Vacation rentals in Valparaiso

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Top-rated vacation rentals in Valparaiso

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Guest favorite
A cozy living space features a light-colored sofa with decorative pillows, accompanied by an accent chair in blue. A small coffee table sits in front, and a kitchen area with white cabinetry is visible in the background. Natural light enters through large windows, illuminating the warm wood flooring.
Apartment in Valparaiso
4.91 out of 5 average rating, 145 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!

Superhost
A bright living area features light grey walls and a cozy couch along with blue and white patterned armchairs. A small dining table with two round marble tops is seen, alongside a smart TV on a wooden stand. Natural light enters through windows, enhancing the space.
Guesthouse in Valparaiso
5 out of 5 average rating, 13 reviews

Beacons' Nest – Valpo U, Downtown & Dunes

We’re so glad you’re considering Beacons' Nest for your Valpo getaway! 🎉 Before booking, please review the details below—everything is here to ensure a smooth, relaxing, and well-informed stay. 🔎 Important Details – Beacons' Nest is a private guest house located behind the main home (Campus → Dunes Escape). – Each space is separately rented with its own entrance, kitchen, and firepit. – The backyard is fenced and shared, so you may cross paths with guests from the main house. – Kindly avoid

Top guest favorite
A bright living room is showcased with large windows allowing natural light to fill the space. A plush beige sofa is paired with two striped armchairs, accented by decorative cushions. A white coffee table rests on a textured area rug, enhancing the room's warm atmosphere.
Apartment in Valparaiso
4.99 out of 5 average rating, 171 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!

Guest favorite
A private cottage is surrounded by lush greenery and features a wooden deck adorned with several blue planters. Steps lead up to the entrance, which is framed by large windows allowing natural light to fill the interior.
Guesthouse in Valparaiso
4.95 out of 5 average rating, 218 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. 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.

Top guest favorite
A cozy tiny home is situated beside vibrant organic vegetable fields, showcasing rows of leafy greens. The home features a combination of rustic wood and modern metal siding, with large windows and a welcoming porch area that includes chairs for outdoor relaxation.
Tiny home in De Motte
4.93 out of 5 average rating, 137 reviews

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.

Top guest favorite
The cottage exterior showcases a single-story structure with a light grey facade and a newly roofed design. Large windows allow natural light to enter, framed by a lush green landscape. A welcoming entryway leads to the home, complemented by garden pots and a gentle pathway.
Cottage in Gary
4.95 out of 5 average rating, 216 reviews

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is a one bedroom romantic getaway. A newly renovated cottage with new kitchen, modern appliances and new bathroom all in a bright airy home. It is located in Indiana Dunes National Park/Miller Beach. Only 1.5 blocks to the beach, you can hike trails nearby and come back to relax in a unique, comfortable setting with ambiance and charm. It's perfect for summer/holidays. Wifi, onsite parking and self check in, allow you to enjoy our wonderful home in privacy and peace.

Guest favorite
The guest house is nestled among lush greenery, featuring a spacious wooden deck adorned with an umbrella. A well-manicured lawn leads to the entrance, while the house showcases large glass doors that invite natural light into the interior.
Guesthouse in Valparaiso
4.95 out of 5 average rating, 427 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.

Guest favorite
A cozy seating area features a dark blue couch and a wooden side table. A welcoming sign is placed atop the table. Open shelves hold kitchen items, while a doorway leads to the bedroom. Natural light illuminates the space, enhancing its inviting appearance.
Apartment in Valparaiso
4.86 out of 5 average rating, 129 reviews

Cute Skylar: Valparaiso University ShortTerms

Welcome to Skylar's Relaxing Spot! This cozy one-bedroom on the second level features a queen-size bed, its own entrance, deck space, and building laundry facilities. Perfect for accessing downtown and Valpo University. Enjoy strong WiFi for remote work and relaxing movie nights on the TV. Located near Route 30 and I-49, it’s an hour from Chicago and 15 minutes from Indiana Dunes, close to malls, ice cream parlors, and great restaurants! ☺️

Top guest favorite
The exterior of a private guest house is shown, featuring a detached two-story structure. A driveway leads to a garage with a white door, while a wooden staircase ascends to the entryway. The surrounding area includes greenery and paved walkways.
Guest suite in Crown Point
4.94 out of 5 average rating, 264 reviews

IT'S THE WRIGHT PLACE

Private guest house newly remodeled. One bedroom queen bed, bath w/shower, full kitchen stocked, including microwave and Keurig coffee maker pods included, family room TV, and WIFI. No matter if you are in town for work, sport competition, family or just vacationing we offer all the comforts of home. Air Mattress available upon request. Please treat as your own home, follow all house rules. No party or gatherings. This is a no smoking home.

Top guest favorite
Cottage in Valparaiso
4.89 out of 5 average rating, 594 reviews

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 that leads to Flint Lake. - Pet free -May not be appropriate for people with mobility issues. - 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 - Wood fireplaces (winter only!)

Top guest favorite
The exterior of Chalet Valpo features a charming two-story white house with a pitched roof. The front porch is accessible with a gravel path, offering wooden steps and a small seating area with a table and chairs. A fenced yard provides additional privacy.
Guesthouse in Valparaiso
4.98 out of 5 average rating, 220 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!

Top guest favorite
The exterior of the home showcases a white siding and large windows, surrounded by lush greenery. A wooden deck with seating is visible, complemented by stone steps leading to the yard. The fenced area offers a private outdoor space for relaxation.
Cottage in Valparaiso
4.97 out of 5 average rating, 121 reviews

Cozy 2 Bedroom Valparaiso Cottage

This quiet, centrally located north side home offers a perfect place to relax. Only minutes away from downtown Valparaiso and the Indiana Dunes National Park. Conveniently situated for day and evening adventures and activities. Such as, local lakes, parks, and festivals. Enjoy hiking, bird watching, swimming, fishing, fine dining, local breweries and wineries, and so much more.

Popular amenities for Valparaiso vacation rentals

When is the best time to visit Valparaiso?

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Avg. priceG$20,867 GYDG$25,876 GYDG$26,084 GYDG$24,415 GYDG$25,041 GYDG$26,710 GYDG$28,588 GYDG$27,128 GYDG$25,250 GYDG$25,667 GYDG$26,084 GYDG$25,876 GYD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Valparaiso?

    Four-legged friends are welcome in Valparaiso. Choose from more than 30 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 70 vacation rentals in Valparaiso featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Valparaiso vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Valparaiso, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Valparaiso have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Valparaiso. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Valparaiso?

    Experience the best of Valparaiso with our house rentals, starting at about $30 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 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Valparaiso have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Valparaiso. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Valparaiso?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Valparaiso

  • Total vacation rentals

    Explore 110 vacation rentals in Valparaiso

  • Nightly prices starting at

    Valparaiso vacation rentals start at G$6,260 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,790 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Valparaiso vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Valparaiso rentals

  • 4.9 Average rating

    Valparaiso stays are highly rated by guests—averaging 4.9 out of 5!

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