Howards Grove Holiday Rentals

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Our top choices for Howards Grove holiday rentals

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

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1013)
"Would definitely stay here again!"
United States
Donna
The price is NZ$243
includes taxes & fees
30 Dec - 31 Dec
Grandstay Residential Suites Hotel - Sheboygan

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 NZ$274
includes taxes & fees
4 Jan - 5 Jan 2026
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

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 NZ$506
includes taxes & fees
4 Jan - 5 Jan 2026
Logan Ave Holiday House - Upper

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)
"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 NZ$292
includes taxes & fees
11 Jan - 12 Jan 2026
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

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 NZ$303
includes taxes & fees
13 Jan - 14 Jan 2026
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

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 NZ$407
includes taxes & fees
11 Jan - 12 Jan 2026
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

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 NZ$274
includes taxes & fees
4 Jan - 5 Jan 2026
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Modern Room Near Indoor Pool

Modern Room Near Indoor Pool
Elkhart Lake
9.6 out of 10, Exceptional, (4)
"Our host was extremely responsive and resourceful. The room was very clean and nice. "
United Kingdom
Brandon B.
The price is NZ$471
includes taxes & fees
30 Dec - 31 Dec
Modern Room Near Indoor Pool

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)
"Great place! Nice location and very comfortable. "
United States
Jana F.
The price is NZ$224
includes taxes & fees
4 Jan - 5 Jan 2026
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

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 NZ$253
includes taxes & fees
5 Jan - 6 Jan 2026
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

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 NZ$471
includes taxes & fees
30 Dec - 31 Dec
First Floor Pet Friendly Queen Suite with Single Pull-out

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.
Sleeps 7{SPACIOUS}Pets Welcome!

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Sheboygan
9.8 out of 10, Exceptional, (255)
"Beautiful view and perfect for our Wisconsin lake getaway."
United States
Holly A.
The price is NZ$537
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

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 NZ$655
includes taxes & fees
13 Jan - 14 Jan 2026
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is NZ$690
includes taxes & fees
11 Jan - 12 Jan 2026
Large Backyard, Walk to Hospital: Sheboygan Abode!

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 NZ$684
includes taxes & fees
3 Jan - 4 Jan 2026
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

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 NZ$263
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

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 NZ$386
includes taxes & fees
4 Jan - 5 Jan 2026
2nd floor loft near the lake!

*NEW* Beautiful & Convenient!

*NEW* Beautiful & Convenient!
Sheboygan
9.8 out of 10, Exceptional, (19)
"The place was perfect for our family! Clean, 3 bedrooms, nicely furnished and equipped. The hosts were terrific. Provided all the info and were very responsive. 1st rate experience!"
United States
Todd S.
The price is NZ$578
includes taxes & fees
13 Jan - 14 Jan 2026
*NEW* Beautiful & Convenient!
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 Howards Grove Hotel Reviews

Find out more about Howards Grove

Everything you need to know about Howards Grove holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Howards Grove holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Howards Grove holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Howards Grove holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Howards Grove. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Howards Grove holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Howards Grove holiday rentals we have selected for you start as low as NZ$224 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Howards Grove rentals

At Expedia, we put the best Howards Grove holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Howards Grove rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Howards Grove holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Howards Grove. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Howards Grove?

Yes, there are holiday rentals close to the most popular sights in Howards Grove, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Howards Grove has to offer?

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room: This holiday home rental outside of Howards Grove is located on the beach, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

How many holiday rentals will I find in Howards Grove?

Choose from 3 Expedia holiday rentals in Howards Grove for a memorable holiday.

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 Wilke Lake. Whistling Straits Golf Course and Kohler Design Center are a couple of places you'll find in the wider area.

What’s a holiday rental in Howards Grove like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Howards Grove. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.