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Sheboygan Vacation Rentals

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Vacation Rentals in Sheboygan

Lobby
Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (801)
"The rooms are spacious and clean. It’s close to restaurants. "
The price is ￥23,317
￥26,465 total
includes taxes & fees
May 26 - May 27
Grandstay Residential Suites Hotel - Sheboygan
Property grounds
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.8 out of 10, Exceptional, (215)
"What a relaxing getaway for us who are busy raising three kids- 21,17 and 14. It’s been well over a decade since we did anything as husband and wife, without the kids. We grew up in Port Washington and savored being on Lake Michigan on two beautiful Spring Days. We took lots of walks and ate take out on the patio. With such views who needs a restaurant?? A total gem of a place, we will be back again. Thank you Mark!!"
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
REMODELED HOME ON LAKE MICHIGAN
10.0 out of 10, Exceptional, (142)
"Great location and view of the lake. The kitchen is one of the best stocked I have seen in a while. Good layout for hanging out. Communication was easy."
REMODELED HOME ON LAKE MICHIGAN
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TV
*NEW* Sleeps 8 & Spacious!
10.0 out of 10, Exceptional, (12)
"Would highly recommend! It was very clean and newly remodeled. Had everything we needed and we felt right at home!"
The price is ￥15,203
￥59,219 total
includes taxes & fees
May 28 - May 29
*NEW* Sleeps 8 & Spacious!
Private kitchen
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
10.0 out of 10, Exceptional, (2)
"Clean, well-organized, plenty of seating, pool table, darts and arcade games. Fourth bedroom is only accessible through bathroom or another bedroom."
The price is ￥31,350
￥71,165 total
includes taxes & fees
Jun 6 - Jun 7
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Golf
3 Bedroom Beach House
10.0 out of 10, Exceptional, (6)
"The owner was super amazing helping us reschedule our trip. The house was clean and the beds and pillows were very comfortable. I looked up what they were to order them :) Lots of food and bars close enough to walk to. Very close to the lake too."
3 Bedroom Beach House
On the beach, sun loungers, beach towels
Perfect Paradise : Monthly Stays Welcome!
10.0 out of 10, Exceptional, (2)
"The property was excellent. Clean and comfortable. Great location with close proximity to Blackwolf Run and Whistling Straits. Enjoyed our time at the property. Will rent again next year."
Perfect Paradise : Monthly Stays Welcome!
Fridge, microwave, stovetop, dishwasher
Family-Friendly House: Walk to Lake Michigan!
10.0 out of 10, Exceptional, (2)
"My family and I were in town for Christmas, and the house served as a great spot of us to hang our hats. Mike was a tremendous host who was very quick to respond to any questions. He even ensured that the house was pleasantly decorated for the season. The house is conveniently situated between town (~3 blocks) and the lake Michigan beaches (~2 blocks). We found the kitchen to be fully equipped and included a selection of K-cups for us to enjoy each morning. Most importantly, the house was clean...
Family-Friendly House: Walk to Lake Michigan!
Beach
Edgewater Escapes - 4 bed condo steps to the lake
9.2 out of 10, Wonderful, (9)
"Place was great! Awesome location and lots of room."
The price is ￥94,050
￥157,631 total
includes taxes & fees
Jun 4 - Jun 5
Edgewater Escapes - 4 bed condo steps to the lake
Interior
Beach front luxury spacious villa !
10.0 out of 10, Exceptional, (30)
"Great experience, would definitely recommend to anyone. Quality in every finish of the place. Will definitely make this our main home away from home when going on golf trips."
Beach front luxury spacious villa !
Sun loungers, beach towels
Walk to beach, restaurants, shops! Historic charm with updated amenities
10.0 out of 10, Exceptional, (44)
"Carefully renovated home with charm and amenities for a lovely stay. Great location in quiet residental neighborhood close to the Lake and all that Sheboygan has to offer."
Walk to beach, restaurants, shops! Historic charm with updated amenities
Property grounds
Downtown waterfront condo. Full hook-up boat slip! Close to beach! Private deck!
10.0 out of 10, Exceptional, (60)
"We enjoyed a relaxing weekend here and appreciated the location as well as the peaceful atmosphere and view of the water."
Downtown waterfront condo. Full hook-up boat slip! Close to beach! Private deck!
Property grounds
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
10.0 out of 10, Exceptional, (157)
"The property is clean, nice, and very welcoming. We enjoyed our stay from the moment we got on property. Highly recommend this property as we will be staying here next time in town!"
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
Living area
Cozy 2 bd home, minutes from lake Michigan
7.0 out of 10, Good, (10)
"The property was nice. Clean except for floors. Beds were comfortable. TV was a bit tuff to navigate. Back yard needs cleaned a bit. We had our dog and it was nice the yard was fenced."
The price is ￥23,513
￥43,590 total
includes taxes & fees
May 27 - May 28
Cozy 2 bd home, minutes from lake Michigan
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
9.8 out of 10, Exceptional, (66)
"Everything was excellent. No issues whatsoever."
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
TV, fireplace
Updated Sheboygan Home w/ Porch < 1 Mi to Beach
9.8 out of 10, Exceptional, (36)
"pros Perfect location, a cute neighborhood. house had everything you could want to make your stay perfect. Clean, nice bathrooms, heater in LR worked really well. Beautiful furnishings and, nice "local book" , although we would've liked to have more info on the history of the property. comfy beds we were able to checkout late since no one was staying after us and they approved us to stay later. That was awesome since we arrived really late. due to it being winter, didnt get a chance to enjoy the...
Updated Sheboygan Home w/ Porch < 1 Mi to Beach
Highchair
3 blocks from Lake Spacious Entire Place 1 BDRM full bath 5 min to downtown
10.0 out of 10, Exceptional, (1)
"From the begining of the reservation we had great communication with the host. They gave us ideas of places to visit after asking a few questions. They sent check in messages to see if we needed anything or were doing ok. The location was well stocked in the kitchen and bathroom, they even had things if we forgot anything. Nice and bright space. Good neighborhood and nice porch to sit on. The location was close to everything we hoped to get to: state park, downtown, beach, walking trails. It...
The price is ￥15,675
￥36,473 total
includes taxes & fees
May 27 - May 28
3 blocks from Lake Spacious Entire Place 1 BDRM full bath 5 min to downtown
Fridge, microwave, stovetop, dishwasher
Sheboygan Getaway w/ Deck + On-Site Lake Access!
10.0 out of 10, Exceptional, (1)
"I felt is was exactly what i expected as per viewing pictures and description. Deck was an extra fun thing to be able to see Lake Michigan and watch the sunrise, we will be back !"
Sheboygan Getaway w/ Deck + On-Site Lake Access!
Property grounds
Shoreline Sanctuary - a Lakefront Retreat!
Shoreline Sanctuary - a Lakefront Retreat!
Fridge, microwave, oven, stovetop
BEACHSIDE GETAWAY IN SHEBOYAN
10.0 out of 10, Exceptional, (10)
"Well equipped and comfortable for a full week’s stay. Loved access to the beach for sunrise walks."
BEACHSIDE GETAWAY IN SHEBOYAN
Don't see what you're looking for?
See all available properties in Sheboygan
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.

