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Gary vacation rentals

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Top-rated vacation rentals in Gary

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost

Condo in St. Joseph

4.86 out of 5 average rating, 7 reviews

Surf Loft – Vacay Dwntn nr Beach, Park, Amenities

AngelaRating, 5 stars3 months ago
Can’t say enough good about the place and host! Had a beautiful weekend in St Joseph. The location is perfect. Walked everywhere! Highly recommend!! Thanks Juniper Holiday & Home!!!
Guest favorite

Cottage in New Buffalo

4.96 out of 5 average rating, 183 reviews

Voted #1 Family Getaway In SW MI for 2019-2024

NicoleRating, 5 stars5 months ago
Great property for two families with small kids! The listing has everything you need, including pack and plays & a highchair. Dana was super responsive and laid out easy instructions + local recommendations. S’mores on our last night was a big hit!
Guest favorite

Cottage in Union Pier

4.98 out of 5 average rating, 213 reviews

"The Pines" in Union Pier: Year-round getaway

KiraRating, 5 stars1 month ago
We had an amazing time at John’s home! It was so incredibly cozy and comfortable, and in a great location. It was so dreamy sitting by the fire every day. There was plenty of space for our family and family friends, and we were pleasantly surprised by how kid friendly it was. W would love to come back another time!
Superhost

Apartment in New Buffalo

4.9 out of 5 average rating, 21 reviews

Charming 2BR/2BA Cottage with Full Kitchen & Patio

MaryJoRating, 5 stars4 months ago
My husband and I and our mini-golden doodle rented cottage 14. It was super clean and exactly as described in the listing. We enjoyed our coffee on the front patio in the morning. We also spent some time at the pool (it was clean). The Neighborhood is located in an extremely quiet area and within walking distance to the beach. We walked the short distance to the beach and enjoyed the sunset a few nights. The dining recommendations provided by Jonathan were GREAT too! We tried David's Deli, Rio's and Redamak's. We also discovered a tasty pizza place, Villa Nova, in New Buffalo. It's next to Barney's. We would definitely recommend The Neighborhood to friends and family.
Guest favorite

Home in Sawyer

4.96 out of 5 average rating, 78 reviews

Here and Now

ErikaRating, 5 stars5 months ago
My 3 friends and I had a great stay at Brandon and Lisa’s place. The home was clean and comfortable, and was exactly as advertised in the photos. The home is close to the Warren dunes state park, wineries, and an easy drive to New Buffalo as well. 10/10 recommend!
Guest favorite

Home in Three Oaks

4.82 out of 5 average rating, 96 reviews

Three Oaks Creek House Perfect

BenRating, 5 stars2 months ago
I will call it "Mary Poppins", practically perfect in every way. If you are looking for a quite scenic vacation spot, this is it. Their are obviously things that could have been better, but we got exactly what we wanted, no notes, no issues, no problems.
Superhost

Apartment in Logan Square

4.91 out of 5 average rating, 11 reviews

2-level PH w/ 2 Luxe Suites Combined; Spa Access

KelleyRating, 5 stars2 months ago
Terrific place that met all of our needs. Well done and comfortable.
Guest favorite

Home in Lakeside

5 out of 5 average rating, 57 reviews

Beautiful New Retreat in Lakeside - Walk to Beach

AnnetteRating, 5 stars2 months ago
Absolutely perfect! Great spot to retreat from it all. Beautiful home and location. Super nice hosts!
Guest favorite

Home in Michigan City

4.89 out of 5 average rating, 113 reviews

Roomy and Private Getaway for Families & Friends

KarynRating, 5 stars1 month ago
Very spacious and just as described. Perfect location for visiting family and would be great in the summer!
Guest favorite

Apartment in Michigan City

4.94 out of 5 average rating, 136 reviews

Charming apartment in Arts District

MariaRating, 5 stars5 months ago
We've stayed here before. It's always really clean and nice. The towels are super soft, and the pillows and linens are awesome. You're right across from the outlet mall, and a farmers market type store across the other way. There's a cute little ice cream shop on the corner. You're close to the beach and the zoo. It's just a nice place to rest and reset. I highly recommend it.
Guest favorite

Cabin in Benton Harbor

4.99 out of 5 average rating, 267 reviews

Charming Cabin-Private Beach & Golf

EmilyRating, 5 stars3 months ago
I brought my four kids age 2-16 for some special time at the lake, dunes, and St Joseph. We really enjoyed the home, it was very comfortable, clean and tastefully decorated… comfy beds, well stocked but not cluttered kitchen, and my little ones absolutely loved the children’s bedroom. The private beach is an easy walk and it’s beautiful. Kristi had great recommendations and is the most gracious and hospitable host.
Guest favorite

Townhouse in New Buffalo

4.91 out of 5 average rating, 92 reviews

Downtown NB! Walk Everywhere! Huge screened porch

JoeRating, 5 stars2 weeks ago
Joe’s place was perfect for a chilly winter visit. So many restaurants and shops within walking distance. It was the perfect set-up for a weekend getaway with our 3 kids. They loved the bunk beds room. Joe was super helpful and responsive. Hope to come back in the summer!

