Vacation rentals in Gary

Guesthouse in Merrillville

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.

4.94 out of 5 average rating, 146 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.

4.89 out of 5 average rating, 127 reviews

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

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.

Tiny home in Michigan City

The exterior of a red tiny house is framed by greenery, showcasing a wooden deck with railing. A hot tub is positioned on the deck, while a door and windows illuminate the structure, providing a welcoming atmosphere in a private yard.

4.99 out of 5 average rating, 214 reviews

The Studio at the Dunes

Experience tiny living at the Studio after a day exploring the beautiful Indiana Dunes National Park! You will love this cozy tiny house with vaulted ceilings and modern amenities. Cool off with the mini-split air conditioner and relax on the sofa chaise after a long day in the sun. Staying in? Enjoy a board game while listening to some oldies on the record player, take a dip in the cozy hot tub, or relax in the hammocks by the fire pit in the secluded back yard. You’re sure to leave refreshed!

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.

4.96 out of 5 average rating, 100 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.

4.95 out of 5 average rating, 247 reviews

A welcoming living area is presented, featuring a light grey sectional sofa paired with plush armchairs. A dark coffee table sits at the center, complemented by a textured area rug. Natural light filters through the nearby window, adding warmth to the space.

Home in Portage

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.

4.98 out of 5 average rating, 110 reviews

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

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.

4.95 out of 5 average rating, 105 reviews

A spacious living area features a light-colored sectional sofa adorned with soft pillows, positioned beside a wooden coffee table. A decorative area rug adds warmth to the hardwood floor. Natural light enters through a window, complemented by dark curtains. A potted plant and lamps provide additional light.

Home in Munster

Entire home: Private, Cozy Oasis in a Quiet Locale

30 minute drive from Chicago's Grant Park. Near Little Calumet and Monon trails. Appeals to nature enthusiasts, cyclists, remote workers and brewery aficionados. This 2 bedroom, 1 bathroom retreat offers comfort and convenience. Full kitchen, private backyard and comfortable living space. 3 casinos, 6 breweries: 3 Floyds, 18th Street, Fuzzyline, Byway, New Oberpfalz & Wildrose within 7 to 20 min drive. Early check-ins offered/subject to availability. Feel free to inquire on availability.

4.95 out of 5 average rating, 213 reviews

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

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.

4.96 out of 5 average rating, 408 reviews

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

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)

A sandy path leads through tall grass towards the blue waters of Lake Michigan. A lifeguard stand is visible in the distance, positioned on the beach under a clear sky.

4.93 out of 5 average rating, 230 reviews

Walk To Beach +National Park! 5BR, 2BTH +Game Room

Lake Michigan’s sandy beach and National Park are just steps away from this 5 bedroom comfy vacation lodge. The area has much to offer year round. Enjoy bike trails, dune hiking, sledding, disc golf, bootcamp, secluded or public beaches, concession stands, playgrounds, event venues, kayaking, fishing and outdoor live music. Miller Beach is close to casinos, 5 hospitals, steel mills and BP Refinery. Catch the South Shore Train and get to Chicago in 45 minutes. .

4.88 out of 5 average rating, 827 reviews

The swimming pool area features a vibrant blue pool with a fountain at its center. Surrounding the pool, comfortable loungers are arranged, and hanging flower planters add a touch of greenery. A spacious building is visible in the background, framed by lush trees.

Guesthouse in Porter

'Pool Barn' w/Games & Hot Tub near Indiana Dunes

Hot tub open all year! Pool will reopen May 1. The Pool Barn is only 1 hour from Chicago & less than 10 minutes from large sand beaches & hiking trails of Indiana Dunes National Park & Indiana Dunes State Park. Outside enjoy our Pool, hot tub, grill, firepit, playground, & we are on the hike/bike trail. Inside is billiards, ping pong, air hockey, darts, popashot, foosball, board games, large smart tv, 5 beds, couch, & full kitchen. No cleaning fee. Book today!

Guest suite in Crown Point

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.

4.94 out of 5 average rating, 258 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.

Popular amenities for Gary vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Gary

4.88 out of 5 average rating, 34 reviews

A spacious living area features high vaulted ceilings and natural wood paneling. Large windows allow natural light to illuminate the room. A stone fireplace serves as the focal point, complemented by a mounted television. Comfortable blue sofas and a dining table enhance the inviting atmosphere.

Home in Stevensville

Cozy cabin for two w/hot tub

Superhost

A serene bedroom is depicted with neutral grey walls and warm wooden flooring. The spacious bed is dressed with plush linens and decorative pillows. Natural light floods in through two windows, while a stylish chandelier and soft area rug enhance the inviting ambiance.

4.77 out of 5 average rating, 53 reviews

The Private Relaxation Oasis Near the Beach

A serene patio area is surrounded by mature trees, with sunlight filtering through the leaves. Four black wooden chairs are arranged around a central fire pit. A small table sits on the concrete surface, with glasses and a bottle placed on it, creating a peaceful outdoor retreat.

4.96 out of 5 average rating, 24 reviews

DuneHouse Miller Beach - 1.5 blocks to beach

4.94 out of 5 average rating, 50 reviews

A neutral-toned bedroom features a spacious bed with plush white bedding and decorative pillows. Two bedside lamps provide soft illumination. An abstract painting adorns the wall, while a large window with drapes brings in natural light, enhancing the room's calming ambiance.

Apartment in La Porte

Stay on State 2 bed

4.96 out of 5 average rating, 83 reviews

A private wooden deck features a spacious hot tub with steps for easy access. Soft outdoor lighting creates a cozy ambiance, illuminating nearby trees and the charming cottage structure visible in the background. Green foliage enhances the serene setting.

Cottage in Gary

SYLVIA's CHARMING & RELAXING COTTAGE

Superhost

A spacious living area is presented with a large sectional couch adorned with textured throws. Two accent chairs are positioned nearby, and a flat-screen television is mounted above a stone fireplace. The hardwood floor reflects natural light from the nearby windows, creating a warm ambiance.

Home in Merrillville

4.74 out of 5 average rating, 27 reviews

Spacious Serene Escape~ 20 mins IN Dunes

5 out of 5 average rating, 6 reviews

Home in Michigan City

Moonstone Cottage

A single-story home is surrounded by a white picket fence, with a well-maintained lawn and a variety of greenery. Bright blue siding contrasts with the natural surroundings, while a shaded porch provides a welcoming entry. A street lined with trees enhances the peaceful atmosphere.