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.

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Guest favorite

Farm stay in La Porte

4.99 out of 5 average rating, 441 reviews

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.

Aug 2 – 9

G$28,707 GYD per night

Guest favorite

Guest suite in Gary

4.95 out of 5 average rating, 284 reviews

Miller Mermaid Suite-100 yds from the beach!

100 yds from the beach, the cozy MERMAID SWEET awaits you and is well suited for a young family or 2-3 adult friends. This artsy basement open studio space includes a private entrance, kitchenette, unique art & a cozy reading/sleeping nook! Enjoy beautiful sunsets from the upstairs deck or use the sun room on rainy days. BBQ on the grill. Visit local restaurants, shops & galleries. Hike wooded trails & swim by sandy, dune-grass beaches. . House-trained dogs welcome! Sorry no cats (allergies)

Aug 13 – 20

G$33,824 GYD per night

Guest favorite

Home in Portage

4.92 out of 5 average rating, 149 reviews

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.

Nov 10 – 17

G$33,526 GYD per night

Guest favorite

Farm stay in De Motte

4.94 out of 5 average rating, 113 reviews

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

Aug 17 – 24

G$16,413 GYD per night

Guest favorite

Cottage in Valparaiso

4.88 out of 5 average rating, 496 reviews

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking a lake. The lake can be accessed from the back yard. - Pet free - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Local breweries & award winning restaurants - Biking & hiking trails near by - Wood fire places to enjoy in cold weather only

Sep 20 – 27

G$26,720 GYD per night

Guest favorite

Barn in Michigan City

4.96 out of 5 average rating, 343 reviews

The Black Pearl Great Escape Spa & Art Shop

Check out our website! thegreatescapespah.com The Black 🖤 Pearl is perfect for a Special Occasion for the Evening. Book a Couples Massage @ 3p.m. & Check into your Spa Suite @ 4 p.m. Kick your feet Up & Order in.... Or Dine Out~ This quaint property is located in a woodsy setting 5 minutes from Lake Michigan. The keyless entry door to The Black Pearl is located on the East wall of The Great Escape. Upon entry the Black Pearl door will be directly in front of you. Mini Luxury awaits!

Oct 26 – Nov 2

G$25,881 GYD per night

Guest favorite

Villa in Michigan City

4.9 out of 5 average rating, 127 reviews

Steps from the beach. Entire beach villa renovated

Private, ~800 sq ft, ground-level renovated beach villa with close trail access to the beach. Includes 1 BR with queen bed, 1 BR with futon & extra folding guest bed, kitchen, bathroom, & living room with small couch that converts to sleeping space if needed. Amenities: washer/dryer, free wi-fi/streaming services, 2 free parking spaces, AC/heating, self check-in, laptop friendly workspace, games, complimentary coffee/tea, beach chairs, towels, umbrella & toys, & cleaning/laundry supplies.

Feb 13 – 20

G$26,088 GYD per night

Guest favorite

Cottage in Gary

4.97 out of 5 average rating, 115 reviews

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is perfect for a 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.

Sep 6 – 13

G$36,896 GYD per night

Superhost

Cottage in Gary

4.85 out of 5 average rating, 164 reviews

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.

Sep 13 – 20

G$29,907 GYD per night

Guest favorite

Guesthouse in Chesterton

4.91 out of 5 average rating, 314 reviews

"myhathouse" detached studio downtown Chesterton

Vaulted skylights allow natural light. Ksize bed. Futon opens into a bed. (DEEP cleaned to AirBnb COVID-19 disinfectant standards) Fully stocked kitchen, sm. bathroom w/ shower. Parking ft. of house, 1.5 M from Lake Michigan Shoreline, 2 blocks to 15th St. entry to Prairie-Dune Trail. European Market (May -Oct) each Saturday downtown. Fall season drives along U.S. HW 12 & 20 for foliage Winter day hikes, x-county skis trail, shopping trips to the Michigan City Outlet mall

Apr 23 – 30

G$21,055 GYD per night

Guest favorite

Barn in Rensselaer

5.0 out of 5 average rating, 276 reviews

The Loft at Virgie

You don't have to be born in a barn to vacation in one. Trade in the city for millions of stars in the night sky! As you enter thru the French doors you will be greeted by an open concept room decorated with a barn/industrial motif. Knotty pine car-siding and galvanized steel, wood floors along with a reclining leather couch and love seat fill the room A full kitchen with granite counter tops await you. There is plenty of natural lighting for the evenings.

Sep 19 – 26

G$31,024 GYD per night

Guest favorite

Home in De Motte

4.96 out of 5 average rating, 207 reviews

Country Cottage

Looking for week-end get away? Traveling through Northwest Indiana on I-65 and looking for a quiet place to stay for the night? Situated on 6 acres and with convenient (2 mile) access to I-65, our cozy Country Cottage is a great choice! Enjoy the cottage feel of this recently renovated (new cabinets, flooring, appliances) and charmingly decorated home, located in close proximity to local attractions! Our 650 square foot cottage is ideal for 1 - 4 guests.

