Family-friendly holiday rentals in Mount Pleasant

4.91 out of 5 average rating, 286 reviews

The living area features a blue couch complemented by a yellow armchair, arranged around a coffee table. A rug with a modern pattern covers the floor, adding warmth. Wall art and plants contribute to the inviting ambiance, while dimmable lights enhance the space.

Condo in Kenosha

Spacious 2-BDRM/ Safe area Great for work & vacay

You will enjoy this carefully designed, well-decorated and well-furnished basement apartment. It is roomy (over 950 feet), pleasant, private and quiet in a residential area. Whether you ( 1-4 guests) come for work, business, family or a special function, its full kitchen, classy bathroom, extra-comfortable king and queen size beds, blender, high-speed internet and ergonomic chairs (2nd on demand) as well as free parking will add comfort and extra ease to your stay, and make it one to remember.

KitchenIndoor spacesCheck-in

4.98 out of 5 average rating, 151 reviews

The living room is designed with a cozy arrangement of seating, including a sectional sofa and a comfortable chair. A mounted television is positioned above a stone fireplace, with decorative art displayed on the wall and a standing lamp providing soft light.

Home in Kenosha

Bright, Airy, Backyard by Carthage, UWP, Microsoft

Newer, modern 4BR/2.5BA home in peaceful residential neighborhood. 10min from beautiful Kenosha beaches, Microsoft, UWP, Carthage, harbor market, museums, restaurants, & more! The house features 2 dining areas, dedicated office space, and a large unfenced backyard with relaxing patio seating. Very family friendly! Perfect for your family vacation, friends getaway or business trip -we are experienced hosts. Book with confidence! 30min to Milwaukee airport, 50min to O’Hare, 25min to Six Flags

Indoor spacesKitchenLaundry

A rustic interior showcases handcrafted stonework paired with warm wooden accents. Natural light highlights the cozy organization of the space, featuring a fireplace in the foreground and a ladder leading to an upper level, while a glimpse of the adjoining room is visible in the background.

4.91 out of 5 average rating, 275 reviews

“Rustic Farmhouse Retreat” at a working farm

A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!

FamilyKitchenCleanliness

4.84 out of 5 average rating, 817 reviews

Place to stay in Racine

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.

KitchenFamilyLocation

An outdoor patio is shown with a red umbrella providing shade over a black table and four metal chairs. A barbecue grill is positioned nearby, with a view of a green lawn and a distant red barn visible in the background.

4.98 out of 5 average rating, 115 reviews

Farm House Retreat w/ Private Backyard & Garage

Comfort, convenience and country views await you! Relax on the private patio and soak up the beautiful scenery. Minutes from the lakefront, Racine Zoo and short drive to Milwaukee, you'll enjoy this completely updated home. Cook a meal in the fully stocked kitchen and kick back in the comfy family room. Whether you are here to visit family, attend special events or business travel, you'll find everything you need here. And if you're a little country at heart, the view will not disappoint.

KitchenIndoor spacesDecor

Guest suite in South Milwaukee

4.99 out of 5 average rating, 100 reviews

Historic Hawthorne House

Nestled just steps from Grant Park Beach & Lake Michigan, the scenic Seven Bridges Trail, and the lush Grant Park Golf Course, this unique rental offers a blend of history, charm and comfort. Only a 10 minute drive to Mitchell International Airport and an easy 20 min drive to downtown Milwaukee. Whether you're here to unwind in nature, explore the local parks, enjoy a peaceful lakeside stay, or enjoy the best that Milwaukee has to offer this home has everything you need.

KitchenIndoor spacesCondition

4.89 out of 5 average rating, 227 reviews

A modern living area features a navy blue sofa adorned with decorative pillows, positioned on a patterned area rug. A wooden coffee table holds a small potted plant. Behind the sofa, a stylish bookshelf mural adds a vibrant touch to the wall, while the kitchen area is easily accessible.

Apartment in Racine

The Graduate Apt Downtown

Experience downtown charm at our fully renovated Graduate Apt, a stone's throw from the lake. Enjoy serene views from Main St facing windows. Our apartment features a quiet bedroom with a queen bed and smart TV, and a cozy living room that includes a convertible queen sofa with premium linens. Indulge in a fully equipped kitchen, in-unit laundry, and complimentary Hulu access. Ideal for both business and leisure. Ask about our adjacent Greyhound Suite for larger groups!

KitchenFamilyBeach

4.9 out of 5 average rating, 259 reviews

A rustic cabin with dark wooden logs is situated among tall green trees. The spacious porch features a railing and several chairs, inviting relaxation. Sunlight casts warm tones across the facade, while the surrounding grass and woods enhance the cabin's natural setting.

Guesthouse in Racine

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Indoor spacesKitchenCondition

An open living area showcases a sleek gas fireplace with a mounted television above. Comfortable seating includes leather armchairs and a cozy couch. Large windows and French doors provide access to a porch and offer scenic views of the lake.

