Kid-friendly holiday rentals in Valparaiso

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Valparaiso

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Home in Michigan City

4.9 out of 5 average rating, 362 reviews

Best Deal In Michigan City 1.3 miles to Beach

Quiet for a well deserved nights rest. Plenty of space for 4-8 guests indoors and out. Short drive to the Washington Park beach & zoo Walking distance to south shore train for a quick ride into the heart of Chicago. Less than a mile from uptown arts center and district Short drive to The National Lakeshore, that has great beaches, hiking, and biking trails! Have a day in the sun, and come back to relax, in a quiet backyard patio area equipped with grill & night lighting... Must be 24 to book

Guest favourite

Cottage in New Buffalo

4.96 out of 5 average rating, 183 reviews

Voted #1 Family Getaway In SW MI for 2019-2024

Welcome to our home away from home. Spacious, comfortable interior and large wooded lot. 8 blocks to the beach - 4 blocks to downtown shopping, restaurants, bars etc. We have thought of everything to make your stay enjoyable and carefree. Sleeps 10 -12 comfortably. Our large decks, brick patio and backyard, make our home a great place to come back to after spending the day at the beach, touring wineries & craft breweries, or taking in the beauty & fun activities southwest Michigan has to offer

Guest favourite

Flat in Michigan City

4.93 out of 5 average rating, 128 reviews

Lower Dunes of Michigan City: Cozy Lower Unit

Escape with family and/or friends near the dunes of Lake Michigan! Recently renovated and decorated, this turnkey unit is ready! Guests will love this lower unit located near a variety of attractions. Two miles from the sandy beaches, near tree-lined hiking trails in the nation's newest national park, casino, wineries, boat rentals, cafes, Michigan City Zoo, splash pad and park, outlet malls, & antique shops. This is the perfect little getaway for up to 6 people who want to relax or adventure!

Guest favourite

Cottage in Stevensville

4.92 out of 5 average rating, 130 reviews

Escape to The Sunshine Cottage of Harbor Country!

Cozy up at The Sunshine Cottage of Harbor Country. Surrounded by award-winning beaches, state parks, wineries, and breweries this location boasts endless activities within a short walk, bike, and drive. With a large backyard and extended porch deck, the cottage offers outdoor fun and entertaining all summer long, or retreat for a cozy winter getaway. The cottage is in close proximity to Lake Michigan and Grand Mere State park - sand dunes, hiking trails, and nature adventures all seasons.

Guest favourite

Home in Stevensville

4.94 out of 5 average rating, 118 reviews

Clean, dog & budget-friendly--great for families!

Clean single-family home w/3 bedrooms, 2 bathrooms, 2 living spaces, full kitchen and cooking/eating essentials. Quiet neighborhood, 1 mile from Lincoln Township Beach (Lake Michigan), 8 miles to Silver Beach and Lions Park Beach in St. Joseph, MI, 8 miles to Warren Dunes State Park and Beach, in the heart of wine/beer country. A small gas grill and firepit + wood, and chairs and a patio table on back patio. Owner lives next door and will be available to answer questions about the area.

Guest favourite

Home in Michigan City

4.99 out of 5 average rating, 104 reviews

Family Friendly House near Beach/Casino/Shopping

Welcome to The Bolka Dot House! This family friendly house is newly renovated with a designer interior, beautiful furnishings, three bedrooms (King/Queen/Full), two living rooms, a fully equipped kitchen, a full and half bathroom, and a three seasons room! The house is located within 10 minutes of the Washington Park Beach, Blue Chip Casino and Spa, Lighthouse Place Premium Outlets, Shady Creek Winery, Uptown Arts District, various local and chain restaurants, coffee shops, and breweries.

Superhost

Cottage in Grand Beach

4.88 out of 5 average rating, 157 reviews

Family and Pet Friendly Peaceful Quiet Cozy

Welcome to our 1900's lovingly restored, quirky and pet friendly cottage and charming village in Grand Beach – the perfect blend of cozy comfort and playful eccentricity! Nestled less than a mile from the shores of Lake Michigan and just a short 5-minute drive to downtown New Buffalo, our cottage is the ideal retreat for families, girls trips, couples get away. Whether you're seeking a relaxing family getaway or a whimsical retreat, Beachglass is the perfect destination.

Guest favourite

Home in New Buffalo

4.92 out of 5 average rating, 306 reviews

New Buffalo / Farmesque with a splash of modern

Turn back time with trough sinks and claw foot tub and cedar beams ,distressed floors and walls with a mix of modern. Galien river marsh across street full of nature and several bikes on property for your riding pleasure . Newly built 2019 , 3 blocks from Main Street downtown New Buffalo.6 blocks from beach , enjoy all local spots and coffee shop and grocery steps away . Dead end street in very quaint neighborhood, covered front porch enclosed rear porch .

Guest favourite

Home in New Buffalo

4.94 out of 5 average rating, 107 reviews

The Riviera Beach Retreat one mile from downtown

Nestled in the Riviera neighborhood just one mile from downtown New Buffalo, this 4 bedroom/3 bath cottage is designed for entertaining & families. Enjoy a mile of private beach with association lakefront and viewing deck just a short walk away. There is easy access to the Galien River for kayaking, fishing or hiking with a neighborhood pier. Close to Chicago, all the Harbor Country amenities & just a five minute bike ride from the Stray Dog!

Guest favourite

Cottage in New Buffalo

4.96 out of 5 average rating, 100 reviews

Casa Playa New House w/ Private Spa & Pool Access

This 4 bedroom getaway is located in the heart of Harbor Country and is just a 10 minute walk or 3 minute drive to the best beach in Union Pier! Casa Playa has EVERYTHING a vacation house can offer: an association POOL, a private HOT TUB, high speed internet that accommodates many people working from home, a cozy indoor fireplace, an outdoor fire pit, an outdoor deck & grill, 2 smart Tvs, ALL brand new appliances, and games for the whole family!

Guest favourite

Flat in Michigan City

4.94 out of 5 average rating, 136 reviews

Charming apartment in Arts District

Walk to outlet mall, art galleries, parks, restaurants, and Lake Michigan beach. Walk or drive to casino. This is a 2nd-story apartment in Michigan City's historic district. A full 1,400 sq ft of space! Fully appointed, clean and beautifully decorated. Newly renovated kitchen and bath. WIFI. Access to beautiful back yard patio and deck. Great proximity to attractions. Great for couples, solo adventurers, and families with children.

Guest favourite

Tiny home in New Buffalo

4.95 out of 5 average rating, 547 reviews

SoulShine Inn • Pets Welcome•Fully fenced backyard

Near Warren Dunes, the Galien River, breweries, and wineries. Relax here with a fully fenced yard, fire pit and patio for grilling and privacy. Darling, pet and child friendly Tiny House . Two bedrooms on one level with a queen bed in each. An extra loft for an additional sleeping space for two. The ladder to the loft is steep(pictured)This tiny house sleeps 6. Nema 14-50 outlet for EV. Bring your cord/plug