Holiday rentals with a fire pit in Sheboygan

4.99 out of 5 average rating, 326 reviews

The A-Frame cabin is surrounded by lush greenery, showcasing a welcoming front deck illuminated by warm lighting. The building's distinctive triangular shape is complemented by large windows, offering a glimpse of the interior. A pathway leads to the entrance, lined with vibrant flower beds.

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.

4.97 out of 5 average rating, 111 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.

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

4.96 out of 5 average rating, 174 reviews

A sandy beach area is visible, leading to a spacious home surrounded by mature trees. Steps provide access from the beach to a large deck with patio furniture. The tranquil setting highlights the natural environment with rocks and greenery framing the property.

Home in Oostburg

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.

4.72 out of 5 average rating, 139 reviews

An aerial view captures the layout of the property, showcasing a cluster of buildings surrounded by lush greenery and a small pond. Farm fields extend in all directions, while trees add a touch of vibrant color to the landscape.

Barn in Sheboygan Falls

Quiet Country Charm

Cozy barn loft with rustic charm. This newly renovated private loft sleeps 4 with the possibility of 1 or 2 more if you don’t mind sleeping on an air mattress. This room includes a bathroom with shower and small efficiency kitchen with microwave, coffee maker, and small refrigerator. The futon pulls out to a double bed. This relaxing local comes complete with barnyard animals for an authentic Wisconsin experience! You won’t forget the peaceful surroundings of this rustic destination.

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, 162 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.

4.98 out of 5 average rating, 189 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, 215 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, 226 reviews

Cabin in Cascade

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.

The image captures a scenic view from the deck, showcasing a lush green backyard leading to the shoreline of Lake Michigan. A fire pit is visible on the grass, and white planters frame the deck, while the sky displays a soft gray hue.

4.94 out of 5 average rating, 210 reviews

Walk-Out Lake Michigan Beach • Fire Pit • Sleeps 8

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.

4.95 out of 5 average rating, 144 reviews

*Front porch, fenced in backyard- PetsWelcome*

Peaceful bohemian retreat with a lively vibe! Perfect for couples, remote workers, girls weekends, golf outings and families! A short walk /bike ride downtown, to the lake or farmer's market. Visit locally owned shops and the world-renowned Kohler Art Museum. Only a 10 minute drive to the famous Whistling Straits/Irish golf course or Kohler Water Spa. Whatever brings you here, we look forward to your visit. Come and enjoy everything Sheboygan has to offer!

4.94 out of 5 average rating, 141 reviews

Cabin in Oostburg

Cozy cabin near Lake Michigan w/ fire pit

Welcome to your cozy Lake Michigan retreat - a forest cabin made for relaxed group getaways in every season. Gather, unwind, and enjoy space to reconnect: - Sleeps 10 | 4 bedrooms | 7 beds | 3 baths - Private hot tub (seasonal Nov to Apr), fire pit & 3 decks - Shared beach access & lake access + beach essentials - Wood-burning stoves, 50" HDTVs, loft hangout - Fully equipped kitchen, dining table, Wifi - Central AC & heating, washer/dryer, self check-in

Popular amenities for Sheboygan Holiday Accommodation with Fire Pit

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fire pit

The Victorian home showcases a charming, multi-level façade with intricate details and a light-colored exterior. Welcoming porches are present at the front, surrounded by well-maintained landscaping featuring green grass and vibrant flowers, all under a clear blue sky.

5 out of 5 average rating, 82 reviews

Updated Victorian in the Heart of Sheboygan

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, 33 reviews

Home in Plymouth

Historic home w/ fire pit & BBQ grill

4.78 out of 5 average rating, 157 reviews

A spacious living area features large windows framing a serene lake view, reflecting shimmering sunlight. A comfortable white sofa is positioned in front of the window, accompanied by a patterned armchair. Natural light fills the room, enhancing the coastal atmosphere.

Home in Oostburg

Newly Renovated Beach Front Home in Oostburg WI

4.94 out of 5 average rating, 65 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

A well-lit game room features an air hockey table with blue LED lighting, a green pool table, and a bar area with seating for four. A washer and dryer unit is positioned against the wall, while a television is mounted for entertainment.

4.96 out of 5 average rating, 26 reviews

Relax & Play- Walking distance to food & drinks

5 out of 5 average rating, 26 reviews

A two-story cottage is depicted, featuring a spacious deck and an outdoor grilling area. Surrounding greenery offers shade, while a clear view of the driveway is visible. Stairs lead toward the entrance. The structure showcases a combination of light-colored siding and contrasting railings.

Home in Oostburg

Due to cancellation 4th of July Available!

Apartment rentals with a fire pit

The exterior of a two-story residence is visible, featuring a well-kept front yard with a variety of flowering plants and shrubs. A concrete pathway leads to a set of stairs, which ascend to the entrance. Tall trees provide shade, enhancing the greenery surrounding the home.

4.92 out of 5 average rating, 12 reviews

Logan Ave Holiday House - Upper

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

4.89 out of 5 average rating, 9 reviews

Storybook Home - 1 mi to Lake & Downtown Sheboygan

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, 53 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

The living area features two light-colored sofas arranged around a wooden coffee table. A TV is positioned on a nearby stand, while a patio door allows natural light to enter. A small round table with chairs is also visible against the wall.

Apartment in Plymouth

4.67 out of 5 average rating, 3 reviews

Centrally located apartment.

Cabin rentals with a fire pit

5 out of 5 average rating, 9 reviews

Cabin in Plymouth

The Cabin on Kettlewood Acres

4.94 out of 5 average rating, 106 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

4.88 out of 5 average rating, 8 reviews

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.

Cabin in Cascade

Memorial Weekend Available! Hike Fish Kayak Relax!

4.98 out of 5 average rating, 54 reviews

A spacious living area features a stone fireplace surrounded by wood paneling and large windows allowing natural light. Cozy seating is arranged around a coffee table, with a television mounted above the fireplace. The décor includes welcoming signs and artwork, enhancing the rustic charm of the space.

Cabin in Valders

Cozy cabin in the woods

5 out of 5 average rating, 24 reviews

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.

Cabin in Cascade

Lakeside Cabin Retreat Private Lakehouse Hideaway!

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

5 out of 5 average rating, 30 reviews

The farmhouse is set against a colorful sunset, showcasing a blend of traditional and modern architecture. A spacious green yard surrounds the home, with a picnic table visible on the patio. Lush trees and open space contribute to the serene country atmosphere.

Cabin in Newton

Modern Country Retreat