Family-friendly vacation rentals in Gary

Find and book unique family-friendly homes on Airbnb

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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, 106 reviews

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

BernadetteRating, 5 stars1 month ago
Was an absolutely relaxing stay. It was exactly what my husband and I were looking for. An extended weekend away with a bunch of things around us to do. It had a little bit of everything around us, including privacy. It was fantastic.
Guest favorite
Townhouse in New Buffalo
4.93 out of 5 average rating, 102 reviews

Dunescape Beach Retreat, Downtown New Buffalo

KinetaRating, 5 stars6 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, 176 reviews

The Getaway - Hot Tub - 3 BR 1.5 Bath

JaniceRating, 5 stars2 weeks ago
Our stay in Three Oaks at Ivan & Carly's place was great! they knew we were checking in at night, and when we got to the house, there were lights on, which I thought was a very nice (and helpful!) touch. The instructions to get in the house were clear, and the house was lovely. They knew we were bringing out kids, and had snacks out for them and even a bottle of wine for us! I wish we had been able to stay longer, because the house was very cozy and the location was great! We went to Oaks Eatery for breakfast, and it was the best breakfast we have had in a long time. We would definitely stay at this house again! Ivan & Carly were very communicative, and had we needed anything, I know they would have been responsive. Great stay!
Guest favorite
Cottage in Union Pier
4.95 out of 5 average rating, 300 reviews

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

ChristinaRating, 5 stars4 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 stars8 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!
Top guest favorite
Cottage in Union Pier
4.96 out of 5 average rating, 200 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

SarahRating, 5 stars2 weeks ago
Birthday brownies upon arrival! Great quiet location but very convenient for local shops and restaurants. Can walk to the beach! Can’t wait for the opportunity to visit again
Guest favorite
Cottage in Valparaiso
4.93 out of 5 average rating, 411 reviews

The Lake Escape -Cozy Lakefront Cottage Valparaiso

KimberlyRating, 5 stars2 days ago
My daughters and I celebrated Easter at Kim’s cottage It’s clean, beautifully furnished and she is extremely responsive (I mentioned I forgot OJ on the phone and she was in the area and she left two OJs at the door) The cottage is cozy and fun We grilled, dyed eggs, watched movies, played a board game and loved the hot tub It’s clean clean !!! Just book it It’s a jewel box
Guest favorite
Cottage in New Buffalo
4.94 out of 5 average rating, 164 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

MorganRating, 5 stars2 months ago
We loved staying in this adorable lake house in New Buffalo! It's a perfect location and is within walking distance of many restaurants, coffee shops, and the beach! This house was ideal for a large group and housed 10 adults and 3 children comfortably. I would definitely recommend staying here if you're planning on coming to New Buffalo!

Family- and pet-friendly home rentals

Top guest favorite
Home in New Buffalo
4.95 out of 5 average rating, 232 reviews

Anna's Cottage

DianeRating, 5 stars3 weeks ago
We enjoyed our short stay- the home was comfy and had everything we needed. We especially enjoyed the short walk into town where - plenty of restaurants and gift shops. We will definitely return.
Guest favorite
Apartment in Logan Square
4.9 out of 5 average rating, 395 reviews

Sunny Logan Square Artists' home

TerriRating, 5 stars3 weeks ago
Kyle's apartment was a visual feast, with fun and eclectic decor, furniture, and artwork! The listing states some quirks, which was accurate, but nothing that diminished the quality of our stay (for our family of 3). We didn't have a long enough stay to enjoy the full kitchen and dining table much, but would be a well-supplied kitchen for preparing full meals. The shower had some quirks but luckily Kyle even prepared a Youtube video to show and describe exactly how to turn on the shower. Part of the quirks of an older apartment building is radiator heating, which gives some 'clanking' and other annoying noises at times, so if you're noise-sensitive that's something to keep in mind. Kyle's local guidebook was helpful (unfortunately too long of waits at the places we had hoped to try) but found other options in the area for dinner. Our family of 3 had plenty of space for sleeping and lounging. This is a really cute space in a great location and a good close to downtown spot.
Top guest favorite
Guesthouse in Stevensville
4.98 out of 5 average rating, 309 reviews

Red Barn Lodge

LaurenRating, 5 stars1 month ago
We had a fantastic stay! The space was clean, spacious, and well-equipped with thoughtful extras that made traveling even easier. The host was incredibly friendly and communicative, ensuring we had everything we needed. One of the highlights was the fenced-in yard, which was perfect for our dog. We truly appreciated all the little details that made this stay comfortable and enjoyable. Highly recommend!
Guest favorite
Guest suite in Portage Park
4.94 out of 5 average rating, 157 reviews

