
Apartment vacation rentals in Gary
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Top-rated apartment rentals in Gary
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Hidden Gem:Artsy Speakeasy in Historic Bronzeville
Enjoy this fun and unique 1-bed 1.5-bath speakeasy in the heart of Chicago's Bronzeville District. This artsy vibe features eclectic décor, hand-painted murals, Smart TVs, wet bar, wellness studio, remote workspace, free street parking, and ground-level-step-free access. This cozy space is perfect for fun couples, solo adventurers, business travelers, and game night aficionados. Easy access to Downtown (6 miles to Mag Mile, Navy Pier, Millennium Park), Beach (1 mile), Museums, & Sports arenas.

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!

ValpoVilla: Location, location, location!
Located in the heart of downtown Valparaiso, guests will love this updated, historic charmer! Walk to fabulous restaurants, local shops, or breweries & wineries in minutes. This unit has been fully updated and fully stocked with room to sleep 6. You'll be 25 minutes from the beaches of Lake Michigan/Indiana Dunes National Park, an hour from Chicago, and close to quaint towns and apple/berry picking orchards. This space is perfect for families & friends who want to relax or adventure outdoors!

Cute, Clean, Cozy Apartment in Pilsen
Updated, clean and private apartment in Chicago’s unique Pilsen neighborhood. Located on a quiet, tree-lined street with private entrance, it's the perfect spot to rest after a day of exploring this great neighborhood and city. The apartment has a full kitchen with everything needed to make your morning coffee or prepare a meal. Conveniently located to McCormick Place and many of the city's attractions, including West Loop, downtown, United Center, Grant / Union / Douglass Park and more!

Cozy & Comfy 1bd In Historic Portage Park Bungalow
Make yourself at home in my comfortable Portage Park one bedroom garden apartment. This spacious condo is bright and airy with warm furnishings, a kitchenette with an island, private bedroom with a full bed and a modern bathroom with a glass walk-in shower. Portage Park is Chicago’s largest Polish neighborhood and is home to vintage charm, heaps of history and classic Chicago-style bungalows. The National Veterans Art Museum is a poignant must-see while you’re here with its combat-era art.

The Sunshine House: Breezy Beach Unit!
Welcome to Breezy Beach, a bright and cheerful first-floor apartment in the Sunshine House 🌻. With updated amenities, colorful décor, and a prime location near the beach, outlet mall, restaurants, and parks, this spot is perfect for couples, friends, or small families (up to 4 guests). Cook a meal in the fully stocked kitchen 🍳, relax in the comfy queen bed, or enjoy evenings by the outdoor firepit & picnic table. Everything downtown Michigan City has to offer is just a short walk away!

Newly Rehabbed! 2br with Vintage Charm
Our 2 bed garden apartment in Ravenswood will be the ideal home base for your stay! Located in one of Chicago's vibrant Northside neighborhoods, you’ll experience local charm outside your door. The home has space for 5 and a newly renovated kitchen, though you may not have time to cook with many family-owned restaurants within walking distance! The Montrose Brown Line is only 3 blocks away, taking you downtown in 30 minutes and Lakeview/Lincoln Park in even less.

Lovely 2 bedroom just a few blocks from the square
6 Minute's walk from The Square! Shopping, dining, and sightseeing in the historical Crown Point Courthouse Square. Your family will be close to everything when you stay at this centrally-located place. Welcome to this amazing Century old freshly redone duplex home. You will be so very relaxed as you walk through the large shared front porch with 2 cozy reading nooks and upstairs into your private snug spot to lay your head while you're in Crown Point.

Spectacular Pilsen Studio for 2!
This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.

Cute Skylar: Valparaiso University ShortTerm Stay
Welcome to Skylar's Relaxing Spot! This cozy one-bedroom on the second level features a queen-size bed, its own entrance, deck space, and building laundry facilities. Perfect for accessing downtown and Valpo University. Enjoy strong WiFi for remote work and relaxing movie nights on the TV. Located near Route 30 and I-49, it’s an hour from Chicago and 15 minutes from Indiana Dunes, close to malls, ice cream parlors, and great restaurants! ☺️

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.

Bright & Lofty Bucktown 1br
My top-floor apartment in Bucktown is the perfect space for your trip to Chicago! It's a stylish, modern rehab in a classic Chicago building, so you really see the best of what the city has to offer! It's just off beautiful Holstein Park, and easy walking distance to 2 Blue Line stops - so you can get to the Loop in under a half hour! And plenty of Logan Square favorites along Milwaukee are a 15 minute walk away - book today!
Popular amenities for Gary apartment rentals
Weekly apartment rentals

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Springfield Serenity

Sunny Penthouse - Oakwood Beach

Stylish Studio Getaway – Close to University

Private Garden APT/ Cozy/Warm

Midtown Upstairs Apt one bed and one sleeper couch

Treetop Vista, King Bed, Open Plan, Yard + Parking

Downtown Apartment in The Park
Private apartment rentals

1bd/1bth Berwyn Grden Apt 20 min from Chicago

Cozy guest studio, great for couples!

Andersonville 2 bed with modern kitchen + bath

The Standard- 1st floor

Private apartment with retro vibe

Cozy Apartment Near Shops + Train

Vintage Chicago-Style 1 bed, Cable & NFL PASS 40-1

Peach by the Beach! 1 Bdrm Apt close to downtown
Apartment rentals with a hot tub

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours

Romantic Couples LOFT- King Bd, Hot Tub, Fire Pit

Top Floor Views + Central Comfort

Spacious Beautiful Condo

Cozy Mid-Century Mod By Lake MI&Dunes with Hot Tub

Winter Escape 1 BR in Wicker Parl|1 FREE G Parking

Belmont Pleasures - hot tub / arcade gaming room

HotTub/Beachfront/Steam/Gameroom/Pets/MassageChair
When is the best time to visit Gary?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ316 | ﺩ.ﺇ316 | ﺩ.ﺇ301 | ﺩ.ﺇ301 | ﺩ.ﺇ316 | ﺩ.ﺇ320 | ﺩ.ﺇ316 | ﺩ.ﺇ320 | ﺩ.ﺇ316 | ﺩ.ﺇ360 | ﺩ.ﺇ323 | ﺩ.ﺇ316 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about apartment rentals in Gary

Total vacation rentals
Explore 20 vacation rentals in Gary

Nightly prices starting at
Gary vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 410 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Gary vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Gary rentals

4.7 Average rating
Gary stays receive an average rating of 4.7 out of 5 from guests
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Warren Dunes State Park
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Washington Park Zoo
- The 606
- Olympia Fields Country Club
- Chicago Cultural Center




