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Valparaiso places to stay

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Top-rated places to stay in Valparaiso

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guesthouse in Valparaiso

4.95 out of 5 average rating, 176 reviews

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. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area . The cottage is sanitized after every rental. Fresh baked muffins are available in the morning.

Home in Valparaiso

4.95 out of 5 average rating, 119 reviews

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

Pontoon INCLUDED in all rentals Now-September 30, 2024 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

Farm stay in La Porte

4.99 out of 5 average rating, 463 reviews

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.

Rental unit in Valparaiso

5 out of 5 average rating, 122 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!

Barn in Valparaiso

5 out of 5 average rating, 135 reviews

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.

Cottage in Valparaiso

4.88 out of 5 average rating, 514 reviews

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking a lake. The lake can be accessed from the back yard. - 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

Barn in Michigan City

4.96 out of 5 average rating, 369 reviews

The Black Pearl Great Escape Spa & Art Shop

Check out our website! thegreatescapespah.com The Black 🖤 Pearl is perfect for a Special Occasion for the Evening. Book a Couples Massage @ 3p.m. & Check into your Spa Suite @ 4 p.m. Kick your feet Up & Order in.... Or Dine Out~ This quaint property is located in a woodsy setting 5 minutes from Lake Michigan. The keyless entry door to The Black Pearl is located on the East wall of The Great Escape. Upon entry the Black Pearl door will be directly in front of you. Mini Luxury awaits!

Guesthouse in Chesterton

4.97 out of 5 average rating, 135 reviews

Bro’s Place

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

Guesthouse in Chesterton

4.92 out of 5 average rating, 330 reviews

"myhathouse" detached studio downtown Chesterton

Vaulted skylights allow natural light. Ksize bed. Futon opens into a bed. (DEEP cleaned to AirBnb COVID-19 disinfectant standards) Fully stocked kitchen, sm. bathroom w/ shower. Parking ft. of house, 1.5 M from Lake Michigan Shoreline, 2 blocks to 15th St. entry to Prairie-Dune Trail. European Market (May -Oct) each Saturday downtown. Fall season drives along U.S. HW 12 & 20 for foliage Winter day hikes, x-county skis trail, shopping trips to the Michigan City Outlet mall

Guesthouse in Valparaiso

4.95 out of 5 average rating, 387 reviews

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.

Guesthouse in Valparaiso

4.97 out of 5 average rating, 107 reviews

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!

Guesthouse in New Buffalo

4.99 out of 5 average rating, 293 reviews

Rainbows End 🌈 Bourgeois

Escape to a pet-friendly cottage in the Midwest. Nestled amidst scenic trails, with access to the South Branch of Galien River. Relax in the whirlpool tub, explore nature, and create cherished memories. Fully equipped kitchen, washer/dryer, and inviting ambiance. 10 mins from Lake Michigan, 3 miles from Fourwinds Casino. Experience rural bliss in this delightful cottage.

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Popular amenities for Valparaiso places to stay

Laptop-friendly workspace

Air conditioning

Stay near Valparaiso's top sights

Stacks Bar and Grill24 locals recommend

Zao Island22 locals recommend

Central Park Plaza14 locals recommend

Ricochet Tacos14 locals recommend

Aftermath Cidery & Winery13 locals recommend

Don Quijote11 locals recommend

Other great vacation rentals in Valparaiso

Home in Valparaiso

4.83 out of 5 average rating, 75 reviews

Cheerful three bedroom home in Downtown Valparaiso

Camper/RV in Valparaiso

4.97 out of 5 average rating, 72 reviews

Trailer in gated nudist community

Home in Valparaiso

4.93 out of 5 average rating, 57 reviews

3Bed/2Bath House w/Table Games near Indiana Dunes

Guesthouse in Valparaiso

5 out of 5 average rating, 10 reviews

Lake Views, Hot Tb, Unique Dome Near Indiana Dunes

Home in Valparaiso

4.98 out of 5 average rating, 58 reviews

Entire Home Downtown Valparaiso!

Home in Valparaiso

4.96 out of 5 average rating, 48 reviews

Secluded 3400sq ft home jet tub close to amenities

Tiny home in Valparaiso

4.95 out of 5 average rating, 22 reviews

Tiny House in Gated Nudist Community

Bungalow in Chesterton

5 out of 5 average rating, 15 reviews

Country Cottage

Quick stats about vacation rentals in Valparaiso

Total rentals
60 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Frequently Asked Questions

Are there pet-friendly vacation rentals in Valparaiso?
Four-legged friends are welcome in Valparaiso. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Valparaiso?
Yes! Work meets play with ease at over 40 vacation rentals in Valparaiso featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Valparaiso have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Valparaiso. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Valparaiso?
Experience the best of Valparaiso with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Valparaiso?
Valparaiso has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Valparaiso have wireless internet?
Absolutely! We offer over 10 apartment rentals with wireless internet in Valparaiso. Enjoy a tailored experience with all the comforts you desire.

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