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

JulieRating, 5 stars1 week ago
Jamie’s place was a perfect spot to stay in Chicago. There is access to the L within a few miles (with parking structure), and there are many walkable places locally. We highly recommend Caesar Pierogis on West Irving (offers gluten free pierogis). The neighborhood is charming and safe for walking. After long days of exploring, we came back to Jamie’s place and enjoyed watching Netflix and relaxing in the living room. The kitchen is stocked with utensils, and there is a grocery store within walking distance. Jamie is a very thoughtful host, and her home is quite accommodating. We had a lovely get away. Thank you, Jamie!
Guest favorite
Townhouse in Old Town
4.85 out of 5 average rating, 167 reviews

Downtown Elegance ✨ Private Yard Parking

KatieRating, 5 stars1 month ago
Alexandra was really prompt with responses and super helpful before our stay! The location was fabbbb!!! We would stay here again!
Top guest favorite
Apartment in Andersonville
4.93 out of 5 average rating, 429 reviews

Andersonville Living

ChristyRating, 5 stars1 week ago
We 3 loved our stay at Joseph and William's place! The apartment was clean, bright, and filled with art. The kitchen was lovely, the beds were all comfortable and the shower was very hot. We loved the back deck, and I imagine it gets used so much in warmer weather. The location is perfect. We walked to restaurants and shops in Andersonville. It was just minutes from Loyola Univ. which is why we were in town.
Guest favorite
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 336 reviews

a SIMPLE place

HannahRating, 5 stars3 days ago
My friends and I greatly enjoyed our stay over the weekend while visiting for a friend’s wedding. Steve’s home was comfortable, clean, and accommodating to our needs. We would definitely stay again!
Top guest favorite
Guesthouse in Plymouth
4.99 out of 5 average rating, 588 reviews

Sue's Place

KimberlyRating, 5 stars3 days ago
Enjoyed our stay at Sue’s place. Beautiful inside and it felt like home. She has it stocked with everything you need and she left snacks and muffins that were delicious. Definitely will be back .

Family-friendly home rentals with a pool

Superhost
Cottage in Lakeside
4.62 out of 5 average rating, 77 reviews

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

LexieRating, 5 stars1 week ago
Beautiful little cottage. Great location, walkable to the beach and an easy 10min drive to restaurants and shops. Perfect for families any time of the year. The only things to keep in mind is it a shared pool/hot tub and Cottage A is right next to the pool.
Superhost
Home in Union Pier
4.89 out of 5 average rating, 27 reviews

Union Pier Pool home

NickRating, 5 stars8 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 stars7 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.
Top guest favorite
Home in New Buffalo
4.98 out of 5 average rating, 81 reviews

Modern Farmhouse - Walk to Downtown, beach & pool!

MindyRating, 5 stars2 weeks ago
House was beautiful and well kept. It had everything we needed for a girls weekend. We also loved that the house had lots of personal little touches that made it feel very welcoming!
Superhost
Home in Union Pier
4.97 out of 5 average rating, 32 reviews

Private Heated Pool and Hot Tub!

NicholasRating, 5 stars8 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, 76 reviews

Nightingale Dunes - Modern beach town retreat

MelissaRating, 5 stars2 weeks ago
Katherine was absolutely amazing! Very quick to redoing to questions. She gave great instructions, along with a lists of recommendations. Her unit was spotless and cozy. So comfortable that we decided to stay in instead of go out.
Top guest favorite
Guesthouse in Michigan City
4.99 out of 5 average rating, 115 reviews

“Treetops” Charming Country Coach House

CaitlynRating, 5 stars7 months ago
Tom and Charyl were amazing hosts ! We had open communication throughout our stay and even got a tour upon our arrival. The airbnb was everything as described and more ! The pool was incredible and the airbnb was only a 5 minute drive to the nearest beach. They even had a binder of recommendations available to us of local attractions/things to do. Our expectations were exceeded for this trip, and we can’t wait to come back !
Superhost
Home in Lake Forest
4.9 out of 5 average rating, 63 reviews

Beautiful 137 Year Old Farm Home (3night min)

MaribethRating, 5 stars8 months ago
Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!

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

  • Total rentals

    130 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    4.8K reviews

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    130 properties include access to wifi

Destinations to explore

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