Family-friendly vacation rentals in Valparaiso

4.96 out of 5 average rating, 130 reviews

The open living area showcases a cozy seating arrangement with a brown sofa and modern chairs. A ceiling fan hangs above, and the space is illuminated by warm light from the nearby kitchen. A large TV is mounted on the wall opposite the seating area.

Home in Porter

Dunes Homestead - Near Dunes + Lake + Dog Friendly

Welcome to "The Dunes Homestead". Where all pets are welcome! Right in-between The Dunes National Park and downtown Chesterton, you will be close to everything when you stay at this centrally located home. Artfully crafted, this charismatic, dog themed home greets you with all new furniture, a front porch, big yard, and focuses the design around your "man's best friend"! Less than 10 minutes to the Dunes and beaches or head 5 minutes to downtown for food, drinks and plenty of small-town fun. 😁

Indoor spacesKitchenBeach

4.89 out of 5 average rating, 169 reviews

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

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!

KitchenFamilyBathroom

4.99 out of 5 average rating, 190 reviews

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

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!

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 129 reviews

The exterior of a charming guesthouse is depicted, featuring a light blue facade with gabled roof and a door leading to a small outdoor seating area. The space includes a garage door and two lantern-style lights flanking the door.

Bungalow in Chesterton

Charming Country Cottage

Take it easy at this unique and tranquil getaway. "Barn" turned into a guesthouse on 4 acres of owners residential property where you will enjoy peace and quiet, take a walk on trails through 2 acres of woods, take a short drive to Lake Michigan or the Indiana Dunes National Park or just sit inside at an electric fireplace. We are located 5.9 miles (approximately 12 minutes) from the Dunes National Park. Second STR available on same property that also sleeps 5 people if you have a group!

FamilyKitchenHeating

4.92 out of 5 average rating, 114 reviews

A cozy living area features a circular coffee table centered on a textured rug. An orange sofa and gray armchairs are positioned around the table. Artwork of a bull adorns the dark wall behind. Natural light filters through sliding glass doors leading to the outdoor space.

Home in Valparaiso

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!

Indoor spacesFamilyHospitality

4.94 out of 5 average rating, 453 reviews

Guesthouse in Valparaiso

Guest House, in America's Oldest Nudist Club.

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.

KitchenFamilyCheck-in

4.84 out of 5 average rating, 143 reviews

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

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! ☺️

KitchenIndoor spacesParking

4.94 out of 5 average rating, 470 reviews

The tranquil surface of Flint Lake reflects a colorful sunset, with soft hues of pink and orange blending into the serene blue sky. The surrounding tree line is silhouetted against the fading light, creating a peaceful and calming atmosphere.

Cottage in Valparaiso

The Lake Escape -Cozy Lakefront Cottage Valparaiso

Escape the everyday with a relaxing stay at this cozy cottage located on Flint Lake! Hot tub, pontoon boat, fire pit, gas fireplace, tv, lake front, canoe, kayak, sauna, grill and more. This charming property is lake front with a small 50ft beach area and dock. Use of 2018 Sylvan pontoon boat, canoe, and kayak are included. You will love the lake life. Please note the pontoon boat is only available in season from May 1st to October 1st.

KitchenIndoor spacesParks

4.89 out of 5 average rating, 633 reviews

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

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!)

Indoor spacesKitchenHiking

Guest suite in Valparaiso

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.

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Cozy up under the twinkling lights of your own geodesic dome, then soak away the day in the hot tub just steps away. This lakeside retreat is made for couples craving a slow, quiet escape: private dome, hot tub, fire pit, kayaks, and a 20 minute drive to Indiana Dunes National Park. Your private backyard opens onto Long Lake, with public access for kayaking and swimming a short walk away (the dock next door belongs to our neighbors).

FamilyIndoor spacesHeating

4.98 out of 5 average rating, 177 reviews

5.0 out of 5 average rating, 243 reviews

Barn in Valparaiso

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.

KitchenIndoor spacesView

4.98 out of 5 average rating, 245 reviews

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

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!

Indoor spacesFamilyWalkability

Popular amenities for Valparaiso family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 129 reviews

An outdoor seating area features a cushioned sectional sofa and a wooden coffee table, overlooking a heated in-ground pool. Lounge chairs are positioned nearby, surrounded by trees, with a view of Lake Michigan in the background.

Guest suite in Miller

Beachfront- Lake Michigan-Hot Tub-Heated Pool

Indoor spacesFamilyHiking

4.95 out of 5 average rating, 244 reviews

The open living area features large floor-to-ceiling windows framing views of the surrounding woods. A sleek two-tone sofa and modern armchairs are arranged near a minimal table. Warm wooden flooring complements the contemporary design, and a staircase leads to the upper level.

Home in Beverly Shores

Secluded Modern Retreat Near Beach - "Sandlot"

KitchenFamilySleep quality

4.98 out of 5 average rating, 257 reviews

Home in La Porte

Aunt Betty's Lakeside Abode, Hot Tub Steam Shower

Indoor spacesFamilyLocation

4.94 out of 5 average rating, 231 reviews

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

Private Cottage in Gated Nudist Community

Indoor spacesKitchenOutdoor spaces

4.94 out of 5 average rating, 143 reviews

Home in New Buffalo

New buffalo Farmstead main home pool hot tub

KitchenIndoor spacesOutdoor spaces

A cozy living area showcases comfortable seating, including a black leather sofa and two wicker chairs. A wood-burning stove adds warmth, while large windows provide natural light. A decorative mirror and plants enhance the inviting atmosphere, creating a bright and airy space.

4.92 out of 5 average rating, 594 reviews

Sugar Babe Beach Retreat with Hot Tub!

