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Sheboygan Holiday Rentals

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Holiday Rentals in Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (942)
"Overall nice place to stay "
The price is NZ$257
includes taxes & fees
4 Aug - 5 Aug
Grandstay Residential Suites Hotel - Sheboygan

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

9.8 out of 10, Exceptional, (243)
"We really enjoyed our stay. Very clean and easy check in process. Would highly recommend to anyone considering staying here. "
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan

Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan

Lake Michigan Home with gorgeous views, great spot for family or golf retreat

10.0 out of 10, Exceptional, (106)
"We had a group of business owners gather - and this was an ideal place. Lots of room to spread out and connect (and still have our own spaces), beautiful outdoors, and great location! "
Lake Michigan Home with gorgeous views, great spot for family or golf retreat

Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony

10.0 out of 10, Exceptional, (9)
"This is a great spot in this destination. Walking distance to a great Italian restaurant and the resort with arcade and waterpark."
Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony

*NEW* Beautiful & Convenient!

10.0 out of 10, Exceptional, (14)
"The accommodations were very nice! Plenty of space for our family and it was very clean. "
The price is NZ$505
includes taxes & fees
15 July - 16 July
*NEW* Beautiful & Convenient!

Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX

10.0 out of 10, Exceptional, (1)
"All of us, ages 5-75 had a wonderful time. Plenty of activities but also places to relax. We especially enjoyed the beautiful yard, the pool and spa & the well equipped kitchen."
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

10.0 out of 10, Exceptional, (1)
"Perfectly positioned! 5 minute drive or 15 minute walk from everything downtown. Quiet and relaxing, wonderful hosts!"
The price is NZ$307
includes taxes & fees
14 July - 15 July
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

9.8 out of 10, Exceptional, (98)
"Very comfortable spaces and great location."
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

BEACHSIDE GETAWAY IN SHEBOYGAN

10.0 out of 10, Exceptional, (22)
"We had a great time here! It was nice and clean, the kitchen was well-stocked, the views were awesome, beds were comfortable...i could go on and on. I have nothing negative to say about our experience. I loved being able to see the lake from the front AND back deck. The sound is so soothing and even though the weather wasnt great, it was so peaceful to drink my tea in the morning and watch the waves from the kitchen table. You are right on the water and we enjoyed a few chilly walks in the sand....
BEACHSIDE GETAWAY IN SHEBOYGAN

Sheboygan Getaway w/ Deck + On-Site Lake Access!

9.8 out of 10, Exceptional, (8)
"Beautiful lake views and slept 5 very comfortably! The decor is beautiful and comfortable and everything was very clean. I would definitely recommend anyone looking for a get away to check this apartment out, you won’t be disappointed!"
Sheboygan Getaway w/ Deck + On-Site Lake Access!

REMODELED HOME ON LAKE MICHIGAN

10.0 out of 10, Exceptional, (151)
"Easy check in, very clean."
REMODELED HOME ON LAKE MICHIGAN

NEW! Charming 3BR/2BA Lake House in the Woods of the desirable Black River area

10.0 out of 10, Exceptional, (5)
NEW! Charming 3BR/2BA Lake House in the Woods of the desirable Black River area

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

10.0 out of 10, Exceptional, (5)
"The location & accommodations were excellent. Communication with the property manager was easy. Would like to stay here again."
The price is NZ$744
includes taxes & fees
23 July - 24 July
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

3 Bedroom Beach House

9.6 out of 10, Exceptional, (12)
"In town for Road America event, house was spacious, cozy and comfortable. Very well kept and clean!"
3 Bedroom Beach House

Malibu of the Midwest Condo steps from the Lake

10.0 out of 10, Exceptional, (55)
"Lovely place to stay. Host is very available if needed. Great location. Very comfortable."
Malibu of the Midwest Condo steps from the Lake

Newly Updated! Downtown & Shore

9.4 out of 10, Exceptional, (3)
"Situated only 2 blocks from family, this location was ideal. Being able to have family visit me was so great. "
Newly Updated! Downtown & Shore

Just Beachy: 4 Bedroom, Sleeps 12!

10.0 out of 10, Exceptional, (1)
"The condo was very clean and comfortable. It was just steps from the lake. It's a great place to stay!"
The price is NZ$1,503
includes taxes & fees
14 July - 15 July
Just Beachy: 4 Bedroom, Sleeps 12!

Overlook Oasis - Walk to Lake at Ellis District

10.0 out of 10, Exceptional, (1)
"Perfect place for our weekend stay. "
Overlook Oasis - Walk to Lake at Ellis District

New King Park Beach Lookout Deluxe! 3BR Right at Lake!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Wonderful property! Outstanding, thoughtful accommodations and hosts! Highly recommend and definitely would stay again. They really tried to help with everything and were successful in making our stay overwhelmingly positive! Thank you Bryan and Anja!"
New King Park Beach Lookout Deluxe! 3BR Right at 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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Frequently asked questions

Can I find a holiday rental in Sheboygan?

Yes, there are holiday rentals in Sheboygan close to Blue Harbor Resort & Conference Center Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Sheboygan speak positively about the scenic lakeside and top-notch restaurants in this destination. Leave some time to check out the marina and museums during your trip.

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

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!: This highly rated holiday home rental in Sheboygan is located on a lake, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games. Our travellers also rate Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan as a favourite home for rent in Sheboygan.

How many holiday rentals will I find in Sheboygan?

Choose from 93 Expedia holiday rentals in Sheboygan for a memorable holiday.

What’s there to see and do in Sheboygan?

Enjoy the outdoors at Lake Michigan and Bookworm Gardens, or simply take in cultural attractions like John Michael Kohler Arts Center and Stefanie H. Weill Center for the Performing Arts. While here, Blue Harbor Resort & Conference Center Water Park and Sheboygan South Pier are other places worth a visit.

What’s a holiday rental in Sheboygan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sheboygan. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family trip.