Kewaskum Holiday Rentals

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Holiday Rentals in Kewaskum

3 miles from Sunburst Ski Hill. Close to great hikiing and snow mobile trails

10.0 out of 10, Exceptional, (29)
"The positives are the property and space. Check-in and communication from owner was excellent. The place was clean and accommodations adequate. It was actually perfect for our needs. The negatives are no stove and oven and the sink had no pressure and hard to turn on and off. Being below the owners, we did hear the owners dog from time to time and their TV late into the evening. The positives far outweigh the negatives. I awarded it 5 Stars."
3 miles from Sunburst Ski Hill. Close to great hikiing and snow mobile trails

Cedarburg apartment in prime location on Washington Ave

10.0 out of 10, Exceptional, (155)
"Just got the place for one night, for a friends birthday celebration. Great location and walking distance to all the Cedarburg downtown fun! Property was clean, cozy, and super comfortable. Definitely going to stay here again."
The price is AU$289
includes taxes & fees
1 Dec - 2 Dec
Cedarburg apartment in prime location on Washington Ave

Beautiful lakefront, Newly Remodeled Lower Level!

9.8 out of 10, Exceptional, (173)
"We had a wonderful stay; only complaint was that we couldn't get the outside light to work in the back, by the hot tub. Would definitely come again!"
Beautiful lakefront, Newly Remodeled Lower Level!

Welcome to the "Lake Cottage" where lake Michigan waves are calling

10.0 out of 10, Exceptional, (121)
"This is my third time at the cabin and it never ceases to amaze me. Alan and Linda provide all of the perfect little personal touches and are easily available for questions if needed! I get my best sleep at this cabin and always go home the most relaxed I can be. Thank you again, Alan & Linda! "
Welcome to the "Lake Cottage" where lake Michigan waves are calling

Location, Location in cedarburg

9.6 out of 10, Exceptional, (20)
"This was a great place to stay for our trip to Cedarburg. It was a very short walk to the main shopping and dinning area of town. We would definitely stay here again."
Location, Location in cedarburg

Beautifully restored lake house on the shores of Erler Lake.

9.6 out of 10, Exceptional, (200)
"Had a great weekend exploring the park, West Bend, and Lake Michigan. The Yahr House was just the right size for our family of ten. Could have used a few additional kitchen linens and washcloths to go with the towels. Thank you for a great place to stay!"
Beautifully restored lake house on the shores of Erler Lake.

Winter dates still available at Beachdaze!

10.0 out of 10, Exceptional, (123)
"We had such a wonderful time! The home was just perfect for the 4 of us- and with unexpected summer weather during a short fall weekend. The views and beach were incredible! It was so comfortable and clean, and had all the necessities and some extras. We look forward to coming back!"
Winter dates still available at Beachdaze!

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

10.0 out of 10, Exceptional, (92)
"We absolutely loved our stay at the Sandalwood Cottage. We are a family of 5 (kids ages 5,4&2) and this was the perfect location! The house had everything we needed (kitchen supplies, towels, laundry, etc) it was exceptionally clean and close to all of the main Sheboygan attractions. We loved Bookworm Gardens and Above and Beyond Children’s Museum (both less than 15 minutes away). The yard was absolutely gorgeous and our kids had so much fun exploring the woods and playing on the swing set/tree...
The price is AU$247
includes taxes & fees
1 Dec - 2 Dec
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

9.4 out of 10, Exceptional, (183)
"We rented the house for a family trip. The house is large and has plenty of room for all. The house is in a perfect spot to watch the morning sunrise. It was nice to sit outside and use the fire pit. You can't beat the view at this house. The owner answers questions and is nice. We could recommend staying at this house."
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

Private estate with tennis court and more

10.0 out of 10, Exceptional, (38)
"We rented for a golf weekend! Close to Washington County course, Erin Hills and the Bog. Played Brown Deer on the way up. Property was everything needed and beautiful grounds! Would stay again!"
Private estate with tennis court and more

Winter dates still available at Surfdaze!

