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Compare 241 Vacation Homes in Sheboygan with updated reviews, rates, and availability.

Sheboygan Vacation Rental | 3BR | 2BA | 1,400 Sq Ft | Steps to Access
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
Beach
1 Block to the Beach! Firepit, 2 Bikes, Sleeps 4
10.0 out of 10, Exceptional, (1)
"Just a quick visit to explore Two Rivers and Manitowoc with a friend. The proximity to the beach was probably the best part. I slept with the windows open and it was like a built-in sound machine with the waves from Lake Michigan. It was a great spot to base out of and explore, both places. Place was clean, beds comfy, living room a nice place to chill after a day of hiking, biking and exploring. I’ll definitely be back!"
1 Block to the Beach! Firepit, 2 Bikes, Sleeps 4
Yahr House (side and back view).
Beautifully restored lake house on the shores of Erler Lake.
9.6 out of 10, Exceptional, (188)
"Was in town for funeral. Was great place to gather with family. Right in park so was nice to go for a walk."
Beautifully restored lake house on the shores of Erler Lake.
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Great patio overlooking the water.
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
9.8 out of 10, Exceptional, (7)
"With the property being near the water, it is a very relaxing place to stay. Just blocks away from a little downtown area that had a couple amazing places to eat. I will definitely return!"
The price is AED 694
AED 1,249 total
includes taxes & fees
17 Jun - 18 Jun
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
Stunning custom built country home with the ultimate game room!
10.0 out of 10, Exceptional, (21)
"We had a great time here with our large family. Plenty to keep you and your friends/kids having a good time. The game room and theater were an awesome place to hang out. Thanks to David for his quick responses and willingness to come and help us out when we needed it at the property getting things running for the theater and audio. We had also left a few items and he was more than willing to go back and pick them up for us so we can’t say enough about his help. Super friendly management. We hope...
Stunning custom built country home with the ultimate game room!
Living room
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 Cape Cod Home
10.0 out of 10, Exceptional, (7)
"This was pretty nice; lots of cool amenities (even if I didn’t use them this time). Definitely a comfortable place to stay for a couple or solo traveler; looking forward to coming back later in the summer. Nikki was great to work with; a total professional."
The price is AED 477
AED 625 total
includes taxes & fees
3 Jun - 4 Jun
Cozy Cape Cod Home
Beach
Welcome to the "Lake Cottage" where lake Michigan waves are calling
10.0 out of 10, Exceptional, (101)
"Great stay. The hosts thought of everything and made us feel right at home."
Welcome to the "Lake Cottage" where lake Michigan waves are calling
Living area
Farmhouse Designed Apt With Entertainment Room
10.0 out of 10, Exceptional, (38)
"Cute town, even cuter place. Very tidy, and more space than expected."
The price is AED 680
AED 1,230 total
includes taxes & fees
29 May - 30 May
Farmhouse Designed Apt With Entertainment Room
Exterior
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
10.0 out of 10, Exceptional, (41)
"The house is laid out well for a large group! The host was easy to communicate with very accommodating! We will be back as our travels bring us this way! Highly recommend!"
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
Dining
Point Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!
10.0 out of 10, Exceptional, (182)
"It’s the place we routinely rent. It fits our needs quite comfortably for visiting our daughter and grandkids."
Point Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!
Pool
Road America Adjacent Lake House with indoor pool
9.8 out of 10, Exceptional, (18)
"The house was better than we expected! The view from the back porch that is connected to the pool was a great backdrop for a great long weekend. The home was very clean and had everything we needed. You could hear the cars on the track, not overwhelming but good to be aware of. Thank you!"
Road America Adjacent Lake House with indoor pool
The Esker Ridge Chalet, Pristine Elkhart Solitude
10.0 out of 10, Exceptional, (44)
"Nice"
The price is AED 731
AED 1,011 total
includes taxes & fees
4 Jun - 5 Jun
The Esker Ridge Chalet, Pristine Elkhart Solitude
Private kitchen
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
10.0 out of 10, Exceptional, (5)
"My son was racing double duty at Road America and Dirt City for the weekend. It was stressful, but this crazy cute house made the stress much more bearable! This house has new everything and is really comfortable. It was also immaculate and even had accommodations for our dog including a crate if we needed. Check in/out was simple and seamless. Linens were fully stocked and there was plenty of everything. We will love to stay here again."
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
Living area
Brick Tudor Vacation Rental House Close To Lake Michigan And Downtown
10.0 out of 10, Exceptional, (44)
"Nice property for a family to stay. Close to Lake Michigan and easy access to grocery stores and tourist attractions."
Brick Tudor Vacation Rental House Close To Lake Michigan And Downtown
Room
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 AED 551
AED 1,096 total
includes taxes & fees
3 Jun - 4 Jun
3 blocks from Lake Spacious Entire Place 1 BDRM full bath 5 min to downtown
Welcome to ElkHeart Escape!
Newly Updated DT Elkhart Lake that Sleeps 12! Walk to the Beach, Eats & More!
10.0 out of 10, Exceptional, (61)
"Had a great stay. House was perfect, very clean, had everything we needed, great location, easy check in/check out. Can't wait to stay again!"
Newly Updated DT Elkhart Lake that Sleeps 12! Walk to the Beach, Eats & More!
Private kitchen
Complimentary housekeeping with monthly stays Feb-Apr!
10.0 out of 10, Exceptional, (32)
"Great house - we had everything we needed and could walk to the FLW house. Thanks Rosalee"
The price is AED 654
AED 1,312 total
includes taxes & fees
3 Jun - 4 Jun
Complimentary housekeeping with monthly stays Feb-Apr!
Exterior
Enjoy Lake Michigan sport fishing, beaches, and hiking trails.
9.8 out of 10, Exceptional, (90)
"This is a great house! I frequently stay in Vrbo homes, and this is the first one in which EVERYTHING worked as promised -- kitchen appliances, TV, washer/dryer, light fixtures, plumbing, etc. It was very clean and comfortable, and close to the beach, shopping, great restaurants, etc. The hosts were welcoming and easy to work with. I would definitely stay here again!"
Enjoy Lake Michigan sport fishing, beaches, and hiking trails.
Deck off screened porch - photo updated July 2022
Remodeled lake house on Lake Michigan, near Kohler
10.0 out of 10, Exceptional, (7)
"It genuinely felt like we were staying at a friend’s lake house for the weekend."
Remodeled lake house on Lake Michigan, near Kohler
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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 property types in Sheboygan

Exterior
Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (804)
"The rooms are spacious and clean. It’s close to restaurants. "
The price is AED 546
AED 620 total
includes taxes & fees
29 May - 30 May
Grandstay Residential Suites Hotel - Sheboygan
Rear deck, yard and Lake Michigan view!
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!
Property grounds
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
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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