Holiday Rentals in Chesterton
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Holiday Rentals in Chesterton

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

Tower Haus w/Private Hot Tub

The Neighborhood Hotel - Grand Beach

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Home Away From Home... But With A Beach!

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Three bedroom house with electric bikes and kayak in a great location

Lakefront Home - Sunroom, Deck, Grill & Lake View

Private Pool, Hot Tub, Renovated 4 Bedroom Home, Private Beach, Ping Pong Table!

Lakefront Estate w/ Beach & Boat • Sleeps 30 • Near IN Dunes National Park

Walk to Lake Michigan Beach from Cottage in the Woods - *Seaside Fired Smores*

Kid-friendly Michiana cottage! Summer dates open - including 4th of July!
Other types of properties in Chesterton you may be interested in

Spring House Inn
Holiday Accommodation Chesterton
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Chesterton are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Chesterton itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Chesterton holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Chesterton, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Chesterton with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
^Eligibility requirements and conditions apply








