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Holiday rentals in Gary

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Top-rated holiday rentals in Gary

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

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Top guest favourite
A private outdoor gazebo houses a spacious jacuzzi, accompanied by soft lighting and a view of the surrounding greenery. Nearby, a wooden deck features a dining area with a table and chairs, inviting relaxation in a peaceful setting.
Guest house in Merrillville
4.94 out of 5 average rating, 156 reviews

Romantic Spa Getaway -Private Jacuzzi, Sauna, Pool

Romantic Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse suite is attached to the main house but completely private—you’ll have your own private entrance for total seclusion. Enjoy spa-like relaxation with a jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.

Guest favourite
A dining room and kitchen area combine in this image, featuring a wooden table set for six with a red and white checkered tablecloth. The kitchen includes wooden cabinets, a microwave, and stove, while a ceiling fan adds comfort to the space.
Townhouse in Portage
4.89 out of 5 average rating, 130 reviews

Home near Indiana Dunes, Lake Michigan, Chicago!

Enjoy home away from home in this beautiful two bedroom, THREE beds, one bath home with plenty of living room and kitchen sunlight . Relax in a comfortable living room with recliner chairs while you enjoy a warm cup of coffee or your beverage of choice.Home has plenty of parking including a driveway for two cars and free street parking. If you enjoy the outdoors, you'll love our extra large back yard! Enjoy a short walk down the block to a beautiful trail and enjoy winter sledding and disc golf.

Top guest favourite
The modern two-story house is surrounded by landscaped grounds, featuring a mix of wood and dark paneling. A spacious deck extends from the upper level, with seating and hanging planters. A pathway leads to the outdoor dining area, bordered by vibrant flower pots.
Home in Gary
4.96 out of 5 average rating, 101 reviews

Steps from the beach and a mile from National Park

Perfect for family or friends to relax and enjoy Indiana’s Dunes National Park! The Holliday House is a 2022 custom built home with lake views and a beach path just STEPS from the front door! This 2000 sq ft open concept design features 3 bedrooms and 3 bathrooms, 16’ ceilings, open great room with beautiful indoor/outdoor kitchen, custom dining seating for 8, and loft hammock. Hosts live next door and are easily available if needed! Everything is on the 1st floor except for the 3rd bedroom.

Top guest favourite
An outdoor seating area features a cushioned sectional sofa and a wooden coffee table, overlooking a heated in-ground pool. Lounge chairs are positioned nearby, surrounded by trees, with a view of Lake Michigan in the background.
Guest suite in Gary
4.98 out of 5 average rating, 112 reviews

Beachfront- Lake Michigan-Hot Tub-Heated Pool

Lake Michigan - Beachfront w/Heated In-Ground Pool- Hot Tub - Indiana Dunes National Park - Private Basement Guest Suite - 2 Bedroom/2 Bathrooms - Beautifully Decorated This guest suite has everything you need for a comfy and relaxing stay. Enjoy the 3-person hot tub, perfect for unwinding after a day of adventure. In the summer months, enjoy the heated, in-ground pool. Hiking, beaches and so much more await—and less than an hour’s drive to Chicago. Heated Pool Open from Mid-May to Mid-Oct.

Guest favourite
A well-appointed bedroom features a spacious bed adorned with a soft blush and white blanket. A bedside lamp and decorative elements are present. Natural light filters through a window dressed with sheer curtains, creating a cozy ambiance. A small chair complements the interior design.
Flat in Hammond
4.85 out of 5 average rating, 170 reviews

1Plant MOOD FREE Wi-Fi Parking Washer/Dryer

PLEASE READ THE ENTIRE LISTING BEFORE BOOKING! LATE CHECKINS WELCOME! Enjoy FREE Washer/Dryer Full Kitchen + MORE! This special place is close to everything, making it easy to plan your visit. • I80, 294, 94 highways/tolls, etc. • Chicago • Shopping galore • A fun array of restaurants AND A LOT OF FREE PARKING! I’m extremely close to MUNSTER, HIGHLAND, SCHERERVILLE, DYER and many more Indiana locations! I’m extremely close to LYNWOOD, LANSING, CALUMET CITY, and many more Illinois locations!

Top guest favourite
The cottage exterior showcases a single-story structure with a light grey facade and a newly roofed design. Large windows allow natural light to enter, framed by a lush green landscape. A welcoming entryway leads to the home, complemented by garden pots and a gentle pathway.
Cottage in Gary
4.95 out of 5 average rating, 215 reviews

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is a one bedroom 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.

Superhost
The exterior of Miller Cottage features a striking red facade with modern midcentury architecture. A stone chimney adds character to the entrance, partially shaded by lush greenery. A manicured lawn and a paved driveway enhance the inviting atmosphere of the home.
Cottage in Gary
4.82 out of 5 average rating, 197 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.

Top guest favourite
An open studio space features a black leather sofa alongside a wooden coffee table on a textured rug. Colorful wall art adds vibrancy, with a light fixture illuminating the area. A chair with a unique design offers additional seating, enhancing the contemporary aesthetic.
Guest suite in Gary
4.96 out of 5 average rating, 408 reviews

Miller Mermaid Suite-100 yds from the beach!

