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Family-friendly holiday rentals in Roselle

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Top-rated family-friendly rentals in Roselle

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
An outdoor patio is illuminated by string lights, creating a cozy ambiance. The hot tub is set against a backdrop of snowy ground, with comfortable seating arrangements nearby. The lake is visible in the background, enhancing the tranquil atmosphere.
Home in Carol Stream

Lake House Escape •Hot Tub, Bar, Fishing, Firepit

Visiting Chicago this holiday season? Stay somewhere that truly feels like home. We’re opening our personal lake home to guests & would love to welcome u! Tucked awayi n a peaceful neighborhood- the perfect place to gather w/ family, relax & enjoy beautiful lake views. Spend mornings w/ coffee on the deck, afternoons fishing, grilling & evenings soaking in the hot tub or sitting by the firepit. 1-acre fenced yard to enjoy-pets welcome Come settle in, make memories & enjoy our home as your own. ♡

4.92 out of 5 average rating, 128 reviews
Guest favourite
The open living area features a modern dining table set for four, complemented by a spacious kitchen visible in the background. A comfortable seating area is arranged with plush couches and decorative pillows, illuminated by natural light from large windows.
Home in Schaumburg

Modern Spacious Quiet Home Near O'Hare -Deck&Yard

Experience a modern and quiet retreat in our big 4 Bedroom 2.5 Bathroom home. Perfect blend of comfort and convenience. Sleeps 9 people. Master Suite. Bedrooms: 3 King and Two Full Beds. 6 Smart TVs. Open floor plan with fully equipped kitchen where you can cook and create experiences with family. Big Fenced Back yard with a Big Deck. Parking 3 cars. Close to restaurants, shopping, trails, and parks. 6 miles to Schaumburg Convention Center, 17 miles to O'Hare Airport, 5 miles to Woodfield Mall

4.97 out of 5 average rating, 195 reviews
Top Guest favourite
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*)

Fall's here, the treehouse is warm and cozy, and the hot tub ready for cool nights! 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!

4.94 out of 5 average rating, 898 reviews
Top Guest favourite
The image showcases a serene riverbank along the Fox River, with manicured green grass leading to the water's edge. Two decorative stone vases sit beside a paved area that meets the river, and trees line the opposite bank under a clear blue sky.
Home in South Elgin

Riverfront rental

Riverfront Rental Sits on a quiet street in downtown South Elgin. This home gives you complete access to the Fox River. The bedrooms are on the main level, along with a beautiful kitchen featuring cherry cabinets and an island with breakfast bar, and an awesome four-season porch overlooking the backyard and the beautiful river setting. The second-level loft has great natural light . Outside, you'll find concrete patio and walkway, and stairs leading down to the river and firepit. no pets

4.92 out of 5 average rating, 322 reviews
Top Guest favourite
A spacious living area features a cozy gray sofa adorned with colorful cushions, complemented by two vibrant blue chairs. A wooden coffee table rests on a floral area rug, while a flat-screen TV is mounted on the wall above a modern fireplace. Natural light enters through large windows.
Home in Schaumburg

Modern & Clean 3 Bedroom Ranch House with Sunroom

Kick back and relax in this fully renovated and stylish space. House is stocked with new kitchenware, appliances, smart TVs. This rental has everything you need! 6 miles to Schaumburg Convention Center, 17 miles to O'Hare Airport, 5 miles to Woodfield Mall. Enjoy restaurants, parks, golf courses, Legoland, Medieval Times and much more. This is a 3 bedroom 1 bathroom house with a beautiful sunroom that sleeps up to 6 people (2 in each bedroom). Garage is not available for guests' use.

4.97 out of 5 average rating, 121 reviews
Top Guest favourite
A warm living area is surrounded by natural light from a window adorned with floral curtains. Two spacious sofas are placed opposite each other, with decorative pillows adding color. A dining space is visible through an archway, featuring a wooden table and chairs, creating an inviting gathering space.
Home in Wheaton

Little House on the Prairiepath by Wheaton College

Little House on the Prairie Path Cozy, gemütlich, hygge cottage in quiet unincorporated Wheaton, close to Lincoln Marsh, on the Prairie Path. International traveler decorated. This house offers extreme coziness. Very kid and pet friendly. Large back yard with fire pit overlooks pond with ducks, egrets, herons. Close to Central DuPage Hospital, Wheaton College, Metra train to Chicago. Perfect for family gatherings. Kitchen is fully equipped for cooking real meals!

4.92 out of 5 average rating, 101 reviews
Guest favourite
Home in Schaumburg

Game Room & Fenced Yard Near O’Hare

Family-friendly vacation rental with modern amenities! ★ Can sleep 5 people ★ 3 Bedrooms, 4 beds ★ Rest peacefully in a king-size bed ★ Watch your favorite shows on a 65" 4K TV ★ Stay connected with fast Wi-Fi. ★ Convenient private driveway. Visit Waterworks Park (4 mins) Woodfield Mall (10 mins) Medieval Times (12 mins) Legoland (14 mins) Schaumburg Convention Center (15 mins) Numerous dining options nearby. Book today and create lasting memories!

