Family-friendly vacation rentals in Cassopolis

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cassopolis

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

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Guest favorite

Guesthouse in Benton Harbor

4.94 out of 5 average rating, 181 reviews

Cozy Green Cottage with Private Beach

Cozy cottage hidden away in a quiet neighborhood 1.5 blocks from Lake Michigan, featuring a screened back porch perfect for morning coffee. Near the Benton Harbor Arts District, downtown St Joe, this cottage is surrounded by local restaurants, breweries, wineries, golf courses and shops. The beach is a year round destination, each season has its own wonders. Note: no TV, and WiFi can be spotty due to hills. Expect 90+ tiered steps to the sandy beach below. AC upstairs, original claw footed tub.

Top guest favorite

Cottage in Middlebury

4.79 out of 5 average rating, 263 reviews

Stone Lake Cottage Middlebury IN Boat Fish getaway

Located on beautiful Stone lake in Middlebury, IN. Crafts Amish antique auction fish swim lake relaxing. Bedding, towels, and personals/toiletries are provided. 2 queens, 1 twin, 2 double beds. Includes 3 BR/4 baths (detached 3rd BR CLOSED in winter), room for 6-8, AC, Smart TV, streaming services , WiFi, fireplace, lake, pier, kayak, paddle boat, grill, fire pit, dishwasher, toys for swimming, fishing, and 5 miles from Shipshewana/Middlebury. Min primary guest age is 21. Motel hotel

Guest favorite

Apartment in Stevensville

4.92 out of 5 average rating, 806 reviews

Quiet Grand Mere Coach House on Lake Michigan

The Coach House is in an eclectic neighborhood on Lake Michigan. Grand Mere State Park is a year around beautiful place for hiking by small lakes and through beautiful sand dunes. A small beach is a 2 minute walk away. The family room and kitchen face Lake Michigan with lots of windows. The house has a queen bedroom, queen pullout in family room, and laundry. A gas FIRE PIT and a HOT TUB are located on the back patio directly on Lake Michigan with a spectacular view behind the main house.

Guest favorite

Guest suite in Marcellus

4.96 out of 5 average rating, 126 reviews

Lakefront In-Law Apt.

Semi-Private and cozy in-law apartment in the lower level of our year-round lake front home. The space includes a full kitchen, bedroom with private 3-piece bathroom and a living/dining combo. Step out from the apartment onto a large deck overlooking a 340 acre all-sports lake. Paddle boat and kayaks incl. Winter activities include proximity to Swiss Valley Ski Resort. (10 miles) 300 foot walk to evening dining and cocktails. 30 minutes to Kalamazoo and 50 minutes from South Bend, IN.

Top guest favorite

Home in Kalamazoo

4.97 out of 5 average rating, 210 reviews

Artist's Home, private level in quiet neighborhood

Artist's Home In a quiet neighborhood, this is the walkout level of an artist's home and features paintings, art supplies, and interesting artifacts. On the ground floor, there are no steps. It has its own private entrance, fenced yard, patio, and off street parking. The space includes a spacious living room with futon, cable TV/wifi, dining area with table for 6, kitchenette with a number of cooking options, nice bathroom, bedroom with comfortable queen size bed, and laundry facilities.

Top guest favorite

Cabin in Michigan City

4.97 out of 5 average rating, 264 reviews

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!

Guest favorite

Cottage in Union Pier

4.93 out of 5 average rating, 351 reviews

Steps to the Beach! Screened in Porch & Firepit!

Experience the ultimate Harbor Country getaway! Just a 90-second stroll to a public beach access and under 5 minutes to another, this location is unbeatable. Spend your day soaking up the sun, kayaking, paddle-boarding, antiquing, golfing, or climbing majestic dunes. Discover endless local breweries, wineries, and top-rated restaurants. Unwind in the evening on the spacious screened-in porch or by the cozy firepit. Your perfect retreat awaits - adventure and relaxation all in one!

Guest favorite

Home in Michigan City

4.96 out of 5 average rating, 401 reviews

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."

Top guest favorite

Cottage in Niles

4.97 out of 5 average rating, 114 reviews

Lake House 11 miles from Notre Dame

This ranch style with walkout is located on beautiful Barron Lake just 11 miles from Notre Dame. Our home has been recently renovated, perfect for entertaining. There are two fully furnished levels including 3 bedrooms, 2 baths, 2 Family Rooms, and 3 indoor eating spaces. Enjoy the sandy beach and lake for fishing and water sports. Patio has tables, chairs & loungers. By reserving and staying at this property you assume all risk for yourself and your guests.

Top guest favorite

Apartment in Osceola

4.94 out of 5 average rating, 614 reviews

Silk On the Bend

My place is close to 80/90 Toll -road exit 83-Mishawaka IN. Visit us for events at :Notre Dame/St. Mary's/Bethel college/Holy Cross College. Mileage to ND Campus is 11.4. 15 Minutes to Elkhart Aquatic Center. Approx 20 Min to Four Winds Casino (Via the 20 Bi-pass) This Spring 2021 The Silk was chosen by AIRBNB as the 2d best place to stay in the greater South Bend-Mishawaka area. I close in January and February but re-open in March.

Guest favorite

Cabin in Benton Harbor

4.99 out of 5 average rating, 273 reviews

Charming Cabin-Private Beach & Golf

Why the rave reviews? This cabin is a unique and charming 2 bedroom retreat that sits atop a hill and is surrounded by elegantly sculpted terrain of Harbor Shores golf course and walking trails. The private beach on Lake Michigan is steps away. It is located in a quiet neighborhood and is close to family fun activities in St. Joe/Benton Harbor, fantastic restaurants, wine tasting, art galleries and quaint shops.

Guest favorite

Home in Galesburg

4.96 out of 5 average rating, 423 reviews

Frank Lloyd Wright’s Eppstein House

PLEASE NOTE: there are several opportunities in July for a one-night stay. Please enquire. Designed by Frank Lloyd Wright. The Eppstein House is a rare architectural gem situated in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the lovely beach town of South Haven. A unique opportunity to call this amazing home your own for a couple of days!