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Sheboygan Vacation Rentals

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Browse Select Sheboygan Vacation Homes

New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
9.8 out of 10, Exceptional, 9 reviews
"Our family of six had a great time. Quiet and peaceful by the riverfront. We didn't get a chance to use the fire pit, but did take advantage of the chairs and brick paver area around the fire pit. Lots of seating in the outdoor areas. The fire pit is perfectly placed right by the river frontage. Jeff was a very good host, with helpful texts and a phone call. The house is cute, tidy and functional. The local Pick and Save is within walking distance. Fishing supplies and tackle were also close by...
The price is CA $258
CA $465 total
includes taxes & fees
Jun 17 - Jun 18
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
10.0 out of 10, Exceptional, 41 reviews
"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
Family-Friendly House: Walk to Lake Michigan!
10.0 out of 10, Exceptional, 2 reviews
"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!
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Beautifully restored lake house on the shores of Erler Lake.
9.6 out of 10, Exceptional, 188 reviews
"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.
Farmhouse Designed Apt With Entertainment Room
10.0 out of 10, Exceptional, 39 reviews
"What a pleasant surprise in downtown Sheboygan Falls. We were in town for a soccer tournament and did not want to pay the prices at Blue Harbor, or stay at a lesser grade hotel. This was the perfect solution. Clean, well decorated, well stocked. The closest thing to a complaint is the stairs are a bit precarious. Didn’t have enough time to use the new patio but it is also beautifully done. Thanks for a great stay!"
The price is CA $252
CA $456 total
includes taxes & fees
Jun 4 - Jun 5
Farmhouse Designed Apt With Entertainment Room
The Esker Ridge Chalet, Pristine Elkhart Solitude
10.0 out of 10, Exceptional, 44 reviews
"Nice"
The price is CA $271
CA $375 total
includes taxes & fees
Jun 4 - Jun 5
The Esker Ridge Chalet, Pristine Elkhart Solitude
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 reviews
"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
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
10.0 out of 10, Exceptional, 6 reviews
"Communication with the owner was very good. The house was updated and very clean. The house had everything to host a family get together. Especially liked the theater room, pool table and foosball. Close to Sheboygan."
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
Riverfront Two Rivers Vacation Rental By Beaches
9.6 out of 10, Exceptional, 4 reviews
"Great place really great location. Nicely renovated."
Riverfront Two Rivers Vacation Rental By Beaches
Updated Sheboygan Home w/ Porch < 1 Mi to Beach
9.8 out of 10, Exceptional, 36 reviews
"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
Enjoy Lake Michigan sport fishing, beaches, and hiking trails.
9.8 out of 10, Exceptional, 90 reviews
"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.
Serene Lake Front Cottage… Walk to Road America
9.2 out of 10, Wonderful, 9 reviews
"Went to see local family. Nice location."
Serene Lake Front Cottage… Walk to Road America
1 Block to the Beach! Firepit, 2 Bikes, Sleeps 4
10.0 out of 10, Exceptional, 1 review
"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
Beautifully Renovated Beach House - Just Steps from Lake Michigan!
Beautifully Renovated Beach House - Just Steps from Lake Michigan!
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
9.8 out of 10, Exceptional, 135 reviews
"Nice house, bed’s were comfortable, short distance from Two Rivers and Manitowoc. Enjoyed our visit"
The price is CA $399
CA $724 total
includes taxes & fees
Jun 16 - Jun 17
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
10.0 out of 10, Exceptional, 3 reviews
"Very clean property, comfortable beds, and plenty to do for kids and adults alike."
The price is CA $238
CA $575 total
includes taxes & fees
Jun 11 - Jun 12
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Beautiful country home (3800 sq ft) on 4 acres with river frontage - 8 beds!
10.0 out of 10, Exceptional, 64 reviews
"Great accommodations for everyone! Beautiful weekend to enjoy the backyard! We all enjoyed the fireplace, hot tub and comfortable chairs outdoors! Played games, cooked a lot in the fabulous kitchen and slept well ! This place was amazing from the small details to the overall luxury accommodations! You will not be disappointed! We enjoyed it so much we need to come back! Thank you Tyler and Emily!"
Beautiful country home (3800 sq ft) on 4 acres with river frontage - 8 beds!
Brick Tudor Vacation Rental House Close To Lake Michigan And Downtown
10.0 out of 10, Exceptional, 44 reviews
"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
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
10.0 out of 10, Exceptional, 6 reviews
"We had a wonderful holiday weekend at The Suncatcher. The home is a short walking distance to the lake and a walkable distance to the town/restaurants. The home is beautifully decorated and was very comfortable. Highly recommend The Suncatcher…"
The price is CA $238
CA $554 total
includes taxes & fees
Jun 5 - Jun 6
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Fairway Getaway-by Whistling Straits, Golf sim/Theater Room, ZenDen &Poker Room!
10.0 out of 10, Exceptional, 1 review
"Shawn has created an ideal getaway and we all highly recommend staying here. Everything was brand new and very clean. We had so much fun staying here for our friend's 40th birthday. There were 10 adults and we all had a comfortable place to sleep. The space is perfect for large groups and you could throw an amazing party. I would love to return in warmer weather and enjoy more time on the deck and front patio. There are spacious gathering areas and small quiet areas for when you need a little...
Fairway Getaway-by Whistling Straits, Golf sim/Theater Room, ZenDen &Poker Room!
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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

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, 810 reviews
"Staff was great very accommodating "
The price is CA $230
CA $261 total
includes taxes & fees
Jun 16 - Jun 17
Grandstay Residential Suites Hotel - Sheboygan
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.8 out of 10, Exceptional, 216 reviews
"This property is a small house directly overlooking the lake. The patio in the back is so welcoming and makes for a relaxing afternoon or evening. The upstairs balcony (also overlooking the lake) made for relaxing mornings: Sipping tea and coffee while watching birds or people on the lake. We only had one sunny day out of our five day stay, but we used it to sit by the fireplace and watch the stars. Even on the rainy days, it was fun to watch the storm roll in over the lake or sit on the couch...
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
REMODELED HOME ON LAKE MICHIGAN
10.0 out of 10, Exceptional, 142 reviews
"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.

Sheboygan Vacation Homes information

Number of reviews
851
Accommodation
241 Vacation Homes
Lowest Price
CA $238
Highest Price
CA $399

Recent Reviews in Sheboygan
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