Nov 29 – Dec 6

G$22,660 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Gary vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Gary's top sights

Hard Rock Casino Northern Indiana21 locals recommend

County Line Orchard23 locals recommend

Marquette Park35 locals recommend

Majestic Star Casino6 locals recommend

Lake Street Beach15 locals recommend

Art Theater3 locals recommend

Other great vacation rentals in Gary

Guest favorite

Home in Michigan City

4.94 out of 5 average rating, 401 reviews

Small Clean Home Near Beach, Casino, Outlet Mall

Oct 7 – 14

G$25,998 GYD per night

Guest favorite

Guesthouse in Valparaiso

4.95 out of 5 average rating, 371 reviews

Private Guest House, in Gated Nudist Resort.

Apr 6 – 13

G$24,010 GYD per night

Guest favorite

Guesthouse in New Buffalo

4.96 out of 5 average rating, 471 reviews

Rainbows End 🌈 Plensa

Sep 19 – 26

G$31,246 GYD per night

Guest favorite

Guesthouse in Chesterton

4.96 out of 5 average rating, 114 reviews

Bro’s Place

Dec 27 – Jan 3

G$21,479 GYD per night

Guest favorite

Cabin in Michigan City

4.95 out of 5 average rating, 399 reviews

Little Copper Cabin

Mar 31 – Apr 7

G$33,231 GYD per night

Guest favorite

Guesthouse in Valparaiso

4.96 out of 5 average rating, 161 reviews

Private Cottage in Gated Nudist Community

Jun 23 – 30

G$13,158 GYD per night

Superhost

Cottage in Gary

4.82 out of 5 average rating, 11 reviews

Cozy Home near Chicago, Casinos, Shops, & Parks

Nov 15 – 22

G$26,002 GYD per night

Guest favorite

Home in Gary

4.97 out of 5 average rating, 39 reviews

Private 5 Star 2 bedroom modern city farmhouse

Aug 8 – 15

G$27,301 GYD per night

Show all

Other great vacation rentals in Gary

Guest favorite

Guest suite in Gary

4.97 out of 5 average rating, 38 reviews

Hidden gem by the beach

Jan 3 – 10

G$29,386 GYD per night

Guest favorite

Home in Gary

4.93 out of 5 average rating, 58 reviews

Steps from the beach and a mile from National Park

Oct 31 – Nov 7

G$84,951 GYD per night

Guest favorite

Guest suite in Gary

4.98 out of 5 average rating, 48 reviews

Beachfront- Lake Michigan- 2bd/2bath -Heated Pool

Dec 25 – Jan 1

G$39,428 GYD per night

Guest favorite

Home in Miller Beach

5.0 out of 5 average rating, 22 reviews

Modern Oasis • 2 blocks to Beach • Rooftop Terrace

Sep 29 – Oct 6

G$65,809 GYD per night

Guest favorite

Home in Valparaiso

4.97 out of 5 average rating, 88 reviews

Cozy Luxe Downtown Valparaiso Stay

Sep 17 – 24

G$27,860 GYD per night

Guest favorite

Condo in Portage

4.96 out of 5 average rating, 78 reviews

Cozy 1 bedroom condo on Marina near Lake Michigan

Jan 14 – 21

G$27,091 GYD per night

Guest favorite

Home in Munster

4.97 out of 5 average rating, 34 reviews

Entire home: Private, Cozy Oasis in Quiet Locale

Oct 15 – 22

G$28,018 GYD per night

Guest favorite

Home in Munster

5.0 out of 5 average rating, 12 reviews

Cozy Farmhouse in Munster

Jun 13 – 20

G$22,366 GYD per night

Show all

Quick stats about vacation rentals in Gary

Total rentals
160 properties
Wifi availability
160 properties include access to wifi
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
5K reviews

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 Tolleston, over 120 vacation rentals in Miller, and over 20 vacation rentals in Glen Park.
Are there pet-friendly vacation rentals in Gary?
Four-legged friends are welcome in Gary. Choose from more than 70 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 100 vacation rentals in Gary featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Gary have a bbq area?
Absolutely! We offer over 50 house rentals with a bbq area in Gary. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gary have air conditioning?
Absolutely! We offer over 100 house 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 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Gary have wireless internet?
Absolutely! We offer over 100 house 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.

Gary vacation rentals

Top-rated vacation rentals in Gary

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Gary vacation rentals

Stay near Gary's top sights

Other great vacation rentals in Gary

Home in Michigan City

Guesthouse in Valparaiso

Guesthouse in New Buffalo

Guesthouse in Chesterton

Cabin in Michigan City

Guesthouse in Valparaiso

Cottage in Gary

Home in Gary

Other great vacation rentals in Gary

Guest suite in Gary

Home in Gary

Guest suite in Gary

Home in Miller Beach

Home in Valparaiso

Condo in Portage

Home in Munster

Home in Munster

Quick stats about vacation rentals in Gary

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Gary?

Are there pet-friendly vacation rentals in Gary?

Are there vacation rentals with a dedicated workspace in Gary?

Do house rentals in Gary have a bbq area?

Do house rentals in Gary have air conditioning?

Are there family-friendly house rentals in Gary?

Do house rentals in Gary have wireless internet?

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

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