Vacation rentals in Valparaiso

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking the channel a that leads to Flint lLake.The lake can be acce - Pet free - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Local breweries & award winning restaurants - Biking & hiking trails near by - Wood fire places to enjoy in cold weather only

Downtown Apartment on Lincolnway

Convenience at its best meets historic charm! Located in the center of downtown Valparaiso (literally), The Lincoln is in a prime location that puts you within minutes to enjoy all that downtown Valparaiso and the surrounding areas have to offer. Walk to fabulous restaurants, local boutique shops, bars, breweries, wineries, and distillery in minutes. Downtown Valpo offers numerous exciting events throughout the year. The Lincoln is perfect for families & friends who want to relax or adventure!

Modern Studio Apt w/ Separate Bedroom Area

Newly renovated studio garden/basement level apartment with separate bedroom area in the heart of downtown Valparaiso. Onsite parking!! Centrally located, everything walking distance—coffee shops, restaurants, and boutiques. Central Park Plaza is a block away and offers a summer market, concerts in the park, ice skating, and more! Just a 25 minute drive north and you’re at the stunning Indiana Dunes/Lake Michigan lakeshore. You’re sure to enjoy this modern apartment in a 100 year old building!

The Good Farm: Barn BnB on 44 acres near Lake Mich

Enjoy 44 acres just 15 minutes from the beaches of Lake Michigan! With room to sleep 6, guests will enjoy this fully stocked barn apartment with gorgeous views! You'll be near Indiana Dunes National Park, tree-lined hiking/biking trails, wineries, cafes, outlet malls, & antique shops. Roast s'mores in the fire pit, watch chickens free range through the yard or grab a bite to eat downtown Valpo/Chesterton/MC—the perfect getaway for families or friends who want to relax or adventure in nature.

Lakefront House, Pontoon, Deck, Fire Pit & More!

Pontoon INCLUDED in all rentals thru Sept 2025! No extra fees for unlimited use of private pontoon, pier, paddle boards and more!! Rental price of our lakefront house includes the pontoon, deck, yard and endless activities!! Take the pontoon for a cruise, fish, swim, paddle board, kayak, watch the wildlife or have a bonfire!! Travel 15 minutes to the Indiana Dunes or 10 minutes to downtown Valpo. You will also be able to cook delicious meals on the propane grill & fully stocked kitchen

Private Cottage in Gated Nudist Community

We offer a private cottage on the grounds of Lake O the Woods Club. Cottage has Queen size bed, air conditioning, heater, refrigerator, microwave, TV, coffee maker, work/dining area, private deck and porta-potty. Payment of club daily grounds fee ($30-$60) is mandatory. Pricing on club website. There is no running water in the cottage. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area . The cottage is sanitized after every rental.

Serene Retreat in Beauty Creek

Enjoy our cozy yet spacious retreat located in the peaceful Beauty Creek Subdivision of Valparaiso, Indiana! This brand new stylish 3-bedroom home offers modern comforts and a relaxing living space perfect for families or small groups. Nestled in a quiet neighborhood, you're just minutes away from Valpo's vibrant downtown area, 5 minutes from Butterfly Meadows Park, and just 20 minutes from the Dunes! Book your stay and experience all that Valpo has to offer today!

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.

Charming Valpo University 2 BDR ShortTerm Stay

Stay comfortably in this 2-bedroom apartment, ideally located for extended stays. It features two queen-size beds and is within walking distance of Valpo University and downtown Valparaiso. Equipped with strong WiFi for remote work and a TV for leisure, the apartment provides easy access to Route 30 and I-49. Conveniently located, it’s just an hour from Chicago and 15 minutes from the Indiana Dunes, with nearby malls and dining options.!☺️