Holiday houses in Valparaiso
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Top-rated holiday rentals in Valparaiso
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Lakeside Dome Retreat w Hot Tub Near Indiana Dunes
Welcome to Valparaiso Lakeside Retreat a private getaway on Long Lake featuring a one-of-a-kind outdoor geodesic dome (11 feet), hot tub, fire pit, & kayaks. 20 minutes from Indiana Dunes National Park. Perfect for couples, remote workers & nature lovers seeking a tranquil escape. Enjoy stunning Long Lake views from your private backyard & dome. Long Lake public beach access is just around the corner. Perfect for kayaking, swimming, or a morning walk to the water. Book this unique stay today!
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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!
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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!
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Modern House, Sleeps 10, Near Downtown, 2000 sqft
Your family will enjoy this centrally-located home a mile from downtown and the new Journeyman Distillery, close to VU as well as 20 min to the beach. Our home is perfect for a large family or wedding party, it has 5 beds and can comfortably sleep to 10 guests. The home includes stainless steel appliances, a ping pong and Foosball table. With two bathrooms featuring double vanities, as well as a half bath, there's room for everyone to get ready. We hope you enjoy your journey to Valpo!
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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 optional . 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 after payment of grounds fees.
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The Jefferson House
Enjoy a stay in our charming, newly renovated three-bedroom home in downtown Valparaiso! The Jefferson House is perfect for those looking to explore Northwest Indiana and its surrounding area. It's close to state and national parks, universities, and big cities like Chicago and Indy—while maintaining that small-town charm. You will enjoy our local restaurants, wineries, breweries, cafes/coffee roasters, and shops in Valparaiso's vibrant downtown.
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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! ☺️
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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!)
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The Good Farm: Barn BnB on 44 acres near Lake Mich
Escape to BarnBnB, a charming barn apartment on 44 acres just 15 minutes from Lake Michigan beaches and Indiana Dunes National Park. 🐓🌳 Perfect for families or groups (up to 6 guests), this peaceful retreat blends modern comforts with farm life—free-range chickens, firepit evenings, and trails included. Relax in nature or explore nearby Valparaiso, Chesterton, and Michigan City for the perfect mix of adventure and tranquility.
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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!
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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.
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2BR Cottage-Short Walk to Downtown!
Freshly renovated cottage combining modern charm with cozy comfort! Prime location—just 1 mile to downtown restaurants, coffee shops & boutiques. Peaceful neighborhood + 2-min walk to Jessee Pifer Park with playground. Enjoy summer concerts or winter ice skating at nearby Central Park Plaza. Only 25 minutes to the beaches of Lake Michigan!
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Popular amenities for Valparaiso holiday rentals
Stay near Valparaiso's top sights
Other great holiday rentals in Valparaiso
The House Near The Lakes
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Family Spot• Dunes, Downtown, Grill & Screen Porch
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Secluded Lakefront A-frame House.
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A Glass House in a Gated Nudist Community
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Cozy Haven ~Modern Cottage in woods close to Dunes
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Valpo Vibes-Downtown flavor!
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Aviation Getaway with Private Runway Access!
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Historic Downtown Apartment
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When is the best time to visit Valparaiso?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 AUD | $167 AUD | $174 AUD | $167 AUD | $171 AUD | $183 AUD | $195 AUD | $185 AUD | $173 AUD | $175 AUD | $178 AUD | $177 AUD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Frequently Asked Questions
What are the best places to stay in Valparaiso?
Valparaiso has a variety of places to stay, including accommodations near the historic downtown area, university campus, and in residential neighborhoods. Many guests enjoy walkable stays with access to local restaurants, shops, and community parks.
What are the best things to do in Valparaiso with kids?
Families frequently suggest Central Park Plaza for its splash pad and seasonal ice skating, as well as exploring parks with playgrounds and trails. The city also has interactive museums and spots for hands-on learning experiences.
What are some of the best things to do in Valparaiso?
Explore Valparaiso’s vibrant downtown with its locally owned shops, art galleries, and public murals. Central Park Plaza often hosts community events, while the nearby university campus welcomes visitors to art and cultural exhibits.
