Family-friendly vacation rentals in Beach Park

4.98 out of 5 average rating, 272 reviews

A welcoming living area features a comfortable gray couch and a green decorative bench. Light wood flooring extends throughout, with a black coffee table at the center. Large sliding glass doors provide access to the outdoor space, allowing natural light to fill the room.

Home in Beach Park

B’s Farmhouse Cottage 2-bedroom duplex.

Experience the best of the midwest! Recently remodeled in 2021 magnolia home inspired 2-bedroom duplex, all to yourself near everything you need. 50 Miles from Milwaukee, miles from Chicago, and 2 miles having your toes in the sand at Lake Michigan. We are minutes away from the Great Lakes Naval Station and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here make J&B's Farmhouse Cottage your home away from home today.

FamilyIndoor spacesLaundry

4.97 out of 5 average rating, 157 reviews

A cozy four-season porch features light wood paneling and large windows offering views of the outdoors. Comfortable seating, including woven chairs, is arranged around a small space, with decorative elements adorning the walls. A small electric fireplace provides warmth and ambiance.

Cottage in Trevor

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake and 5 minutes from Antioch, IL. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides ample space to enjoy the stunning view. From May-Sept 30th, you will also have access to our shared pier. Enjoy swimming, boating, fishing or other nearby activities: skiing, golfing and ziplining. Beach chairs/toys, fire pit, grill, games and folding chairs are also provided.

Indoor spacesKitchenParking

4.86 out of 5 average rating, 102 reviews

Home in Beach Park

Cozy 2 bedroom home with a study

This newly remodeled chicken coop turned into a 2 bedroom A frame home is 50 miles from Milwaukee, 47 miles from Chicago, and 10 miles from the Naval Station. We are a couple minutes away from City of Hope, Six Flags Great America, Bristol Renaissance Faire, Great Wolf Lodge, American Place Casino, and the beach. There is also a Target and Starbucks down the road, what more can you ask for! The stairs to the bedrooms are steep and narrow so please be careful. Please enjoy the home to yourselves

KitchenIndoor spacesHiking

4.86 out of 5 average rating, 112 reviews

The exterior of the dome home is showcased, surrounded by trees and greenery. The house features multiple windows and a spacious wrap-around deck. The blue siding is complemented by a distinctive roof design, providing an inviting atmosphere within a natural setting.

Dome in Pleasant Prairie

Unique Dome Home Golf Range Experience by the Lake

As featured in Golf Digest, this memorable place is anything but ordinary! Our spacious dome home is perfect for a quiet weekend away or hosting a large group of people. Located on a secluded driving range with your own private access and 1 mile west of Lake Michigan, our location is perfect! Beaches, parks and two golf courses all within 10 miles from the house! Here in the winter? No problem! We have ski hills all around us! Our home is the perfect place to resort to after a day on the slopes.

FamilyIndoor spacesComfort

4.94 out of 5 average rating, 886 reviews

A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.

Treehouse in Schaumburg

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Indoor spacesFamilyAccuracy

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, 499 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

KitchenFamilyWalkability

4.91 out of 5 average rating, 254 reviews

Guest suite in Zion

Cozy mother inlaw suite. Private. Next to beach.

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard.

Indoor spacesFamilyHiking

5 out of 5 average rating, 206 reviews

A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.

Home in Round Lake Beach

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

FamilyIndoor spacesCleanliness

Guesthouse in Lake Forest

A cozy bedroom features a black metal bed frame adorned with soft pillows in pink and green hues. Textured white bedding is spread across the bed. Natural light filters through the large windows, complemented by light-colored curtains, and a nightstand sits beside the bed.

4.81 out of 5 average rating, 125 reviews

Designer's Dream in the North Shore!

Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

FamilyKitchenTV

4.95 out of 5 average rating, 190 reviews

A well-maintained front yard showcases a lush, green lawn bordered by manicured flower beds. The brick exterior of the home features large windows and a welcoming front porch with a wooden railing, complementing the surrounding landscape.

