House vacation rentals in Gary

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Top-rated house rentals in Gary

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

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Guest favorite

An inviting outdoor seating area features a stone patio with a dining table and chairs under a sleek umbrella. A fire pit is centrally located, surrounded by cozy logs. The cottage background showcases large windows and a distinctive white brick chimney, framed by lush greenery.

Home in Union Pier

4.95 out of 5 average rating, 187 reviews

Barn & Beach New Buffalo / Union Pier

So excited to introduce this lovely modern cottage located at ground zero in Union Pier ! , location is just the best !! 2100 sq ft , 4 bed , 2 bath , hot tub . 6 blocks to Townline beach , Timothy’s, Red Arrow Road house , Whistle stop , 1 block to Seeds Brewery ,Union Pier Social , Black Currant Bakery , 2 grocery stores & beach rental store . Bike path directly across street , plenty of bikes to use ! (Guest home also available for large groups , there’s room for 25 people with both homes ).

Guest favorite

A dramatic scene is captured featuring a lighthouse on a pier, surrounded by dark storm clouds. Lightning strikes illuminate the sky, reflecting over the water's surface. The structure stands prominently, with its red top contrasting against the ominous backdrop.

Home in Michigan City

4.9 out of 5 average rating, 373 reviews

Best Deal In Michigan City 1.3 miles to Beach

Quiet for a well deserved nights rest. Plenty of space for 4-8 guests indoors and out. Short drive to the Washington Park beach & zoo Walking distance to south shore train for a quick ride into the heart of Chicago. Less than a mile from uptown arts center and district Short drive to The National Lakeshore, that has great beaches, hiking, and biking trails! Have a day in the sun, and come back to relax, in a quiet backyard patio area equipped with grill & night lighting... Must be 24 to book

Superhost

An open living area features a cozy white sofa and a dark wooden coffee table. A large window offers natural light, framed by blue walls adorned with nautical artwork. The adjoining dining space is visible, showcasing a wooden table and chairs, contributing to a welcoming atmosphere.

Home in Three Oaks

4.89 out of 5 average rating, 105 reviews

The Lucky Charm House -Walk to it all! Cute, cute

Cute as can be, super comfy, 3 blocks to downtown 3 Oaks. Walk to Acorn Theatre, Journeyman & shopping in an eclectic quintessential small town 90 mins from Chgo. Hike local trails, beach it up at Warren Dunes State Pk, bike ride country roads -Explore Harbor Country. Wonderful dining, brew pubs and wineries to explore. Open living space w/large DR. Primary BR +bth w/shower. 2nd BR w/full bed +single bunk. Large back porch +fenced yard. 2 large TV’s, Wifi/cable. Daybed front porch.

Top guest favorite

A two-story cabin exhibits a charming exterior with dark blue siding and white trim. A spacious deck wraps around the upper level, leading down to a well-kept grassy yard. Steps are visible, framed by mature trees, providing a peaceful outdoor environment.

Home in Coloma

4.99 out of 5 average rating, 109 reviews

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

Guest favorite

A single-family home is set within a lush green landscape, featuring a light grey exterior with teal accents. A neatly paved driveway leads to an attached garage, with a front yard displaying well-maintained shrubs and grass under a clear blue sky.

Home in Stevensville

4.94 out of 5 average rating, 118 reviews

Clean, dog & budget-friendly--great for families!

Clean single-family home w/3 bedrooms, 2 bathrooms, 2 living spaces, full kitchen and cooking/eating essentials. Quiet neighborhood, 1 mile from Lincoln Township Beach (Lake Michigan), 8 miles to Silver Beach and Lions Park Beach in St. Joseph, MI, 8 miles to Warren Dunes State Park and Beach, in the heart of wine/beer country. A small gas grill and firepit + wood, and chairs and a patio table on back patio. Owner lives next door and will be available to answer questions about the area.

Top guest favorite

A spacious garage bonus area is equipped with a ping pong table positioned centrally. Two hanging chair swings offer additional seating, alongside a leather sofa facing a wall-mounted TV. Warm string lights adorn the ceiling, creating a relaxed atmosphere. A door provides access to the outdoors.

Home in Three Oaks

4.97 out of 5 average rating, 111 reviews

Three Oaks Getaway-5 BR 2.5 BA-8 Mins to Beach!

Explore Michigan's charming Harbor Country while staying in our relaxing private home in Three Oaks--a short three minute drive to downtown local boutiques, restaurants, and event venues including Journeyman Distillery, The Acorn Theater, Blissful Barn and Froehlich's. This home is just a ten minute drive from the beautiful beaches of Lake Michigan, ten minutes to the casino and thirty-five minutes to Notre Dame. Enjoy all the area has to offer and come back to your cozy, private home.

Top guest favorite

A spacious living area is filled with natural light, featuring large windows that overlook the wooded surroundings. A dark sectional sofa and a light armchair provide comfortable seating, while a wooden coffee table sits in the center. The warm wood flooring adds to the inviting ambiance.

Home in Grand Beach

5 out of 5 average rating, 113 reviews

Superhost, hot tub, golf cart, fire pit, large!

Newly renovated 5 bed, 2 bath home in the quaint village of Grand Beach. Golf cart included with rental (in season - May thru mid-Nov). Home is situated on a large lot, high on a sand dune that overlooks the 6th fairway and park area. Enjoy two large decks and year-round eight person hot tub. The property is very private, on secluded street and fully stocked for a great stay. It's a great place to enjoy some down time in an idyllic village in the heart of Michigan's "Harbor Country."

Guest favorite

A riverside patio area features comfortable seating arranged on a concrete pad, surrounded by lush grass and trees. A fire pit is positioned nearby, providing a perfect spot for relaxing by the Kankakee River, with scenic views of the water and landscape.

Home in Momence

4.96 out of 5 average rating, 168 reviews

Riverfront Oasis: Parks+ Kayaks+Relaxation Await!

Escape to this beautifully renovated 3-bedroom home with stunning Kankakee River views! Relax on the spacious deck or riverside patio while enjoying wildlife and peaceful scenery. Steps from Conrad Park and Island Park, you can stroll to local restaurants and shops. With all the comforts of home and just 50 miles from Chicago, it’s perfect for a getaway. Need more room? Book the cozy cabin next door tha hosts 4 more people! Your riverside retreat awaits—reserve your stay today!

Superhost

An open living area features hardwood floors and a spiral staircase leading to an upper loft. Comfortable seating is arranged around a coffee table, with a gray sofa and a chair visible. Large windows invite natural light, creating a bright and inviting space.

Home in Benton Harbor

4.84 out of 5 average rating, 101 reviews

Harbor House near Lake Michigan, Ping Pong/Deck

Welcome to Harbor House- Your ideal beach adventure awaits! 3 bedroom home close to many exquisite beaches, wine country, dune hikes, and Harbor Shores Pro PGA golf course. Just a few miles from downtown St. Joseph, MI! We have a large backyard and huge deck for outdoor entertaining. Can sleep 6 adults comfortably, and 1-2 kids on a futon. Please note there is only one bathroom currently. 2 paddleboards for rent- beach is 2 miles away. Small dogs by approval only, with fee.

Guest favorite

A newly renovated kitchen features modern cabinetry in muted tones, with light-colored countertops and a gas range. Stainless steel appliances include a refrigerator and a coffee maker. Natural light enters through a window above the kitchen sink, creating a bright and functional space.

Home in Three Oaks

4.96 out of 5 average rating, 136 reviews

The Heartwood House<3 : DT Three Oaks w/Game Room

Newly renovated 1920's Bungalow loaded with character. Spacious interior with a mix of modern and vintage furnishings that will leave you relaxed and rested. Large private backyard with grill and firepit to enjoy starry Three Oaks nights. Only 4 blocks from Journeyman Distillery and close to all of the restaurants and shops in downtown. Perfect place to stay for a wedding or getaway near wineries, breweries and beaches. Come see the village that everyone is talking about!

Guest favorite

A modern two-story home constructed from wood is nestled among trees in a wooded area. Large windows allow natural light to brighten the interior. A deck is visible at the back, surrounded by a carpet of fallen leaves and greenery.

Home in Michigan City

4.96 out of 5 average rating, 396 reviews

Dunefarmhouse Modern Country Escape

Experience nature and design in an unforgettable way! This thoughtfully curated home is located within a unique green community surrounded by 200+ acres of woods, prairies and meadows - yet minutes to the beach, great restaurants, wineries and activities in harbor country. A unique and immerse art experience awaits every guest. Dunefarmhouse was featured in TimeOut magazine in 2019-2020, as a "Top 10 Airbnb rental in the Midwest" and part of "Perfect Midwest Getaways."

Guest favorite

An open-concept living space features a modern kitchen with white cabinets and a dark countertop. A dining table with six chairs is positioned in front, while the living area includes multiple seating options, offering a relaxed environment with a warm wooden floor throughout.

Home in Michigan City

4.89 out of 5 average rating, 113 reviews

Roomy and Private Getaway for Families & Friends

Perfect for Gatherings, Families, Birthdays, Group Outings: Enjoyment & Tranquility in Nature. Nestled on two acres of picturesque land, the property boasts a fully-equipped six-bedroom house. Conveniently located within a 5-minute drive to popular attractions such as the beach, casino, and outlet mall. Formerly a church, the house has been transformed into an inviting Airbnb rental, featuring a renovated interior, fire pit, gazebo, and many amenities.