
Holiday rentals with outdoor seating in Chesterton
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Chesterton
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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. š

Blue Birdhouse - Indiana Dunes
Welcome to The Birdhouse - Your Perfect Getaway! š¦šæ Nestled near the Indiana Dunes National Lakeshore, our cozy 2-bedroom, 1-bathroom home is perfect for families, couples, and nature lovers. Enjoy a pet-friendly, fully fenced yard, free parking for 2 vehicles, a fully equipped kitchen, laundry, and a BBQ grill with patio for outdoor dining. Minutes from Lake Michigan beaches, hiking trails, and local dining, itās the ideal spot for beachgoers and adventurers. Book your stay today! ššļøš³

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

House of Zen: Peaceful Modern Cabin on Tryon Farm
The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

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. āļø

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.

Broās Place 6 mile drive to Indiana Duneās
Welcome if you like country life Broās place is the place to be...watching the sheep, chickens and wildlife on you back deck making dinner on the grill with a full kitchen. Pick your own veggies outside the back door when in season. You will find a welcome basket with snacks, wine and homemade soap in bathroom fresh eggs from our chickens when available if your planning to visit our Beautiful Indiana Dunes youāll find everything you need..chairs, towels, cooler Queen size sofa sleeper

"myhathouse" detached studio downtown Chesterton
Vaulted skylights allow natural light. Ksize bed. Couch opens into a full size bed. (DEEP cleaned to AirBnb COVID-19 disinfectant standards) Fully stocked kitchen, sm. bathroom w/ shower. Parking ft. of house, 1.5 M from Lake Michigan Shoreline, 2 blocks to 15th St. entry to Prairie-Dune Trail. European Market (May -Oct) each Saturday downtown. Fall season drives along U.S. HW 12 & 20 for foliage Winter day hikes, x-county skis trail, shopping trips to the Michigan City Outlet mall.

Casinos, Shopping, Pets, and Parking a Plenty!
1 mile from BLUE CHIP CASINO - with its new SPORTS BOOK and is where the away team stays for NOTRE DAME FOOTBALL, 2 miles from the outlet mall, 7 blocks to the beach, and plenty of parking! 3 bedrooms (4 beds) and 1 bathroom. This is a great place regardless of the season and though in the city; it backs up to woods with lovely walking trails. The home also has hi speed internet/WiFi and HD cable television. Simple, practical home in a safe neighborhood - and itās a bargain!

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!

Cute Skylar: Valparaiso University ShortTerm
Welcome to Skylar's Relaxing Spot! This cozy one-bedroom on the second level features a queen-size bed, its own entrance, deck space, and building laundry facilities. Perfect for accessing downtown and Valpo University. Enjoy strong WiFi for remote work and relaxing movie nights on the TV. Located near Route 30 and I-49, itās an hour from Chicago and 15 minutes from Indiana Dunes, close to malls, ice cream parlors, and great restaurants! āŗļø

IT'S THE WRIGHT PLACE
Private guest house newly remodeled. One bedroom queen bed, bath w/shower, full kitchen stocked, including microwave and Keurig coffee maker pods included, family room TV, and WIFI. No matter if you are in town for work, sport competition, family or just vacationing we offer all the comforts of home. Air Mattress available upon request. Please treat as your own home, follow all house rules. No party or gatherings. This is a no smoking home.
Popular amenities for outdoor seating rentals in Chesterton
House rentals with outdoor seating

Lake House Retreat on the water

Secluded Modern Retreat Near Beach - "Sandlot"

New Dunes Escape

Steps from the beach and a mile from National Park

The Walnut House, Michigan Woods Retreat

The treehouse at Warren Dunes

Happy Acres: Modern Luxury Country Farmhouse

-The District 5 Schoolhouse-
Apartment rentals with outdoor seating

Beachside Top-Floor Apt | Steps to Lake Michigan

1Plant MOOD FREE Wi-Fi Parking Washer/Dryer

Romantic Couples LOFT- King Bd, Hot Tub, Fire Pit

French château -literally 150 steps from BEACH

Cozy Chalet by Lake MI&Dunes with Fire Pit

ValpoVilla: Location, location, location!

Morton's Retreat Cozy 1 Bedroom Apartment

King Bed Retreat, Minutes to Beach & Dunes
Apartment rentals with outdoor seating

Updated Cottage Downtown, walk to Beach

MTM Premier Properties-on acres of tranquility

Perfect Location Condo Pools Walk to all Beach 1.5

Nightingale Dunes - Modern beach town retreat

Live the marina life in New Buffalo!

Uptown Penthouse on Pine:By Lake

Lake Condo in the heart of Downtown New Buffalo

New Buffalo Getaway Condo
When is the best time to visit Chesterton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £107 | £113 | £105 | £103 | £133 | £141 | £168 | £148 | £127 | £134 | £113 | £115 |
| 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 |
Quick stats about holiday rentals with outdoor seating in Chesterton

Total holiday rentals
Explore 30 holiday rentals in Chesterton

Nightly prices starting at
Chesterton holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 3,900 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 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 ā averaging 4.8 out of 5!
Destinations to explore
- ChicagoĀ Holiday rentals
- PlattevilleĀ Holiday rentals
- Downtown ChicagoĀ Holiday rentals
- IndianapolisĀ Holiday rentals
- Southern IndianaĀ Holiday rentals
- DetroitĀ Holiday rentals
- ColumbusĀ Holiday rentals
- St. LouisĀ Holiday rentals
- LouisvilleĀ Holiday rentals
- ClevelandĀ Holiday rentals
- CincinnatiĀ Holiday rentals
- Wisconsin RiverĀ Holiday rentals
- Family-friendly rentalsĀ Chesterton
- Pet-friendly rentalsĀ Chesterton
- Rentals with a firepitĀ Chesterton
- Cabin rentalsĀ Chesterton
- House rentalsĀ Chesterton
- Rentals with a patioĀ Chesterton
- Rentals with a washing machine and dryerĀ Chesterton
- Rentals with outdoor seatingĀ Porter County
- Rentals with outdoor seatingĀ Indiana
- Rentals with outdoor seatingĀ United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Soldier Field
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Warren Dunes State Park
- University of Notre Dame
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Washington Park Zoo
- University of Chicago




