Vacation rentals with a patio in Chesterton

Find and book unique patio rentals on Airbnb

Top-rated patio rentals in Chesterton

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

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Guest favorite
Home in Michigan City
4.97 out of 5 average rating, 253 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, splashpad, zoo, 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. 💙

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

Guest favorite
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
4.82 out of 5 average rating, 365 reviews

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. ✌️

Top guest favorite
Home in Three Oaks
4.97 out of 5 average rating, 239 reviews

Casa Gitana - Boutique Style Stay in Three Oaks

Casa Gitana is a Boutique style stay in the quaint town of Three Oaks, MI. Just a short drive to the pristine beaches of Lake Michigan and walking distance to downtown, our home offers an eclectic & contemporary feel that is perfect for a relaxing getaway any time of the year. We personally manage & oversee the home before every stay, & take pride in putting thought & intention into every detail. We want our guests to feel at home, and most importantly enjoy a comfortable and relaxing stay. :)

Superhost
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
4.84 out of 5 average rating, 118 reviews

Indiana Dunes, Beach, Chicago, Shopping Center

Near Indiana Dunes, Lake Michigan and Chicago when you stay at our centrally-located townhome. For family fun we’re is located a few minutes away from the shopping center, plenty of restaurants, main chain stores and more. Enjoy the convenience a parking garage& driveway, outdoor patio, dishwasher and washer & dryer. home has 4 beds 2 bedrooms. One bedroom has a Queen bed, second bedroom has a Queen bed and a Full bed. The Living room has a sofa bed. Shovel in the garage for when it snows.

Guest favorite
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
4.88 out of 5 average rating, 121 reviews

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.

Guest favorite
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 favorite
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
4.89 out of 5 average rating, 120 reviews

Morton's Retreat Cozy 1 Bedroom Apartment

Cozy comfort close to Michigan's most popular state park, breweries, wineries, antique malls and farm-to-table restaurants. Morton's Retreat has plenty of room to relax. Charcoal grill and fire pit (shared with Morton’s other retreat) for use in a spacious yard. Private entrance with keyless entry makes check-in a breeze. One other Airbnb located next door in same building. Two complimentary local beers, seltzer water and a snack are provided to help kick off your stay.

Top guest favorite
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.
Guesthouse in Valparaiso
4.98 out of 5 average rating, 129 reviews

Unique Dome escape by Indiana Dunes with Lake View

Escape to our Valparaiso Lakeside Retreat, a private ground-level guest house with stunning waterfront views. Perfect for couples, nature lovers or small families, this tranquil getaway comfortably fits 4 guests. Enjoy a luxurious hot tub, a unique geodesic dome, & a cozy fireplace. Experience a stylish & private retreat with modern amenities and a dedicated workspace, all just minutes from local attractions. Book this unique stay today!

Top guest favorite
The exterior of Chalet Valpo features a charming two-story white house with a pitched roof. The front porch is accessible with a gravel path, offering wooden steps and a small seating area with a table and chairs. A fenced yard provides additional privacy.
Guesthouse in Valparaiso
4.98 out of 5 average rating, 216 reviews

Cozy Luxe Downtown Valparaiso Stay

Welcome to “Chalet Valpo”! A historic carriage house located minutes from the heart of Valpo that we have had completely gutted and made new for you! This home is a carriage house, it is located on our personal property. You have complete privacy during your stay in a private fenced in area. Do not hesitate to reach out with any questions. Walkable to downtown Valparaiso! NO CLEANING FEE!

Top guest favorite
The exterior of the home showcases a white siding and large windows, surrounded by lush greenery. A wooden deck with seating is visible, complemented by stone steps leading to the yard. The fenced area offers a private outdoor space for relaxation.
Cottage in Valparaiso
4.97 out of 5 average rating, 120 reviews

Cozy 2 Bedroom Valparaiso Cottage

This quiet, centrally located north side home offers a perfect place to relax. Only minutes away from downtown Valparaiso and the Indiana Dunes National Park. Conveniently situated for day and evening adventures and activities. Such as, local lakes, parks, and festivals. Enjoy hiking, bird watching, swimming, fishing, fine dining, local breweries and wineries, and so much more.

Guest favorite
A dining area features a wooden table surrounded by six chairs. A woven basket with candles sits at the table's center. Soft light enters through a nearby window, and a round mirror is mounted on the wall. A plant adds a touch of greenery to the space.
Home in Valparaiso
4.95 out of 5 average rating, 103 reviews

Entire Home Downtown Valparaiso!

This beautifully renovated home is in a quiet neighborhood just 1 mile from the heart of Valpo & the new Journeyman. Experience all that Valpo has to offer with spectacular restaurants, breweries, wineries, live music, ice-skating in Central Park, water parks, boutiques and local shops. Just 14 miles from Indiana Dunes & minutes from Valparaiso University.

Popular amenities for Chesterton patio rentals

When is the best time to visit Chesterton?

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Avg. priceﺩ.ﺇ411ﺩ.ﺇ507ﺩ.ﺇ466ﺩ.ﺇ474ﺩ.ﺇ588ﺩ.ﺇ621ﺩ.ﺇ672ﺩ.ﺇ712ﺩ.ﺇ584ﺩ.ﺇ540ﺩ.ﺇ569ﺩ.ﺇ525
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Quick stats about vacation rentals with a patio in Chesterton

  • Total vacation rentals

    Explore 40 vacation rentals in Chesterton

  • Nightly prices starting at

    Chesterton vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 4,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Chesterton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chesterton rentals

  • 4.8 Average rating

    Chesterton stays are highly rated by guests—averaging 4.8 out of 5!