
Holiday rentals with a patio in Chesterton
Find and book unique rentals with patio on Airbnb
Quick stats about holiday rentals with a patio in Chesterton

Total holiday rentals
Explore 40 holiday rentals in Chesterton

Nightly prices starting at
Chesterton holiday rentals start at €70 per night before taxes and fees

Verified guest reviews
Over 4,670 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Chesterton holiday rentals include wifi 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!
Top-rated rentals with patio in Chesterton
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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!

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

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.

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. ✌️

Lake Trail Cottage
Located just 1 mile from Lake Michigan. Lake Trail Cottage is the closest home in Pines and just minutes from Beverly Shores beaches! The cottage has two bedrooms one bath. With basement Rec room. Home sleeps 7. The primary bedroom features a Queen bed, 42in Smart TV. The second room has a full size bed. Pullout couch/ living room. Calumet Trail and South Shore Train (Chicago)is located directly behind home. South Shore train to Chicago is 1 mile from house. Bikes & beach supplies included.

Rooftop Sauna•Indiana Dunes•3 Full Baths•Game Room
Dune's Edge is a 2300 sq ft mid-century modern home two blocks from Lake Michigan and steps from Indiana Dunes National Park—45 minutes from Chicago. End your day in our rooftop sauna, or sit around the fire pit under the stars. Rainy day? Pick a record from our vintage vinyl collection and settle in. The garage game room has a PacMan arcade, ping pong, and darts. 3 full bathrooms mean no one's waiting in line. Perfect whether you're here in July for the beach or January for a cozy escape.

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.

Visit Lake Michigan | Perfect Couple's Retreat
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. 💙

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!

Cozy three bedroom home in Munster , Indiana.
Plan your next escape to Indiana or Illinois and stay in this beautifully renovated and thoughtfully appointed 3 bedroom and 1 bath home. Located in the quiet and safe suburb of Munster, Indiana, the property is just a 3 minute, easy access to the I-94 Highway. Exciting Downtown Chicago is just 30 minutes away! Walk to Riverside Park and take in the scenic view while enjoying a morning croissant and coffee from one of the quaint neighbourhood cafés.

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!

Dune National Park - Nature Lover's Retreat
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.
Popular amenities for rentals with patio in Chesterton
Flat rentals with a patio

Morton's Retreat Cozy 1 Bedroom Apartment

The Sunshine House: Scenic Skies Unit!

The Loft at the Acorn Theater

Trailside Retreat

Chesterton Charmer: Lower Unit

Snazzer's Cozy Corner For 2

Beachside Top-Floor Apt | Steps to Lake Michigan

Boutique Two Bedroom Apartment
House rentals with a patio

Modern House, Sleeps 10, Near Downtown, 2000 sqft

The Ashlin House.

The Blue Herron- Dog friendly

Indiana Dunes, Beach, Chicago, Shopping Center

Pet Friendly, Fenced Yard, and Hot Tub Getaway

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

The Porter Nook | Walk to Trails + Dining

Cheerful "Indiana-Home" In Downtown Chesterton
Other holiday rentals with a patio

Couples Getaway, Jacuzzi, Sauna, Pool is Open

South Shore Escape

Cozy Guest House with Pool near National Park

Little Calumet Cottage

Cozy Haven ~Modern Cottage in woods close to Dunes

Long Lake Retreat

Secluded Lakefront A-frame House.

Roomy Retreat–Family&Friends|2 King Beds|Game Room
When is the best time to visit Chesterton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €123 | €120 | €119 | €113 | €140 | €148 | €160 | €170 | €139 | €131 | €130 | €123 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Destinations to explore
- Chicago Holiday rentals
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- Cabin rentals Chesterton
- Rentals with a firepit Chesterton
- Family-friendly rentals Chesterton
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- Pet-friendly rentals Chesterton
- House rentals Chesterton
- Rentals with outdoor seating Chesterton
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- Rentals with a patio Porter County
- Rentals with a patio Indiana
- Rentals with a patio United States
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Warren Dunes State Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Notre Dame
- The Field Museum
- Shedd Aquarium
- Chicago River Walk
- Humboldt Park
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Frank Lloyd Wright Home and Studio
- Union Park
- Donald E Stephens Convention Center
- Washington Park Zoo
- Garfield Park Conservatory





