
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.

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.

Dunes Homestead - Near Dunes + Lake + Dog Friendly
Welcome to "The Dunes Homestead". Where all pets are welcome! Right in-between The Dunes National Park and downtown Chesterton, you will be close to everything when you stay at this centrally located home. Artfully crafted, this charismatic, dog themed home greets you with all new furniture, a front porch, big yard, and focuses the design around your "man's best friend"! Less than 10 minutes to the Dunes and beaches or head 5 minutes to downtown for food, drinks and plenty of small-town fun. 😁

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes
Welcome to Valparaiso Lakeside Retreat a private getaway on Long Lake featuring a one-of-a-kind outdoor geodesic dome (11 feet), hot tub, fire pit, & kayaks. 20 minutes from Indiana Dunes National Park. Perfect for couples, remote workers & nature lovers seeking a tranquil escape. Enjoy stunning Long Lake views from your private backyard & dome. Long Lake public beach access is just around the corner. Perfect for kayaking, swimming, or a morning walk to the water. Book this unique stay today!

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 and fenced yard. 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

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.

Cozy Log Cabin Near Indiana Dunes & Lake Michigan!
Less than 10 minutes from Indiana Dunes National Park and Lake Michigan, our beautiful log cabin sits on 2 acres while still being in the heart of Portage! Our large front deck overlooks state land giving a beautiful, private view out of our large windows. Our cozy cabin has 3 bedrooms and 3.5 bathrooms with fun, thoughtful touches for your family including video game consoles, movies, books, a LOT of games, a pool/ping pong table, 2 fire pits, and more! Age limit: 25+ years old Sorry no pets

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.

Enchanted Garden Treehouse (Amenity*)
Summer's here, the treehouse air conditioned and cozy, and the hot tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

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.

Hot tub open year round in modern/rustic cottage!
Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!
Popular amenities for Gary family-friendly rentals
Family-friendly home rentals with a hot tub

Private Cottage in Gated Nudist Community

The Studio at the Dunes

UncleLarrysLakePlace HotTubKayaksPingPong

Singing Sands Trl | Hot Tub Retreat | Dogs OK

The Spa of Downtown Whiting

The Lake Escape -Cozy Lakefront Cottage Valparaiso

cozy new buffalo cabin, hot tub, 14m walk to beach

Family Getaway with Year Round Hot Tub!
Family- and pet-friendly home rentals

Idyllic A-frame in Michigan’s Harbor Wine Country

South Shore Studio Apartment {National Park}

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

2 bedroom 2 bathroom home away from the noise.

Lake Michigan Farm Retreat w/ Yoga Shed & Hot Tub

Cozy House near Beach, Casino, Outlets, & Hiking

Pet friendly, lakefront home directly on Pine Lake

Rainbows End 🌈 Bourgeois
Family-friendly home rentals with a pool

Pool & Beach Haven-private pool, steps to beach!

Cabin with POOL in family resort!

Beautiful home in Beachwalk/Notre Dame weekends

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

5 Bedroom Luxury Home In Heart of Beachwalk Resort

New Hot tub Heated Pool Union Pier

50 Private Acres w/ Trails & Pool: Cozy Cabin

Cheerful 4 bedroom 2 king size beds, 2 queen size
When is the best time to visit Gary?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £145 | £126 | £132 | £132 | £158 | £190 | £195 | £184 | £153 | £149 | £149 | £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 |
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 £45 per night before taxes and fees

Verified guest reviews
Over 5,440 verified reviews to help you choose

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
80 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!
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- Family-friendly rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- Warren Dunes State Park
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Indiana Dunes State Park
- Oak Street Beach
- Museum of Science and Industry
- Willis Tower
- Riviera Theatre





