Family-friendly holiday rentals in Valparaiso

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Valparaiso

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

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Guest favourite

Home in Michigan City

4.94 out of 5 average rating, 401 reviews

Small Clean Home Near Beach, Casino, Outlet Mall

This cozy, clean home is located 2.9 miles to Beach, Outlet Mall, and Casino. Quiet neighborhood. Well maintained property. Perfect for a couple or business traveler. It is not child proof. It is not suitable for small children. There are open stairs that cannot be blocked. We do not accept pets. I have an autoimmune disease. I am allergic to pet dander We request drivers license of each guest. Per Airbnb guidelines I am disclosing we have cameras on exterior north/east of home with audio.

15–22 Aug

$196 SGD per night

Guest favourite

Cabin in Rolling Prairie

4.87 out of 5 average rating, 135 reviews

3+ acres of Privacy, Pup heaven!7 minutes 3~Oaks!

Hello! we are 10 minutes to Three Oaks, Mi. This town is divine and very fun~ restaurants, galleries, Journeyman Distillery, Antiquing & Warren Dunes (epic hiking, dog-beaching-as private or social as you like). My artsy, sunny and cozy home welcomes you! We back up to over 3 + acres of private woods, a fresh spring fed brook and seconds from some of the best biking roads in the midwest! My place is VERY private yet 10 minutes to 3 Oaks for an evening of fun, live music & shows @ The Acorn! .

18–25 Jul

$210 SGD per night

Guest favourite

Guest suite in Gary

4.95 out of 5 average rating, 285 reviews

Miller Mermaid Suite-100 yds from the beach!

100 yds from the beach, the cozy MERMAID SWEET awaits you and is well suited for a young family or 2-3 adult friends. This artsy basement open studio space includes a private entrance, kitchenette, unique art & a cozy reading/sleeping nook! Enjoy beautiful sunsets from the upstairs deck or use the sun room on rainy days. BBQ on the grill. Visit local restaurants, shops & galleries. Hike wooded trails & swim by sandy, dune-grass beaches. . House-trained dogs welcome! Sorry no cats (allergies)

18–25 Feb

$260 SGD per night

Guest favourite

Flat in La Porte

4.93 out of 5 average rating, 452 reviews

Second Floor Apartment sitting on Pine Lake

My Airbnb is close to parks, restaurant and Sand Dunes. The apartment is in the house on beautiful Pine lake. Please note that the balcony in the picture is not part of the apartment. the pictures are to show the patio of which you have full access. Pets are welcome but there is a $15 charge per pet per night. The fee should be made in advance through the send money. We live in a area that pets must be walked to do bathroom duties. They are NOT allowed on my grass or in flower beds.

14–21 Dec

$225 SGD per night

Guest favourite

Cottage in Valparaiso

4.88 out of 5 average rating, 496 reviews

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking a lake. The lake can be accessed from the back yard. - Pet free - 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 - Local breweries & award winning restaurants - Biking & hiking trails near by - Wood fire places to enjoy in cold weather only

21–28 Jan

$178 SGD per night

Guest favourite

Home in Michigan City

4.95 out of 5 average rating, 248 reviews

TRYON FARM MID-MODERN SPA IN THE WOODS

Come, enjoy our Tryon Farm modern spa. A Sustainable luxurious open concept tree-house in the woods. Minutes from the beach with an outdoor sauna, Hottub, shower, and Mr. Steam. Perfect for two or a family/group adventure. A true destination with Yoga studio, Mirror by LuLu lemon and wellness elements. The house is a perfect balance of art and nature and luxury and spiritual. Treat yourself to a farm to table, hand made, locally sourced chef services for an extra special experience.

24–31 Jan

$638 SGD per night

Guest favourite

Cabin in Michigan City

4.96 out of 5 average rating, 211 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 ponds. 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!

10–17 Oct

$240 SGD per night

Guest favourite

Cottage in Michigan City

4.98 out of 5 average rating, 115 reviews

Lake Michigan Getaway near the Beach

Wonderful year-round vacation getaway in Sheridan Beach, just 1-1/2 hours from Chicago! Updates include beautiful new kitchen & bathrooms, gas fireplace, and new flooring. Open living space with vaulted ceilings opens to private deck overlooking wooded lot. A short walk (about two blocks) to great beaches. Near the casino, park & zoo, local restaurants, and minutes from New Buffalo & Michigan’s Harbor Country. Awesome in summertime, also great for a fall or winter getaway.

1–8 Apr

$250 SGD per night

Guest favourite

Guest house in Chesterton

4.91 out of 5 average rating, 314 reviews

"myhathouse" detached studio downtown Chesterton

Vaulted skylights allow natural light. Ksize bed. Futon opens into a bed. (DEEP cleaned to AirBnb COVID-19 disinfectant standards) Fully stocked kitchen, sm. bathroom w/ shower. Parking ft. of house, 1.5 M from Lake Michigan Shoreline, 2 blocks to 15th St. entry to Prairie-Dune Trail. European Market (May -Oct) each Saturday downtown. Fall season drives along U.S. HW 12 & 20 for foliage Winter day hikes, x-county skis trail, shopping trips to the Michigan City Outlet mall

5–12 Apr

$141 SGD per night

Guest favourite

Home in Michigan City

4.96 out of 5 average rating, 373 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."

4–11 Oct

$383 SGD per night

Guest favourite

Cottage in Union Pier

4.95 out of 5 average rating, 272 reviews

J’s Beach House: Hot Tub & short walk to beach!

J's Beach House is < a 5 minute walk to the beach! My cottage is equipped with a private hot tub and fireplace. Enjoy the walkable town or jump in your car for a quick drive to any Harbor Country activity! Potential for rental with adjacent cottage "Riley's Retreat". *Please inquire about our other Airbnb cottage near downtown Union Pier. This cottage is a 2-bedroom plus kids loft, screen porch, hot tub, fire pit, plus walking distance to Townline Beach!

5–12 Oct

$426 SGD per night

Guest favourite

Cabin in North Judson

4.96 out of 5 average rating, 138 reviews

The Guest House in the Barn at Grand Pause Farm

The Grand Pause Farm invites you to stay at our barn, overlooking 40 acres of a stress free environment, complete with ponds, wildlife, and beautiful sunsets . You will be in the country, and our cozy, quiet cabin can be enjoyed by the whole family. You can visit local parks and shopping at area stores. Due to COVID-19 we have blocked weekdays. If you want weekdays send a request and we will let you know if they are available.

21–28 Mar

$173 SGD per night