Vacation rentals with a firepit in Sheboygan

4.99 out of 5 average rating, 317 reviews

Cabin in Elkhart Lake

Elkhart A-Frame, Wooded Retreat near Road America

The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

4.96 out of 5 average rating, 313 reviews

The cottage is surrounded by trees, featuring a well-maintained exterior with a shingled roof and a welcoming front path. Colorful flowers and greenery adorn the entrance, while large windows allow for ample natural light. A cozy sitting area is visible near the front door.

Cottage in Oostburg

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.

A bright living area showcases a spacious dining table with place settings, and a cozy red armchair positioned nearby. Large sliding doors reveal an inviting patio space, while a television stands against the wall opposite, enhancing the relaxing atmosphere.

4.97 out of 5 average rating, 109 reviews

Relaxing Sheboygan/Kohler Getaway

Newly remodeled townhouse with all the comforts to make you feel at home in quiet neighborhood, boasting a spacious backyard w/patio, fire pit & free parking. Amenities include well-equipped kitchen, 2 BR & 2 BA, washer/dryer, wi-fi, & smart TV. Conveniently located within minutes to Village of Kohler, Downtown Sheboygan & Lakefront, Black Wolf Run, Whistling Straits (14 min), Road America (18 min), Kohler-Andrae State Park (16 min), grocery stores, restaurants, shopping & local entertainment.

A spacious hot tub is filled with bubbling water, inviting relaxation. Surrounding greenery enhances the outdoor setting, while sunlight reflects off the surface of the water. The tub is located under a wooden pergola, providing a cozy space for enjoyment.

4.97 out of 5 average rating, 176 reviews

Lakeview Beach Bungalow - With outdoor Hot Tub!

Enjoy the Holidays at this Beautifully updated beach house just one block off of Lake Michigan. Enjoy the newly landscaped backyard with pergola & 6 person Hot Tub! Watch the sunrise $ sunset from the second floor master balcony. Walk to the lake across the street and enjoy the wind surfers and beach. Close to downtown and parks. This three bedroom home will impress. Tastefully decorated. Large bathroom w/deep soaking tub. For treasure hunters, a Metal detector for family fun at the beach. .

The kitchen area offers light wood cabinetry and a breakfast bar, with a dining table that seats four. Large sliding glass doors provide views of the lake, while ample counter space accompanies a full-size refrigerator and modern appliances.

4.86 out of 5 average rating, 218 reviews

Dog Friendly Cozy Cottage Rental on Lake Michigan!

Kohler Design Center Rentals, Kohler Andrae State Park Rentals, Whistling Straits Rentals, Blue Harbor Rentals, Road America Rentals, Kohler Art Center Rentals, Black Wolf Run Rentals, Lake Michigan Fishing Charters Rentals, Green Bay Packer Rentals, Door County Rentals, Honeymoon Rentals, Women's Weekend Rentals, Lake Michigan Sunrise Rentals, Dog Friendly Rentals, Winter Rentals. Dog Friendly Rentals, Sheboygan, Wisconsin Rentals, Saugatuck, Michigan Rentals, New Buffalo, Michigan Rentals

Earth homes in Elkhart Lake

A spacious bathroom features wooden walls and ceilings, complemented by large windows providing expansive views of the surrounding landscape. Two circular sinks sit atop a rustic wooden vanity, while a freestanding tub is positioned near the window, enhancing the serene atmosphere. Decorative elements include a chandelier and potted plants.

4.97 out of 5 average rating, 115 reviews

Camp Skywood - Elkhart Lake - Road America

Nestled just minutes from Downtown Elkhart Lake, this custom-built cordwood home offers a secluded sanctuary experience. Perched atop a hill, the unique 16-sided house provides breathtaking views of the state forest and surrounding farmland. Despite its remote feel, you’re only a 5-minute drive from the charming Elkhart Lake business district. Day hikes on the ice age trail are just steps away from the property. Escape to tranquility while staying conveniently close to local attractions.

A cozy backyard oasis is illuminated in evening light, featuring comfortable seating around a fire pit. An outdoor movie screen projects a vibrant image onto the adjacent wall, surrounded by lush landscaping and wooden fencing that enhances privacy.

4.94 out of 5 average rating, 151 reviews

LUX Downtown Escape | Outdoor Movie Screen

Welcome to our beautiful 2-bedroom historic home in Downtown Sheboygan! This charming and well-appointed residence offers a comfortable and stylish stay for your visit to the area. From the Chef’s kitchen, comfortable living room, and peaceful backyard, to its prime location within walking distance of Sheboygan's vibrant nightlife, theater, and restaurants, you'll have everything you need right at your doorstep. The home is also just a few blocks from Lake Michigan's beautiful beaches.

