
Holiday rentals with a fireplace in Sheboygan
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Top-rated Accommodation with Fireplace in Sheboygan
Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

Beach House
This guesthouse is detached from the main house, comes with garage parking and has all the amenities you need including a wood-burning fire place! Towels, bath tissue, soaps & travel items. AC Window Unit. Kitchen includes pots/pans, dishes, mugs/glasses, coffee pot, toaster & microwave. Paper goods. New appliances/new water heater in 2020. Stairs to the apartment are on the northeast corner of the garage. The beach is steps away with a fire pit, boat house lounge, kayaks, beach toys & bicycles.

Lakefront Charmer, cheerful decor gorgeous garden
This 2600 sqft lakefront home is a spacious retreat year round, friendly to kids and dogs. It is perched upon a bluff overlooking Lake Michigan with a gorgeous sunrise view. In winter, enjoy passing cargo ships and eagles along with ice formations. Inside, dine with seating and service for 12 after cooking in the spacious kitchen with wood fireplace. Kitchen, living room, dining room and 2 bedrooms have full lake view. 2 large screen tvs. Spa quality bath with whirlpool. Gas fireplace too!

Sandalwood Cottage - 300 Feet From Lake Michigan
A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

Woodside Cottage Guest House-Close to Road America
Woodside Cottage in the Kettle Moraine forest of East Central Wisconsin offers a quiet private getaway for Road American race fans, golfers or those wanting just to have a break from the city and explore the area. This 2 bedroom guesthouse can host 8, with laundry, full kitchen, living room and outdoor fire pit. Due to family guest allergies, we are pet free. Located 4 miles from gate 4 at Road America and 20 miles from Whistling Straits golf course. WIFI available, but unreliable. 3 cars MAX

Dog Friendly Cozy Cottage Rental on Lake Michigan!
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LUXE Manor With Modern, Elegant Vibes - 4,500 Sq
Modern chic blends with classic sophistication in this late 1800s Historic Manor, The Herman Hayssen House. Enjoy 4,500 sq ft of elegance and character that adorns this well-appointed home. Complete with 4 bedrooms, 3 full baths, and 1 half bath, many different areas for entertaining, both inside and out. The neighborhood is of the most elite in Sheboygan, situated between the lakefront and downtown and is a short drive to Whistling Straights and within an hour of Milwaukee and Green Bay.

Lake Michigan Beach Home by Frank Lloyd Wright pro
Beautiful view and sand beach on Lake Michigan, completely private, surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room, and living room entertainment space, den with a see-through log-fired fireplace, screened-in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and a row boat are available for the boating enthusiast, with life jackets and other floating devices.

Janelle's Dockside Condo
GREAT LOCATION!! Built in late 2020. Come visit our luxury, "Nautical Themed" 2 bedroom condo in Sheboygan, WI located on the confluence of Lake Michigan and the Sheboygan River in the charming South Pier District. Relax on the deck with a beverage and watch the sailboats pass by. Stroll the boardwalk for fine dining, charter fishing, quaint boutiques or an afternoon ice cream. World class golfing at Black Wolf Run or Whistling Straights. Equipped with everything you need and more!

Boutique Wellness Retreat - Hot Tub and Fireplace
Enjoy this beautifully boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom with King size bed. Secondary bedroom has 2 twin beds. The beautiful fireplace in the living room is perfect for a relaxing couples evening. Enjoy a glass of wine or local brew on the patio while you grill out. EV Charger and E-Bikes to explore the area. Sonos audio throughout. This beautiful boutique home is sure to impress!

Logan's Guest Nest
Logan's Guest Nest is located in a nice small town feel area. With a small look on the outside your Nest has a big feel on the inside. Spacious rooms and quiet area to rest after a day at the many beaches lining Lake Michigan. Or coming back from the races at Road America. Not to mention a day of golf at the many area courses, Whistling Straits maybe. All these wonderful outings are just minutes from the Nest. Plenty of local dinning or delivery for a nice ending of the day.

hot tub and sauna on 5 private acres
Looking for a cozy winter retreat? Experience the Bird House, a tranquil Scandinavian-inspired private woodland paradise. Melt away stress in the hot tub and infrared sauna as you take in peaceful views of the meadow. Explore snowshoe and cross-country ski trails nearby in the scenic Kettle Moraine. Stream your favorite movie on the projector near the fireplace or unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee.

Beachfront getaway in Sheboygan
One of the few homes in Sheboygan that walks out onto the sands of Lake Michigan, this 3 bedroom/ 2 bath home is meant for total relaxation and fun. The open kitchen, dining and living room is full of light from the sliding glass doors on the back of the house, which access a deck and a large back yard. Upstairs is a spacious loft with a pull out couch. Fire pit in the back yard. Just steps from a playground at King Park. Amazing sunrises, worth waking up for.
Popular amenities for Sheboygan Accommodation with Fireplace
Holiday House Rentals with a fireplace

Entire Use of Shalom House

The 2400 sq ft Plymouth Paddock near Road America!

Winter's a good time to stay in&cuddle at Surfdaze

The Suncatcher -Steps from Lake - Fenced Yard

Luxury 4B-2Ba Lake & Beach House

Oak Haven - Insane Game Room, Theater, Privacy

Stylish brick cottage - family & pet friendly

Shamba on the Lake, Oostburg, WI
Apartment rentals with a fireplace

Home away from home

Schoolhouse Straight Inn

Cozy and Comfortable 1 bedroom

Elegant Condo in Sheb Falls

Robin's Den Spacious 3brm King

Resort Condo on Elkhart Lake

Dtwn Sheboygan Apt Above Local Bar!

New remodel: long-term stay w/ pets + a game room!
Villas with a fireplace

Wandering Waves | Beachfront Lake Michigan Stay!

Indigo Waters - Steps to the sand! 2BR | Sleeps 7!

Perfect Paradise | 4BR Lakeview Condo w/ Jacuzzi

Breezy Beach | Villa 75 Steps from Lake Michigan

Lovely Lake Lookout - Cozy Condo Steps from Lake

The Cottage - Beachfront Condo on Lake Michigan

Shoreline Sanctuary | Family Beach Villa with Deck

Whistling Straights, EAA, NFL Draft, Road America
Quick stats about holiday rentals with a fireplace in Sheboygan
Total rentals
90 properties
Nightly prices starting at
$92 AUD before taxes and fees
Total number of reviews
3.8K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
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- Family-friendly rentals Sheboygan
- Rentals with a washing machine and dryer Sheboygan
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- Rentals with a patio Sheboygan
- Rentals with outdoor seating Sheboygan
- Rentals with beach access Sheboygan
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- Condo rentals Sheboygan
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- Rentals with a fireplace Sheboygan County
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- Rentals with a fireplace United States
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Whistling Straits Golf Course
- Harrington Beach State Park
- West Bend Country Club
- Trout Springs Winery
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Pine Hills Country Club
- Heiliger Huegel Ski Club
- Pollock Community Water Park
- Sunburst
- Kerrigan Brothers Winery
- Blue Mound Golf and Country Club
- Little Switzerland Ski Area
- Blackwolf Run Golf Course
- Parallel 44 Vineyard & Winery