Popular amenities for Gary vacation rentals

Stay near Gary's top sights

Flamingo Pizza of Miller49 locals recommend
18th Street Brewery Tap Room and Craft Cocktails45 locals recommend
Miller Pizza Co38 locals recommend
Marquette Park35 locals recommend
Vibrations Health, Wellness And Juice Bar28 locals recommend
Beach Cafe26 locals recommend

Other great vacation rentals in Gary

Guest favorite

Home in Michigan City

4.86 out of 5 average rating, 28 reviews

"Beachy Bliss: Sun, Slots, Sips & Shops!"

JennaRating, 5 stars5 months ago
My friends and I had a wonderful stay! The house is super cute and is close to the beach, shops, restaurants , the grocery store, and more! We were out of a few things but they responded immediately and dropped it off asap! We would definitely come back! Thank you!
Superhost

Apartment in Jefferson Park

4.81 out of 5 average rating, 16 reviews

City Gem: Stylish 3BR for Urban Explorers

MaríaRating, 5 stars1 month ago
Excellent lodging and host, I would come back!
Guest favorite

Home in Michigan City

4.95 out of 5 average rating, 62 reviews

Home near the lake with an inground pool

DavidRating, 5 stars2 months ago
This is a great place. Very spacious and comfortable and close to downtown and attractions. We enjoyed our stay very much.
Guest favorite

Vacation home in Baroda

4.94 out of 5 average rating, 16 reviews

Location location

AmyRating, 5 stars5 months ago
This was our second time staying in Pawel's place as a group of 8 friends and this home provides a very comfy stay with plenty of separation of space. We enjoyed the porch and pool table and the large dining space, as well as the close proximity to wineries, breweries, and Granor Farm.
Guest favorite

Home in Lombard

5 out of 5 average rating, 21 reviews

Spacious Home in Chicago Suburbs

JonathanRating, 5 stars1 week ago
Fantastic spot. Came for a local event with some friends and definitely was not disappointed. Made my first ever Airbnb experience super easy and low stress.
Superhost

Home in Austin

4.87 out of 5 average rating, 62 reviews

A Comfortable Stay While You are Away in Oak Park

EricRating, 5 stars1 week ago
Jay's place more than met the needs of me and my family. While the space isn't in the heart of OP/Lake Street, everything we needed for a pleasant stay was easily accessible. The beds were comfortable, and the kitchen was well-equipped. Overall, I would recommend Jay's place to anyone visiting the OPRF area.
Guest favorite

Home in Chesterton

4.92 out of 5 average rating, 50 reviews

4 Season House

KateRating, 5 stars2 months ago
Great location for our visits to family in the area. Very accommodating our sudden change of plans and willing to work with us. Easy and quick communication. Delightful stay. Would highly recommend and hope to return again. Thanks Cheryl!
Superhost

Home in Michiana

5 out of 5 average rating, 4 reviews

Large home with heated pool and hot tub

NazarRating, 5 stars1 month ago
It was nice experience! 12 people , but house is pretty big and comfortable

Quick stats about vacation rentals in Gary

  • Total rentals

    170 properties

  • Total number of reviews

    6K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

Frequently Asked Questions

  • Where should I stay in Gary?

    Make yourself at home in Gary by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in Glen Park, over 10 vacation rentals in Tolleston, and over 130 vacation rentals in Miller Beach.

  • Are there pet-friendly vacation rentals in Gary?

    Four-legged friends are welcome in Gary. Choose from more than 80 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Gary?

    Yes! Work meets play with ease at over 110 vacation rentals in Gary featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Gary vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Gary, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Gary have a bbq area?

    Absolutely! We offer over 40 house rentals with a bbq area in Gary. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Gary have air conditioning?

    Absolutely! We offer over 10 cottage rentals with air conditioning in Gary. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Gary?

    Gary has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Gary have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Gary. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Gary have wireless internet?

    Absolutely! We offer over 10 cottage rentals with wireless internet in Gary. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in cottage rentals in Gary?

    Experience the best of Gary with our cottage rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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