Family-friendly vacation rentals in Gary

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Popular amenities for Gary family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost

Apartment in Bridgman

4.79 out of 5 average rating, 103 reviews

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

KatelynRating, 5 stars3 months ago
Clean and comfortable home for our family get away!
Guest favorite

Townhouse in New Buffalo

4.93 out of 5 average rating, 102 reviews

Dunescape Beach Retreat, Downtown New Buffalo

KinetaRating, 5 stars3 months ago
Had a wonderful stay at the Townehouse in New Buffalo. Beautiful home. Loved all the outdoor patios and enclosed seating area. Spacious rooms and fully stocked bedding and linens. Perfect location right downtown. Walking distance to beach and shops and restaurants. Couldn’t ask for a better spot. Mark was very friendly and accommodating. Can’t wait to go back.
Guest favorite

Home in Three Oaks

4.97 out of 5 average rating, 172 reviews

The Getaway - Three Oaks - 3 BR 1.5 Bath

JasonRating, 5 stars1 month ago
Lovely place, very clean, great for families or groups with multiple bedrooms. Very clear instructions from the hosts and easy to check-in and out. We stayed here for Notre Dame football game, and it was easy 35 minute drive to South Bend with no traffic; also easy to exit after the game because no traffic at all in our direction. Cute little town a few blocks away with some local shops and restaurants.
Guest favorite

Cottage in Union Pier

4.95 out of 5 average rating, 299 reviews

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

ChristinaRating, 5 stars2 months ago
Jen was so sweet, messaged back right away and gave us a list of things to do while we were there on a mini vacation visiting family. Hot tub and deck so clean, amazing and private Thank you and Happy holidays.
Guest favorite

Cottage in Three Oaks

4.87 out of 5 average rating, 185 reviews

Blueberry Fields/ House and Retreat

RishiRating, 5 stars5 months ago
My fiancé and I visited Donna’s place over a summer weekend, and we had the most amazing time. Donna’s house is so beautiful and welcoming - we felt at home. Her place was clean and is filled with the most thoughtful decor. It has everything anyone needs for a peaceful, relaxing stay. She was responsive right from the day of booking to our final day and even stopped by to meet us in person. We look forward to staying at her house again soon!
Guest favorite

Cottage in Union Pier

4.96 out of 5 average rating, 192 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

AmeliaRating, 5 stars2 months ago
Second time staying in this home and it was even better than the last. Great neighborhood and layout and they’ve made some really nice cosmetic updates to the house as well. Can’t wait to come back in the summer!
Guest favorite

Cottage in Valparaiso

4.93 out of 5 average rating, 405 reviews

The Lake Escape -Cozy Lakefront Cottage Valparaiso

LiudmylaRating, 5 stars1 month ago
It was our best vacation and meeting the new year. Kim is great and so is her house. We liked everything very much. We will definitely come back in the summer to swim in the lake. Thank you very much for the great service and the wonderful house.
Guest favorite

Cottage in New Buffalo

4.94 out of 5 average rating, 161 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

CourtneyRating, 5 stars2 weeks ago
Beautiful home, well stocked with helpful kitchen items, towels, etc. great location and an easy walk to all the shops, restaurants and bars in New Buffalo.

Family- and pet-friendly home rentals

Guest favorite

Home in New Buffalo

4.95 out of 5 average rating, 230 reviews

Anna's Cottage

PeterRating, 5 stars2 months ago
We've stayed at Rob's house before and we've always had a wonderful time. The house is cozy and clean, the furniture is comfortable, and we enjoy the fenced in yard. It's a short walk into town. Rob's house is fun even in the winter.
Guest favorite

Apartment in Logan Square

4.9 out of 5 average rating, 388 reviews

Sunny Logan Square Artists' home

BrandonRating, 5 stars3 weeks ago
Great apartment, very clean and well kept, we really enjoyed our stay!
Superhost

Home in Michigan City

4.86 out of 5 average rating, 117 reviews

Lakeshore Manor

Michael AnthonyRating, 5 stars6 months ago
Very nice Victorian home. Great location
Guest favorite

Guesthouse in Stevensville

4.98 out of 5 average rating, 306 reviews

Red Barn Lodge

ScottRating, 5 stars2 weeks ago
We had a great winter weekend at Ann & Tim’s place. The house was very cosy, especially with fireplace going. We enjoyed exploring the nooks and crannies and many books. Ann left us homemade bread and an amazing chocolate stout cake. Delicious! Ann and Tim were delightful hosts and we will be back!
Guest favorite

Guest suite in Portage Park

4.95 out of 5 average rating, 151 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

MeggieRating, 5 stars1 month ago
Jamie was an amazing host and the stay far exceeded expectations! From the detailed information about the city to the decor in the apartment, it was a stay to remember! Jamie was warm and accommodating as was the neighborhood and apartment! I hope to make this a yearly trip and stay here, with Jamie as my host I would always have a great time!
Guest favorite

Townhouse in Old Town

4.85 out of 5 average rating, 164 reviews

Downtown Elegance ✨ Private Yard Parking

JoanRating, 5 stars1 month ago
Great place! Plenty of beds and bathrooms! The garage was a little tight but street parking was easy. Thanks for everything!
Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 329 reviews

a SIMPLE place

AngelRating, 5 stars1 week ago
What a perfect place to spend the weekend with my mom and daughter. Steve was very friendly and responsive. The house is very nice and clean. It was a perfect fit for us.
Guest favorite

