Family-friendly vacation rentals in Elgin

4.96 out of 5 average rating, 385 reviews

A spacious bed with plush pillows is positioned against a backdrop of exposed brick walls. Natural light filters in through a large window, adorned with elegant curtains. A bedside table with a lamp complements the cozy ambiance.

Loft in West Dundee

Hip Urban Loft-Small Town Charm - 124 LOFTS #1

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Book one Loft or all four.

4.94 out of 5 average rating, 109 reviews

A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.

Apartment in West Dundee

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

4.93 out of 5 average rating, 255 reviews

A spacious living room features cozy seating with a blue sofa and patterned armchair. A coffee table sits in the center, complemented by soft carpet. Light enters through a window adorned with curtains, leading to a dining area with a wooden table illuminated by a chandelier.

Townhouse in Elgin

Modern Lagoon 3 br entire house sleeps 8. King bed

The modern lagoon is an entire townhouse with 3 br with 1 king , 2 queen and a sofa bed, private entrance with a homely feel. 1 car garage, 1 car driveway with plenty of parking for visitors. You are 25 mins away from O'Hare Airport and 35 mins from the epic downtown Chicago area. Staying local? There is plenty to do! 10 mins away from the NOW Center Arena, 10 mins from Woodfield Mall, and mins from the Arboretum, Main Event and more. Short Term welcomed. Key pad entry, make yourself at home !

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, 299 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.

4.95 out of 5 average rating, 117 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.

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, 165 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. 😊🪻🏡

4.97 out of 5 average rating, 261 reviews

The exterior of a red cottage is illuminated by warm outdoor lighting at dusk. A welcoming porch is highlighted, with two front windows reflecting a soft glow. Lush greenery and flowerbeds surround the property, contributing to a tranquil atmosphere.

Home in South Elgin

Rustic River House W/Firepit, Tire Swing & Grill

Fall is in the air!! 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.

4.99 out of 5 average rating, 168 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!

Superhost

The exterior of a charming historic home features dark blue siding and a welcoming front porch with three steps leading up to the entrance. Large windows on either side of the door allow for natural light, while lush greenery surrounds the property, enhancing its curb appeal.

Home in Elgin

4.88 out of 5 average rating, 128 reviews

Charming Elgin Home with a Great Location

Come enjoy this beautifully restored and charming historic home from the early 1920s. Our place is good for couples, families or for a getaway with friends. Outdoor space with fully fenced backyard. This 2 bed 1 bath has been fully restored and is absolutely adorable! Walking distance to downtown Elgin (less than one mile) and Metra station (only one hour train ride into the city!), and less than 5 minute drive to I-90. Relax and get cozy in this adorable space.

Townhouse in Hoffman Estates

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.

4.9 out of 5 average rating, 353 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

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.

4.92 out of 5 average rating, 307 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 Elgin family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse in Lincoln Square

The exterior of a charming coach house is presented, featuring wooden shingles and a well-maintained yard. A circular table with chairs is set on the lawn, accompanied by a green umbrella for shade. Lush bushes border the property, and a wooden fence encloses the yard.

4.88 out of 5 average rating, 331 reviews

Private Coach house near Lincoln Square!

4.96 out of 5 average rating, 273 reviews

A modern kitchen features a large stainless steel island with seating for three. Black cabinetry offers ample storage space, complemented by open shelves displaying various kitchen items. Pendant lights hang above, illuminating a stylish workspace adorned with greenery, while industrial elements add character.

Loft in Wicker Park

Tea Studio in Wicker Park Spring Factory

Superhost

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

4.79 out of 5 average rating, 156 reviews

California Ranch on Acre Lot - Hot Tub & Sauna

4.94 out of 5 average rating, 214 reviews

A charming two-story house is shown with a white exterior and natural wood shutters. Soft string lights outline the roof, enhancing the inviting appearance. A well-maintained yard and curved pathway lead to the front porch, framed by seasonal foliage.

Home in Woodstock

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

4.97 out of 5 average rating, 140 reviews

The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.