4.89 out of 5 average rating, 120 reviews
Guest favourite
Home in Elmhurst

Big 5BR 3.5BA Game Rm Prime Location minutes to DT

Experience ultimate luxury at our exclusive property. Nestled in a prime location, this meticulously designed retreat offers opulent furnishings, panoramic views, and bespoke amenities. Ideal for discerning travelers and work travelers seeking sophistication and comfort, indulge in a private sanctuary where every detail exceeds expectations. Discover the epitome of elegance with us and create unforgettable memories in this exquisite haven.

4.92 out of 5 average rating, 125 reviews
Top Guest favourite
The exterior of a modern ranch-style home is showcased, featuring a strategic arrangement of greenery and colorful landscaping. A paved driveway leads to a welcoming entrance, flanked by two garage doors. The home is complemented by a clear blue sky and mature trees in the background.
Home in Schaumburg

Cozy Schaumburg 5 br/3.5ba w/ bonus rooms/office

Luxurious–Cozy Ranch Stunning 5-bedroom, 3.5-bath home offers spacious modern living on a quiet cul-de-sac. The home features a gourmet kitchen with a Viking 48” stove and Omega cabinets, a master suite with a coffee bar, his-and-hers bathrooms, and a jacuzzi tub. Enjoy two fireplaces, three wet bars, and a basement with a pool table, arcade games, an 85” TV, and a kids' playroom. Outside, the backyard has a patio, gazebo, and firepit.

4.93 out of 5 average rating, 103 reviews
Superhost
A stylish living room features a comfortable gray sofa adorned with colorful cushions. A round coffee table sits in front, complemented by a unique wooden chair and playful orange poufs. Large windows allow natural light, while a decorative mural of angel wings graces the dark feature wall.
Home in Schaumburg

InstaWorthy! Modern Gem, Perfect Family Getaway-Pe

Have fun with the whole family at this stylish place! - Minutes away from Woodfield Mall, Legoland Waterworks Indoor Water Park, Golf, Outdoors, and more! - Private Driveway - Blazing Fast 1GB internet speed - 60 4K Smart TV w/ Roku Live TV - Pack n Play, High Chair, Stroller - Stocked Kitchen with Coffee and Waffle Bar! - Outdoor Patio Area w/ games - Working Desk Area. - Firepit, Corn Hole, Pool Table - King Size Bed in Main

4.88 out of 5 average rating, 140 reviews
Superhost
A bright living area is presented with a light-colored sofa and a welcoming cushion. Colorful floral artwork decorates the wall above. A round, dark wood coffee table is centered, complemented by a small planter with decorative flowers and a potted plant in the corner.
Home in Elk Grove Village

Modern Aesthetic 3bd Family Haven w/ King Bd, Yard

Unwind in this spacious, family-friendly haven in Elk Grove Village. Featuring a king bed, modern amenities, and a private yard, it’s the perfect spot for a relaxing getaway or a convenient home base to explore the area. The home is centrally located near O'hare Airport and Woodfield Mall, plus it is conveniently located near the intersection of Chicago's two major highways: I-90 and I-290, ready to take you to your destination.

4.94 out of 5 average rating, 110 reviews
Top Guest favourite
A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.
Home in Lombard

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

4.99 out of 5 average rating, 161 reviews

Popular amenities for Roselle family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
The exterior of a two-story home is displayed, featuring a spacious deck above the entrance. A well-maintained lawn surrounds the property, accented by trees and shrubbery. The driveway leads to a two-car garage, and a pathway leads towards the entrance of the house.
Home in Algonquin

On the Fox River Front/Sauna/Hot Tub/Kayaks/Grills

4.89 out of 5 average rating, 115 reviews
Guest favourite
Home in Montgomery

Skip the hotel! Relax here!

4.91 out of 5 average rating, 148 reviews
Guest favourite
An outdoor deck overlooks the river, featuring a circular arrangement of comfortable chairs with decorative cushions. A fire pit is situated in the center, and a covered area with a hot tub is visible in the background, surrounded by lush greenery.
Home in St. Charles

THE RIVER HOUSE Water front! Hot Tub,Sauna!

4.83 out of 5 average rating, 105 reviews
Guest favourite
Home in McHenry

River House with Deck and Hot Tub

4.92 out of 5 average rating, 296 reviews
Guest favourite
A spacious living room features a rich blue accent wall and mid-century modern furniture. Two armchairs and a plush sofa are arranged around a low coffee table. A television is mounted on the wall, complemented by decorative wall art. Natural light fills the room.
Home in Westchester

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

4.87 out of 5 average rating, 103 reviews
Top Guest favourite
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.
Guest suite in Riverwoods

Master qtr close to nature & easy urban facilities

4.95 out of 5 average rating, 510 reviews
Guest favourite
Home in Woodstock

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

4.93 out of 5 average rating, 292 reviews
Guest favourite
A large, inviting above-ground pool features clear blue water, with a pink flamingo float resting on the surface. Surrounding trees provide natural shade, while a gazebo with soft lighting is visible in the background, offering a cozy and relaxing ambiance.
Guest suite in Flossmoor

Game Room Suite with hot tub & Event Yurt up to 25

4.96 out of 5 average rating, 105 reviews

Family- and pet-friendly home rentals

Guest favourite
A spacious living area features an array of seating options, including a light gray sofa and colorful accent chairs. Natural light floods in through multiple windows, highlighting the wood flooring and inviting decor. A dining table is situated nearby, along with a small coffee station.
Home in Elmhurst

Cozy Ranch w/ King Bed & 3 Baths – Great Location!

