Vacation rentals with a patio in Chesterton

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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

The dining area features a large wooden table surrounded by comfortable seating, illuminated by a modern pendant light. Nearby, the hot tub area is visible through large glass doors, nestled among lush greenery, providing a tranquil outdoor experience.

Home in Michigan City

4.98 out of 5 average rating, 111 reviews

Beach! Hot Tub! New Buffalo! Firepit! King Bed!

Highlights: ✔ 8-person Hot Tub ✔ Sleeps 12 (10 in main house + 2 in guest cabin) ✔ 1 mile to beach ✔ 6 min to Shady Creek Winery ✔ 10 min to New Buffalo + Michigan City ✔ Outdoor firepit & picnic table ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Luxury custom-designed home ✔ Private wooded lot ✔ 2 Adult & 2 kids' bikes ✔ Beach chairs, toys, wagon and towels ✔ Pickleball paddles & nearby courts ✔ 4 vehicle parking ✔ 2-person workstation ✔ High speed wifi ✔ Fully stocked

Guest favorite

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

4.95 out of 5 average rating, 117 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

Superhost

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

4.8 out of 5 average rating, 297 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. ✌️

Guest favorite

A cozy tiny home is situated beside vibrant organic vegetable fields, showcasing rows of leafy greens. The home features a combination of rustic wood and modern metal siding, with large windows and a welcoming porch area that includes chairs for outdoor relaxation.

Tiny home in De Motte

4.92 out of 5 average rating, 114 reviews

Tiny Home on Organic Veggie Farm

Place yourself right in the beauty of the land and nature in this cozy tiny home at Perkins' Good Earth Farm. The tiny home has a loft bedroom, bathroom with shower and composting toilet, kitchen, sitting area, and deck. You'll be surrounded by organic vegetable fields, 11 acres of woods, walking trails--and within perfect view of both the sunrise and sunset. You'll also have easy access to our farm store where you'll find fresh fruits & veggies, homemade soups & salads and so much more.

Guest favorite

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

4.94 out of 5 average rating, 48 reviews

Chesterton Charmer: Lower Unit

Just a 15-minute drive from the Indiana Dunes/Lake Michigan, & a two-minute walk to downtown Chesterton! Guests will love this upper unit in a historic home. The prime location and fully stocked kitchen allow you to walk downtown for a meal or dine in. Watch a movie in the spacious living room, enjoy a cup of coffee on the cozy porch, or venture out to explore nearby attractions. Whether you want to lay low & relax, or explore all the area has to offer, this rental has you covered!

Superhost

A large pink flamingo pool float is situated in a vibrant blue private pool. The surrounding area is paved and includes a ladder, indicating easy access to the water. Fencing provides a sense of privacy, enhancing the serene atmosphere.

Loft in Chesterton

4.78 out of 5 average rating, 54 reviews

That 70’s Loft! Peace, Love & Poolside Vibes

Embrace the 70s vibe in our funky loft, where the inspiration is retro charm and modern comfort! And have an extra special stay knowing you have a private pool to relax in! This airbnb is perfect for: -Business trips -Family visits -Nature lovers seeking a small-town escape. Located within a 10-minute trip to the beach, walking distance of local hot spots, under an hour trip to the vibrant city of Chicago, Illinois, and less than 30 minutes from charming New Buffalo, Michigan.

Guest favorite

A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.

Cottage in Harbert

4.97 out of 5 average rating, 139 reviews

Hot tub open year round in modern/rustic cottage!

Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

Top guest favorite

A two-story residence is situated on a corner lot, featuring a welcoming front porch with white railings. The exterior showcases light blue siding and a peaked roof. A large yard with well-maintained grass surrounds the home, providing an inviting atmosphere.

Home in Michigan City

4.97 out of 5 average rating, 180 reviews

5 Min Drive Lake Michigan beach-brewery-casino-zoo

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. Explore all the south shore of Lake Michigan has to offer then kick back at your home away from home. Only a half mile walk to the Southshore commuter train to Chicago!

Superhost

A well-lit dining area features a light wooden table surrounded by six neutral-toned chairs. A decorative runner lays across the table, complemented by a pair of vases with blue flowers. Built-in shelves display decorative items, enhancing the room's inviting design.

Home in Chesterton

5 out of 5 average rating, 4 reviews

Jefferson

Nestled in the desirable Chesterton area, just a short distance from downtown, this charming 4-bedroom, 2-bathroom home offers the perfect combination of convenience and comfort. The main floor features 2 cozy bedrooms, an office space, and a full bathroom, making it ideal for a variety of living arrangements. The property also includes a spacious 2-car garage.Enjoy the convenience of being close to downtown Chesterton, with easy access to shops, restaurants, and parks.

Guest favorite

Guesthouse in Merrillville

4.92 out of 5 average rating, 110 reviews

Romantic Getaway Guesthouse/ Jacuzzi/Sauna/Pool

Romantic Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse/in-law suite offers ultimate relaxation with a private entrance, spa-like jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.

Guest favorite

A charming two-story home features light blue siding and white exterior accents. A welcoming front porch is bordered by a white picket fence. Large windows allow natural light to fill the space, offering a glimpse of the cozy seating area within.

Home in Michigan City

4.86 out of 5 average rating, 104 reviews

The Lake Escape - 5 Mins from beach, casino, & zoo

LOW CLEANING FEE! Stay close to the beach, only 1.3 miles away, at our spacious property in Michigan City, Indiana! Luxury amenities include: a large jacuzzi tub, dual shower heads for up to 2 person showers, urinal, a large king size suite with a 65 inch TV, and more! We’re located on 11th St. That means that the South Shore train line runs right in front of our home! It is a no horn zone.

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, 163 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!