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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Gary family-friendly rentals
Family-friendly home rentals with a hot tub
Rental unit in Bridgman
4.79 out of 5 average rating, 103 reviewsRelax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours
Townhouse in New Buffalo
4.93 out of 5 average rating, 102 reviewsDunescape Beach Retreat, Downtown New Buffalo
Home in Sawyer
4.95 out of 5 average rating, 152 reviewsBeautifully eclectic Sawyer cottage
Cottage in Union Pier
4.95 out of 5 average rating, 297 reviewsJ’s Beach House: Hot Tub & short walk to beach!
Cottage in Union Pier
4.96 out of 5 average rating, 190 reviewsDesigner Cottage Relax Beach Pool & Spa—Windjammer
Cottage in New Buffalo
4.93 out of 5 average rating, 153 reviewsPerfect Get Away - Private Hot Tub - Lots of Room
Home in South Bend
4.91 out of 5 average rating, 267 reviewsHot Tub|Backyard Oasis|Espresso Maker|Coffee Bar
Home in New Buffalo
4.85 out of 5 average rating, 531 reviewsDebs Michigan hot tub house, open all year
Family- and pet-friendly home rentals
Home in New Buffalo
4.95 out of 5 average rating, 228 reviewsAnna's Cottage
Home in Uptown
4.9 out of 5 average rating, 356 reviewsPrivate 3rd Floor Apartment
Guest house in Stevensville
4.98 out of 5 average rating, 302 reviewsRed Barn Lodge
Cabin in Rolling Prairie
4.87 out of 5 average rating, 148 reviews3+ acres of Privacy, Pup heaven!7 minutes 3~Oaks!
Cottage in Union Pier
4.73 out of 5 average rating, 134 reviewsAlex Cottage:Clean, cozy cabin-Lake MI access
Rental unit in Palos Hills
4.94 out of 5 average rating, 165 reviewsAunt Linda's Apartment with a View in Palos
Place to stay in Michigan City
4.98 out of 5 average rating, 111 reviewsTryon Farm "Bees Place" 100 acres of nature/trails
Apartment in Evanston
4.77 out of 5 average rating, 611 reviewsSpacious Evanston Unit - Walk to Northwestern U
Family-friendly home rentals with a pool
Home in Union Pier
4.75 out of 5 average rating, 8 reviews(2025 Open!) Union Pier Home With Private Pool!
Home in Buchanan
4.91 out of 5 average rating, 200 reviewsBeautiful RETREAT in the country
Rental unit in The Loop
4.96 out of 5 average rating, 27 reviewsThe Playwright's Palace
Tiny home in Sawyer
4.77 out of 5 average rating, 137 reviewsAfter Dune Delight
Cottage in Lakeside
4.79 out of 5 average rating, 48 reviewsFun Duplex 200Yds 2 Lake Michigan-Pool/HotTub&More
Home in New Buffalo
4.97 out of 5 average rating, 76 reviewsModern Farmhouse - Walk to Downtown, beach & pool!
Apartment in New Buffalo
4.92 out of 5 average rating, 75 reviewsNightingale Dunes - Modern beach town retreat
Home in Lake Forest
4.9 out of 5 average rating, 63 reviewsBeautiful 137 Year Old Farm Home (3night min)
Quick stats about holiday rentals that are family-friendly in Gary
Total rentals
140 properties
Nightly prices starting at
₹4,222 before taxes and fees
Total number of reviews
4.8T reviews
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wifi availability
140 properties include access to wifi
Destinations to explore
- Downtown Chicago Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- West Lafayette Holiday rentals
- Evanston Holiday rentals
- Saugatuck Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
- Chicago Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Chicago
- Family-friendly rentals Downtown Chicago
- Family-friendly rentals Lake Geneva
- Family-friendly rentals Gary
- Rentals with lake access Gary
- Rentals with a firepit Gary
- Monthly Rentals Gary
- Rentals with a washing machine and dryer Gary
- Waterfront rentals Gary
- House rentals Gary
- Rentals with a fireplace Gary
- Rentals with a hot tub Gary
- Rentals with beach access Gary
- Pet-friendly rentals Gary
- Rentals with a patio Gary
- Rentals with outdoor seating Gary
- Family-friendly rentals Indiana
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom