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Vacation rentals in Valparaiso

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Quick stats about vacation rentals in Valparaiso

  • Total vacation rentals

    Explore 120 vacation rentals in Valparaiso

  • Nightly prices starting at

    Valparaiso vacation rentals start at $30 per night before taxes and fees

  • Verified guest reviews

    Over 5,950 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 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

    120 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!

Top-rated vacation rentals in Valparaiso

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.
Guesthouse in Valparaiso
4.99 out of 5 average rating, 160 reviews

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!

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
4.89 out of 5 average rating, 152 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!

Top guest favorite
A welcoming living area is brightened by natural light streaming through a large window. A comfortable gray daybed is adorned with decorative pillows, complemented by a cozy blue couch. A round coffee table sits on a textured rug, with a potted orchid as a centerpiece.
Apartment in Valparaiso
4.98 out of 5 average rating, 129 reviews

Cozy Casa: Downtown Digs!

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 serene landscape is captured, featuring calm waters that reflect the sun and surrounding trees. The sky displays a mix of clouds and blue hues, while fallen leaves rest on the water's surface, creating a tranquil scene in nature.
Home in Valparaiso
5 out of 5 average rating, 17 reviews

The House Near The Lakes

Relax with the beautiful nature surroundings at this peaceful place to stay. Enjoy your visit to NWI at this beautiful cottage with vaulted ceilings. It is the perfect space to relax and unwind. When requested for an additional fee, children items are available (hatch sound machine, pack and play, , bed bumpers, baby bath support and or high chair. This location is close the to Indiana National Lakeshore(17 minutes), downtown Valparaiso(7 minutes), and right next to Long Lake.

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, 221 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 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.

Top 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, 436 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.

Top guest favorite
A spacious back porch invites relaxation and gathering, featuring comfortable seating around a tasteful area rug. Large windows and decorative curtains enhance the openness, while a ceiling fan provides airflow. An electric fireplace adds warmth, and a TV is prominently displayed for entertainment.
Home in Valparaiso
5 out of 5 average rating, 40 reviews

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.

Superhost
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
4.83 out of 5 average rating, 137 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
A rustic cottage is nestled among lush greenery, featuring a stone path that leads to the entrance. The home, with blue shutters and a welcoming porch, is framed by a flowering tree and various plants, creating a peaceful setting.
Cottage in Valparaiso
4.89 out of 5 average rating, 612 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
A cozy living area features a blue sofa adorned with colorful throw pillows, accompanied by two yellow accent chairs. A modern coffee table sits in the center, and sunlight filters through the wooden blinds, creating a warm and inviting ambiance.
Apartment in Valparaiso
5 out of 5 average rating, 18 reviews

Downtown Dream Apartment 1N. Retro Vibes!

Stay at Downtown Dream 1N, a fully restored apartment in a historic home just steps from downtown Valparaiso. Perfect for couples, small families, or friends (up to 4 guests), this bright and modern unit features a private bistro set, spacious bathroom, and updated kitchen. You’ll be minutes from restaurants, local shops, breweries, and cafes, with the option to relax in the shared backyard firepit and picnic area.

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, 235 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, 130 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

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Stay near Valparaiso's top sights

Zao Island

35 locals recommend

Don Quijote

13 locals recommend

Rodgers-Lakewood Park

16 locals recommend

Other great vacation rentals in Valparaiso

Top guest favorite
The image displays a collage featuring the bright living room with a Smart TV and a comfortable couch, the charming exterior of the cottage, the modern kitchen showcasing a gas stove, and a tastefully decorated bedroom with a spacious bed and soft linens.
Home in Valparaiso
5 out of 5 average rating, 41 reviews

2BR Cottage-Short Walk to Downtown!

Guest favorite
A modern kitchen features stainless steel appliances, including a large refrigerator and gas stove. An island with bar seating for two is positioned at the center. Soft lighting illuminates the space, complemented by light cabinetry and patterned backsplash tiles.
Home in Valparaiso
4.97 out of 5 average rating, 62 reviews

Updated Home with Fenced Backyard, sleeps 10

Top guest favorite
A living area features two mid-century modern chairs set against a vibrant leafy wallpaper. A small side table is positioned between them, holding a potted plant. Natural light filters through a window, enhancing the clean and inviting ambiance of the space.
Home in Valparaiso
5 out of 5 average rating, 42 reviews

Family Spot• Dunes, Downtown, Grill & Screen Porch

Top guest favorite
Home in Valparaiso
4.97 out of 5 average rating, 38 reviews

Secluded Lakefront A-frame House.

Top guest favorite
The Glass House is situated amidst vibrant autumn foliage, showcasing a modern design with expansive glass walls and a stone façade. The surrounding lawn features fallen leaves and natural wooden elements, with outdoor seating options visible on the terrace.
Home in Valparaiso
5 out of 5 average rating, 15 reviews

A Glass House in a Gated Nudist Community

Superhost
Home in Valparaiso
4.9 out of 5 average rating, 21 reviews

Cozy Haven ~Modern Cottage in woods close to Dunes

Guest favorite
An outdoor seating area is presented with two black wrought iron chairs positioned on a covered porch. Lush green plants are visible, adding a touch of nature. A large window reflects light, providing a glimpse of the surrounding greenery outside.
Home in Valparaiso
4.86 out of 5 average rating, 28 reviews

Valpo Vibes-Downtown flavor!

Guest favorite
An expansive indoor space is presented, featuring a large sectional couch and a bar area with high-backed seating. A wall-mounted television is visible above the bar, while overhead lighting adds illumination to the polished floor and modern furnishings.
Barn in La Crosse
5 out of 5 average rating, 14 reviews

Aviation Getaway with Private Runway Access!

When is the best time to visit Valparaiso?

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Avg. temp26°F30°F40°F51°F62°F72°F76°F75°F68°F55°F42°F31°F

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.

Destinations to explore

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  3. Indiana
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