100 yds from the beach, the cozy MERMAID SUITE is best for a young family or 2-3 adult friends. This artsy basement/studio includes: private entrance, kitchenette, unique art, cozy reading/sleeping nook. There is one small window with no lake view but you can see the lake from the upstairs deck. 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)

Top guest favourite
The exterior of a private guest house is shown, featuring a detached two-story structure. A driveway leads to a garage with a white door, while a wooden staircase ascends to the entryway. The surrounding area includes greenery and paved walkways.
Guest suite in Crown Point
4.94 out of 5 average rating, 261 reviews

IT'S THE WRIGHT PLACE

Private guest house newly remodeled. One bedroom queen bed, bath w/shower, full kitchen stocked, including microwave and Keurig coffee maker pods included, family room TV, and WIFI. No matter if you are in town for work, sport competition, family or just vacationing we offer all the comforts of home. Air Mattress available upon request. Please treat as your own home, follow all house rules. No party or gatherings. This is a no smoking home.

Superhost
A bright red sofa is positioned against a light-colored wall, accompanied by a small side table that holds a decorative bowl. A colorful woven blanket is draped over the arm of the sofa. Natural light enters through a small window, enhancing the warm atmosphere.
Flat in Gary
4.82 out of 5 average rating, 254 reviews

Miller Beach Retreat

This Airbnb experience, situated by the best place to be in Indiana, will surely fulfill any travelers desires. Guests will be surrounded by lush forest and just a 200 steps walk from the beautiful beach. Which on any given day, is bound to be completely empty. Rest at this gorgeous home, bountiful forest, and tranquil beach, and become truly at peace. Embark on the serenest place to be in Indiana, The Gary Miller Beach Retreat.

Guest favourite
The exterior of the log cabin displays warm, freshly stained wood siding. A white door, framed by a small window and a light fixture, leads into the cabin. Two wooden barrels sit on the ground near the entrance, adding rustic charm to the setting.
Cabin in Griffith
4.89 out of 5 average rating, 260 reviews

Beautiful Rustic Cabin for Two!

Gorgeous newly renovated log cabin for two on a working homestead just minutes from Hard Rock Casino! Stop on in for one night or twenty nights! **IMPORTANT: MAKE SURE TO CHECK OUT THIS LISTING ON VRBO TO SAVE $20+ PER NIGHT ON YOUR BOOKING!**

Superhost
A spacious living area features a large sectional sofa and a cozy ottoman, complemented by a plush area rug. A wall-mounted television is visible, along with a small side table, creating an inviting space for relaxation.
Guest suite in Gary
4.92 out of 5 average rating, 75 reviews

Hidden gem by the beach

This special place is close to everything, making it easy to plan your visit. We have lots of amenities that would make for a great stay for just about anyone. From the backyard, to the bar, to the king size bed, there is lots to enjoy.

Popular amenities for Gary holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Gary's top sights

Marquette Park

43 locals recommend

County Line Orchard

37 locals recommend

Hard Rock Casino Northern Indiana

57 locals recommend

Other great holiday rentals in Gary

Guest favourite
Four kayaks in bright colors—red, yellow, and blue—are positioned on the lush green lawn. The kayaks are neatly arranged, with the serene Marquette Park lagoon visible in the background, framed by trees and greenery.
Home in Gary
4.94 out of 5 average rating, 197 reviews

Kayaker’s Dune Cottage

Top guest favourite
A welcoming dining area features a wooden table surrounded by dining chairs and a bench. Large windows allow natural light to fill the room, highlighting the hardwood floors and the warm wooden paneling. A comfortable seating area is visible in the corner, complemented by a ceiling fan.
Home in Gary
4.95 out of 5 average rating, 40 reviews

Spacious MCM beach house with private yard!

A cozy, single-story house is seen from the front, featuring a white exterior with black shutters adorning the window. A concrete pathway leads to the entrance, and the front yard is framed by well-maintained grass and trees. A window air conditioning unit is positioned beneath the window.
Tiny home in Gary
4.78 out of 5 average rating, 63 reviews

Super Comfy Luxurious Tiny Home!

Guest favourite
Two friendly horses are seen near a metal gate, surrounded by lush green grass and trees. The background features a gently sloping path that leads further into the natural landscape, providing a sense of tranquility and connection with nature.
Campervan/Motorhome in Gary
4.87 out of 5 average rating, 63 reviews

Horse farm with Miller beach parking.

A cozy living area features a grey sofa positioned on a raised platform with a blue ottoman in front. A piece of wall art hangs above, and a plant is suspended in the corner. Light wood flooring extends throughout the space, complemented by dark walls.
Tiny home in Portage
4.67 out of 5 average rating, 3 reviews

Moden private TinyHome studio 45min to Chicago

Top guest favourite
Home in Valparaiso
5 out of 5 average rating, 11 reviews

Vale Cottage: Premium 2BR, downtown Valpo

Guest favourite
A modern living area features two tufted grey chairs positioned around a wooden coffee table, with ornamental detailing. A patterned area rug is spread across the dark hardwood floor. The dining area is visible in the background, showcasing a table and chairs illuminated by natural light from windows.
Home in Gary
4.93 out of 5 average rating, 40 reviews

Hard Rock Haven!

