Family-friendly holiday rentals in Long Beach

South Shore Studio Apartment {National Park}

I have to warn you definitely not a hook up spot or party house!!! typically rise with rooster on this 5 acre country setting with a small fishing pond. 420 friendly .. Quiet hours are 11 -8 generally some music playing, musicians are welcome !! if you happen to book on a Sunday i host an Open Mic in my Barn every Sunday ..... pretty relaxed. Upon arriving, turn into the driveway, and then right into the yard. Apartment is upstairs, the door is open with the keys inside. ✌️

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

Luxury meets nature: forest cabin steps from the beach, 1 hour from Chicago. Book your escape to our designer log cabin on Lake Michigan just steps from the beach and nestled in a peaceful forest, it’s the perfect retreat. Built in 1932, our charming cabin sleeps 8 in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit, games, puzzles & books. Featured in Country Living and the NYT, it’s perfect for families, friends, or retreats. Book now and create lasting memories in Michiana.

'Pool Barn Camper' w/Hot Tub near Indiana Dunes

Heated pool open until mid October! Hot tub open all year! Fully equipped RV sleeps 5, has bathroom w/shower, stove, microwave, TV, heat & A/C, & running water all year. Located on the bike trail & only minutes from the sand beaches of Indiana Dunes on Lake Michigan. Hike in the Indiana Dunes National Park along the Little Calumet River & the historic Bailley homestead, only 1 block from the RV. Enjoy our large pool, hot tub, grill, campfire, & playground too. Schedule your visit today!

Steps from the beach. Entire beach villa renovated

Private, ~800 sq ft, ground-level renovated beach villa with close trail access to the beach. Includes 1 BR with queen bed, 1 BR with futon & extra folding guest bed, kitchen, bathroom, & living room with small couch that converts to sleeping space if needed. Amenities: washer/dryer, free wi-fi/streaming services, 2 free parking spaces, AC/heating, self check-in, laptop friendly workspace, games, complimentary coffee/tea, beach chairs, towels, umbrella & toys, & cleaning/laundry supplies.

Perfect 1 Bed Penthouse Steps To Beach w/Parking!

Looking to spend some time away from the chaos of life and stay in a beautifully updated home steps from the beach on Lake Michigan? Welcome to Sheridan Beach in Michigan City! This perfect 1 bed/1 bath penthouse unit is situated within a block of the beach/water. The serenity of the neighborhood and seclusion from the outside world are its most attractive features. Located a little over an hour from Chicago, it's a quick drive to enjoy some R&R. Get ready to make some amazing memories.

The Little House at Tryon Farm

The little house is located within a 170-acre modern farm community filled with open meadows, woods and dunes. Minutes to beach, 1 hour to Chicago. Relax and enjoy the property or head out to explore the lakeshore, wineries, and great area restaurants! Two bedrooms, 1.5 baths, a fully appointed kitchen, living area w/fireplace, and a large screened in porch. Large windows flood the house with natural light and will make you feel like you're living in the treetops. A perfect getaway!

Boho Beach Getaway — short walk to the water!

Trendy and cozy home perfect for a relaxing get away! This home has been completely remodeled and decorated with our guests in mind. Our boho house is two streets from Lake Michigan beaches. Minutes to the Blue Chip casino, Lighthouse mall, night life, and small boutique shops! We have 3 bedrooms 2 queen, 1 full size beds with one bathroom. We have a fireplace to use for a cozy night in. A backyard with a grill, fire pit, and dining table. We are excited to host your stay!

Dunefarmhouse Modern Country Escape

Experience nature and design in an unforgettable way! This thoughtfully curated home is located within a unique green community surrounded by 200+ acres of woods, prairies and meadows - yet minutes to the beach, great restaurants, wineries and activities in harbor country. A unique and immerse art experience awaits every guest. Dunefarmhouse was featured in TimeOut magazine in 2019-2020, as a "Top 10 Airbnb rental in the Midwest" and part of "Perfect Midwest Getaways."

The Sunshine House: Breezy Beach Unit!

Location, location, location! The “Breezy Beach” Unit is an first floor private apartment in the Sunshine House, boasting cheerful decor and updated amenities. Guest will enjoy the comfortable queen bed, outdoor fire pit (shared space), and a short walk to the outlet mall, restaurants, parks, and beaches. The kitchen is stocked with all your needs to cook a great meal with family/friends, or walk to nearby restaurants/bars to enjoy all that downtown MC has to offer!