Family-friendly vacation rentals in St. Charles

Apartment in Saint Charles

An inviting coral front door featuring a bicycle-themed welcome sign. Two bright red mailboxes are mounted beside the door, complementing the cheerful color scheme. Light filters through a sheer curtain in the window above the door, enhancing the welcoming entryway.

4.91 out of 5 average rating, 284 reviews

Vintage Charm

Welcome to The Vintage Charm! This downstairs apartment is 2 beds & 1 bath of Vintage Charm & Cozy Warmth. The walls are plaster, the ceilings are high, the floors are mostly original oak! Please note that new window AC units are in place for cooling & there is a furnace for heat. Entry is via an enclosed front porch. *Cat/Dogs on property, not in Guest Space* *Please submit pictures of any isssues* *Orkin for Pest Control, please contact host with any pest issues to arrange extra service*

4.97 out of 5 average rating, 262 reviews

A charming red cottage is nestled in a lush green yard, surrounded by tall trees. A tire swing hangs from a large oak, and a set of blue lawn chairs is positioned near the riverbank, providing an inviting space to relax and enjoy nature.

Home in South Elgin

Rustic River House W/Firepit, Tire Swing & Grill

The holidays are around the corner! Come visit our family's wonderful riverfront cottage, ready and waiting. A two bedroom 750 sqft house with 1 bathroom on just under an acre property. A special place to relax, do some fishing, grilling, and roasting marshmallows on the fire. Located in a secluded unincorporated Fox River neighborhood in Kane County just a half mile from Blackhawk waterfall via bike path. The subdivision is hidden between the Jon J. Duerr and Blackhawk forest preserves.

Guest suite in Saint Charles

A spacious bedroom features a queen bed dressed in crisp white linens, accompanied by decorative pillows. Soft lighting is provided by a bedside lamp, while an accent rug adds warmth to the wood floor. A built-in shelf displays various decorative items.

5 out of 5 average rating, 300 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Apartment in Saint Charles

A cozy living area features a dark gray sofa adorned with accent pillows. A small coffee table sits in front of the couch, and a light-colored dining table with two chairs is positioned nearby. The kitchen is visible in the background, equipped with modern appliances.

4.98 out of 5 average rating, 182 reviews

Peaceful apartment close to everything

Spacious 1 bedroom, living room, kitchen and laundry. Separate entrance. Sit out and enjoy nature on your private patio. Light and airy basement apartment. Super clean. Suitable for remote workers - office desk, chair and great wifi. A full kitchen or enjoy a long list of local places to eat out. Enjoy your own laundry in apartment. All space listed is just for Guests Pet free property, includes service/emotional support animals. Host has condition & lives at the property upstairs.

4.8 out of 5 average rating, 157 reviews

A spacious living area features large windows that allow natural light to brighten the room. Comfortable seating arrangements, including a sectional sofa and armchairs, surround a central coffee table. A stone fireplace serves as a focal point, with a television mounted above it.

Home in Saint Charles

California Ranch on Acre Lot - Hot Tub & Sauna

This secluded luxurious ranch house sits on a huge 1 acre lot far away from any neighbors and backs-up to a private golf course. Next to downtown Saint Charles, you can walk down the Riverwalk to amazing restaurants. Perfect location for a peaceful getaway or new adventures in a gorgeous historic riverside city. 1 Gigabit Comcast Wi-Fi (Extremely Fast) I added back patio furniture that seat 8! The private outdoor hot tub and indoor infrared sauna are ALWAYS up and running year-round!

4.95 out of 5 average rating, 120 reviews

A bedroom features hand-painted floral murals on the walls, complemented by light-colored curtains framing a window. A spacious bed with white linens is centered on a patterned floor. A cozy sitting area with a dark wicker chair adds to the comfort of the space.

Home in Geneva

The Secret Garden

Summer is COOLER in Geneva! Located just 3 blocks from shops and restaurants in beautiful, downtown Geneva. Our space can sleep up to 4 comfortably. We offer amazing amenities like plush bed & linens, array of coffee and teas and goodies, 50" flat screen smart tv for watching movies after a day of fun in Geneva. Beautiful bath equipped with everything, including homemade salt scrub. A secure, separate entrance to come & go. It is a basement soace so ceilings are lower than average home.

4.98 out of 5 average rating, 197 reviews

A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.

Apartment in Aurora

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Apartment in Saint Charles

The exterior of a Tudor-style home is displayed, featuring a combination of white stucco and dark wood accents. The building is complemented by a brick base, with steps leading to the front door. Lush greenery surrounds the structure, enhancing its charming appeal.

