Pet-friendly holiday rentals in Porter County

Charming Hidden Cottage

Welcome to our hidden Chesterton cottage—the perfect base for exploring the Indiana Dunes, Lake Michigan beaches, and the local European Market (right across the street!). This bright, coastal themed guesthouse is full of charm, with private patio, kitchenette, and walkable access to shops, restaurants, and galleries. Just a 10-minute drive to the State Park. Whether you're here for outdoor adventure, market mornings, or a quiet retreat, this is your home for discovering the best of NW Indiana.

Blue Birdhouse - Indiana Dunes

Welcome to The Birdhouse - Your Perfect Getaway! 🐦🌿 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, it’s the ideal spot for beachgoers and adventurers. Book your stay today! 🌞🏖️🌳

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. ✌️

Downtown Chesterton "Grant-Cottage"

Charming downtown house with a front porch, back deck & covered patio. Beautifully decorated with a small fenced in backyard. Minutes from the Indiana Dunes National Park and beaches. Near the South Shore Commuter train if you wish to visit Chicago without the drive and expense of parking. We are across from an active train track so if you like trains you can watch them from the front porch. Walk to restaurants, wineries and beer pubs. European market on Saturdays from May to end of October.

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.

The Sturdy Loft

Welcome to The Sturdy Loft! A centrally located, newly constructed 3 bedroom, 2 bath oasis. Every finish has been catered to make your getaway carefree and comfortable. Located in the heart of Valparaiso you will be a stones throw away from the university, a few minutes from downtown where you can partake in the wide array of Valparaiso’s favorite restaurants and under 20 minutes to Lake Michigan/Indiana Dunes. We look forward to having you as our guest at The Sturdy Loft!

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!

Private Guest House, in Gated Nudist Resort.

Book your get away today. Make it a few days or a week. If you've ever thought of trying social nudity. This is the place to do it. Very private 200+ acre property. You can also USE GUESTHOUSE AS BASE FOR SHORT DAY TRIPS, to Indiana Dunes State Park, Michigan Wine Country, or Chicago. You won't find a more beautiful, cost effective setting for a get away. This listing is for Guest house only (see guest access below)...where NUDITY IS NOT REQUIRED.

Hotel Whiskey

Fully remodeled and tastefully decorated two bedroom home for short or long term stays. Office space for work travelers. Pet friendly with secure fenced in back yard. Walking distance from downtown with quaint shops, wine bar, craft beer bar, restaurants and bike trails. Whether you're in town for work, visiting family or just looking for a weekend getaway, this house and location are perfect for short or long term stays.

Cozy Valparaiso Getaway

Welcome to The George Street Cottage - your cozy retreat in Valparaiso! This charming, sun-filled home is just minutes from downtown and a short drive to the Indiana Dunes. With fun energy, thoughtful decor, and comfy spaces to relax, it’s perfect for couples, families, or solo travelers. Enjoy morning coffee on the porch, explore local shops, or hike the nearby trails. A peaceful stay in the heart of Valpo awaits!

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!

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.