Home in Gary
4.85 out of 5 average rating, 97 reviews

Cozy Retreat w/ Fire Pit, Relax & Recharge

When is the best time to visit Gary?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$184 SGD$184 SGD$198 SGD$193 SGD$229 SGD$259 SGD$301 SGD$281 SGD$216 SGD$226 SGD$210 SGD$201 SGD
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°C

Frequently Asked Questions

  • What are the best places to stay in Gary?

    Accommodations are frequently found near lakefront neighborhoods, quiet residential areas, or close to local parks. These locations offer easy access to outdoor activities, dining, and community spaces.

  • What are the best things to do in Gary with kids?

    Kids can enjoy sandy beaches, accessible playgrounds, and interactive learning at local museums. Nature centers and guided park activities are also often recommended for family fun.

  • What are some of the best things to do in Gary?

    Stroll lakefront parks, enjoy outdoor concerts or festivals, and visit cultural heritage sites linked to music and history. The city also has nature reserves and public gardens for peaceful exploration.

  • How is the weather in Gary?

    Gary sees cold winters around 19–38°F (-7–3°C), with snow possible, and warmer summers near 68–85°F (20–29°C), often humid with occasional thunderstorms. Spring and fall bring milder, variable weather; packing layered clothing is often suggested.

  • When is the best time to visit Gary?

    Late spring through early fall is frequently suggested for warmer temperatures, outdoor festivals, and access to park activities. Milder weather encourages exploring beaches, trails, and local events.

  • What are the best places to visit in Gary?

    Popular places to explore include Marquette Park with its beach and dunes, the historic Gary Aquatorium, and local arts centers spotlighting regional talent. Nature trails and significant music heritage sites are also frequently suggested.

  • What are some hiking trails in Gary?

    Explore trails in Marquette Park or take quiet walks in nearby nature preserves with sandy dunes, lake views, or birdwatching opportunities. Trailheads around the city cater to both casual strolls and longer hikes.

  • What are some family activities we can do in Gary?

    Gary has family-friendly parks, local museums, and lakefront beaches for picnicking and play. Discover nature trails, visit interactive exhibits at cultural centers, or join in on seasonal community events that welcome all ages.

  • What are some of the best day trip ideas from Gary?

    Explore the Indiana Dunes, discover regional art museums, or spend time at nearby wildlife preserves for birdwatching and hiking. Trips to local historical towns or lakefront recreation areas are also often recommended.

  • Are there any pet friendly accommodations available in Gary?

    Many accommodations in Gary welcome pets, especially around residential neighborhoods and near outdoor recreation areas. Amenities like fenced yards or proximity to walking trails are frequently featured.

  • What are some local tips for visiting Gary?

    Connect with local events for insight into Gary's cultural scene and music history. Explore the lakefront, pack layers due to changing weather, and enjoy locally owned restaurants or markets for a taste of regional flavors.

  • What is Gary known for?

    Gary is widely recognized for its contributions to American music, especially as the birthplace of the Jackson family. The city also has a history rooted in steel production and hosts cultural events celebrating local heritage.

  • What are the best hidden gems to explore in Gary?

    Discover neighborhood murals, lesser-known local cafes, or small galleries showcasing regional artists. Community gardens and quiet stretches along the waterfront often provide a peaceful retreat.

  • What are the best foods to try in Gary?

    Gary's food scene highlights local barbecue, comfort dishes like fried chicken, and specialties at family-owned diners. Bakeries and markets often feature fresh breads and regional favorites.

  • What should I bring for a trip to Gary?

    Pack layered clothing to prepare for changeable weather, especially in spring or fall, and comfortable shoes for exploring parks or city streets. Consider bringing a swimsuit for the beach and a light rain jacket during summer.

  • What is the nightlife in Gary like?

    Gary has a nightlife scene rooted in local music, with live jazz or blues performances and community gatherings at music lounges. Nearby, you may find casual eateries and social bars with a relaxed atmosphere.

  • What are the most popular events or festivals in Gary?

    Gary has summer celebrations, outdoor concerts, and community gatherings that highlight local music and arts. Festivals often feature food vendors, live performances, and opportunities to connect with neighborhood traditions. Locals enjoy seasonal fairs and cultural events throughout the warmer months.

  • Are there family friendly vacation rentals in Gary?

    Many vacation rentals in Gary are family-friendly, often located near parks, beaches, and quiet neighborhoods. Options with multiple bedrooms and access to local playgrounds or community centers are available.

Quick stats about holiday rentals in Gary

  • Total holiday rentals

    Explore 150 holiday rentals in Gary

  • Nightly prices starting at

    Gary holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    150 of Gary holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Gary rentals

  • 4.8 Average rating

    Gary stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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