How is the weather in Valparaiso?
Valparaiso experiences cold winters around 19–38°F (-7–3°C) with snow, while summers are warm near 68–85°F (20–29°C) and more humid. Layered clothing and a rain jacket are practical for changing conditions throughout the year.
When is the best time to visit Valparaiso?
Late spring through early fall is often recommended for milder weather, outdoor markets, and frequent community events. Winter brings a quieter charm, with opportunities for ice skating and festive lights in public plazas.
What are the best places to visit in Valparaiso?
Central Park Plaza, the Memorial Opera House, and the Brauer Museum of Art are among the most popular places to explore. The historic courthouse square is also known for its unique shops and local dining.
What are some hiking trails in Valparaiso?
Explore loop trails in Foundation Meadows Park, natural paths in Rogers-Lakewood Park, or walking trails in Ogden Gardens Park. These local parks feature accessible options for a relaxed outdoor experience.
What are some family activities we can do in Valparaiso?
Valparaiso has family-oriented parks, interactive museums, and seasonal activities at Central Park Plaza, such as skating and outdoor movies. Local farms and orchards around the city often open their fields for picking and tours.
What are some of the best day trip ideas from Valparaiso?
Guests frequently suggest exploring nearby lakeshores, venturing to local wineries, or visiting nature preserves for hiking and birding. Art galleries and historic sites in surrounding towns also create memorable day trip experiences.
Are there any pet friendly accommodations available in Valparaiso?
Many stays in Valparaiso welcome pets, especially in neighborhoods near parks and walking trails. Look for options with fenced yards or easy park access, and enjoy community green spaces designed for people and their pets.
What are some local tips for visiting Valparaiso?
Locals recommend exploring the Saturday market for fresh produce and crafts, checking public art installations, and sampling eateries around the historic courthouse square. Bringing layers for changing weather and a reusable water bottle for park visits is also helpful.
What is Valparaiso known for?
Valparaiso is known for its vibrant downtown, historic courthouse square, and a strong tradition of local festivals. The city’s university campus adds cultural depth, with frequent performances, exhibitions, and academic events.
What are the best hidden gems to explore in Valparaiso?
Guests often mention Ogden Gardens Park for its tranquil walking paths and seasonal blooms, as well as local bakeries tucked into neighborhood corners. Smaller art galleries and murals throughout the city also surprise new visitors.
What are the best foods to try in Valparaiso?
Valparaiso has a mix of classic Midwestern comfort dishes, locally roasted coffee, and specialty treats from bakeries and ice cream shops. Ethnically diverse restaurants also highlight different world cuisines year-round.
What should I bring for a trip to Valparaiso?
Bring comfortable walking shoes for exploring downtown, layered clothing for quick weather changes, and a compact rain jacket. A reusable bottle is handy for park outings, and a camera is useful for capturing art and street scenes.
What is the nightlife in Valparaiso like?
Downtown Valparaiso has a lively mix of casual pubs, live music venues, and local breweries. Weekend evenings often include open mic nights, community theater, and gatherings at relaxed restaurants.
What are the most popular events or festivals in Valparaiso?
Frequently suggested events include summer outdoor concert series in Central Park Plaza, fall harvest festivals, and art fairs around the courthouse square. Holiday parades and a winter ice skating tradition also bring the community together.
Are there family friendly vacation rentals in Valparaiso?
Valparaiso has many family-friendly rentals, especially in residential neighborhoods near parks and schools. Look for homes with multiple bedrooms, fenced yards, and easy access to public green spaces.
Quick stats about holiday rentals in Valparaiso
Total holiday rentals
Explore 120 holiday rentals in Valparaiso
Nightly prices starting at
Valparaiso holiday rentals start at $43 AUD per night before taxes and fees
Verified guest reviews
Over 5,950 verified reviews to help you choose
Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 40 rentals that welcome pets
Holiday rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wi-Fi availability
120 of Valparaiso holiday 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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- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Warren Dunes State Park
- 875 North Michigan Avenue
- Indiana Dunes State Park
- University of Notre Dame
- Shedd Aquarium
- The Field Museum
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- Chicago River Walk
- University of Chicago
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