Holiday rentals with a patio in Chesterton

Guest suite in Valparaiso

A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.

4.99 out of 5 average rating, 152 reviews

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Welcome to Valparaiso Lakeside Retreat a private getaway on Long Lake featuring a one-of-a-kind outdoor geodesic dome (11 feet), hot tub, fire pit, & kayaks. 20 minutes from Indiana Dunes National Park. Perfect for couples, remote workers & nature lovers seeking a tranquil escape. Enjoy stunning Long Lake views from your private backyard & dome. Long Lake public beach access is just around the corner. Perfect for kayaking, swimming, or a morning walk to the water. Book this unique stay today!

A single-story cottage with light gray siding is accompanied by a neatly landscaped front yard. A welcoming front porch is framed by white railings. A paved driveway leads to a garage on the right, while surrounding trees provide ample shade.

4.91 out of 5 average rating, 99 reviews

Lake Trail Cottage

You might have just found your family's new favorite vacation spot! Located just 1 mile from the lake, and making Lake Trail Cottage the closest home in Pines township to beaches. and just minutes from Beverly Shores! The cottage with two bedrooms and one bath sleeps six people. The home is completely updated. The primary bed features a queen dream cloud bed, a 42in Smart TV. The second bedroom has a full size bed with vanity mirror. South Shore Train (Chicago)is located directly behind home.

4.96 out of 5 average rating, 104 reviews

The modern two-story house is surrounded by landscaped grounds, featuring a mix of wood and dark paneling. A spacious deck extends from the upper level, with seating and hanging planters. A pathway leads to the outdoor dining area, bordered by vibrant flower pots.

Home in Gary

Steps from the beach and a mile from National Park

Perfect for family or friends to relax and enjoy Indiana’s Dunes National Park! The Holliday House is a 2022 custom built home with lake views and a beach path just STEPS from the front door! This 2000 sq ft open concept design features 3 bedrooms and 3 bathrooms, 16’ ceilings, open great room with beautiful indoor/outdoor kitchen, custom dining seating for 8, and loft hammock. Hosts live next door and are easily available if needed! Everything is on the 1st floor except for the 3rd bedroom.

4.93 out of 5 average rating, 141 reviews

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

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

4.98 out of 5 average rating, 118 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, 390 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. ✌️

5 out of 5 average rating, 156 reviews

A welcoming entrance features a bright yellow door against a mint green facade. Brick steps lead to a patio area, adorned with potted plants and a vintage cooler. The sun casts a warm glow over the peaceful lakeside view.

Home in La Porte

UncleLarrysLakePlace HotTubKayaksPingPong

A tribute to our favorite world traveler-he's the first to stay at our properties and give us the good, bad and ugly so we can fine-tune the ultimate experience for YOU. This newly remodeled lake home boasts 4 sleeping areas, year-round hot tub, game room with a ping pong table and large screen TV, large gathering spaces in and out, new kitchen and your own kayaks to explore the area. Enjoy sunsets and lake views from the hot tub on the expansive deck or while grilling on the Weber gas grill.

4.93 out of 5 average rating, 100 reviews

A modern bedroom features a spacious bed with a gray quilted coverlet and a mix of decorative pillows. A striking wall art piece is displayed above the bed, complemented by a mounted decorative deer head. A textured rug and a metal folding chair are visible in the room.

Home in Union Pier

Designer's Own Cozy Cottage

Kick back and unwind in this stylish getaway, ideally located in Union Pier and just a five-minute drive to New Buffalo. Tucked on the lake side of Red Arrow Highway, the Casita offers the perfect balance - close to all the action, yet a quiet retreat to call your own. Guests love visiting nearby beaches, indulging in baked goods, ice cream, local restaurants and wineries. Bike trails, hiking, pickle ball, golf and kayaking all nearby. Endless opportunities for relaxation and adventure await!

4.97 out of 5 average rating, 118 reviews

A modern farmhouse is showcased, featuring a covered front porch with comfortable seating. Lush greenery surrounds the entrance and a small outdoor seating area with a table and chairs is visible. The structure is complemented by large windows that invite natural light.

