
Family-friendly holiday rentals in Gary
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Gary
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Romantic Spa Getaway -Private Jacuzzi, Sauna, Pool
Romantic Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse suite is attached to the main house but completely private—you’ll have your own private entrance for total seclusion. Enjoy spa-like relaxation with a jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.

Home near Indiana Dunes, Lake Michigan, Chicago!
Enjoy home away from home in this beautiful two bedroom, THREE beds, one bath home with plenty of living room and kitchen sunlight . Relax in a comfortable living room with recliner chairs while you enjoy a warm cup of coffee or your beverage of choice.Home has plenty of parking including a driveway for two cars and free street parking. If you enjoy the outdoors, you'll love our extra large back yard! Enjoy a short walk down the block to a beautiful trail and enjoy winter sledding and disc golf.

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.

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.

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.

Comfy, 1 Bedroom Apt. w/ Kitchen & Parking for 4
Enjoy our historic district three-flat w/ free parking in upscale, safe Oak Park just 3 blocks to the train, easy access to Chicago. Enjoy some tranquil time in our little eco suburban farm. Check out the gardens and visit our 6 friendly chickens. This non-smoking unit with full kitchen is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

Michigan City Getaway "Unit D"
A spotless, updated apartment close to all the action Michigan City offers. Walking distance to the Lighthouse Place Outlet Mall (Starbucks), excellent restaurants, breweries, stores, & coffee shops lining downtown Franklin Street. Minutes away from the beaches of Lake Michigan, Indiana Dunes National Park, Blue Chip Casino and even a Zoo. Our location is great for exploring & has easy train access to Chicago. Our sparkling clean apartment is the perfect spot for your next getaway.

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.

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.

Updated House Close to Beach + National Park
Walk to the Beach & National Park This newly renovated home is just 2.5 blocks from the beach and a two-minute drive to the National Park at West Beach. The home’s main level features a large living room and dining area,full bathroom, 2 bedrooms, modern eat-in kitchen, large patio for outdoor entertaining, gas grill and propane fire pit. The fully finished basement has two bedrooms, a full bathroom, laundry room and rec room with a full-sized ping pong table and smart TV

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)

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.
Popular amenities for Gary family-friendly rentals
Family-friendly home rentals with a hot tub

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours

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

Private Cottage in Gated Nudist Community

The Studio at the Dunes

Secluded Modern Retreat Near Beach - "Sandlot"

Pet Friendly, Fenced Yard, and Hot Tub Getaway

J’s Beach House: Hot Tub & short walk to beach!

Private Guest House, in Gated Nudist Resort.
Family- and pet-friendly home rentals

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

Charming Garden Apartment

Lincoln Square Gem!

Cozy Luxe Downtown Valparaiso Stay

Retro Modern Bungalow | free parking | fire pit

Sue's Place

Great location. Free parking.

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

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

5 Bedroom Luxury Home In Heart of Beachwalk Resort

New Hot tub Heated Pool Union Pier

Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool

Professional's Playground (Fitness Center • Sauna)

Designer Cottage Relax Pool Beach & Spa—Windjammer

50th Floor Mag Mile Views, Balcony, Pool, Gym

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 | $221 SGD | $234 SGD | $234 SGD | $225 SGD | $269 SGD | $323 SGD | $332 SGD | $313 SGD | $260 SGD | $253 SGD | $253 SGD | $239 SGD |
| 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 120 holiday rentals in Gary

Nightly prices starting at
Gary holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 5,250 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!
Destinations to explore
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- Rentals with a hot tub Gary
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- Family-friendly rentals Lake County
- Family-friendly rentals Indiana
- Family-friendly rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Soldier Field
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Warren Dunes State Park
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Washington Park Zoo
- The 606
- University of Chicago