4.93 out of 5 average rating, 123 reviews

Tudor by the Fox- downtown St. Charles

This amazing, 1st floor unit in a 1930 Tudor home was just updated with modern amenities while keeping the old charm like stained glass windows. This comfortable, 2 bed 1 bath unit is within walking distance to all that St. Charles has to offer. .4mi to the Arcada and walking distance to Everything downtown from Restaurants and breweries to shopping. Located just 2 blocks from the river and Mount St. Mary Park and the Fox River Bike path Trail. Strict Covid cleaning requirements

Guest suite in Saint Charles

A spacious sleeping area features a queen-sized bed adorned with a light-colored quilt and two decorative pillows. Natural light enters through window treatments, brightening the room. Neutral walls and hardwood flooring provide a calming backdrop, with decorative art adding subtle touches of character.

4.87 out of 5 average rating, 166 reviews

Cozy, Comfy, Close to Downtown

Discover serenity in our centrally located guest apartment in our charming St. Charles cottage. The space is pet-friendly with a fenced yard, featuring a spacious kitchen, living room, bath, queen-sized bed, and in-unit laundry. The yard offers views of the Fox River, a peaceful patio, with award-winning parks & biking trails at your doorstep. Note: The unit is studio style located in the lower level of a home. The space is completely private. Only outdoor spaces shared. 😊🪻🏡

4.8 out of 5 average rating, 182 reviews

The exterior of the Victorian Sherwood House showcases its distinct pink siding accented with green trim. Stained glass windows add character, and multiple gabled roofs enhance its architectural design. A canopy of trees provides a natural backdrop to this charming residence.

Apartment in Elgin

Sherwood House

Enjoy the ambience of the Sherwood House, an 1884 Victorian built for Judge David Sherwood. Use of entire first floor apartment including a full kitchen is perfect for longer term stays. Original features include multiple stained glass windows, beautiful wood work, multiple decorative fireplaces and hardwood floors. Located just blocks from downtown Elgin, walk to shops, restaurants, the casino, bike trail or Metra. WiFi and off street parking.

4.95 out of 5 average rating, 164 reviews

A light and airy bedroom is seen with a spacious bed adorned with a striped blanket. Soft pillows are arranged at the head of the bed. Large windows allow natural light to illuminate the room, complemented by simple white curtains.

Apartment in Geneva

The Tailor's Loft, 1 bdrm apt. in Downtown Geneva

The Tailor's Loft is located right the the heart of historic downtown Geneva and is walkable to dozens of unique restaurants and shops. This apartment has been completely renovated in a fresh modern style. It is a great space for a couples getaway, girls weekend or extended stays. High ceilings and open floorpan with separate king-size bedroom. In unit washer/ dryer. Easy walk to the Geneva train station (0.5 miles).

4.92 out of 5 average rating, 308 reviews

The exterior of the Coach House features white siding and a covered entry, framed by greenery. Two doors are visible, leading into the house, while a decorative wall piece is positioned above the entrance. A pathway lined with plants guides the way to the front steps.

Guesthouse in Batavia

Quaint Batavia Coach House

The Coach House is located behind our house. It is a private and separate little house. It is located close to the river path and lots of restaurants. The upstairs is one big room that has 1 queen and 2 twin beds. The upstairs also has a full bath. The TV in main living area on first floor is not hooked up to cable, but you can log into all of your apps and have access to news via YouTube TV, Netflix, Prime etc.

Popular amenities for St. Charles family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 432 reviews

Master qtr close to nature & easy urban facilities

4.87 out of 5 average rating, 63 reviews

A spacious basement game area features a classic pool table with a vibrant green felt surface, complemented by cues and an arranged set of colored balls. Nearby, a seating area with leather couches and an arcade machine is visible along the wooden-paneled wall.

Home in Bloomingdale

Family-Friendly Suburban Getaway Near Chicago

4.92 out of 5 average rating, 71 reviews

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

4.98 out of 5 average rating, 40 reviews

A single-story ranch-style home is set against a colorful sunset sky. The property features a well-maintained front yard with green grass and shrubbery, framed by trees. Two windows on the front of the home are warmly illuminated, creating a welcoming appearance.

Home in Elgin

Blue Door Cottage, Hot Tub & updated 3 BDR ranch

4.86 out of 5 average rating, 76 reviews

A hot tub is nestled under a metal canopy, offering privacy with curtains that can be drawn. Steps lead up to the tub, surrounded by a concrete patio. Fallen leaves lay on the grass nearby, contributing to the serene outdoor setting.

Home in Montgomery

Skip the hotel! Relax here!

4.79 out of 5 average rating, 121 reviews

A dining area is presented with a long glass table set for six, surrounded by tall upholstered chairs. The space features a decorative rug beneath the table and wall art made of natural materials, with soft lighting illuminating the room.

Home in Elmhurst

Luxe 3BR, 2BA + Hot Tub

4.82 out of 5 average rating, 57 reviews

A cozy bedroom is presented with a queen bed adorned with patterned bedding and two decorative pillows. Natural light enters through a window fitted with light curtains. A ceiling fan provides circulation, while a nightstand and lamp are positioned beside the bed.

