Waterfront holiday rentals in Gary

4.93 out of 5 average rating, 460 reviews

Chalet in La Porte

Pet friendly, lakefront home directly on Pine Lake

Looking for a relaxing lake vacation? Our studio home is directly on the water with docks to offer for guest use during warm months. Great fishing spot with included kayaks and seasonal pontoon boat to explore on the lake. Our gas fireplace on the deck provides amazing memories and relaxation. Gas grill, outdoor furniture, clean space to swim between docks, and so on! Wifi, streaming networks, and board games provided in home! Pine Lake Airbnb is the place to be for your next vacation adventure!

4.92 out of 5 average rating, 118 reviews

An upgraded patio features a hot tub illuminated in blue, with a scenic view of the lake and a vibrant sunset reflecting on the water. The outdoor dining area is nestled under string lights, adding a cozy touch to the serene atmosphere.

Home in Carol Stream

LakeHome Cozy Retreat! HotTub •FirePit•Bar•Fishing

Come enjoy our beautiful home it's the perfect place to relax, unwind & enjoy peaceful lake views. Whether you’re fishing, soaking in the hot tub or sipping coffee on the deck, it’s a quiet home away from home on a serene cul-de-sac. Enjoy stunning views of the lake while grilling or relaxing by the firepit on the beautifully landscaped patio & in the hot tub 🥂 🐶 Up to 2 furry babies are welcome & they’ll love the almost 1-acre fenced yard! 🌅 See weekly & monthly discounts for longer stays

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.

4.83 out of 5 average rating, 356 reviews

A multi-level house is set on a grassy area, featuring a stairway leading to a deck adorned with flower pots. Vibrant red canopies provide shade, and bicycles are stationed nearby, creating an inviting environment. The exterior showcases a mix of wooden and painted surfaces.

Home in Chesterton

South Shore Studio Apartment {National Park}

I have to warn you definitely not a hook up spot or party house!!! typically rise with rooster on this 5 acre country setting with a small fishing pond. 420 friendly .. Quiet hours are 11 -8 generally some music playing, musicians are welcome !! if you happen to book on a Sunday i host an Open Mic in my Barn every Sunday ..... pretty relaxed. Upon arriving, turn into the driveway, and then right into the yard. Apartment is upstairs, the door is open with the keys inside. ✌️

4.95 out of 5 average rating, 139 reviews

A lakefront view reveals a charming house with a porch and multiple seating areas on the lawn. A private dock extends into the water, accommodating a pontoon. Green trees provide shade, while an American flag gently waves in the breeze.

Home in Valparaiso

Lakefront House, Pontoon, Deck, Fire Pit & More!

Pontoon INCLUDED in all rentals May 2026-Sept 2026! No extra fees for unlimited use of private pontoon, pier, paddle boards and more!! Rental price of our lakefront house includes the pontoon, deck, yard and endless activities!! Take the pontoon for a cruise, fish, swim, paddle board, kayak, watch the wildlife or have a bonfire!! Travel 15 minutes to the Indiana Dunes or 10 minutes to downtown Valpo. You will also be able to cook delicious meals on the propane grill & fully stocked kitchen

4.95 out of 5 average rating, 220 reviews

The cabin's exterior is framed by colorful autumn foliage, with vibrant red leaves and dappled sunlight filtering through the surrounding trees. Stone steps lead to the entrance, enhancing the rustic charm of the well-maintained landscape.

Cabin in Michiana

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

Luxury meets nature: forest cabin steps from the beach, 1 hour from Chicago. Book your escape to our designer log cabin on Lake Michigan just steps from the beach and nestled in a peaceful forest, it’s the perfect retreat. Built in 1932, our charming cabin sleeps 8 in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit, games, puzzles & books. Featured in Country Living and the NYT, it’s perfect for families, friends, or retreats. Book now and create lasting memories in Michiana.

4.86 out of 5 average rating, 206 reviews

A spacious living area features a large sectional sofa facing a media unit with a TV, accompanied by a coffee table. A dining table with four chairs sits nearby. Floor-to-ceiling windows provide bright natural light and a view of adjacent buildings.

Condo in Gold Coast

2BD/2BA MAG MILE MASTERPIECE (+Rooftop)

Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Tranquil rooftop overlooking the Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows We look forward to hosting you!

4.97 out of 5 average rating, 101 reviews

A comfortable living room is highlighted by a spacious sectional sofa with decorative pillows. A light-finished wooden coffee table sits on a soft area rug featuring warm tones. Natural light enters through a large window, complemented by sheer curtains, while a ceiling fan adds a functional design element.

