Howards Grove Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Howards Grove

Lobby
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1009)
"Would definitely stay here again!"
United States
Donna
The price is ￥19,396
￥22,013 total
includes taxes & fees
Dec 7 - Dec 8
Grandstay Residential Suites Hotel - Sheboygan
Fridge, microwave, oven, stovetop
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, (24)
"Top notch, close to everything you want in Sheboygan "
United States
Cody
The price is ￥14,756
￥20,275 total
includes taxes & fees
Dec 9 - Dec 10
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Luxury Condo | Terrace/patio
Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin

4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3)
"Perfect location, great amenities."
United States
Deirdre
Victorian Inn Elkhart Lake Wisconsin
Smart TV, books, music library
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
9.8 out of 10, Exceptional, (9)
"The flat is gorgeous and in a fantastic location. "
United States
Sarah G.
The price is ￥18,034
￥43,036 total
includes taxes & fees
Dec 7 - Dec 8
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Exterior
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, (116)
"We loved the cozy cottage and cuddled up with books under the afghans on the cool evenings. The lake was a pleasant walk away."
United States
bev w.
The price is ￥18,640
￥22,943 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Living area
2nd floor loft near the lake!

2nd floor loft near the lake!

Manitowoc
9.8 out of 10, Exceptional, (15)
"Very clean, and tastefully decorated…would rent again:)"
United States
Kim B.
The price is ￥20,271
￥34,998 total
includes taxes & fees
Dec 8 - Dec 9
2nd floor loft near the lake!
Private kitchen
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.

2.0 star property
Ellis Historical District
9.6 out of 10, Exceptional, (12)
"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 ￥17,863
￥23,801 total
includes taxes & fees
Dec 8 - Dec 9
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Property grounds
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Sheboygan
10.0 out of 10, Exceptional, (1)
"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"
United States
Shelly E.
The price is ￥13,980
￥26,445 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
3 bedrooms, iron/ironing board, WiFi, bed sheets
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, (3)
"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 ￥13,980
￥26,445 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Fridge, microwave, oven, stovetop
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

Sheboygan
10.0 out of 10, Exceptional, (39)
"Very clean, cute, great communication, location & walkability! "
United States
Sandee M.
The price is ￥18,640
￥60,472 total
includes taxes & fees
Dec 9 - Dec 10
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Fridge, microwave, oven, stovetop
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Sheboygan
10.0 out of 10, Exceptional, (6)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
The price is ￥16,636
￥29,462 total
includes taxes & fees
Dec 10 - Dec 11
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Exterior detail
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

Sheboygan
9.8 out of 10, Exceptional, (12)
"It was an excellent place! Very comfortable, nice neighborhood, clean and exactly as described. We were very surprised and pleased with the welcome items left in the fridge! We Will definitely stay there again! "
United States
Kathy J.
The price is ￥16,931
￥49,541 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sheboygan Getaway w/ Yard: 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
10.0 out of 10, Exceptional, (21)
"Wonderfully close to the lake. Sad there was no off street parking."
United States
Lucas T.
The price is ￥24,464
￥61,970 total
includes taxes & fees
Dec 8 - Dec 9
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
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)
"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"
United States
Brenda H.
The price is ￥22,368
￥42,659 total
includes taxes & fees
Dec 7 - Dec 8
First Floor Pet Friendly Queen Suite with Single Pull-out
Exterior detail
Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper

Sheboygan
9.4 out of 10, Exceptional, (3)
"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 ￥17,397
￥50,774 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Logan Ave Holiday House - Upper
Smart TV, books
*NEW* Beautiful & Convenient!

*NEW* Beautiful & Convenient!

Sheboygan
9.8 out of 10, Exceptional, (19)
"Place was clean and had everything we needed! "
United States
stormy a.
The price is ￥18,317
￥53,759 total
includes taxes & fees
Dec 15 - Dec 16
*NEW* Beautiful & Convenient!
Smart TV, books
Sleeps 7{SPACIOUS}Pets Welcome!

Sleeps 7{SPACIOUS}Pets Welcome!

Sheboygan
9.4 out of 10, Exceptional, (3)
"Great location and amenities. Would definitely book again!"
United States
Elizabeth S.
The price is ￥17,756
￥53,120 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sleeps 7{SPACIOUS}Pets Welcome!
Property grounds
NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!

NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!

2.0 star property
Sheboygan
10.0 out of 10, Exceptional, (5)
The price is ￥24,464
￥41,872 total
includes taxes & fees
Dec 29 - Dec 30
NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!
Smart TV
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)
"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 ￥14,912
￥27,503 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Fridge, microwave, oven, stovetop
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

2.0 star property
Kiel
10.0 out of 10, Exceptional, (3)
"Wonderful place! "
United States
Colleen & Mark G.
The price is ￥55,919
￥94,391 total
includes taxes & fees
Dec 8 - Dec 9
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Howards Grove Hotel Reviews

Siebkens Resort

Siebkens Resort

10/10 Excellent
"Room was very nice. "
Kevin 1-night trip
Posted 3 days ago
Siebkens Resort

Find out more about Howards Grove

Search for holiday rentals in Howards Grove on Expedia! You can easily find your home rentals, villas, holiday apartments in Howards Grove using one of the methods below:

  • View our selection of featured holiday rentals in Howards Grove
  • Use the map to find apartments and other holiday homes in the Howards Grove neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Howards Grove while they last

Look no further and take a look at our great range of rental properties in Howards Grove!

Frequently asked questions

Can I find a vacation rental in Howards Grove?

Yes, you can find vacation rentals near popular sights in Howards Grove, or you can choose a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Howards Grove?

Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room: This vacation home rental outside of Howards Grove is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

How many vacation rentals will I find in Howards Grove?

Choose from 4 Expedia vacation rentals in Howards Grove for a memorable vacation.

What’s there to see and do in Howards Grove?

Explore the area and family-friendly sights such as Blue Harbor Resort & Conference Center Water Park, or get out into nature at a spot like Kohler Park Dunes State Natural Area. Lakeland University and Whistling Straits Golf Course are a couple of places you'll find in the larger area.

What’s a vacation rental in Howards Grove like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Howards Grove. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.