A well-lit living area features a neutral-colored sofa adorned with a soft throw. A glass coffee table sits on a patterned rug, complemented by a wicker basket. Natural light filters through the window, illuminating the space and the nearby armchair.

4.98 out of 5 average rating, 184 reviews

Lovely modern two bedroom home with fire pit

Newly renovated two bedroom home just a mile from the beach and five star restaurants. Enjoy a game of golf at world class Whistling Straight. Car enthusiasts will love Elkhart Lake Road America. Salmon fishing the Great Lake Michigan or just have a relaxing time around the fire pit. There is a laundry with washer/dryer, steamer and folding table. Dogs under 30 pounds. No cats sorry. No smoking in the house. Ample street parking at the front door. Fire pit in back yard.

The exterior of a charming house is depicted, showcasing a welcoming front porch with steps leading up. The porch features a small seating area and decorative plants, while lush green grass frames the path, adding to the inviting ambiance.

4.97 out of 5 average rating, 213 reviews

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.

5 out of 5 average rating, 204 reviews

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.

A tranquil view of Lake Michigan at sunset, where calm waters reflect soft hues of orange and pink. The sky showcases wispy clouds, and a distant bird is seen soaring above the serene landscape, creating a peaceful setting.

4.94 out of 5 average rating, 210 reviews

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.

Apartment in Ellis Historic

A spacious living room is equipped with a comfortable sofa and two armchairs. A TV screen is positioned adjacent to an original fireplace, which now houses an electric device. Natural light enters through a window, and a decorative area rug enhances the room's charm.

4.87 out of 5 average rating, 117 reviews

One Bdrm Apt - The Erie House near lake & downtown

This house was built in 1888 as a single family home and retains its nineteenth century charm along with today's modern conveniences. The location is just walking distance from both majestic Lake Michigan to the east and Sheboygan's charming downtown to the west. The lodging, which sits in an attractive, tree lined neighborhood, has been divided into several living units in which you will be staying on the first floor facing Erie Avenue.

Popular amenities for Sheboygan fire pit accommodations

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fire pit

The main living area features a mix of seating options, including a modular sectional sofa and lounge chairs. A decorative area rug sits under a circular coffee table, while large windows offer views of the surrounding greenery. A fireplace enhances the inviting ambiance.

5 out of 5 average rating, 32 reviews

Norwind Ranch - Peaceful Retreat Near Road America

5 out of 5 average rating, 21 reviews

A charming white house is seen nestled among lush green trees and colorful foliage. A well-manicured lawn leads up to the front porch, which features a dark roof and an inviting entryway. A white picket fence outlines the property, enhancing its quaint appeal.

Home in Plymouth

Riverside House

Superhost

A serene outdoor area is presented, featuring a stone fire pit surrounded by several metal chairs. Lush green grass extends towards a calm lake, which reflects the clear blue sky. Trees and a wooden railing line the lakeshore, enhancing the tranquil setting.

Home in Plymouth

5 out of 5 average rating, 4 reviews

Lake living at Road America

4.94 out of 5 average rating, 64 reviews

A two-story home is seen with gray siding and brown shutters, featuring a covered front porch supported by wooden columns. Lush green shrubs and flower beds line the walkway, while a well-maintained lawn extends around the property. A car is parked in the driveway.

Home in Random Lake

Oma's Beach House

4.79 out of 5 average rating, 14 reviews

Home in Ellis Historic

Walk to the Beach, Walk to Town

4.98 out of 5 average rating, 97 reviews

Home in Elkhart Lake

Fernwood Elkhart Lakefront Retreat w/ Pier, kayaks

4.98 out of 5 average rating, 43 reviews

The exterior of a two-story home is portrayed, featuring a welcoming front porch with potted plants. Lush green grass lines the pathway leading to the stairs. The facade combines traditional elements with modern updates, reflecting a craftsman style. A clear sky with scattered clouds adds to the scene.

Home in Plymouth

Holiday Home for 8ppl w/ Hot Tub in Plymouth, WI

An outdoor seating area is arranged in a circular formation around a fire pit, featuring multiple adirondack chairs. A picnic pavilion with a wooden roof is positioned in the background, surrounded by lush greenery, creating a peaceful atmosphere for gatherings.

4.94 out of 5 average rating, 35 reviews

State Park w/ Orchard Style Yard & Pavilion

Apartment rentals with a fire pit

Apartment in Elkhart Lake

The exterior of a renovated farmhouse is displayed, showcasing light grey siding and a wooden deck adorned with potted plants. Ample greenery surrounds the property, and multiple windows reflect the surrounding natural light. A cozy seating area is visible on the deck, inviting relaxation.