4.78 out of 5 average rating, 160 reviews
Top Guest favourite
A modern kitchen showcases dark wood cabinetry and stainless steel appliances, including a refrigerator and gas stove. A granite countertop extends into a bar area with three metal stools. A microwave and kettle are placed on the counter, illuminated by overhead lighting.
Guest suite in Wood Dale

The Deer Suite

4.92 out of 5 average rating, 571 reviews
Superhost
The modern kitchen features dark cabinetry and white countertops, complemented by stainless steel appliances. A central island with seating for four is visible. Natural light enters through a nearby window, and a wall clock adds a touch of functionality. The open design connects to a dining area.
Home in Wood Dale

King bed, dog friendly, right by O'hare airport!

4.89 out of 5 average rating, 122 reviews
Guest favourite
A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.
Townhouse in Hoffman Estates

a SIMPLE place

4.9 out of 5 average rating, 397 reviews
Top Guest favourite
A comfortable living room is highlighted by dark leather sofas and contemporary side tables. A large flat-screen TV is mounted on the wall, opposite a stylish coffee table set atop a patterned area rug. Soft lighting enhances the inviting space, with blinds covering the window.
Home in Streamwood

Cozy Family Retreat: King Beds, Garage, Fast WiFi

4.95 out of 5 average rating, 99 reviews
Guest favourite
The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.
Home in Naperville

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

4.85 out of 5 average rating, 189 reviews
Top Guest favourite
Apartment in Oak Park

Oak Park Space+Style Duplex Parking+Walk to Train

5.0 out of 5 average rating, 104 reviews
Guest favourite
The spacious family room features a high vaulted ceiling with exposed wooden beams. A stone fireplace provides a central focal point, and a large TV is mounted above it. Comfortable seating is arranged for relaxation, complemented by a stylish area rug.
Home in Des Plains

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

4.97 out of 5 average rating, 135 reviews

Family-friendly home rentals with a pool

Guest favourite
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.
Condo in Elk Grove Village

Just remodeled apartment close to airport and mall

4.91 out of 5 average rating, 128 reviews
Top Guest favourite
A red sofa is positioned in front of a brick fireplace, creating a cozy seating area. A wooden coffee table is placed in front of the sofa. Soft lighting is cast from a lamp beside the sofa, and framed photographs adorn the walls.
Guest suite in Bartlett

Cozy & Spacious Suite in Quiet Neighborhood

4.96 out of 5 average rating, 240 reviews
Top Guest favourite
An aerial view of a swimming pool surrounded by a spacious wooden deck. Six comfortable loungers are positioned around the pool, with additional seating areas visible. An umbrella-covered table is set for outdoor dining, harmonizing with the greenery in the yard.
Apartment in Logan Square

Fun & cozy getaway w/POOL/game room/FREE parking

4.98 out of 5 average rating, 172 reviews
Guest favourite
The open-concept living space features large windows that allow natural light to fill the room. A cozy sectional sofa and a blue accent chair complement a glass coffee table. The modern kitchen is equipped with dark cabinetry, stainless steel appliances, and a spacious countertop.
Apartment in Evanston

"Serenity of Evanston" 2 BDR/2Bath Modern Suite

4.98 out of 5 average rating, 132 reviews
Top Guest favourite
The charming Victorian home features a welcoming front porch adorned with hanging flower baskets and a large American flag. A brick pathway leads through manicured hedges and colorful flower beds, enhancing the inviting outdoor space surrounded by mature trees.
Home in Woodstock

Grand 1800s Victorian Gem: Updated/by Downtown

4.9 out of 5 average rating, 102 reviews
Guest favourite
The modern kitchen features white cabinetry and a spacious island with four bar stools. A stainless steel refrigerator stands next to a gas stove and microwave. Natural light filters through large windows, illuminating the elegant countertops and sleek finishes.
Apartment in West Town

Cozy Duplex Down in Wicker Park East w/ Parking

4.93 out of 5 average rating, 131 reviews
Superhost
A bright living area features large windows that offer city views, enhanced by natural light. Comfortable gray seating is arranged on a patterned rug, complemented by modern decor and greenery. A flat-screen TV is mounted on the wall, alongside a stylish coffee table.
Apartment in The Loop

Spectacular 2BR Penthouse in the Loop | Roof Deck

4.81 out of 5 average rating, 360 reviews
Superhost
A bright and spacious living area features large panoramic windows that offer stunning skyline views. Stylish furniture is arranged around a modern dining table, complemented by a cozy seating area with a sofa and accent chairs. Decorative lighting hangs above, enhancing the contemporary design.
Apartment in West Loop

West Loop 2BR with Skyline Views + Prime Location

4.82 out of 5 average rating, 109 reviews

Destinations to explore