
Family-friendly holiday rentals in Gary
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Gary

Total holiday rentals
Explore 120 holiday rentals in Gary

Nightly prices starting at
Gary holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 5,560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
120 of Gary holiday rentals include wifi access

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

4.8 Average rating
Gary stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Gary
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

New sauna, steps from beach and 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.

Beachfront- Lake Michigan-Hot Tub-Heated Pool
Lake Michigan - Beachfront w/Heated In-Ground Pool- Hot Tub - Indiana Dunes National Park - Private Basement Guest Suite - 2 Bedroom/2 Bathrooms - Beautifully Decorated This guest suite has everything you need for a comfy and relaxing stay. Enjoy the 3-person hot tub, perfect for unwinding after a day of adventure. In the summer months, enjoy the heated, in-ground pool. Hiking, beaches and so much more await—and less than an hour’s drive to Chicago. Heated Pool Open from Mid-May to Mid-Oct.

Newly Renovated with Finished Basement
This beautiful house is located near Lake Michigan in Northwest Indiana, less than 10 minutes from the expressway and toll road. There is a stainless steel kitchen, spa bathroom, finished basement and bar with sleeping capacity to accommodate two families. This is a smart home with Ring db, lights and thermostat controlled by your voice. We are less than an hour drive from downtown Chicago, and there are many great beaches nearby. Shopping and great dining options are also within a close drive.

Indiana Dunes / Lake Michigan Bungalow Beach House
Welcome to Swann's Lake House in Miller Beach, located 1 hr from Chicago and just 3.5 blocks from the beaches of Lake Michigan & 5 minutes from IN Dunes Natl Park. ABSOLUTELY NO LARGE GATHERINGS ALLOWED. PARKING FOR 3 CARS ONLY. QUIET NEIGHBORHOOD. 1 story modern home features large master BR with king bed & en-suite bath, 2nd large BR with queen bed, futon couch in the LR, & small sofa bed in MBR for a child. Full kitchen, open large dining/living area. Secluded, wrap-around deck .

The Ashlin House.
Stay at our family-friendly home on a quiet, cobblestone street on vacation or business. We've recently repainted the exterior and painted the master BR. Walking distance to quaint Downtown Whiting , Lake Michigan, Whihala Beach & Lakefront trails. The Horseshoe Casino, Wolf Lake & Pavilion, Hammond Sportsplex, Calumet College, PNW, IUN, U of Chicago, BP, & golf courses are a short drive. See Chicago's Skyline at Lakefront Park. Chicago's attractions & Hard Rock Casino are < 30 mins away.

Rooftop Sauna•Indiana Dunes•3 Full Baths•Game Room
Dune's Edge is a 2300 sq ft mid-century modern home two blocks from Lake Michigan and steps from Indiana Dunes National Park—45 minutes from Chicago. End your day in our rooftop sauna, or sit around the fire pit under the stars. Rainy day? Pick a record from our vintage vinyl collection and settle in. The garage game room has a PacMan arcade, ping pong, and darts. 3 full bathrooms mean no one's waiting in line. Perfect whether you're here in July for the beach or January for a cozy escape.

Neon Dunes Vista Beachfront Cottage
Neon Dunes Cottage is a one bedroom romantic getaway. A newly renovated cottage with new kitchen, modern appliances and new bathroom all in a bright airy home. It is located in Indiana Dunes National Park/Miller Beach. Only 1.5 blocks to the beach, you can hike trails nearby and come back to relax in a unique, comfortable setting with ambiance and charm. It's perfect for summer/holidays. Wifi, onsite parking and self check in, allow you to enjoy our wonderful home in privacy and peace.

5 Bedroom Luxury Home In Heart of Beachwalk Resort
Beautiful home in the heart of Beachwalk, across the street from Lake Kai, pools, basketball & tennis courts and 2 blocks to Lake Michigan. This home is bursting with charm. Front porch runs the width of the house. Dining area opens up to family room with a lovely fireplace. Stunning master bedroom w/walk-in closet and beautiful new bathroom with all the finishes. 3 more bedrooms upstairs, one with full bathroom attached and the other 2 sharing bathroom. 5th bedroom on the lower level.

Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI
If you're looking for a laid-back [aka not fancy] getaway, this is it. The Midcentury Miller Cottage features 3bd, 1ba, and has the perfect blend of updates and original midcentury modern details that will make you swoon. Home feels private and faces a wooded dune. Beach and restaurants are a 9-min walk away. More restaurants, beaches and hiking are a short car drive away. Take time at Miller Cottage to unwind, reconnect and explore. Located in the 61st National Park, Indiana Dunes.

Walk To Beach +National Park! 5BR, 2BTH +Game Room
Lake Michigan’s sandy beach and National Park are just steps away from this 5 bedroom comfy vacation lodge. The area has much to offer year round. Enjoy bike trails, dune hiking, sledding, disc golf, bootcamp, secluded or public beaches, concession stands, playgrounds, event venues, kayaking, fishing and outdoor live music. Miller Beach is close to casinos, 5 hospitals, steel mills and BP Refinery. Catch the South Shore Train and get to Chicago in 45 minutes. .

Miller Mermaid Suite-100 yds from the beach!
100 yds from the beach, the cozy MERMAID BASEMENT SUITE is best for a young family or 2-3 adult friends. This 400 sq ft artsy basement/studio includes: private entrance, kitchenette, unique art, cozy reading/sleeping nook. There is one small window with no lake view but you can see the lake from the upstairs deck. BBQ on the grill. Visit local restaurants, shops & galleries. Hike wooded trails & swim by sandy, dune-grass beaches. . House-trained dogs welcome!

Bayless Dune Lodge at West Beach - Indiana Dunes!
Bayless Dune Lodge at West Beach is a gorgeous, Lodge-themed home in Miller Beach, Indiana, a scenic community surrounded by the Indiana Dunes National Park! A short walk to one of the finest white sand beaches on Lake Michigan, the Lodge sits on nearly half an acre of land nestled into the "Bayless Dunes Nature Preserve." The property boasts a heated, in-ground swimming pool, pool-side lounge area, two outdoor dining areas, two spa-quality bathrooms and more!
Popular amenities for Gary family-friendly rentals
Family-friendly home rentals with a hot tub

Secluded Modern Retreat Near Beach - "Sandlot"

Aunt Betty's Lakeside Abode, Hot Tub Steam Shower

TRYON FARM MID-MODERN SPA IN THE WOODS

New buffalo Farmstead main home pool hot tub

Designer Cottage Relax Pool Beach & Spa—Windjammer

Singing Sands Trl | Hot Tub Retreat | Dogs OK

Lake Hills Hideaway-Beach, Hot Tub, Arcade, more..

Beach! Hot Tub! New Buffalo! Firepit! King Bed!
Family- and pet-friendly home rentals

Roomy Retreat–Family&Friends|2 King Beds|Game Room

Dunes Homestead - Near Dunes + Lake + Dog Friendly

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

Cozy three bedroom home in Munster , Indiana.

Lake Trail Cottage

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

Quiet Oasis: Cozy, Private, Fenced Yard & Office

Landmark Home 1 Blk from Lake MI Game Rm & EV Chgr
Family-friendly home rentals with a pool

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

Home near the lake with an inground pool

Beach Nest, Sleeps 20, 5 min. to Lake Michigan.

Cozy Guest House with Pool near National Park

4 Bedroom home w/pool in St. Joseph

We have Power Couples getaway

Cabin with POOL in family resort!

Atomic Acres-POOL, Summer 2026 Awaits!
When is the best time to visit Gary?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £144 | £126 | £131 | £137 | £148 | £179 | £194 | £183 | £152 | £148 | £148 | £140 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Destinations to explore
- Chicago Holiday rentals
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- Downtown Chicago Holiday rentals
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Warren Dunes State Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Byline Bank Aragon Ballroom
- Garfield Park Conservatory





