Waterfront holiday rentals in Gary

4.93 out of 5 average rating, 449 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, 116 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 Holiday Retreat-Hot Tub • FirePit • Bars

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, 107 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.

4.82 out of 5 average rating, 345 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, 211 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.

4.96 out of 5 average rating, 135 reviews

A modern chef's kitchen is shown, featuring an island with seating for four. Sleek dark cabinetry contrasts with light countertops and stainless steel appliances. A bowl of fruit adds a touch of color, while glass pendant lights provide illumination above the island.

Condo in Gold Coast

Modern MAG Mile 2BD/2BA (+Parking/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 - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

4.96 out of 5 average rating, 402 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, 266 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, 191 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.

4.94 out of 5 average rating, 431 reviews

The tranquil surface of Flint Lake reflects a colorful sunset, with soft hues of pink and orange blending into the serene blue sky. The surrounding tree line is silhouetted against the fading light, creating a peaceful and calming atmosphere.

Cottage in Valparaiso

The Lake Escape -Cozy Lakefront Cottage Valparaiso

Escape the everyday with a relaxing stay at this cozy cottage located on Flint Lake! Hot tub, pontoon boat, fire pit, gas fireplace, tv, lake front, canoe, kayak, sauna, grill and more. This charming property is lake front with a small 50ft beach area and dock. Use of 2018 Sylvan pontoon boat, canoe, and kayak are included. You will love the lake life. Please note the pontoon boat is only available in season from May 1st to October 1st.

4.89 out of 5 average rating, 167 reviews

A modern kitchen with white cabinetry features stainless steel appliances, including a refrigerator and microwave. An island with seating for three is complemented by decorative vases of flowers. Natural light fills the space through large east-facing windows.

Condo in Gold Coast

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

Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier.

4.92 out of 5 average rating, 118 reviews

The exterior of a two-story house shows a side view of the garage and main entrance. A covered porch with a railing extends from the house, complemented by bushes and small trees in the foreground. The driveway leads to the garage door.

Apartment in Kankakee

River Loft in Historic Kankakee

The River Loft is a fully separate apartment above the garage in our home in the Kankakee Historical District. The space is fully equipped with all you need for your stay. Across the street Cobb park has tennis courts, walking path, and playground. There are walking/biking trails nearby. Located one mile from downtown Kankakee for grocery, restaurants and movie theater. 15 minutes from Olivet, KCC, and the Mall.

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.

4.96 out of 5 average rating, 106 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, 104 reviews

3 Bedroom Apartment Available in South Bend.

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, 209 reviews

The Lakefront Lookout (2BR)

4.8 out of 5 average rating, 129 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

4.88 out of 5 average rating, 102 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

4.71 out of 5 average rating, 59 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, 105 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

Apartment in Chicago Loop

The living area features a light-colored sofa paired with two cozy armchairs. A round coffee table sits at the center on a colorful area rug. Natural light floods the space through two large windows, and decorative plants are placed on the windowsills.

4.82 out of 5 average rating, 224 reviews

Spacious & Stylish 2BR-2BA Apt Steps from The Bean

Waterfront house rentals

4.89 out of 5 average rating, 139 reviews

A private pool area is framed by a white fence, featuring a clear blue pool surrounded by lounge chairs. Lush greenery and a large tree provide shade, while the serene view of Lake Chapin and distant trees is visible in the background.

Home in Berrien Springs

Lake House Retreat with a Pool

4.96 out of 5 average rating, 28 reviews

A charming two-story house is nestled beside the Kankakee River, surrounded by lush green trees. A spacious deck overlooks the water, with several outdoor chairs arranged for relaxation. The rustic exterior showcases vibrant paint and large windows, inviting natural light into the home.

Home in Shelby

Technicolor River Retreat just outside of Chicago!

4.83 out of 5 average rating, 102 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

5 out of 5 average rating, 27 reviews

A spacious wooden deck descends to a fenced backyard featuring a well-maintained lawn. The outdoor seating area includes a large table set for meals, with views of the lake and surrounding greenery visible beyond the yard.

Home in Cedar Lake

Lakeside Loft

5 out of 5 average rating, 11 reviews

A spacious lakeside deck is presented with a wooden railing and rustic seating. The view overlooks the calm water filled with boats, offering a serene outdoor ambiance under a clear blue sky, perfect for relaxation and enjoyment of nature.

Home in Cedar Lake

The Cedar Lake Escape 5 Bdrms Sleeps 16 (8229)

4.96 out of 5 average rating, 107 reviews

Home in Momence

Riverfront Escape: Modern Comfort in Historic Home

4.97 out of 5 average rating, 101 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

Waterfront condo accommodation

4.96 out of 5 average rating, 51 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, 243 reviews

Studio flat in the heart of Chicago's Gold Coast

4.98 out of 5 average rating, 48 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

Spacious 3BR, 2BA Riverfront Condo | Marina Views

4.97 out of 5 average rating, 35 reviews

A spacious deck is shown, featuring a wooden table with an umbrella and string lights illuminating the area. The view of the ocean is visible in the background, with a sunset casting soft colors in the sky. The side of the building is also visible, with multiple windows.

Condo in Coloma

Amazing Beach Condo with pool and great sunsets!

4.95 out of 5 average rating, 77 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, 19 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