Vacation rentals with a patio in Chesterton

Find and book unique accommodations with an outdoor patio on Airbnb

Top-rated accommodations with an outdoor patio in Chesterton

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Guest favourite

Condo in Portage

4.94 out of 5 average rating, 67 reviews

Unsalted Stay - Waterfront Condo

Unsalted Stay gives you a central location to all the nearby sites Northwest Indiana has to offer!A cute and cozy waterfront condo that offers full amenities for family fun, major arteries for work and business, and endless adventures! Located on the lovely Marina Shores Harbor, 2 min from the National Lake Front beach,5 min from Indiana Dunes National Park, across the way of the South Shore train line(45 min ride to Downtown Chicago),40 min from New Buffalo Michigan, and 60 min from Notre Dame!

Sep. 9 – 16

$266 CAD per night

Guest favourite

Home in Lakeside

4.96 out of 5 average rating, 158 reviews

Adorable couples escape with year-round hot tub!

3 NIGHT MIN JUNE 15 - END OF AUG! ADORABLE HOME IN LAKESIDE WAS RECENTLY REHABBED & OFFERS A SUPER CLEAN AND MODERN FEEL IN THE HEART OF HARBOR COUNTRY. GUEST HAVE ACCESS TO PRIVATE BEACH WHICH IS A 7 MIN WALK AWAY - NO CROWDED BEACHES! YEAR ROUND HOT TUB, A SUPER COMFY KING SIZE BED AND ONE PULL-OUT COUCH FOR 4 GUEST (MAX). FIREPIT SUPPLIED WITH WOOD, AN OUTDOOR PATIO AND WEBER GRILL COMPLETE THIS LOFT LIKE HOME. FULLY STOCKED KITCHEN, HIGH DEF TV, STREAM MUSIC, ETC! YOU WILL LOVE IT!

Nov. 19 – 26

$382 CAD per night

Guest favourite

Condo in Portage

5.0 out of 5 average rating, 53 reviews

Luxury Waterfront 2 Bedroom Condo by Lake Michigan

Welcome to Northwest Indiana's best kept secret. From Marina Shores you can easily access metro areas like Chicago or South Bend by train without even starting your car. If you're in the mood to stay close and enjoy some fresh air, perhaps a day at the beach or a peaceful sail on Lake Michigan is in order. No matter your speed, the luxury amenities at Marina Shores, like the pool & fitness center and the Marina Shores Yacht Club restaurant will be waiting to welcome you upon your return.

Sep. 15 – 22

$315 CAD per night

Guest favourite

Apartment in Valparaiso

4.94 out of 5 average rating, 17 reviews

The Loft: Stylish Valpo University Extended Stay

The Loft, a BRAND NEW stylish studio in downtown Valparaiso, offers a unique blend of urban charm and modern convenience. It features a kitchen with a dishwasher, perfect for singles or couples, ensuring hassle-free living. Its prime location allows easy access to local cafes, shops, and cultural venues, making it an ideal urban retreat. The Loft's sleek design & thoughtful amenities provide a comfortable and chic living experience in the city's heart. This is the place for EXTENDED stays!

Sep. 11 – 18

$140 CAD per night

Guest favourite

Condo in Portage

4.96 out of 5 average rating, 78 reviews

Cozy 1 bedroom condo on Marina near Lake Michigan

Come stay at this adorable one bedroom condo on the Marina near Lake Michigan! This condo has everything you need to enjoy a special getaway from everyday life. Conveniently located near the Indiana Dunes with the South Shoreline to Chicago directly across the street. Relax on the patio and enjoy watching the boats come and go as they please. Check out the drinks and food at the Marina Shores Yacht Club just a short walk away from this unit. This condo has everything you're looking for!

Mar. 18 – 25

$218 CAD per night

Guest favourite

Home in Porter

4.93 out of 5 average rating, 45 reviews

Brand 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.

Dec. 19 – 26

$284 CAD per night

Guest favourite

Home in Porter

4.9 out of 5 average rating, 41 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!

May 13 – 20

$305 CAD per night

Guest favourite

Apartment in Michigan City

4.98 out of 5 average rating, 48 reviews

The Sunshine House: Scenic Skies Unit!

Location, location, location! The “Scenic Skies” Unit is a second floor private apartment in the Sunshine House, boasting cheerful decor and updated amenities. Guests will enjoy the comfortable queen bed, outdoor fire pit (shared space), and a short walk to the outlet mall, restaurants, parks, and beaches. The kitchen is stocked with all your needs to cook a great meal with family/friends, or walk to nearby restaurants/bars to enjoy all that downtown MC has to offer!

Feb. 3 – 10

$193 CAD per night

Guest favourite

Home in Chesterton

4.95 out of 5 average rating, 37 reviews

Cheerful two bedroom home downtown Chesterton

The house is located in the charming and walkable downtown Chesterton where you can find restaurants, wineries, breweries and coffee shops. It's a ten-minute drive to the beautiful Indiana Dunes National Park which as fabulous beaches and hiking trails and a newly remodeled Pavillion which houses a restaurant and a rooftop bar overlooking the lake. Weekends between May and October hosts a European Market and Upsadaisy Market (artsy and vintage offerings).

Oct. 15 – 22

$314 CAD per night

Superhost

Home in Valparaiso

4.89 out of 5 average rating, 9 reviews

Serene Settings

An opportunity too good to pass up. Welcome to this lovely manufactured house! This property features three bedrooms, including a queen-sized bed with a walk-in closet, nightstand, lamp, and chair in the first bedroom. The second bedroom has a twin-sized bed, regular closet, bookcase, and light, while the third bedroom includes a twin-sized bed and a lamp. The two bathrooms feature a tub/shower combo, vanity, and mirror.

May 20 – 27

$258 CAD per night

Superhost

Home in Michigan City

4.83 out of 5 average rating, 119 reviews

The Elm St. Retreat - A cozy home, all your own

Welcome to the Elm Street Retreat a cozy, and quiet respite from the hustle and bustle of city life. Just an hour away from Chicago, Michigan City has everything you could want for a quick getaway. Shopping outlets, wineries, breweries, and the Indiana Dunes National Park are all a short drive away. The neighborhood is quiet and safe. Book the Elm Street Retreat for a restful, and quaint stay.

Jan. 17 – 24

$171 CAD per night

Guest favourite

Home in Chesterton

4.84 out of 5 average rating, 56 reviews

National Park Nature Lover's Paradise

Nestled on over a half acre and surrounded by Indiana Dunes National Park, our home offers panoramic views of the surrounding forestry. Secluded but only a mile from the South Shore train station with access to Chicago and the National Park Campground. Enjoy the large indoor and outdoor space with friends and family or explore all that the Indiana lake shore and Chicago has to offer.

Sep. 29 – Oct. 6

$367 CAD per night