Valparaiso vacation rentals

4.99 out of 5 average rating, 494 reviews

Farm stay in La Porte

Cabin on Swede Hill

Welcome to "Cabin on Swede Hill". Our family has farmed this land since 1871. My great grandparents, Swan and Johanna Johnson immigrated to America in the 1860's, found this land which was similar to Sweden. They raised their family here. Approximately 65 Swedish families settled in this community, became to be know as the "Swede Hills". We just received the Hoosier Homestead Award from Indiana celebrating the Sesquicentennial Award. We invite you to come...... and experience country life.

4.88 out of 5 average rating, 548 reviews

Cottage 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

4.93 out of 5 average rating, 120 reviews

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!

4.95 out of 5 average rating, 117 reviews

Cabin in Portage

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

Superhost

Home in Chesterton

4.8 out of 5 average rating, 297 reviews

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. ✌️

5 out of 5 average rating, 154 reviews

ValpoVilla: Location, location, location!

Located in the heart of downtown Valparaiso, guests will love this updated, historic charmer! Walk to fabulous restaurants, local shops, or breweries & wineries in minutes. This unit has been fully updated and fully stocked with room to sleep 6. You'll be 25 minutes from the beaches of Lake Michigan/Indiana Dunes National Park, an hour from Chicago, and close to quaint towns and apple/berry picking orchards. This space is perfect for families & friends who want to relax or adventure outdoors!

5 out of 5 average rating, 180 reviews

Barn in Valparaiso

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.

4.95 out of 5 average rating, 131 reviews

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

4.95 out of 5 average rating, 201 reviews

Guesthouse in Valparaiso

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.

4.92 out of 5 average rating, 114 reviews

Tiny home in De Motte

Tiny Home on Organic Veggie Farm

Place yourself right in the beauty of the land and nature in this cozy tiny home at Perkins' Good Earth Farm. The tiny home has a loft bedroom, bathroom with shower and composting toilet, kitchen, sitting area, and deck. You'll be surrounded by organic vegetable fields, 11 acres of woods, walking trails--and within perfect view of both the sunrise and sunset. You'll also have easy access to our farm store where you'll find fresh fruits & veggies, homemade soups & salads and so much more.

4.96 out of 5 average rating, 168 reviews

Guesthouse in Chesterton

Bro’s Place 6 mile drive to Indiana Dune’s

Welcome if you like country life Bro’s 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 you’ll find everything you need..chairs, towels, cooler Queen size sofa sleeper

4.96 out of 5 average rating, 406 reviews

Guesthouse in Valparaiso

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.

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Popular amenities for Valparaiso vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Valparaiso

5 out of 5 average rating, 7 reviews

Downtown 2 BR Cottage w/ King Bed

GabrielRating, 5 stars1 day ago

It was a Great place to stay at. Me and my girlfriend enjoyed the area as well there was lots to do and the places we went to were fun. The house was amazing especially the living room and kitchen. The morning view in the kitchen was amazing and the living room was also amazing at night. Hayley was a great host as well as she responded quick to any questions we had. Overall me and my girlfriend loved the place and area and would 10/10 recommend this place to stay at.

4.92 out of 5 average rating, 25 reviews

Updated Home with Fenced Backyard, sleeps 10

AlRating, 5 stars2 weeks ago

This home was very spacious for our family and extremely clean! We enjoyed walking to downtown Valpo's historic square and its cute little shops.

4.97 out of 5 average rating, 35 reviews

Cabin in Walkerton

Cabin by the Creek

JanetRating, 5 stars3 days ago

What a gem! And 3 very kind, friendly, generous hosts made our mother-daughter trip the best ever. The cabin was pristine and included unexpected extras. We felt so welcome to be there. The farm is beautiful, and the cabin has multiple comfortable seating areas for enjoying nature. We learned how peaceful it is to sit near the babbling creek and gentle waterfall and watch the adorable little goats go about their daily routine. Yet it was an easy drive to good restaurants and Lake Michigan. I dont have enough space to tell you how wonderful this place is. Just go there. We will certainly return.

4.71 out of 5 average rating, 7 reviews

Sweet home

AlaneRating, 5 stars1 month ago

Enjoyed our brief stay. The downstairs space was clean and modern; seems that it was just recently finished, with everything new. Leticia responded immediately to a couple questions we had about entry, supplies and made us feel very welcomed. It's a great location, close to downtown -- and very close to our favorite spot: Journeyman's! Thanks for sharing your home!

4.92 out of 5 average rating, 13 reviews

Home in Valparaiso

KenRating, 5 stars1 week ago

I can't say enough about Carol. When I reached out to her and asked if we could check-in early due to driving all night, she gave us permission so we could get in, get some rest and tend to my father's affairs (the main reason for the visit). Because of Carol's understanding and willingness to be flexible, we were able to get our rest and then tend to our family matters. We offered to give her extra and she wouldn't accept it. That shows me the true character of Carol and hope that anyone wanting to stay here understands how important it is to find people like that these days. The home had EVERYTHING we needed and then some and we'll reach out to her again for our next trip to the area! The foosball table and games on the enclosed back porch were a bonus (didn't see that when we signed up to stay) and my daughters loved having the chairs back there to sit and read their books while it was raining outside. THANK YOU AGAIN CAROL, for everything!!! :) Ken

4.97 out of 5 average rating, 29 reviews

Serene Settings

CourtneyRating, 5 stars1 month ago

We had a great time! Everything was fantastic! We had a couple bonfires that were so peacful and the firepit was pretty cool. The host was so quick to respond back for anything. The whole place was clean and had good strong coffee. ;)

5 out of 5 average rating, 7 reviews

Spacious downtown hideaway

AllysonRating, 5 stars4 days ago

Incredible location, incredible home, incredibly charm!! The home is quite spacious, very clean, and has beautiful finishes!! Super close to the downtown area. Fully stocked home — host thought of everything! The yard couldn’t have been more perfect! We stayed with our 12 month old and two dogs. Tiny tot loved wandering around, and the dogs were rather comfortable.