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Holiday rentals in Gary

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Top-rated holiday rentals in Gary

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

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Guest favourite
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
4.89 out of 5 average rating, 130 reviews

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.

Guest favourite
A modern living area features a grey sectional sofa and a light-colored armchair positioned around a soft area rug. Two windows allow natural light to enter, and wall art decorates the walls. Steps lead to an upper level, contributing to an open and inviting layout.
Flat in Avondale
4.94 out of 5 average rating, 109 reviews

Best Deal in Chicago | Great Food & Free Parking

Clean & modern Avondale apt close to Blue Line, perfect for urban explorers! Stylish decor, comfy bed, and a cozy ambiance await. Explore nearby cafes, bars, and boutiques, or hop on the train for downtown adventures. Easy to access & great neighborhood. Easy permit parking (free passes provided) on street allows for the ability to drive or take public transportation wherever you want to explore. Avondale has been voted one of the best neighborhoods in Chicago! Come see what the fuss is about.

Superhost
A spacious log cabin is surrounded by lush greenery, featuring a large front deck and multiple large windows. The roof has a classic gable design, and the exterior is clad in dark wood, providing a rustic charm. The lawn is well-kept, enhancing the cabin's inviting presence.
Cabin in Portage
4.92 out of 5 average rating, 132 reviews

Cozy Log Cabin Near Indiana Dunes & Lake Michigan!

Less than 10 minutes from Indiana Dunes National Park and Lake Michigan, our beautiful log cabin sits on 2 acres while still being in the heart of Portage! Our large front deck overlooks state land giving a beautiful, private view out of our large windows. Our cozy cabin has 3 bedrooms and 3.5 bathrooms with fun, thoughtful touches for your family including video game consoles, movies, books, a LOT of games, a pool/ping pong table, 2 fire pits, and more! Age limit: 25+ years old Sorry no pets

Top guest favourite
A spacious living area showcases a light-colored sectional sofa adorned with plush pillows. Large windows allow natural light to fill the room, revealing wooden flooring and eye-catching artwork on the walls. A dining table is visible in the background, complemented by a minimalist plant.
Home in Michigan City
4.98 out of 5 average rating, 321 reviews

House of Zen: Peaceful Modern Cabin on Tryon Farm

The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

Top guest favourite
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
4.98 out of 5 average rating, 112 reviews

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.

Guest favourite
A well-appointed bedroom features a spacious bed adorned with a soft blush and white blanket. A bedside lamp and decorative elements are present. Natural light filters through a window dressed with sheer curtains, creating a cozy ambiance. A small chair complements the interior design.
Flat in Hammond
4.85 out of 5 average rating, 170 reviews

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!

Top guest favourite
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
4.95 out of 5 average rating, 213 reviews

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.

Top guest favourite
The living room is well-lit by sunlight streaming through three large windows, accentuating a comfortable brown sofa and a stylish armchair. A wooden coffee table and a small dining table with two chairs offer ample seating. Unique artwork and decorative items add character to the space.
Flat in Noble Square
4.97 out of 5 average rating, 580 reviews

Fully Furnished Apartment Wicker Park Free Parking

Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

Guest favourite
A bright living room is showcased, featuring a comfortable seating arrangement with a sofa and armchair. Natural light enters through large windows, illuminating the wood-tone flooring. A ceiling fan and framed wall art add to the welcoming ambiance.
Home in Porter
4.88 out of 5 average rating, 109 reviews

The Dune Den! Huge Yard/Firepit/Near Town+Dunes

Right in-between The Dunes National Park and downtown Chesterton, you will be close to everything when you stay at this centrally-located home. Things to look forward to: Less than 10 minutes to the Dunes and beaches or head 3 minutes the other way to downtown for food, drinks and plenty of small town fun. This charismatic home greets you with all new furniture, front porch, HUGE fenced yard, and local decor. You will fall in love with this family town so bring the kids!