Apartment in Dunning

Belmont Pleasures - hot tub / arcade gaming room

4.94 out of 5 average rating, 231 reviews

A spacious studio is showcased with a king-size bed positioned against a contrasting dark wall. Natural light filters through large windows, highlighting the exposed brick and the vintage stone fireplace. A mirrored wall accents the room, while a desk complements the seating area.

Condo in Little Italy

Private hot tub - King bed suite - Free parking

4.93 out of 5 average rating, 832 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*)

4.89 out of 5 average rating, 155 reviews

A tranquil evening scene showcases a hot tub on the deck, with two glasses positioned on the edge. The vibrant sunset casts warm colors over the lake, reflecting off the water where a pier extends into the distance. Soft grassy areas are visible in the foreground.

Home in Ingleside

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 196 reviews

A cozy seating area is highlighted by a modern electric fireplace beneath a mounted television displaying streaming options. Soft cushions and a pastel throw blanket add comfort to the light-colored chair. A touch of decor is presented with wall art and a small side table.

Apartment in Oak Park

Lovely, spacious 2bd, 1bath home w/free parking

Guest suite in Portage Park

The living area features a comfortable sofa adorned with colorful cushions, positioned beside a unique wooden coffee table. A striking piece of wall art adds visual interest, while a dining area with modern chairs is visible in the background, complemented by potted plants.

4.94 out of 5 average rating, 444 reviews

Peaceful Portage Park Apartment

4.83 out of 5 average rating, 692 reviews

A rustic cabin with a wooden exterior is situated near Lake Michigan. A wooden deck leads down to the water, providing easy access for outdoor activities. Lush green grass surrounds the cabin, and trees offer natural shade, creating a serene lakeside atmosphere.

Cabin in Kenosha

Lake Michigan Writer’s Cabin

4.91 out of 5 average rating, 133 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

Guest suite in Portage Park

A spacious living area features a large television mounted above a low bookshelf filled with books and movies. A wooden coffee table sits at the center, complemented by a light-colored couch. Doorways lead to other areas, with a hint of the kitchen visible in the background.

4.96 out of 5 average rating, 139 reviews

Eddy Street Upstairs Apartment

4.88 out of 5 average rating, 312 reviews

A spacious living area features a modern sectional sofa in neutral tones. A sleek television is mounted on the wall opposite a minimalist coffee table. The adjoining dining area, visible through an archway, includes a round table with four chairs.

Apartment in Forest Park

Home in Forest Park Upstairs.

Apartment in Jefferson Park

A light-filled dining area features a wooden table surrounded by four chairs. A plush sofa is positioned nearby, offering a cozy option for relaxation. Large windows dressed in navy curtains provide a view of the outside, contributing to an open and inviting feel.

4.95 out of 5 average rating, 240 reviews

Entire 1st Floor Apt near O'Hare/ORD & Blue Line

4.91 out of 5 average rating, 528 reviews

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

Family-friendly home rentals with a pool

Apartment in Chicago Loop

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.

4.82 out of 5 average rating, 279 reviews

Spectacular 2BR Penthouse in the Loop | Roof Deck

A breathtaking view of the sunset over Lake Como is framed by large glass doors. The patio features comfortable seating, adorned with potted plants, while the tranquil lake and lush greenery create a serene backdrop.

4.98 out of 5 average rating, 176 reviews

Serene Lakefront condo with magnificent view, pool

The living area features a dark leather sofa adorned with blue throw pillows, accompanied by a light gray couch. A round woven pouf and an antique-style trunk serve as accent furniture. Large glass doors provide access to a balcony, with lake-themed decor on the wall.

4.96 out of 5 average rating, 161 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

Apartment in Near North Side

4.95 out of 5 average rating, 101 reviews

5-Star Gold Coast Experience in a Luxe 2BR Retreat

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, 211 reviews

Relaxing Villa with Amazing Amenities!

4.9 out of 5 average rating, 110 reviews

An outdoor pool is surrounded by lounge chairs in various colors, creating a bright and inviting atmosphere. Tall buildings are visible in the background, and the pool reflects the clear blue sky overhead.

Apartment in South Loop

The Executive's Escape (2BD / 2BA)

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, 234 reviews

Lake Geneva Cloud 9