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

Unique Dome Retreat by Indiana Dunes w/ Lake View
Escape to our Valparaiso Lakeside Retreat with king bed, lake views, unique dome experience, fire pit, grill & hot tub, all near Indiana Dunes National Park, Valparaiso University & 4 local parks! Experience a nature getaway at our newly renovated lake guest house on the ground level of our home with keyless entry & unique outdoor amenities, ideal for friend groups, small families, business travelers & couples. 10 min - downtown Valparaiso. Book now to experience this unique tranquil retreat.

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.

South Shore Studio Apartment {National Park}
I have to warn you definitely not a hook up spot or party house!!! typically rise with rooster on this 5 acre country setting with a small fishing pond. 420 friendly .. Quiet hours are 11 -8 generally some music playing, musicians are welcome !! if you happen to book on a Sunday i host an Open Mic in my Barn every Sunday ..... pretty relaxed. Upon arriving, turn into the driveway, and then right into the yard. Apartment is upstairs, the door is open with the keys inside. ✌️

Cozy barn loft on organic vegetable farm
Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

The Sunshine House: Breezy Beach Unit!
Welcome to Breezy Beach, a bright and cheerful first-floor apartment in the Sunshine House 🌻. With updated amenities, colorful décor, and a prime location near the beach, outlet mall, restaurants, and parks, this spot is perfect for couples, friends, or small families (up to 4 guests). Cook a meal in the fully stocked kitchen 🍳, relax in the comfy queen bed, or enjoy evenings by the outdoor firepit & picnic table. Everything downtown Michigan City has to offer is just a short walk away!

Bro’s Place 6 mile drive to Indiana Dune’s
Welcome if you like country life Bro’s place is the place to be...watching the sheep, chickens and wildlife on you back deck making dinner on the grill with a full kitchen. Pick your own veggies outside the back door when in season. You will find a welcome basket with snacks, wine and homemade soap in bathroom fresh eggs from our chickens when available if your planning to visit our Beautiful Indiana Dunes you’ll find everything you need..chairs, towels, cooler Queen size sofa sleeper

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.

MiniGolfHouse-Chicago Close Beach & Indoor Fun!
*REQUIRED* ✅ Will you bring a pet? ✅ Have you read and agree to all rules? 🌆 30min drive to downtown Chicago ⭐️ Near Horseshoe Casino, Lake Michigan, Whihala Beach, Whoa Zone ⛳️ Heated basement with mini golf, arcade games and big TV ⭐️ Close To: Wolf Lake, Indiana Dunes, HardRock 🏠 cots, air mattress, futon sofa 🍼 pack & play, high chair avail ❤️ Guests love: -short drive into Chicago -comfortable beds -indoor mini golf -nearby shops & food -heated bidet toilets

"Tiny House" Guest House - No Cleaning Fee
"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

'Pool Barn Camper' w/Hot Tub near Indiana Dunes
Hot tub open all year! Pool will reopen May 1. Fully equipped RV sleeps 5, has bathroom w/shower, stove, microwave, TV, heat & A/C, & running water all year. Located on the bike trail & only minutes from the sand beaches of Indiana Dunes on Lake Michigan. Hike in the Indiana Dunes National Park along the Little Calumet River & the historic Bailley homestead, only 1 block from the RV. Enjoy our large pool, hot tub, grill, campfire, & playground too. Schedule your visit today!

Miller Mermaid Suite-100 yds from the beach!
100 yds from the beach, the cozy MERMAID SUITE is best for a young family or 2-3 adult friends. This 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! Sorry no cats (allergies)

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. .
Popular amenities for Gary family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Spa Getaway -Private Jacuzzi, Sauna, Pool

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace

Private Cottage in Gated Nudist Community

Master qtr close to nature & easy urban facilities

The Studio at the Dunes

Backyard Oasis-Pet Friendly, Fenced Yard, Hot tub

The Spa of Downtown Whiting

The Lake Escape -Cozy Lakefront Cottage Valparaiso
Family- and pet-friendly home rentals

Duplex | Firepit | Game Room | Hot Tub-all year

The Blue Barn - A cozy country getaway!

Midtown Apt 1 Bed, 1 Sleeper Couch Upstairs Apt

Retro Modern Bungalow | fire pit | free parking

Sue's Place

Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI

Quiet cul-de-sac with huge fenced in backyard

Blue Birdhouse - Indiana Dunes
Family-friendly home rentals with a pool

Beautiful home in Beachwalk/Notre Dame weekends

5 Bedroom Luxury Home In Heart of Beachwalk Resort

50 Private Acres w/ Trails & Pool: Cozy Cabin

Winter & Holiday Couples getaway Pvt Hot tub

Designer Cottage Relax Pool Beach & Spa—Windjammer

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

Experience Fall Beauty & Harbor Country Charm!

Lagunitas Coach House in Beachwalk, Lake Michigan
When is the best time to visit Gary?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $268 AUD | $283 AUD | $283 AUD | $272 AUD | $326 AUD | $392 AUD | $403 AUD | $380 AUD | $315 AUD | $294 AUD | $274 AUD | $272 AUD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Gary

Total holiday rentals
Explore 130 holiday rentals in Gary

Nightly prices starting at
Gary holiday rentals start at $92 AUD per night before taxes and fees

Verified guest reviews
Over 5,280 verified reviews to help you choose

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
120 of Gary holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Gary rentals

4.8 Average rating
Gary stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Family-friendly rentals Indiana
- Family-friendly rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Warren Dunes State Park
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Willis Tower
- Museum of Science and Industry
- The Beverly Country Club
- Washington Park Zoo
- The 606
- Olympia Fields Country Club
- Chicago Cultural Center