Top guest favourite
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
4.96 out of 5 average rating, 408 reviews

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)

Top guest favourite
A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.
Flat in Maywood
4.94 out of 5 average rating, 177 reviews

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Guest favourite
A compact kitchen area displays modern appliances, including a black refrigerator and a microwave. A wooden dining table with four chairs is positioned in the center. Open shelving above the counter features decorative items and kitchen essentials, complemented by a window allowing natural light.
Flat in Valparaiso
4.86 out of 5 average rating, 129 reviews

Cute Skylar: Valparaiso University ShortTerm

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! ☺️

Popular amenities for Gary holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Gary's top sights

Marquette Park

43 locals recommend

County Line Orchard

37 locals recommend

Hard Rock Casino Northern Indiana

57 locals recommend

Other great holiday rentals in Gary

Superhost
A landscaped garden is featured, bordered by flowering plants and lush green foliage. Large stones are positioned among the plants, providing a natural aesthetic. Mature trees offer shade, while a gravel path leads into the inviting space, set against a quiet, residential backdrop.
Cabin in Gary
4.83 out of 5 average rating, 99 reviews

Rustic 2 bedroom cozy and quiet!

Top guest favourite
A living area features a green sofa adorned with colorful cushions, complemented by a wooden coffee table at its center. Two windows are dressed with vibrant green curtains, allowing natural light to brighten the room. A dining table with four chairs is positioned nearby, enhancing the space.
Flat in Valparaiso
5 out of 5 average rating, 11 reviews

Cozy Corner, Apartment 2S. Steps to shops & Dining

Superhost
A modern kitchen features white cabinetry and stainless steel appliances. Natural light enters through two windows, highlighting the sleek countertop and backsplash. The kitchen includes a double sink, a stove, and a refrigerator, with neatly arranged towels and kitchenware visible.
Home in Gary
4.79 out of 5 average rating, 110 reviews

Relax city

Guest favourite
A modern one-story home is framed by lush greenery, featuring a welcoming entryway with large windows and a center door. The pathway leading to the home is lined with grass and plants, enhancing the tranquil setting.
Bungalow in Gary
4.95 out of 5 average rating, 85 reviews

Indiana Dunes / Lake Michigan Bungalow Beach House

Top guest favourite
A spacious living area showcases a natural wood ceiling and a stone fireplace. A sleek coffee table sits in front of a comfortable sofa, with a television mounted on the wall displaying a serene beach scene. A dining table is visible in the background.
Home in Gary
5 out of 5 average rating, 52 reviews

Hoosier Home - 5 min walk to the beach

Top guest favourite
A spacious bedroom features a king bed with gray bedding and two bedside lamps. A large window allows natural light, framed by white blinds. A desk and chair are positioned near the window, while a black and white photograph adorns the wall above the bed.
Apartment in Munster
5 out of 5 average rating, 34 reviews

1bd/2bth 2 Story Condo in Quiet Neighborhood

Guest favourite
The living/sleeping area features a spacious bed with gray bedding, complemented by a cozy seating arrangement. A light-colored coffee table is positioned in front of the bed. A doorway leads to the kitchen and laundry area, visible in the background.
Flat in La Porte
4.91 out of 5 average rating, 34 reviews

Mainstay Mini

Guest favourite
The exterior of a modern two-story townhouse is showcased, featuring a mix of beige and dark gray siding. Large windows provide views into the interior, while a single-car garage is visible to the right. A grassy area borders the driveway, contributing to a serene setting.
Home in Gary
4.91 out of 5 average rating, 22 reviews

1 Block to Beach/next door to the National Park

When is the best time to visit Gary?

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Frequently Asked Questions

  • What are the best places to stay in Gary?

    Accommodations are frequently found near lakefront neighborhoods, quiet residential areas, or close to local parks. These locations offer easy access to outdoor activities, dining, and community spaces.

  • What are the best things to do in Gary with kids?

    Kids can enjoy sandy beaches, accessible playgrounds, and interactive learning at local museums. Nature centers and guided park activities are also often recommended for family fun.

  • What are some of the best things to do in Gary?

