directly on northeastern Lake Winnebago, a 1.5-hour drive north of Milwaukee. Significant remodel of great room, lower level and 1st floor bedroom with en-suite over March & April 2024. Will post updated pics ASAP. Flat yard, firepit, breath-taking views, boardgames, and ping-pong. Boat launch < 1 mile at Calumet Park. Within 7 miles of High Cliff State Park with hiking trails. Lambeau Field, 40 minutes north. We don't currently offer a pier. Please respect our neighbors.

15–22 Jul

$607 SGD per night

Guest favourite

Place to stay in Brillion

4.94 out of 5 average rating, 49 reviews

Tiny Guest House on farmette 10 min. from Appleton

Enjoy a cozy stay in a country setting at our tiny home just 28 minutes from Lambeau Field and 10 minutes from Appleton, WI. Our tiny house has a queen size bed, couch, smart TV with WI-FI, fridge, microwave, coffee maker, sink and toilet. Everything inside is your own with the exception of a shower. We have a full bathroom with shower that is shared in the main house and available from 7am-8pm if desired. Also, a firepit, picnic tables, goats, ducks and chickens to relax around

26 Aug – 2 Sep

$129 SGD per night

Guest favourite

Religious building in Brillion

5.0 out of 5 average rating, 10 reviews

The Chouse - Entire church home!

Enjoy your stay in a uniquely converted, well-loved 122 year old church home, a.k.a. “The Chouse.” Enjoy all 7,880 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!

$627 SGD per night

Superhost

Home in Menasha

4.88 out of 5 average rating, 65 reviews

Waverly Beach Lake House

Fully furnished Waverly Beach home with 64 feet of rock free sandy beach. Perfect waterfront home for fishing, boating, swimming and relaxing. Fantastic southern exposure for stunning views and sunsets. Quiet location within minutes away from fun and entertainment for couples or families alike. Walking distance to Waverly Beach Bar and Grill 10 Minutes to downtown Appleton 20 Minutes from Oshkosh 33 Minutes to Green Bay (Lambeau Field with shuttle pickup 10 minutes away)

18–25 Jan

$420 SGD per night

Guest favourite

Flat in New Holstein

4.96 out of 5 average rating, 28 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

13–20 Mar

$192 SGD per night

Guest favourite

Home in Hilbert

4.92 out of 5 average rating, 106 reviews

State Park Getaway with Giant Chess & 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 giant chess board, arcade, and huge selection of games.

19–26 Sep

$454 SGD per night

Guest favourite

Cabin in New Holstein

5.0 out of 5 average rating, 42 reviews

Big Buck Lodge - Large and Small Groups Welcome!

Big Buck Lodge is perfect for both small and large groups. The main level features 3 bedrooms, a full kitchen, large dining area, living room area, and a separate restroom and shower for an occupancy of 8. The lower level features a rec room, another restroom and shower, and an additional bunk area with 5 bunk beds to accommodate another 10 guests. Being close to Road America makes this place great for a large group of friends or family!

18–25 Apr

$312 SGD per night