Home in Palatine

Private Room w/ attached bath and personal kitchen

4.96 out of 5 average rating, 24 reviews

The image showcases a modern bedroom entrance, featuring a spacious bed adorned with decorative pillows and a soft blanket. A door leads to a bright bathroom equipped with a walk-in shower and elegant lighting. Neutral tones create a calming atmosphere in this inviting space.

Home in Saint Charles

Modern & Tranquil Stay: Hot Tub & Espresso Machine

Family- and pet-friendly home rentals

4.79 out of 5 average rating, 154 reviews

A light-filled living area is presented with a soft blue couch and a glass coffee table atop a textured rug. A comfortable armchair complements the seating arrangement. French doors lead to an outdoor deck, enhancing the connection with nature.

Townhouse in Yorkville

Riverfront Townhome in Downtown Yorkville

Apartment in Melrose Park

A modern living area features a sectional sofa and two armchairs arranged around a central coffee table. Large windows allow natural light to fill the space, while decorative wall art adds visual interest. A flat-screen TV is positioned opposite the seating area.

4.92 out of 5 average rating, 171 reviews

KNG+QN 2bdrm/1parking space /18 min O’hare/Alstate

4.92 out of 5 average rating, 200 reviews

A cozy living room features a leather sofa with decorative pillows, accompanied by two woven chairs. A coffee table sits on a patterned rug, while a potted plant and framed artwork add visual interest. Natural light enters through large windows, creating a bright atmosphere.

Home in Plainfield

Modern Peaceful Home | Firepit | Steps to Downtown

4.9 out of 5 average rating, 405 reviews

A walkway lined with pavers is framed by greenery, leading toward a fenced yard. Soft string lights illuminate the area beside the tiny house, creating a serene evening atmosphere. A cozy seating area is visible, inviting relaxation outdoors near the lush foliage.

Tiny home in Burr Ridge

Less is more! Pet friendly Tiny Home near Chicago!

4.91 out of 5 average rating, 135 reviews

A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.

Loft in Brookfield

1920s fully updated unique open artist loft space

4.89 out of 5 average rating, 103 reviews

A cozy living room features a spacious sofa and a round coffee table on a patterned area rug. A barn door partially closes off the room, while natural light streams in through two windows adorned with light curtains.

Home in Westmont

“Aunt Betty’s Cottage” whimsical enclosed yard

4.86 out of 5 average rating, 143 reviews

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

4.94 out of 5 average rating, 106 reviews

A spacious living area features a large L-shaped sofa adorned with decorative cushions. A coffee table sits at the center, complemented by a cozy area rug. A brick fireplace, currently not in use, adds character, while a wall-mounted Smart TV is positioned above the mantel.

Home in Schaumburg

Pet-Friendly Sunny 3BR Near Woodfield & Downtown

Family-friendly home rentals with a pool

5 out of 5 average rating, 16 reviews

A spacious living area is presented with a large, U-shaped sectional sofa and a matching armchair. A coffee table sits in the center, complemented by light hardwood floors and a patterned area rug. Natural light filters through a nearby dining space, featuring a table set for meals.

Home in Montgomery

5 bdrm/2.5 bth/Fenced Yard/Quiet St /Pet friendly

5 out of 5 average rating, 7 reviews

A modern living area is presented with a light-colored sectional sofa adorned with textured throws and cushions. A patterned area rug lies beneath a coffee table, and a dining set is positioned nearby. The kitchen showcases stainless steel appliances against a contrasting blue accent wall.

Apartment in Warrenville

Naperville Family Fun! Pool, Pickleball, Kids Room

4.76 out of 5 average rating, 50 reviews

The bedroom features a spacious bed adorned with soft linens and decorative pillows. Large windows allow natural light to fill the room, complemented by elegant sheer curtains. A distinctive floral accent wall adds character, and a bedside lamp provides warm illumination.

Home in Plainfield

30 mins to CHI•3 Kings•BBQ Grill•Spacious•Pool

4.95 out of 5 average rating, 42 reviews

Home in Schaumburg

Friends-Inspired Vintage Vibes House near Chicago

4.82 out of 5 average rating, 50 reviews

A cozy living room space features a comfortable sofa adorned with decorative pillows. A sleek coffee table sits atop a soft carpet, complemented by a green potted plant. Large sliding glass doors provide access to a private balcony, enhancing natural light in the area.

Apartment in Lombard

Balcony, Pond View, Washer Dryer, Non Smoking

4.94 out of 5 average rating, 85 reviews

A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. An island with bar seating is positioned in the foreground, while a spacious archway leads to an elegantly designed hallway featuring artwork and natural light.

Home in Plainfield

Beautiful Spanish style Home (w/inground pool)

5 out of 5 average rating, 9 reviews

A spacious living area features a light-coloured sofa set positioned around a wooden coffee table, with a television mounted on the wall. A large area rug enhances the space, while plants and natural light provide a fresh atmosphere. Dining space is visible in the background.

Home in Schaumburg

Paradise with Pool & Games