Home in Lake Bluff

Home Sweet Home, minutes to Great Lakes Naval Base

Home Sweet Home is located 35 miles north of Chicago; 53 miles south of Milwaukee, WI; and just 4 miles east of Great Lakes Naval Base. Chicago is a 45-minute train ride away. O'Hare is a 30 to 40-minute commute. Great America amusement park and shopping venues, including Gurnee and Kenosha outlet malls, are all within 20 to 30 minutes away. Location makes this home an ideal respite for Midwest sightseeing.

Indoor spacesKitchenLocation

4.85 out of 5 average rating, 764 reviews

Cabin in Kenosha

Lake Michigan Writer’s Cabin

Beautiful Lake Michigan retreat perfect for relaxing, boating, fishing, swimming and more! A true cabin experience. Perfect for ice fishing in the winter. A Sportsman’s paradise. Ideal for the adventurous. Relax, do some writing or work overlooking the breathtaking scenery. A stone's throw to the beach. Two decks overlooking the tranquil landscape. A short walk to downtown shops, cafes and restaurants.

FamilyIndoor spacesValue

4.99 out of 5 average rating, 104 reviews

Home in Beach Park

Casa Monarca • 3.5 Bathrooms • Top 1%

One of very few homes in the area that offer 3.5 Bathrooms, which our larger groups have appreciated for added space & privacy. Also, one of few homes in the area that have earned "Guest Favorite" status - via excellent Guest reviews. If you filter your search by that criteria, you will see this home remain in your search. Please contact Host for Military Discount

FamilyKitchenGetting around

Popular amenities for Beach Park family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 133 reviews

A spacious outdoor deck is covered with a bright shade sail, providing relief from the sun. Comfortable wicker chairs with soft cushions create a cozy seating area, overlooking the peaceful river and surrounding greenery.

Home in Algonquin

The River House Sauna/Kayaks/Hot Tub/Fire Pit

FamilyKitchenValue

4.94 out of 5 average rating, 155 reviews

Cottage in Antioch

#4 Adorable Lake Cottage-Cypress Resort & Marine

KitchenFamilyAmenities

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-Walk to Beach-Hot Tub-Sleeps 16

FamilyKitchenCleanliness

4.97 out of 5 average rating, 153 reviews

The great room features vaulted wood trusses and large windows that allow natural light to fill the space. A dining table is positioned centrally, surrounded by four chairs. Two rocking chairs are placed at opposite ends, with a decorative rug on the wooden floor.

Cabin in Twin Lakes

Secluded in the Woods, Hot Tub

Indoor spacesKitchenAccess

4.87 out of 5 average rating, 104 reviews

A charming two-story house is set within a lush green lawn, featuring large trees that provide shade. The front porch is approachable and includes a railing, while an American flag gently waves. A fence encloses the backyard, creating a private outdoor space.

Home in Twin Lakes

walk to beach, dog friendly yard hot tub sleeps 12

FamilyIndoor spacesCondition

4.99 out of 5 average rating, 194 reviews

A spacious outdoor patio area features a circular arrangement of comfortable seating, including chairs and a table. A large umbrella provides shade, while lush green lawns and flowering plants create a serene backdrop. The space is designed for relaxation and social gatherings.

Home in Antioch

COUNTRY RETREAT / SPACIOUS GROUNDS / LARGE HOT TUB

Indoor spacesKitchenHospitality

4.95 out of 5 average rating, 174 reviews

A balcony extends from the home, offering a view of the vibrant sunset over the water. Chairs are positioned for relaxation, while a fire pit surrounded by seating is seen on the patio below. Lush greenery adds a natural touch to the scenic landscape.

Home in Kenosha

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft

KitchenIndoor spacesWalkability

4.87 out of 5 average rating, 128 reviews

A patio area is shown, featuring a hot tub and a Blackstone grill, surrounded by four cushioned chairs. A dining table with four chairs is also present. Lush green trees provide shade, with a clear view of Lake Shangrila in the background.

Home in Bristol

Lakefront Home Sleeps 12 – Hot Tub/Boat/Pets/Ski

FamilyIndoor spacesCheck-in

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 179 reviews

A cozy living room features a pair of light-colored sofas and an accent chair, positioned around a rustic coffee table. A patterned area rug lies underfoot, while a mirror with a wooden frame and wall art enhance the space. A partial view of the kitchenette is visible in the background.