Other types of properties in Sheboygan you may be interested in

Exterior
La Quinta Inn by Wyndham Sheboygan
2.5 star property
8.0 out of 10, Very Good, (1001)
"Always our go to place to stay when in Sheboygan. Clean, comfortable rooms. Safe area of the city. Good complimentary breakfast. Would definitely recommend to others."
The price is ￥12,955
￥14,704 total
includes taxes & fees
May 27 - May 28
La Quinta Inn by Wyndham Sheboygan
Lobby
Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (801)
"The rooms are spacious and clean. It’s close to restaurants. "
The price is ￥23,317
￥26,465 total
includes taxes & fees
May 26 - May 27
Grandstay Residential Suites Hotel - Sheboygan
Breakfast, dinner, brunch served; Regional cuisine, beach views
Blue Harbor Resort and Conference Center
3.0 star property
8.4 out of 10, Very Good, (413)
"Nice property in a beautiful location. Nice amenities. "
The price is ￥52,353
￥63,338 total
includes taxes & fees
May 26 - May 27
Blue Harbor Resort and Conference Center
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 vacation rental in Sheboygan?

Yes, we offer vacation rentals in Sheboygan close to Blue Harbor Resort & Conference Center Water Park, or you can go with a more remote option if you want a relaxing stay. Visitors to Sheboygan speak positively about the popular beaches 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 vacation home rentals in Sheboygan?

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!: This Sheboygan vacation home rental is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 vacation with amenities like a selection of games. Our travelers also rate REMODELED HOME ON LAKE MICHIGAN as a favorite home for rent in Sheboygan.

How many vacation rentals will I find in Sheboygan?

Choose from 90 Expedia vacation rentals in Sheboygan for a memorable vacation.

What’s there to see and do in Sheboygan?

Enjoy the outdoors at Lake Michigan and Kohler-Andrae State Park, 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 Whistling Straits Golf Course are other places worth a visit.

What’s a vacation rental in Sheboygan like?

A vacation rental is a private property where you can stay for a long or short time in Sheboygan. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.

Recent reviews of Sheboygan properties
Expedia verified reviews

Inn of Sheboygan

Inn of Sheboygan

5/5 Excellent
"Quaint and comfy"
A verified traveler stayed at Inn of Sheboygan
Posted 1 day ago
Inn of Sheboygan