Family-friendly vacation rentals in Three Oaks

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Three Oaks

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

0 of 0 items showing

1 of 3 pages

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! .

Sep. 2 – 9

$267 CAD per night

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.

Sep. 26 – Oct. 3

$194 CAD per night

Guest favourite

Apartment in Stevensville

4.91 out of 5 average rating, 702 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.

Dec. 12 – 19

$382 CAD 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

Oct. 21 – 28

$220 CAD 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.

Apr. 24 – May 1

$782 CAD 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!

Oct. 9 – 16

$304 CAD per night

Guest favourite

Cottage in Lakeside

4.99 out of 5 average rating, 101 reviews

Pebble Path Cottage - Less than a block to beach!

Charming vacation home in Harbor Country, only 75 miles from Chicago. The cottage is less than a block from a wide, sandy private association beach where you can walk for miles, swim, or relax on the shore. It is perfectly situated to visit local farm stands, wineries, breweries, restaurants, & state parks. No smoking and no pets, please. Please note, we only book week-long rentals during the summer months (Friday-Friday). Checkout our sister cottage next door - Morning Dove Cottage

May 10 – 17

$419 CAD per night

Guest favourite

Cottage in Union Pier

4.95 out of 5 average rating, 273 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!

Sep. 24 – Oct. 1

$510 CAD per night

Guest favourite

Home in Three Oaks

4.96 out of 5 average rating, 153 reviews

The Getaway - Three Oaks - 3 BR 1.5 Bath

Explore the wonders of Michigan's Harbor Country while staying in our relaxing private home, The Getaway. A few minutes walk to charming shops, restaurants, and event venues including Journeyman Distillery, The Acorn Theater, and The Social Club in Three Oaks. Three Oaks is just a ten minute drive from the beautiful beaches of Lake Michigan and thirty-five minutes to Notre Dame. Enjoy the small town lifestyle and find your own moment to getaway.

Sep. 23 – 30

$581 CAD per night

Guest favourite

Cottage in Three Oaks

4.97 out of 5 average rating, 227 reviews

Lily’s Cottage, steps from Journeyman and Acorn!

Lily’s Cottage - Three Oaks, Michigan. Just steps to Journeyman Distillery and all other village sites including: Acorn Theater, Featherbone Factory Mercantile, Vickers Theater, Staymaker, Galleries, Shops, Antiques, Dewey Cannon Park, Bike Rentals, Nelson's Saloon, Drier's Meats, Froelich's and more! We are a no contact self check in rental. We are local and available by phone, text or airbnb email if needed during your stay.

May 19 – 26

$336 CAD per night

Guest favourite

Home in Rolling Prairie

4.96 out of 5 average rating, 173 reviews

Rustic Elegance in the Michiana area

NO EVENTS. 10 person max at all times. 3- block walk to a small shared lake and near a host of lovely spots: Breweries/Wineries, Dunes, Three Oaks, Frisbee Golf, and more. A gas fireplace for cold winter nights, an outdoor firepit, a hammock, grill, and outdoor seating/camping chairs. A short walk to the Nowhere Bar & Grill for great local food! Only 1 hour 15 minutes from Chicago. Sleeps 8 comfortably.

Sep. 7 – 14

$401 CAD per night

Guest favourite

Cottage in Three Oaks

4.9 out of 5 average rating, 105 reviews

Private, Sun-filled Union Pier Cottage

Sunny, private cottage set on a half-acre facing woodlands. Quick drive to everything - beaches, hiking, restaurants, wineries, breweries, etc. High-speed internet available and desk with two monitors. Please be advised: reservation requests from first-time AIRBNB renters will be declined. You must have rented through AIRBNB in the past and received a high rating.

Oct. 11 – 18

$274 CAD per night