
Family-friendly holiday rentals in Matteson
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Top-rated family-friendly rentals in Matteson
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cabin on Swede Hill
Welcome to "Cabin on Swede Hill". Our family has farmed this land since 1871. My great grandparents, Swan and Johanna Johnson immigrated to America in the 1860's, found this land which was similar to Sweden. They raised their family here. Approximately 65 Swedish families settled in this community, became to be know as the "Swede Hills". We just received the Hoosier Homestead Award from Indiana celebrating the Sesquicentennial Award. We invite you to come...... and experience country life.

King-size beds ! All the luxeries of home!
4 minutes from I-57 You will love this 3-bedroom 2 full bathroom home. In the living room there is a 65in Smart TV for your enjoyment. In the Mater & 2nd bedrooms you will enjoy comfy King size beds with king size hotel pillows & 55" smart tv's. In the 3rd bedroom is a comfy queen size bed with comfy pillows & a 55" smart tv. In the 3rd bedroom closet you will find a deluxe queen air bed. We supply bikes for children & adults along with patio table & chairs with outdoor grill with charcoal

Steps from the beach and a mile from National Park
Perfect for family or friends to relax and enjoy Indiana’s Dunes National Park! The Holliday House is a 2022 custom built home with lake views and a beach path just STEPS from the front door! This 2000 sq ft open concept design features 3 bedrooms and 3 bathrooms, 16’ ceilings, open great room with beautiful indoor/outdoor kitchen, custom dining seating for 8, and loft hammock. Hosts live next door and are easily available if needed! Everything is on the 1st floor except for the 3rd bedroom.

Enchanted Garden Treehouse (Amenity*)
Spring is here, the flowers out, the treehouse warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

Charming Garden Apartment
Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to downtown Homewood to enjoy shopping & dining or catch the train to Chicago. 🏳️🌈 BLM Safe space! After a day of exploring, a king-sized sleep number bed & lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs welcome! This suite has a kitchenette with a convection toaster oven & induction cooktop.

Quiet Farmhouse Retreat
Looking for a tranquil farmhouse destination? Get away at Wadsworth Acres- a Scottish Highland hobby farm! This modern farmhouse is the perfect space to relax. Complete with a very spacious primary suite, large eat-in kitchen, exercise room, and space to play outside- you’ll never have to leave! Enjoy your morning coffee with breathtaking farm sunrises on the patio and evenings in the hammocks.Peaceful escape just 5 minutes from the highway, 10 from historical downtown, 35 from the Dunes!

Lockports Famous Hideaway ~ 2bdrm Guest House Flat
A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! Family & Business Friendly. The entire upstairs 1,500 sq ft vintage 2-bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"! *Note: Pricing is based on "Double Occupancy". Can accommodate up to 6 guests. Extra charges per person apply after 2 guests.

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.

Private Guest Suite 2 Cozy Rooms
Private guest suite with separate entrance. Sitting room, kitchenette, bedroom w/queen bed, private bath, plus twin sofa bed in sitting room. Great alternative to hotel for business trip or visiting the area. Conveniently located in southwest suburbs of Chicago, 40 minutes from downtown by car (non rush hour) or Metra lines a few miles from the house. Set near a golf course and forest preserve, nearby to multiple restaurant and shopping districts less than 10 minutes away.

Cozy three bedroom home in Munster , Indiana.
Plan your next escape to Indiana or Illinois and stay in this beautifully renovated and thoughtfully appointed 3 bedroom and 1 bath home. Located in the quiet and safe suburb of Munster, Indiana, the property is just a 3 minute, easy access to the I-94 Highway. Exciting Downtown Chicago is just 30 minutes away! Walk to Riverside Park and take in the scenic view while enjoying a morning croissant and coffee from one of the quaint neighbourhood cafés.

Your Quiet Oasis: Cozy & Private
Escape to this private 2-BR home, perfect for remote workers, cyclists & brewery fans! Enjoy a dedicated workspace with fast Wi-Fi (413 Mbps), a full kitchen, and a spacious, private backyard with a gas grill. This pet-friendly, single-level retreat is your convenient base for exploring nearby nature trails, 6 local breweries, and casinos. Comfortably fits small groups or families seeking a quiet getaway just 30 mins from Chicago.

Updated, bright, and modern, 3 bedroom home.
You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi
Popular amenities for Matteson family-friendly rentals
Family-friendly home rentals with a hot tub

Northstar Retreat & Wood Fired Hot Tub

Couples Getaway, Jacuzzi, Sauna, Pool

Private Cottage in Gated Nudist Community

Secluded Modern Retreat Near Beach - "Sandlot"

The Studio at the Dunes

The Blueberry, Steps from ONU #walk there #Hottub

Singing Sands Trl | Hot Tub Retreat | Dogs OK

The Spa of Downtown Whiting
Family- and pet-friendly home rentals

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

Cheerful 2 bedroom home near Rt. 66

Cozy Lakeview Studio with Private Access

Beverly Cottage Loft

*The Heron House*/King Bed/Spacious/Remodeled/

Dunes Homestead - Near Dunes + Lake + Dog Friendly

Fully Equipped Studio w/ Kitchen & Laundry Access

1920s fully updated unique open artist loft space
Family-friendly home rentals with a pool

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking

5 Bedroom Luxury Home In Heart of Beachwalk Resort

The Metropolitan Retreat (Fitness Center • Sauna)

Just remodeled apartment close to airport and mall

Top of River West: Luxe Penthouse for Groups

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

Whole Flat in Private Club. Walk to L, Dining & Shows

Peaceful Private Coach-House in St. Charles
Quick stats about holiday rentals that are family-friendly in Matteson

Total holiday rentals
Explore 10 holiday rentals in Matteson

Nightly prices starting at
Matteson holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 210 verified reviews to help you choose

Wifi availability
10 of Matteson holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Matteson rentals

4.8 Average rating
Matteson stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Oak Street Beach
- Museum of Science and Industry
- Willis Tower
- Indiana Dunes State Park
- Chicago History Museum
- Riviera Theatre





