Photo by ed lee schneider

Search Holiday Homes in Sheboygan

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Sheboygan Holiday Homes

Farmhouse Designed Apt With Entertainment Room
10.0 out of 10, Exceptional, 40 reviews
"great place....great location"
The price is €321
per night
27 Jun - 28 Jun
Farmhouse Designed Apt With Entertainment Room
Family-Friendly House: Walk to Lake Michigan!
9.6 out of 10, Exceptional, 4 reviews
"This really is a great place to stay but, the garbage cans were completely full so I pulled that to the curb just so we had room for our trash, the neighbor behind the rental was extremely rude to me when we brought our dogs out to potty, told me to make sure I picked it up, to which I showed him my bags. He also informed me that where I was walking my dogs was not part of the rental. Im a very respectful dog owner as I own my own home, I would probably save the next pet owner the grief and not...
Family-Friendly House: Walk to Lake Michigan!
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
9.8 out of 10, Exceptional, 10 reviews
"Two Rivers was surprisingly relaxing and made more so by the excellent accommodations provided by Jeff and Jill. We were there for 6 nights with our 40# dog and enjoyed it so much we signed up for a return visit next year. Everything was provided from thick fluffy towels to every small kitchen appliance anyone would need. Unlike most vacation rentals, there were lots and lots of outlets, absolutely no problem recharging devices. The best part is the glorious back yard on the river. There was...
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
Riverfront Two Rivers Vacation Rental By Beaches
9.6 out of 10, Exceptional, 4 reviews
"Super cute and clean house! We enjoyed our long weekend stay, super close to a grocery store!"
Riverfront Two Rivers Vacation Rental By Beaches
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.
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 €432
per night
8 Jul - 9 Jul
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
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
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
10.0 out of 10, Exceptional, 8 reviews
"We enjoyed this property very much! There was something for everyone with the theater, game room, nice outdoor patio and the location was great. Would stay here again! "
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
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
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!
Beach House- 3 blocks to beach, Huge patio, Fire Pit and 2 bikes! 🚲🔥🌊
9.8 out of 10, Exceptional, 26 reviews
"I recently stayed at this charming VRBO house in Two Rivers, Wisconsin, and it was fantastic. The house was clean, tidy, and conveniently located next to the lake and a grocery store. We enjoyed easy access to a variety of fun activities nearby, the bikes were our favorite touch, biking down to the park and lake was perfect! It made for a perfect, relaxing getaway. Highly recommend!"
Beach House- 3 blocks to beach, Huge patio, Fire Pit and 2 bikes! 🚲🔥🌊
The Lakehouse on Long Lake
10.0 out of 10, Exceptional, 15 reviews
"We had an amazing time, the view was phenomenal and the Lakehouse with all the games was amazing. Plenty of room and it was as advertised."
The Lakehouse on Long Lake
Cheerful 3 bedroom home North side of Manitowoc
10.0 out of 10, Exceptional, 15 reviews
"The home was a blessing to be able to spend time with friends and family. The only concern if any, the tub seemed a little slippery and there was nothing to grab hold of. All in all, great host and comfortable place. Thank you!"
Cheerful 3 bedroom home North side of Manitowoc
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
BEST LOCATION IN SHEBOYGAN! Watch the sunrise over Lake Michigan Steps to beach.
9.8 out of 10, Exceptional, 49 reviews
"We had an amazing time with a great location. This property was a great fit for us, very clean and cozy. Perfect walking distance for fishing or driving to the piers."
BEST LOCATION IN SHEBOYGAN! Watch the sunrise over Lake Michigan Steps to beach.
Lakefront Campbellsport Retreat w/ Dock & Yard!
4.0 star property
10.0 out of 10, Exceptional, 5 reviews
"The house was nicely updated and layout was great. Property had great views and privacy for kids to play in the large backyard and the two private piers. Owners were very responsive and easy to work with. We recommend this rental to family and friends."
Lakefront Campbellsport Retreat w/ Dock & Yard!
Beautifully Renovated Beach House - Just Steps from Lake Michigan!
10.0 out of 10, Exceptional, 1 review
"Four college friends enjoying the local golf courses. Beaches steps from home a plus. Easy access to both golf & beaches as well as restaurants & coffee shops. Very clean & accommodating home. Host is very friendly & accessible"
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 €503
per night
10 Jul - 11 Jul
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
Cozy 2 bd home, minutes from lake Michigan
7.6 out of 10, Good, 12 reviews
"Everything was clean and nice."
The price is €267
per night
25 Jun - 26 Jun
Cozy 2 bd home, minutes from lake Michigan
The Esker Ridge Chalet, Pristine Elkhart Solitude
10.0 out of 10, Exceptional, 44 reviews
"Nice"
The price is €262
per night
25 Jun - 26 Jun
The Esker Ridge Chalet, Pristine Elkhart Solitude
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 property types in Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, 817 reviews
"Nothing unique, clean, good wi-fi."
The price is €179
per night
26 Jun - 27 Jun
Grandstay Residential Suites Hotel - Sheboygan
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.8 out of 10, Exceptional, 220 reviews
"Lovely stay - incredible views of the lake, quiet, convenient to everything. Very responsive host."
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
REMODELED HOME ON LAKE MICHIGAN
10.0 out of 10, Exceptional, 144 reviews
"The home was very clean and organized. Great communication with the owner. Absolutely would stay here again! Hoping to plan another trip to whistling Straits this summer. Hope this property is available again!"
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 Holiday Homes information

Number of reviews
629
Accommodation
243 Holiday Homes
Lowest Price
€262
Highest Price
€503

Sheboygan Hotel Reviews
Expedia verified reviews