Home in Crown Point

Quiet Farmhouse Retreat

Looking for a tranquil farmhouse destination? Get away at Wadsworth Acres- a Scottish Highland hobby farm! This modern farmhouse is the perfect space to relax. Complete with a very spacious primary suite, large eat-in kitchen, exercise room, and space to play outside- you’ll never have to leave! Enjoy your morning coffee with breathtaking farm sunrises on the patio and evenings in the hammocks.Peaceful escape just 5 minutes from the highway, 10 from historical downtown, 35 from the Dunes!

4.99 out of 5 average rating, 151 reviews

A cabin exterior is presented, featuring a screened-in porch that offers comfortable seating. The structure, painted in a muted green tone, is surrounded by trees and foliage. A set of steps leads to the porch, creating easy access to the welcoming retreat.

Cabin in Union Pier

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace

Tucked away sophisticated cabin in the heart of Downtown Union Pier. Killer location that's just steps away from dining and drinks: Black Current Bakery, Neon Moon Gelato, Union Pier Market, and Union Pier Social. Townline Beach is a 10 minute walk, and the cabin is right off the bike path. Seeds Brewery is just down the road and local Wineries are 1 mile away. Back home enjoy a relaxing hot tub (available year round), wood burning fire place, spacious screened in porch & outdoor fire pit.

4.89 out of 5 average rating, 122 reviews

A modern kitchen space is presented, featuring a large dining table accompanied by black chairs. White cabinetry and light countertops provide a bright appearance, while decorative elements like a shelving unit and fixtures enhance the welcoming aesthetic. Natural light is allowed in through a nearby window.

Home in Porter

New Dunes Escape

Your family will be close to everything when you stay at this centrally-located place. Located just 3 minutes from the entrance of the Indiana Dunes National Park, 45 minutes from Chicago, 45 minutes from New Buffalo, MI , and 3 minutes from the Dunes Park South Shore Station, this completely remodeled home is the perfect place for a get-away. With free wifi, firepit with firewood, and a 4-seasons room, this house is the perfect place to relax after a great day swimming or hiking.

4.96 out of 5 average rating, 282 reviews

Visit LakeMichigan Beach-Brewery-Casino-OutletMall

Explore the beautiful Indiana Dunes National and State Parks. Book your stay at this cozy, newly renovated 2 bedroom home centrally-located for all your adventures. Within 2 miles of beach, restaurants, brewery, winery, casino, concert venue, spa, botanical garden, boat tours, kayak rental. Bonus trip: take the Southshore commuter train to Chicago for the day. Here, you can explore all the south shore of Lake Michigan has to offer then kick back at your home away from home. 💙

Popular amenities for Chesterton Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Michigan City

The outdoor area features a shared backyard with a large picnic table and benches surrounded by decorative gravel. A fire pit is positioned at the center, while string lights add ambiance. The bright yellow house stands in the background, showcasing a welcoming exterior.

4.96 out of 5 average rating, 108 reviews

The Sunshine House: Scenic Skies Unit!

4.95 out of 5 average rating, 65 reviews

A cozy porch area is featured, furnished with a wicker seating arrangement that includes two chairs and a loveseat. A coffee table sits in the center, and large windows allow natural light to fill the space, creating a bright and inviting atmosphere.

Apartment in Chesterton

Chesterton Charmer: Lower Unit

Apartment in Michigan City

4.92 out of 5 average rating, 12 reviews

Beachside Top-Floor 2BD | Steps to Lake Michigan

Apartment in Merrillville

A spacious living area features a large, L-shaped sectional sofa in a muted tone, accompanied by decorative pillows. A round mirror reflects the soft lighting, while vibrant artwork adorns the walls, contributing to a welcoming ambiance. A patterned area rug adds warmth underfoot.

4.87 out of 5 average rating, 109 reviews

Lovely 1 bed room apartment, all to yourself.

4.89 out of 5 average rating, 121 reviews

Two white Adirondack chairs are positioned adjacent to a circular fire pit. The ground is covered with colorful fallen leaves, and trees with yellow foliage provide a natural backdrop. The scene reflects a serene outdoor space ideal for relaxation.

Apartment in Sawyer

Morton's Retreat Cozy 1 Bedroom Apartment

4.88 out of 5 average rating, 8 reviews

A cozy living area is presented with a comfortable gray sofa and an armchair, accompanied by a wooden coffee table. A flat-screen television is mounted on the wall, and natural light enters through several windows. Decorative plants add a touch of green to the space.

