Vacation Rentals in Sheboygan County

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Our top choices for Sheboygan County vacation rentals

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Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,026 reviews)
"Room was clean, staff was nice. The breakfast was pretty darn good. "
United States
andrea
The price is ￥22,336
￥25,352 total
includes taxes & fees
Apr 5 - Apr 6
Grandstay Residential Suites Hotel - Sheboygan
Bar (on property)

Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3 reviews)
"Perfect location, great amenities."
United States
Deirdre
The price is ￥19,272
￥101,708 total
includes taxes & fees
Apr 16 - Apr 17
Victorian Inn Elkhart Lake Wisconsin
Apartment (2 Bedrooms) | Front of property

Modern South Pier Condo on Sheboygan River!

Modern South Pier Condo on Sheboygan River!
4.0 star property
Sheboygan
The price is ￥25,535
￥61,975 total
includes taxes & fees
Apr 15 - Apr 16
Modern South Pier Condo on Sheboygan River!
Children's area

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (126 reviews)
"The place was very cozy and decorated so cute. We appreciated help with the fireplace and the hosts prompt and clear communication. "
United States
Kristi B.
The price is ￥20,101
￥24,573 total
includes taxes & fees
Apr 7 - Apr 8
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Exterior

Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.4 out of 10, Exceptional, (3 reviews)
"We had a great stay here during the boat races. The host was so nice and left us local cheese & beer to welcome us to the house/city. We would definitely stay here again!"
United States
MELISSA C.
The price is ￥14,358
￥47,078 total
includes taxes & fees
Apr 5 - Apr 6
Logan Ave Holiday House - Upper
Interior

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Plymouth
9.6 out of 10, Exceptional, (10 reviews)
"Great property! Close to many great places. Property was very kid and adult friendly. Great time with family. We'll be back again. "
United States
Andrew M.
The price is ￥30,582
￥91,676 total
includes taxes & fees
Apr 6 - Apr 7
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Exterior

The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (59 reviews)
"Great spot, super close to town (and the always great Off The Rail cafe). Clean and quiet. Used as a base for track time at Road America."
United States
Scott G.
The price is ￥31,746
￥43,422 total
includes taxes & fees
Apr 21 - Apr 22
The Esker Ridge Chalet, Pristine Elkhart Solitude
1 bedroom, WiFi

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.8 out of 10, Exceptional, (25 reviews)
"Great place! Nice location and very comfortable. "
United States
Jana F.
The price is ￥15,155
￥20,823 total
includes taxes & fees
Apr 6 - Apr 7
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Terrace/patio

Beautiful private home hidden in the woods. Can sleep 11 guests

Beautiful private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (14 reviews)
"Very clean and private property! "
United States
sherine m.
The price is ￥126,880
￥152,767 total
includes taxes & fees
Apr 4 - Apr 5
Beautiful private home hidden in the woods. Can sleep 11 guests
Interior

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Sheboygan
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
United States
Stephanie K.
The price is ￥18,080
￥31,502 total
includes taxes & fees
Apr 6 - Apr 7
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
3 bedrooms, desk, iron/ironing board, travel crib

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Sheboygan
9.2 out of 10, Wonderful, (10 reviews)
"Coastal Comfort was very clean, pleasantly decorated and comfortable. It is within driving distance to the lake as well as restaurants in Sheboygan. Perfect stay for the two of us. "
United States
Kim K.
The price is ￥17,229
￥30,601 total
includes taxes & fees
Apr 12 - Apr 13
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Interior

*NEW* Sleeps 8 & Spacious!

*NEW* Sleeps 8 & Spacious!
Sheboygan
10.0 out of 10, Exceptional, (28 reviews)
"Great location! Roomy, close to everything, very nice inside, clean, always found parking."
United States
Beth D.
The price is ￥18,257
￥60,558 total
includes taxes & fees
Apr 6 - Apr 7
*NEW* Sleeps 8 & Spacious!
House (4 Bedrooms) | Interior

Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan

Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan
3.0 star property
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. This is a very nice home. BEAUTIFUL home. Would recommend. Only complaint was lack of electrical outlets. I would recommend and electrician come in and upgrade the home just a bit. OTHER WISE THIS PLACE IS AMAZING WITH TONS OF ROOM!"
United States
Jeremy
Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan
Smart TV

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Sheboygan
9.8 out of 10, Exceptional, (26 reviews)
"Great location!! Super clean, all we needed "
United States
Kathy P.
The price is ￥49,959
￥95,767 total
includes taxes & fees
Apr 7 - Apr 8
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Living area

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Ellis Historical District
9.6 out of 10, Exceptional, (12 reviews)
"A warm and cozy place to stay. Beautifully decorated and friendly hosts. Would stay again anytime we’re in Sheboygan."
United States
Rebecca S.
The price is ￥18,346
￥24,445 total
includes taxes & fees
Apr 5 - Apr 6
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Dining

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Downtown Sheboygan
10.0 out of 10, Exceptional, (12 reviews)
"The flat is gorgeous and in a fantastic location. "
United States
Sarah G.
The price is ￥15,155
￥38,930 total
includes taxes & fees
May 4 - May 5
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Bar (on property)

First Floor Pet Friendly Queen Suite with Single Pull-out

First Floor Pet Friendly Queen Suite with Single Pull-out
Elkhart Lake
10.0 out of 10, Exceptional, (2 reviews)
"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"
United States
Brenda H.
The price is ￥36,541
￥61,470 total
includes taxes & fees
Apr 15 - Apr 16
First Floor Pet Friendly Queen Suite with Single Pull-out
Smart TV

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Sheboygan
10.0 out of 10, Exceptional, (14 reviews)
"Very nice,had everything you need. Nicely decorated.. close to town and parks"
United States
Dennis B.
The price is ￥12,603
￥26,074 total
includes taxes & fees
Apr 6 - Apr 7
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Bar (on property)

Upscale Waterfront and Pool View Condo!!

Upscale Waterfront and Pool View Condo!!
Elkhart Lake
10.0 out of 10, Exceptional, (4 reviews)
"We were in town for activities at Road America. The location of this villa is ideal and only a couple of miles from the track"
United States
Jason A.
The price is ￥75,938
￥125,278 total
includes taxes & fees
Apr 8 - Apr 9
Upscale Waterfront and Pool View Condo!!
Fridge, microwave, oven, stovetop

The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (8 reviews)
"Home was very clean and had everything we needed. Beds were comfortable. Easy to find and close to everything. "
United States
Andrea S.
The price is ￥35,685
￥93,607 total
includes taxes & fees
Apr 5 - Apr 6
The Links! - Luxury Golf Retreat with Golf Simulator
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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Top Sheboygan County Hotel Reviews

Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan

10/10 Excellent
"Always appreciate the cleanliness and well-kept appearance of the property. Nice touches include modern shower with newer plumbing, and plush bed. Also enjoy the on-site bar with a nice selection of drinks."
Matthew 1-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Sheboygan

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Vacation Apartments in Sheboygan County

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