Holiday Rentals in Chesterton
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Holiday Rentals in Chesterton

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

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

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

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

The Neighborhood Hotel - Grand Beach

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

'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL

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

New Buffalo Inn

Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

On Lake Shore Drive, Across St From Beach & Beach Stop, Lake MI Views

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

Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

BEACHFRONT/HOT TUB/ SAUNA/PETS/JACUZZI/MASSAGE CHAIR//ARCADE GAMES/KAYAKS
Other types of properties in Chesterton you may be interested in

Best Western Indian Oak
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.
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