Home in Highland Park

Cozy 2-Bedroom Cottage Near Downtown Highland Park

Indoor spacesFamilyOutdoor spaces

4.82 out of 5 average rating, 152 reviews

The exterior of the ranch home is framed by lush greenery and well-maintained landscaping. A stone pathway leads to the entrance, with blooming flowers and shrubs surrounding the home. Large windows allow natural light to brighten the facade, creating an inviting appearance.

Home in Round Lake Beach

Modern 3 bedroom house, quiet residential street.

FamilyKitchenQuiet

4.9 out of 5 average rating, 129 reviews

A spacious living area features a blue couch facing a large television mounted on the wall. A decorative rug complements a wooden dining table set for four, accented with plates and glassware. Natural light filters through large windows, enhancing the inviting layout.

Home in North Chicago

Spacious 2-br, 1 bath home w/AC near Naval Base

KitchenFamilySleep quality

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

FamilyIndoor spacesCheckout

4.84 out of 5 average rating, 99 reviews

A bright bedroom features a spacious bed with a light blue quilt and accented by a colorful wooden headboard. A desk with a chair is positioned next to a small seating area. Natural light enters through a window draped with a light gray curtain.

Cabin in Spring Grove

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes

KitchenFamilyAccess

4.97 out of 5 average rating, 118 reviews

A charming sidewalk scene features a row of quaint storefronts with colorful awnings and flower boxes. Benches are placed alongside trees, and a brick pathway leads past a trash receptacle. The inviting atmosphere reflects a friendly downtown setting.

Home in Grayslake

Adorable 2-bedroom home near downtown Grayslake!

FamilyKitchenLocation

Guest suite in Highland Park

4.77 out of 5 average rating, 197 reviews

Your relaxing stay in Highland Park

FamilyIndoor spacesPets

4.99 out of 5 average rating, 139 reviews

A cozy sunroom is featured with large windows, allowing natural light to fill the space. A comfortable gray sectional sofa provides seating, accompanied by a decorative pillow. Soft lighting fixtures and a unique chandelier add a welcoming touch to the inviting atmosphere.

Home in Kenosha

6th Ave Harborside

KitchenIndoor spacesGetting around

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 121 reviews

The living area features a comfortable sofa adorned with patterned cushions, accompanied by a stylish coffee table. A modern dining setup is visible in the background, along with sleek kitchen cabinetry. Light from overhead fixtures illuminates the open layout with dark hardwood flooring.

Condo in Evanston

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

Indoor spacesFamilyPool

4.93 out of 5 average rating, 40 reviews

A log-sided home is set against a clear blue sky, overlooking a heated pool. Lush greenery surrounds the pool area and a spacious deck features seating and umbrellas. The house showcases large windows and a balcony that opens to the serene landscape.

Villa in McHenry

Fabulous Cabin

FamilyKitchenComfort

4.82 out of 5 average rating, 83 reviews

A vibrant sunset fills the sky with shades of orange, pink, and purple, casting a warm glow over the grassy grounds. The horizon is lined with trees, and a wooden fence frames the serene landscape.

Farm stay in Lake Villa

The Bunkhouse at Susanna Farms

Indoor spacesKitchenCondition

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

Indoor spacesKitchenCondition

Condo in Elk Grove Village

The living area features a comfortable gray sofa facing a modern TV stand. A light rug lies beneath a white coffee table adorned with a small plant. Natural light filters through a large window, complemented by soft curtains. A desk and chair are positioned in the corner.

4.93 out of 5 average rating, 121 reviews

Just remodeled apartment close to airport and mall

Indoor spacesKitchenSleep quality

5 out of 5 average rating, 3 reviews

An outdoor swim spa is prominently featured, surrounded by a wooden deck and situated amidst a natural setting. The backdrop includes a mid-century modern structure with large windows, nestled among trees and greenery.

Home in Riverwoods

Riverwoods Nature Retreat

FamilyLocationBackyard

5 out of 5 average rating, 14 reviews

Home in Waukegan

Kalo House | Mid-Century Modern Retreat with Pool

FamilyIndoor spacesCondition