KitchenIndoor spacesCondition

4.97 out of 5 average rating, 100 reviews

A private wooden deck features a spacious hot tub with steps for easy access. Soft outdoor lighting creates a cozy ambiance, illuminating nearby trees and the charming cottage structure visible in the background. Green foliage enhances the serene setting.

Cottage in Miller

SYLVIA's CHARMING & RELAXING COTTAGE

Indoor spacesKitchenTV

4.97 out of 5 average rating, 234 reviews

Bungalow in Harbert

Family Getaway with Year Round Hot Tub!

Indoor spacesFamilyHospitality

Family- and pet-friendly home rentals

The front of a charming house is presented, featuring a welcoming porch with decorative railings. Lush greenery surrounds the entrance, and a bright yellow door enhances the facade. The roof is sloped, and large windows allow for ample natural light.

4.9 out of 5 average rating, 152 reviews

Downtown Chesterton "Grant-Cottage"

FamilyIndoor spacesCleanliness

A spacious living area features a large flat-screen TV mounted on the wall. Comfortable gray sofas with vibrant red accent pillows are arranged around a marble coffee table. Natural light brightens the space, which includes a glimpse of the dining area and staircase in the background.

4.8 out of 5 average rating, 105 reviews

Roomy Retreat–Family&Friends|2 King Beds|Game Room

FamilyKitchenOutdoor spaces

A multi-level house is set on a grassy area, featuring a stairway leading to a deck adorned with flower pots. Vibrant red canopies provide shade, and bicycles are stationed nearby, creating an inviting environment. The exterior showcases a mix of wooden and painted surfaces.

4.83 out of 5 average rating, 435 reviews

South Shore Studio Apartment {National Park}

KitchenFamilySleep quality

4.96 out of 5 average rating, 108 reviews

Home in Miller

New sauna, steps from beach and National Park

Indoor spacesKitchenOutdoor spaces

The exterior of the house is shown with a deck that features white railings and steps leading down to a grassy area. Lush greenery surrounds the home, providing a secluded atmosphere. A large window on the right allows natural light into the interior.

4.84 out of 5 average rating, 121 reviews

Dune National Park - Nature Lover's Retreat

KitchenIndoor spacesDecor

4.96 out of 5 average rating, 254 reviews

The cabin's exterior is framed by colorful autumn foliage, with vibrant red leaves and dappled sunlight filtering through the surrounding trees. Stone steps lead to the entrance, enhancing the rustic charm of the well-maintained landscape.

Cabin in Michiana

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

FamilyKitchenBackyard

4.86 out of 5 average rating, 148 reviews

A modern kitchen space is presented, featuring a large dining table accompanied by black chairs. White cabinetry and light countertops provide a bright appearance, while decorative elements like a shelving unit and fixtures enhance the welcoming aesthetic. Natural light is allowed in through a nearby window.

Home in Porter

New Dunes Escape

KitchenIndoor spacesHeating

4.89 out of 5 average rating, 137 reviews

A sandy pathway winds through tall grasses, leading to Lake Michigan. The tranquil water reflects the soft hues of the sky, with clouds adding texture to the serene scene. The beach's inviting atmosphere creates a perfect setting for relaxation and exploration.

Home in Porter

Blue Birdhouse - Indiana Dunes

Indoor spacesKitchenDecor

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 101 reviews

Home in Schererville

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking

KitchenFamilyAccess

The charming two-story home features a wide front porch with ample seating and decorative lighting. White railings and a wooden design enhance its appeal. Flanking trees provide some greenery, and the entryway is welcoming with its open doors and stylish decor.

4.96 out of 5 average rating, 206 reviews

5 Bedroom Luxury Home In Heart of Beachwalk Resort

KitchenIndoor spacesPool

4.9 out of 5 average rating, 105 reviews

Home near the lake with an inground pool

FamilyKitchenAir conditioning

4.97 out of 5 average rating, 107 reviews

A well-maintained garden area features vibrant flowers and greenery surrounding a gated patio. Potted plants and colorful blooms add a touch of nature, while a green umbrella provides shade over the outdoor seating area visible behind the gate.

Guesthouse in Chesterton

Cozy Guest House with Pool near National Park

Indoor spacesFamilyComfort

4.94 out of 5 average rating, 158 reviews

A serene pool area features a heated in-ground pool surrounded by lush greenery. Lounge chairs with red umbrellas provide shaded seating. Colorful flowers and tropical plants enhance the peaceful outdoor setting, creating an inviting place for relaxation.

Home in Miller

Bayless Dune Lodge at West Beach - Indiana Dunes!

KitchenFamilyHiking

4.98 out of 5 average rating, 100 reviews

A charming ranch-style house is situated on a spacious green lawn, surrounded by mature trees. The front features a welcoming porch with seating, and a driveway leads to an attached garage on the right. Lush landscaping enhances the tranquil setting.

Home in Bridgman

Cozy Ranch | Huge Fenced Yard| Fall Fun

Indoor spacesKitchenAccuracy

Guesthouse in Michigan City

The exterior of Lagunitas Coach House is shown, featuring a screened-in porch with two red chairs. Lush greenery and flowers surround the entrance, while a small table rests beside the chairs. A clear blue sky provides a bright backdrop.

Lagunitas Coach House in Beachwalk, Lake Michigan

KitchenFamilyAccess

4.86 out of 5 average rating, 182 reviews

A two-story house features a vibrant blue exterior with a spacious porch equipped with rocking chairs. A golf cart is parked in the foreground next to a white picket fence. Clear skies and sunlight enhance the inviting and serene atmosphere.