Home in La Porte

La Casita De Lago

Welcome to LaCasita De Lago! Charming lakefront home north of Laporte. Enjoy the serene lake view and sunsets from the spacious back yard and unwind by the firepit overlooking the water. Natures beauty at your door steps. LaCasita is located at a perfect half way point to all the NW Indiana attractions. House is located 35min from Notre Dame, 20min to Michigan Wineries and 20 min from the Dunes. Relax in this comfy Casita which comes with modern amenities, high speed wifi & so much more!

4.98 out of 5 average rating, 215 reviews

Home in La Porte

Aunt Betty's Lakeside Abode, Hot Tub Steam Shower

Aunt Betty’s Lakeside Abode offers 3 king bedrooms, 2.5 baths, 2 twin cots, west-facing beautiful Stone Lake views, screened porch with gas fire, lakeside terrace, and year-round hot tub. Enjoy multiple gathering areas, a steam shower, ping-pong. Perfect for families, couples, or groups exploring LaPorte County, Indiana Dunes or wineries, breweries, trails surrounding Lake Michigan. Sleeps 8, or book with Uncle Larry’s Lake Place next door for larger groups and shared lakefront fun!

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)

Condo in East Rogers Park

A well-lit living area features a striped sofa accompanied by two modern armchairs. A wooden coffee table sits in the center, complemented by a patterned rug. Shelves display an array of silverware and decorative items, adding character and visual interest to the space.

4.93 out of 5 average rating, 274 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This cozy AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed, TV, dining table, & partial kitchenette. NOTE: No full kitchen.

4.93 out of 5 average rating, 194 reviews

A charming cabin is nestled among tall trees, with a deck visible on one side. Surrounding areas feature mowed grass and fallen leaves, creating a tranquil rural setting. Additional structures, including a shed, can be seen in the background, adding to the serene atmosphere of the property.

Guesthouse in Sawyer

Heron's Rest Hideaway, nature lovers' dream

Privacy on 11 acres of conservancy-protected land including two small lakes, river access , woods. Rowboat available. Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Kayak, bike, hike nearby. Separated from our home by a breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible. Limit of 4 guests.

Popular amenities for Gary waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

Apartment in Saint Joseph

A light-filled living area features a black leather sofa with decorative pillows and a wooden coffee table. Natural light enters through large sliding glass doors that open to a balcony, offering views of the outdoors. A circular woven pouf adds textural contrast to the floor.

4.97 out of 5 average rating, 119 reviews

Luxury Waterfront Condo

Apartment in Near Northwest

A spacious living area features large windows allowing natural light, with comfortable seating including a recliner and a sofa. A wooden coffee table occupies the center, while a television is positioned on a stand, and an office space is visible in the background.

4.91 out of 5 average rating, 109 reviews

3 Bedroom Apartment Available in South Bend.

5 out of 5 average rating, 7 reviews

Apartment in Chicago

Upscale High-Rise Apt · Rooftop Pool + Views

Apartment in Streeterville

A rooftop terrace features various seating options, including lounge chairs and circular lounges. Colorful cushions are arranged on some seats, while green planters add a touch of nature. The skyline of Chicago is visible in the background under a clear blue sky.

4.82 out of 5 average rating, 214 reviews

The Lakefront Lookout (2BR)

4.79 out of 5 average rating, 135 reviews

The living area features a modern design with a large window providing views of the city skyline. A stylish couch is paired with a coffee table, while a bar with high stools is positioned nearby. Indoor plants add a touch of greenery to the space.

Apartment in South Bend

Clover Haven | High Rise | Down Town South Bend ND

4.89 out of 5 average rating, 108 reviews

A spacious living room features a cozy seating area with two leather sofas facing a modern TV stand. A light-colored coffee table is positioned between the sofas, and a decorative painting hangs above the fireplace. Large windows with blinds allow natural light to fill the space.

Apartment in Uptown

Elegant 2-bed/2-bath in the heart of Uptown

4.72 out of 5 average rating, 61 reviews

A charming vintage building features a striking blue entrance door framed by vibrant autumn foliage. The stone façade is complemented by green climbing vines and a small patio area with a bench, enhancing the inviting exterior.

Apartment in Gary

French château -literally 150 steps from BEACH

4.89 out of 5 average rating, 114 reviews

A comfortable living room features a blue sectional sofa adorned with soft throws, paired with a wooden coffee table. Natural light enters through large windows, highlighting a stylish armchair and an entertainment unit beneath a mounted TV.