4.99 out of 5 average rating, 123 reviews

Beautiful home with amazing Lake Michigan views

Historic home with modern upgrades that has gorgeous views of Lake Michigan. The home was recently upgraded with amazing features including two gas fireplaces, high end kitchen finishes, and a spa style primary bathroom with heated floors. The house is located in the Southside Historic District, steps from the lake, and a short walk to downtown Racine. You can enjoy the local restaurants and shopping, explore the lakefront, or stay in and relax in the peaceful home.

KitchenFamilyCheck-in

A modern kitchen features a large island with seating for four. Navy cabinets and quartz countertops complement stainless steel appliances. Pendant lights hang above the island, illuminating the space. Open shelving showcases kitchenware, while a blue accent wall adds a nautical touch to the room.

4.93 out of 5 average rating, 134 reviews

Michigan Blvd Custom Home with Lake Michigan Views

New listing! Newly remodeled home on Michigan Blvd. Every inch on this home has been upgraded to create a beautiful and stylish home. Lake views and steps from North Beach, huge Kids Cove Playground & Racine Yacht Club. Less than a mile to Racine Zoo, downtown Racine shops and amazing restaurants. Crack the windows open and listen to the waves or enjoy your coffee or meal on the rear deck or front porch while gazing at Lake Michigan. Welcome to your oasis!

KitchenIndoor spacesBarbecue

A bright bedroom features a spacious bed adorned with soft gray bedding and yellow accent pillows. Large windows are dressed with light, airy curtains, allowing natural light to fill the room. A wooden dresser and a small seating area enhance the cozy ambiance.

4.94 out of 5 average rating, 232 reviews

Historic Racine Property! - The Parish House

Stay in a little piece of history in Racine, WI! Built at the end of the 1800’s for George Murray and his family, this portion of the Murray Mansion functioned as the servant’s quarters for the family home. Minutes away from downtown Racine and some of the most stunning beaches on Lake Michigan, this renovated historic home is the perfect escape for your stay in Wisconsin.

FamilyKitchenView

A spacious living area features a neutral-toned sectional sofa and a light armchair, accompanied by a coffee table on a vibrant area rug. A ceiling fan offers ventilation, while the staircase leads to the upper floor. The dining space is visible in the background.

4.91 out of 5 average rating, 192 reviews

Entire Modern Lakehouse, Steps to Lake Michigan

Need a peaceful getaway, with the entire place to yourself? We are delighted to offer you a modern, spacious two-story home at our Lakehouse AirBnB. You won't want to pass up the charm and proximity to Lake Michigan. This amenity-filled place is designed for guests with modern tastes and a hankering need for peace and relaxation.

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Popular amenities for Mount Pleasant family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 461 reviews

A welcoming living area is showcased, featuring a comfortable seating setup with a gray armchair and a round coffee table. Soft light filters through sheer curtains, illuminating the space. An intricately designed wall decoration adds an aesthetic touch beside a black bench with decorative elements.

Apartment in Beach Park

J’s Farmhouse Cottage. 2 bedroom duplex.

Indoor spacesKitchenWalkability

4.92 out of 5 average rating, 304 reviews

A bright and airy living area features a white-beamed ceiling and large windows that allow natural light to fill the space. Comfortable seating includes two soft couches, with a wooden coffee table at the center. A dining area with a large table and wicker chairs is visible in the background.

Home in Kenosha

Estate on 1 Acre. Fall getaway w/Hot Tub-Sleeps 16

KitchenIndoor spacesHeating

4.94 out of 5 average rating, 158 reviews

A two-story home is set amidst a lush green lawn, featuring a welcoming entrance with a landscaped pathway. Large windows on the façade allow ample natural light, and a brick chimney adds character to the exterior. Trees and shrubs provide a natural backdrop.

Home in Lake Geneva

Walk 2 lake, pool table, bike, kayaks, hot tub

FamilyIndoor spacesCondition

Guest suite in Riverwoods

A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.

4.95 out of 5 average rating, 502 reviews

Master qtr close to nature & easy urban facilities

KitchenFamilyLayout

4.91 out of 5 average rating, 295 reviews

A wooden deck features a partially covered jacuzzi, emitting steam amid a rainy backdrop. A stone fire pit, with a glowing flame, stands nearby, providing warmth. A patio set, including a chair, complements the serene outdoor setting surrounded by greenery and trees.

Guest suite in Racine

Racine theme Airbnb at the Red Birch on Erie

FamilyKitchenQuiet

4.84 out of 5 average rating, 142 reviews

A white motor yacht, named 'Irish Mist,' is docked at Reefpoint Marina. The boat features a spacious top deck with a black canopy and is surrounded by other yachts in the water, with a soft sunset glow illuminating the scene.

Boat in Racine

Vessel: Irish Mist V - 32' @ Reefpoint W1-3

FamilyIndoor spacesTV

5 out of 5 average rating, 313 reviews

A hot tub is positioned on a wooden deck with a view of a fenced backyard, featuring charming seating areas surrounded by lush greenery. Potted plants line the space, and a geometric-patterned rug adds a pop of color beneath outdoor furniture.