Guesthouse in Plymouth

4.99 out of 5 average rating, 567 reviews

Sue's Place

MattRating, 5 stars4 days ago
Sue's place was just lovely. From the moment when we discovered the homemade muffins waiting for us on the counter, I knew it was going to be a nice experience. I've stayed in a fair number of airbnbs, but this one has to be the cleanest, most comfortable and most carefully - and thoughtfully - stocked, ever. The beds are the most comfortable I've ever slept in - including my own at home! And if you've forgotten to bring/pack anything, I almost guarantee that Sue has it in the cottage. And the fact that we were able to bring our two precious dogs was such a blessing. located just a stone's throw from a lovely, quiet lake, the neighborhood is peaceful and secluded - yeah there are several nice restaurants within a short 10 to 12 minute drive. (The lakeside Puerta Vallarta Mexican restaurant, 5 min away, was some of the best Mexican food I've had in 20 years, BTW...). And there's lots of fun antique stores, coffee shops and restaurants in the town of Plymouth, just 10 min away. Enjoy!

Family-friendly home rentals with a pool

Superhost

Cottage in Lakeside

4.62 out of 5 average rating, 74 reviews

Cozy Cottage Steps to Beach, Pool, Hot Tub & More

MaryRating, 5 stars8 months ago
Booked the A unit with friends for a wedding hosted at Lakeside Inn .02 miles away.. The kitchen was great, furniture comfy. Steep stairs so may be hard for older folks, but there are two bedrooms on 1st floor. We did not use the hot tub or pool, so no comments. Loved the front room and screened in porch. Lots of options to sit, visit, play games. Nice to be able to seat 10 at the dining room table. We had the property to ourselves, there is a B side, so no issues with neighbors. Shared some feedback with Frank and he appreciated it. If you have a big group—you would love being side-by-side. The unit was great with two nice bathrooms to get ready for wedding! Thanks Frank!
Superhost

Home in Union Pier

4.89 out of 5 average rating, 27 reviews

Union Pier Pool home

NickRating, 5 stars6 months ago
Awesome stay! Booked here for a nice relaxing weekend get away where we wouldn’t need to travel to have fun. That is exactly what this place offered. Great pool & hot tub, and house has plenty of room making it feel relaxing and gives everyone plenty of space. Easy walk down to the beach - you get to leverage the private side of the beach which is very very nice. Overall great stay and will look to book again!
Superhost

Tiny home in Sawyer

4.77 out of 5 average rating, 137 reviews

After Dune Delight

GabrielaRating, 5 stars5 months ago
Such a cute home. Right across the road from the Warren dunes. Easy to get back and forth with a bicycle. The cutest little ice cream shop right next door. Bed was comfortable and the bunk beds are roomy. Would definitely stay here again.
Guest favorite

Home in New Buffalo

4.97 out of 5 average rating, 76 reviews

Modern Farmhouse - Walk to Downtown, beach & pool!

DanielRating, 5 stars3 months ago
The Modern Farmhouse was exactly as described and fit 8 adults without any problems. Geoff and Sarah have everything you need in the house. Plus it is a very short walk to great restaurants, the beach, and other things to do in downtown New Buffalo. Most importantly, Geoff and Sarah are very responsive and helpful hosts. I cannot say enough how great they were! They provided us with a wealth of information within their welcome packet, too. I would highly recommend the Modern Farmhouse to anyone wanting to stay in New Buffalo.
Superhost

Home in Union Pier

4.97 out of 5 average rating, 32 reviews

2025 Open! Private Heated Pool and Hot Tub!

NicholasRating, 5 stars5 months ago
Beautiful home! Easy walk to the beach or stay back and enjoy the pool and hot tub! Spacious backyard and plenty to do for everyone! Everything was clean, very clear directions on how everything worked and even provided some recommendations for things to do nearby. Thanks for the hospitality!
Guest favorite

Condo in New Buffalo

4.92 out of 5 average rating, 75 reviews

Nightingale Dunes - Modern beach town retreat

AmyRating, 5 stars2 months ago
Joel and Kathi's place is beautiful and very spacious. Kitchen is well-stocked. Lots of sleeping options. Be cautious if you have mobility differences as the only way to the second floor is the spiral staircase. However, all amenities (bedroom, bathroom, kitchen) are available on the first floor. Would love to come back!
Guest favorite

Apartment in New Buffalo

4.88 out of 5 average rating, 60 reviews

Exit 1 - Escape To The Lake

JustinRating, 5 stars4 months ago
Beautiful condo in a fantastic location. Great sunsets from the balcony. Would absolutely stay here again.
Superhost

Home in Mishawaka

4.68 out of 5 average rating, 178 reviews

Sleeps 18 w/ Indoor Court, Heated Pool & Hot Tub!

PeterRating, 5 stars1 month ago
We had 11 adults and five small children in the house for 4 days. There was room to gather and to get away from each other as needed. The indoor pool and hot tub were in great shape and perfect for our family. All appliances worked well. Bathrooms were well equipped. Beds were very comfortable. The host was available when we had questions. Wi-Fi worked great for streaming on multiple devices at the same time. Could use a few more chairs in the dining area.

Quick stats about vacation rentals that are family-friendly in Gary

  • Total rentals

    140 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    4.6K 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

  1. Airbnb
  2. United States
  3. Indiana
  4. Lake County
  5. Gary
  6. Family-friendly rentals