Apartment in Evanston

New renovation|1BR|Stylish|Modern|Next to the Lake

Waterfront house rentals

4.95 out of 5 average rating, 148 reviews

A heated pool is surrounded by a wooden deck with a safety railing, offering a tranquil view of the pond and surrounding trees. Bright yellow daffodils are blooming along the grassy edge, enhancing the serene outdoor space.

Home in Berrien Springs

18 acres | Arcades | Heated Pool | Hot Tub | Pond

4.83 out of 5 average rating, 104 reviews

An open living area features a casual dining table surrounded by four chairs and a kitchen bar with seating for four. Large windows and glass doors allow natural light to brighten the space, while a red leather armchair and a blue accent chair invite relaxation.

Home in Three Oaks

Three Oaks Creek House Perfect

4.96 out of 5 average rating, 109 reviews

Home in Momence

Riverfront Escape: Modern Comfort in Historic Home

4.97 out of 5 average rating, 103 reviews

A spacious outdoor deck offers serene views of the surrounding greenery and a tranquil lake. A hammock is suspended between two trees, inviting relaxation, while potted plants add subtle touches of color to the area. The scene is illuminated by soft, natural light.

Home in La Porte

Renovated french country lake home. 6bedroom/4bath

4.62 out of 5 average rating, 164 reviews

The two-story house is nestled among lush greenery, showcasing a two-tone exterior with a combination of light and dark colors. Large windows illuminate the front, complemented by a well-maintained lawn and selective landscaping. A garage is visible on the right side of the structure.

Home in Gary

Miller Beach Dune House

4.97 out of 5 average rating, 90 reviews

A gently sloping sandy path leads to a tranquil Lake Michigan beach, framed by tall grasses. The calm water reflects the soft hues of the sky, with a small orange flag marking the entry point. A boat can be faintly seen on the horizon.

Home in Michigan City

Michigan City Family Friendly Beach Escape

5 out of 5 average rating, 21 reviews

Home in Manteno

Lakeview Estate

5 out of 5 average rating, 49 reviews

The eight-person hot tub features bubbling water with a view of Lake Michigan in the background. The surrounding area includes wooden loungers facing the water, providing a relaxing atmosphere to enjoy the tranquil scenery.

Home in Benton Harbor

Updated-Private Beach-Lake Views-Hot Tub-Fire Pit

Waterfront condo accommodation

4.96 out of 5 average rating, 55 reviews

An open-concept living area is presented, featuring a large dining table surrounded by wicker chairs. A modern kitchen with stainless steel appliances is visible in the background, and a comfortable leather couch is positioned near a wall-mounted television and ceiling fan.

Condo in Saint Joseph

Beautiful top floor condo- river view- near beach

Condo in Magnificent Mile

The studio apartment features a spacious open layout with a comfortable bed, muted bedding, and a nightstand. A TV is positioned on a modern media unit, and a mini fridge adds convenience. Natural light filters in through a window, illuminating the neutral decor.

4.71 out of 5 average rating, 247 reviews

Studio flat in the heart of Chicago's Gold Coast

4.98 out of 5 average rating, 49 reviews

The living area features a sectional sofa positioned around a coffee table, creating a comfortable seating arrangement. A wall-mounted television and a contemporary fireplace add to the room's ambiance, while large windows provide natural light and showcase views of the outdoors.

Condo in Saint Joseph

3BR, 2BA Spacious Riverfront Condo | Marina Views

4.93 out of 5 average rating, 80 reviews

An aerial view showcases a marina filled with boats, adjacent to modern waterfront homes. The calm water reflects a clear sky, while a tree-lined pathway and parking area are visible in the foreground, enhancing the serene environment.

Condo in New Buffalo

Live the marina life in New Buffalo!

4.84 out of 5 average rating, 67 reviews

The exterior of the Culver Cove features a welcoming entrance with a distinctive wooden structure. A circular fountain surrounded by small stones is visible in the foreground. The building showcases multiple windows, allowing natural light to brighten the facade.

Condo in Culver

Culver Cove 1 Bedroom Lakefront Condo 163

5 out of 5 average rating, 20 reviews

A comfortable living area features light-colored sofas arranged around a circular wooden coffee table. A flat-screen TV is mounted on the wall above a fireplace. Natural light filters through large windows, while nautical decor, including a model sailboat, adds character to the space.

Condo in Culver

Flexible & Fresh Lakefront Condo

5 out of 5 average rating, 63 reviews

An aerial view captures a cluster of charming chalets arranged in a semi-circle along the shoreline. The surrounding lush greenery and open parking area enhance the setting. Nearby, amenities such as pools and recreational spaces are visible, blending nature with community living.

Condo in Stevensville

Sunset Pointe Chalet #32: Beach + Pool+ Sports