Home in Wauwatosa

The Little Gray House

FamilyIndoor spacesAccess

4.92 out of 5 average rating, 394 reviews

A red cabin is nestled among large trees on a grassy slope, with a set of stone steps leading up to a spacious deck. Several seating areas and decorative plants are visible, blending harmoniously with the natural surroundings.

Cabin in Trevor

Living the Lakehouse Dream

Indoor spacesFamilyAccess

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 147 reviews

A paved driveway winds through a lush wooded area, bordered by greenery and tall trees. The home can be seen nestled in the distance, blending harmoniously with the natural surroundings.

Home in Muskego

Muskego Hideaway on 2 Acre Lot

FamilyKitchenPets

Apartment in Walker's Point

A stylish living area features large arched windows allowing natural light to fill the space. A vintage motel sign hangs prominently, enhancing the design. Two comfortable leather chairs are positioned around a wooden coffee table, with a plush ottoman nearby. A TV is mounted on a stone wall.

4.96 out of 5 average rating, 127 reviews

Vintage Motel Inspired 1BR City View, Free Parking

FamilyKitchenQuiet

4.85 out of 5 average rating, 766 reviews

Cabin in Kenosha

Lake Michigan Writer’s Cabin

Indoor spacesFamilyLayout

4.87 out of 5 average rating, 112 reviews

A cozy living space features a floral-patterned couch accompanied by a wooden coffee table. The walls are adorned with warm wood paneling, complemented by soft lighting from a wall sconce. Greenery is present with potted plants, adding a touch of nature to the space.

Home in Oak Creek

Spacious Ranch Home Oak Creek close to Airport

Indoor spacesKitchenValue

4.96 out of 5 average rating, 238 reviews

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

TheGlassCabin@HackmatackRetreat

KitchenFamilyAccess

4.97 out of 5 average rating, 264 reviews

Cabin in Lake Geneva

Dog friendly - A-Frame adventure

KitchenIndoor spacesAir conditioning

4.78 out of 5 average rating, 109 reviews

Home in Trevor

Cozy Lakeside Escape with hot tub & pontoon rental

Indoor spacesFamilyOutdoor spaces

A serene sunset casts a warm glow over the calm waters of Lake Michigan. The sun reflects brightly on the surface, framed by a soft orange and pink sky. A lamp post and silhouetted trees are visible in the foreground, enhancing the peaceful lakeside atmosphere.

4.88 out of 5 average rating, 481 reviews

The July House: Steps From the Lake

FamilyIndoor spacesDecor

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 195 reviews

A historic Victorian-style home is showcased with a blue exterior and ornate architectural details. Bright green foliage frames the entrance, leading to the front steps. The sky is clear, enhancing the home's inviting appearance.

Home in Milwaukee

Brewers Hill Gem w/hot tub & seasonal shared pool

KitchenFamilyAir conditioning

4.97 out of 5 average rating, 153 reviews

The Landis, spacious condo w/ pool & king bed

Indoor spacesKitchenQuiet

4.97 out of 5 average rating, 120 reviews

The exterior of the bungalow is highlighted by a charming front porch with a blue door. Vibrant flowers and greenery flourish along the stone landscape, providing a welcoming entrance. Large windows invite natural light into the home, complementing its classic design.

Home in Milwaukee

Rosie’s Eastside Garden Bungalow

Indoor spacesKitchenHospitality

An open kitchen area is showcased with a wooden dining table and two white chairs. Modern appliances, including a microwave and a decorative wall with floral wallpaper, add a touch of charm. An oversized clock hangs above, contributing to the inviting ambiance.

4.89 out of 5 average rating, 131 reviews

LG Quaint Condo on Lakeshore Dr.

Indoor spacesKitchenAccuracy

A cozy living area features a dark sofa set against a textured wall, with a small decorative pillow. An open kitchen bar with four modern black stools invites gatherings, while greenery enhances the room's decor. Natural light is filtered through large windows.

4.97 out of 5 average rating, 233 reviews

Relaxing Villa with Amazing Amenities!

KitchenFamilyBathroom

A spacious living area features a large sectional couch and a soft ottoman. A wooden table stands nearby, with a laptop resting on it. The kitchen area is visible, showcasing a bar with seating for four. Soft lighting enhances the neutral color palette.

4.88 out of 5 average rating, 130 reviews

Lake Geneva relaxation!

KitchenIndoor spacesTV

A manicured lawn gently slopes towards a serene body of water in the distance, framed by tall trees on either side. The landscape features lush greenery under a partly cloudy sky, creating an open and inviting outdoor space.

4.98 out of 5 average rating, 254 reviews

Lake Geneva Cloud 9

FamilyIndoor spacesView

An open living and dining area features a dark wooden dining table surrounded by black chairs. A light blue wall complements a cozy seating arrangement with armchairs and a sofa. Natural light enters through a large sliding door, with decorative elements and a chandelier enhancing the space.