Apartment in Valparaiso

Creekside Cozy 3BD • Near Dunes or Corporate Stay

Apartment in Michigan City

A charming blue house with a welcoming front porch is displayed, featuring a newly painted exterior. Colorful flowers and pumpkins are placed on the porch steps, while a friendly scarecrow adds a festive touch. Lush green grass surrounds the home, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 95 reviews

King Bed Retreat, Minutes to Beach & Dunes

4.87 out of 5 average rating, 100 reviews

A spacious dining area features a wooden table surrounded by chairs, illuminated by natural light from large windows. Artwork is displayed on the wall, and comfortable seating is available in a cozy corner. Exposed brick and wooden flooring add to the industrial-chic ambiance.

Apartment in Three Oaks

The Loft at the Acorn Theater

Holiday House Rentals with a Verandah

A welcoming porch area is framed by a wooden pergola adorned with hanging plants. Below, two chairs and a table are set on a stone patio, offering a quaint outdoor space in front of a red cottage with large windows and greenery around.

4.85 out of 5 average rating, 136 reviews

The Blue Herron- Dog friendly

4.87 out of 5 average rating, 15 reviews

Home in Porter

Grateful Dunes Getaway

4.98 out of 5 average rating, 103 reviews

A cozy living area is presented, featuring comfortable seating on a soft couch and an armchair. A wooden coffee table sits in the center, adorned with a decorative bowl. A television is positioned on a stand, with light-colored walls and a ceiling fan adding to the relaxed ambiance.

Home in Niles

Cheerful 3 bedroom home-Niles

A spacious back porch invites relaxation and gathering, featuring comfortable seating around a tasteful area rug. Large windows and decorative curtains enhance the openness, while a ceiling fan provides airflow. An electric fireplace adds warmth, and a TV is prominently displayed for entertainment.

5 out of 5 average rating, 33 reviews

The Jefferson House

5 out of 5 average rating, 24 reviews

Secluded Lakefront A-frame House.

5 out of 5 average rating, 18 reviews

Cozy Haven ~Modern Cottage in woods close to Dunes

4.93 out of 5 average rating, 169 reviews

A spacious living area is highlighted by large windows framing views of surrounding greenery. A cozy seating arrangement features a light-colored sectional sofa, paired with unique accent chairs. A modern coffee table made of wood and glass sits atop a patterned rug, with a sleek television positioned nearby.

Home in Union Pier

cozy new buffalo cabin, hot tub, 14m walk to beach

4.86 out of 5 average rating, 132 reviews

A spacious living room is visible, featuring a burgundy sofa and a brown recliner. A wooden coffee table sits in front, adorned with a small floral arrangement. The dining area is adjacent, showcasing a rectangular table surrounded by six chairs. Light-colored walls enhance the room's brightness.

Home in Portage

Indiana Dunes, Beach, Chicago, Shopping Center

Other holiday rentals with a patio

4.86 out of 5 average rating, 21 reviews

Home in Griffith

Cozy Comfy House -Great Location

4.96 out of 5 average rating, 26 reviews

A serene patio area is surrounded by mature trees, with sunlight filtering through the leaves. Four black wooden chairs are arranged around a central fire pit. A small table sits on the concrete surface, with glasses and a bottle placed on it, creating a peaceful outdoor retreat.

Home in Gary

DuneHouse Miller Beach - 1.5 blocks to beach

5 out of 5 average rating, 34 reviews

The Guesthouse

A living area features two mid-century modern chairs set against a vibrant leafy wallpaper. A small side table is positioned between them, holding a potted plant. Natural light filters through a window, enhancing the clean and inviting ambiance of the space.

5 out of 5 average rating, 41 reviews

Family Spot• Dunes, Downtown, Grill & Screen Porch

A welcoming living area is presented with a light-colored sofa adorned with green and gold cushions. A sleek glass coffee table sits atop an area rug. A floor plant and large windows bring in natural light, complemented by a modern light fixture above.

4.92 out of 5 average rating, 12 reviews

Jenna’s Beach Retreat

A vibrant yellow front door is complemented by stone exterior and a decorative statue. The private pool area features clear blue water, surrounded by loungers on a spacious deck. An indoor sitting area is arranged with green and yellow decor, large windows allow natural light to fill the space.

4.9 out of 5 average rating, 50 reviews

Cozy Mid-Century Home•Private Pool• Dog-friendly!

4.93 out of 5 average rating, 28 reviews

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

1 Block to Beach/next door to the National Park