Kid-friendly holiday rentals in Valparaiso

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

The Lucky Charm House -Walk to it all! Cute, cute

Cute as can be, super comfy, 3 blocks to downtown 3 Oaks. Walk to Acorn Theatre, Journeyman & shopping in an eclectic quintessential small town 90 mins from Chgo. Hike local trails, beach it up at Warren Dunes State Pk, bike ride country roads -Explore Harbor Country. Wonderful dining, brew pubs and wineries to explore. Open living space w/large DR. Primary BR +bth w/shower. 2nd BR w/full bed +single bunk. Large back porch +fenced yard. 2 large TV’s, Wifi/cable. Daybed front porch.

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.

Family-Friendly Fun: Home w/Games, Firepit, 75"TVs

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.

Beachglass -Golf Cart Family Friendly Kids & Pets

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.

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 .

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.

Bright family-friendly Lincoln Square 2-bed 1-bath

Light-filled, comfy 2-bed 1-bath apartment on a quiet, tree-lined street in Lincoln Square on Chicago's north side. Spacious kitchen stocked with essentials, washer/dryer, and your own private porch. Walk to cute local shops, cafes, grocery stores and the Rockwell brown line stop. Pet and kid-friendly (in one of the city's most family-friendly areas). Street parking is free, easy and doesn't require a permit.

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