10.0 out of 10, Exceptional, (94)
"We had a relaxing weekend on the lake. The bed was comfortable as were the couch and 2 chairs. The deck was a great place to sit and enjoy the sound and closeness of the lake. The windows offered full length views. It was just what we needed."
Winter dates still available at Surfdaze!

Road America Adjacent Lake House with indoor pool

9.8 out of 10, Exceptional, (28)
"This was such a great location for our Road America weekend. The lake view and indoor pool was such a treat. "
Road America Adjacent Lake House with indoor pool

4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!

9.6 out of 10, Exceptional, (157)
"Enjoyed being close to the wedding venue. Samantha was available to answer any questions. The bedrooms were large and living space great for family. "
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!

Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun

9.6 out of 10, Exceptional, (128)
"We love the fall colors in the fall - and Lilly pad is close to many hikes and scenic drives. The owners communicate in a timely fashion - and respond when we have questions. Beautiful deck if it's warm out - with a lake access and boats. Sulfur in the water - but you get used to it - there's a fresh water supply for drinking and coffee. "
Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun

NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

10.0 out of 10, Exceptional, (24)
"We had a family event and the layout of the house and its location were just right. We loved the home theater and game rooms. The kitchen is well stocked and very functional. The location is quiet. It is outfitted for pets- right down to dog bowls. The hosts are super responsive!"
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

Grace Adventure House, walk to Port, Lake Michigan

10.0 out of 10, Exceptional, (17)
"This property was very clean, convenient and comfortable. I loved all of the little attentions to detail. The pictures don't convey how pretty everything is. The apartment is light-filled and so roomy. Fall is a wonderful time to visit and enjoy all of the colors."
The price is AU$377
includes taxes & fees
30 Nov - 1 Dec
Grace Adventure House, walk to Port, Lake Michigan

Fun Lake House On Long Lake Near Beaches 2 Bedroom Home by RedAwning

3.0 star property
Fun Lake House On Long Lake Near Beaches 2 Bedroom Home by RedAwning

Lake Cottage pet friendly in Kettle Moraine Forest w/ Optional Boat Rental

10.0 out of 10, Exceptional, (33)
"Stay was excellent."
Lake Cottage pet friendly in Kettle Moraine Forest w/ Optional Boat Rental

4 bed house on the shore of Lake Michigan

9.4 out of 10, Exceptional, (53)
"excellent lake access and views"
4 bed house on the shore of Lake Michigan

Charming Log Cabin on a private spring fed lake

10.0 out of 10, Exceptional, (27)
"We loved staying at the cabin it was very nice and relaxing stay. In love with the view! We would love to go back in the summer "
Charming Log Cabin on a private spring fed lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Kewaskum you may be interested in

Hotel Retlaw, Trademark Collection by Wyndham

4.0 star property
9.4 out of 10, Exceptional, (700)
"Beautiful building and property-rooms very clean"
The price is AU$202
includes taxes & fees
19 Dec - 20 Dec
Hotel Retlaw, Trademark Collection by Wyndham

Comfort Inn & Suites NW Milwaukee

2.5 star property
8.6 out of 10, Excellent, (681)
"Cleanliness room. Stay was great! "
The price is AU$129
includes taxes & fees
8 Dec - 9 Dec
Comfort Inn & Suites NW Milwaukee

Comfort Inn

2.5 star property
8.0 out of 10, Very good, (364)
"Nice and convenient"
The price is AU$129
includes taxes & fees
8 Dec - 9 Dec
Comfort Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Kewaskum?

Yes, there are holiday rentals close to the most popular sights in Kewaskum, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Kewaskum has to offer?

Beautiful lakefront, Newly Remodeled Lower Level!: This holiday home rental outside of Kewaskum is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

What can I see and do in Kewaskum?

Kettle Moraine State Forest and River Hill Park are a couple of lovely local spots to get outside and enjoy nature. Sunburst Ski Area and Eisenbahn State Trail are other places to visit while you're in town.

What are holiday rentals like in Kewaskum?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kewaskum. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.