    Stroll lakefront parks, enjoy outdoor concerts or festivals, and visit cultural heritage sites linked to music and history. The city also has nature reserves and public gardens for peaceful exploration.

  • How is the weather in Gary?

    Gary sees cold winters around 19–38°F (-7–3°C), with snow possible, and warmer summers near 68–85°F (20–29°C), often humid with occasional thunderstorms. Spring and fall bring milder, variable weather; packing layered clothing is often suggested.

  • When is the best time to visit Gary?

    Late spring through early fall is frequently suggested for warmer temperatures, outdoor festivals, and access to park activities. Milder weather encourages exploring beaches, trails, and local events.

  • What are the best places to visit in Gary?

    Popular places to explore include Marquette Park with its beach and dunes, the historic Gary Aquatorium, and local arts centers spotlighting regional talent. Nature trails and significant music heritage sites are also frequently suggested.

  • What are some hiking trails in Gary?

    Explore trails in Marquette Park or take quiet walks in nearby nature preserves with sandy dunes, lake views, or birdwatching opportunities. Trailheads around the city cater to both casual strolls and longer hikes.

  • What are some family activities we can do in Gary?

    Gary has family-friendly parks, local museums, and lakefront beaches for picnicking and play. Discover nature trails, visit interactive exhibits at cultural centers, or join in on seasonal community events that welcome all ages.

  • What are some of the best day trip ideas from Gary?

    Explore the Indiana Dunes, discover regional art museums, or spend time at nearby wildlife preserves for birdwatching and hiking. Trips to local historical towns or lakefront recreation areas are also often recommended.

  • Are there any pet friendly accommodations available in Gary?

    Many accommodations in Gary welcome pets, especially around residential neighborhoods and near outdoor recreation areas. Amenities like fenced yards or proximity to walking trails are frequently featured.

  • What are some local tips for visiting Gary?

    Connect with local events for insight into Gary's cultural scene and music history. Explore the lakefront, pack layers due to changing weather, and enjoy locally owned restaurants or markets for a taste of regional flavors.

  • What is Gary known for?

    Gary is widely recognized for its contributions to American music, especially as the birthplace of the Jackson family. The city also has a history rooted in steel production and hosts cultural events celebrating local heritage.

  • What are the best hidden gems to explore in Gary?

    Discover neighborhood murals, lesser-known local cafes, or small galleries showcasing regional artists. Community gardens and quiet stretches along the waterfront often provide a peaceful retreat.

  • What are the best foods to try in Gary?

    Gary's food scene highlights local barbecue, comfort dishes like fried chicken, and specialties at family-owned diners. Bakeries and markets often feature fresh breads and regional favorites.

  • What should I bring for a trip to Gary?

    Pack layered clothing to prepare for changeable weather, especially in spring or fall, and comfortable shoes for exploring parks or city streets. Consider bringing a swimsuit for the beach and a light rain jacket during summer.

  • What is the nightlife in Gary like?

    Gary has a nightlife scene rooted in local music, with live jazz or blues performances and community gatherings at music lounges. Nearby, you may find casual eateries and social bars with a relaxed atmosphere.

  • What are the most popular events or festivals in Gary?

    Gary has summer celebrations, outdoor concerts, and community gatherings that highlight local music and arts. Festivals often feature food vendors, live performances, and opportunities to connect with neighborhood traditions. Locals enjoy seasonal fairs and cultural events throughout the warmer months.

  • Are there family friendly vacation rentals in Gary?

    Many vacation rentals in Gary are family-friendly, often located near parks, beaches, and quiet neighborhoods. Options with multiple bedrooms and access to local playgrounds or community centers are available.

Quick stats about holiday rentals in Gary

  • Total holiday rentals

    Explore 150 holiday rentals in Gary

  • Nightly prices starting at

    Gary holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 6,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    150 of Gary holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Gary rentals

  • 4.8 Average rating

    Gary stays are highly rated by guests – averaging 4.8 out of 5!

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