5 out of 5 average rating, 63 reviews

Lime Ridge Guest House

Apartment in Ellis Historic

A comfortable living area features a gray sofa adorned with patterned cushions. A small dark table sits in front, accompanied by a throw blanket draped casually. Natural light is filtered through sheer and dark curtains framing two windows.

4.91 out of 5 average rating, 22 reviews

Home away from home

5 out of 5 average rating, 7 reviews

Storybook Home - 1 mi to Lake & Downtown Sheboygan

Superhost

A living room is presented with a flat-screen TV mounted on a white unit. A gray sofa and a blue accent chair offer comfortable seating, while a coffee table with decorative items occupies the center. Natural light enters through a nearby window.

4.63 out of 5 average rating, 19 reviews

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

The modern kitchen features sleek gray cabinetry and a spacious countertop. Essential appliances include a range, microwave hood, and refrigerator. A television is mounted on the wall for entertainment, and light is provided by recessed lighting in the ceiling.

4.5 out of 5 average rating, 22 reviews

Cozy and Modern Upper Near Lake

Apartment in Campbellsport

A dining area is showcased, featuring a wooden table set with two plates. A vase with flowers sits at the center. Large windows frame the view of verdant trees, allowing natural light to fill the space.

4.97 out of 5 average rating, 104 reviews

GGG Spacious Log Cabin apartment on the IAT

A tranquil bedroom is presented with a light-toned wooden bed adorned with soft bedding. Nightstands with lamps are positioned on either side, while large windows allow natural light to fill the space. A nature-themed artwork adds a visual focal point above the bed.

4.96 out of 5 average rating, 28 reviews

Lovely modern home with fire pit

4.96 out of 5 average rating, 52 reviews

The two-story farmhouse is characterized by its historic brick exterior and large windows. A green lawn surrounds the house, complemented by a colorful sunset in the background. The structure features a porch with railings, providing an inviting outdoor space.

Apartment in Kewaskum

The Cozy Country Farmhouse, Eisenbahn Suite

Cabin rentals with a firepit

4.94 out of 5 average rating, 101 reviews

A charming log cabin features rustic wooden architecture, complemented by red window frames. Surrounded by lush greenery, the structure offers a welcoming front porch. Natural light bathes the exterior, enhancing the serene setting among the trees, with a pathway leading to the entrance.

Cabin in Campbellsport

Wooded CABIN-Sunset & Lake Views/Kayak to Tiki Bar

An A-frame cottage is shown surrounded by green trees. The exterior features a rich red wooden finish, complemented by a wooden deck with steps leading up to it. A welcoming sculpture stands beside a dog on the grass, and various outdoor decorations are visible.

4.88 out of 5 average rating, 8 reviews

Thanksgiving weekend! Kayaks, Campfires, & Stars

An aerial view showcases the cabin nestled among lush greenery, adjacent to a serene lake. A well-maintained path leads from the home to the water's edge, framed by trees reflecting vibrant autumn colors. The peaceful landscape invites relaxation and exploration.

5 out of 5 average rating, 22 reviews

Lakeside Cabin Retreat Private Lakehouse Hideaway!

The exterior of the rustic cabin is framed by lush greenery, showcasing a combination of log and stone construction. A circular stone patio features a wooden bench and a fire pit, inviting gatherings in a tranquil outdoor setting surrounded by nature.

5 out of 5 average rating, 55 reviews

Rustic Chic Cabin in Kettle Moraine

A serene lake is bordered by lush greenery and distant cabins, reflecting a clear blue sky. Light mist hovers above the water, creating a tranquil atmosphere. The landscape showcases soft hills that enhance the peaceful lakefront setting.

4.96 out of 5 average rating, 24 reviews

This is the place! Lakefront cabin for big family

5 out of 5 average rating, 24 reviews

A deck furnished with wooden chairs offers a view of the reflective lake surrounded by vibrant autumn foliage. Colorful trees frame the water, enhancing the natural setting. Tables and seating are visible in the open space below, providing areas for gathering.

Cabin in Plymouth

Walking distance to Road America, Lakefront

4.76 out of 5 average rating, 25 reviews

The interior living area features exposed wooden beams and large windows that allow natural light to illuminate the space. Comfortable seating arrangements include sofas and armchairs beside a wood-burning stove. A dining area with a large table is visible in the background, enhancing the open atmosphere.

Cabin in Campbellsport

Peaceful Lakeview Cabin Stay On Private Pennisula

The two-story timber cabin features a spacious deck adorned with several blue lounge chairs, overlooking a sandy beach area. Lush greenery and a clear blue sky frame the scene, while the gently sloping landscape leads to a peaceful lake.