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Family-friendly vacation rentals in Grand Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Grand Beach

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

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Top guest favorite

A screened three-season porch features a comfortable hammock and two chairs with cushions. A small table sits between the chairs, and natural light filters through the surrounding windows, allowing views of the greenery outside.

Place to stay in Michigan City

4.98 out of 5 average rating, 121 reviews

Tryon Farm "Bees Place" 100 acres of nature/trails

Charming 2 bed 2 bath, unique modern barn house. Relaxing screened three-season porch. In warm weather hammock is up and ready for you! Private courtyard with Gas Grill/Swing. Chilly weather come warm up next to the wood stove. Large overhead windows offer natural light & night sky views. Great views throughout. Leashed pet welcome. Tryon Farm community offers over 100 acres of wooded walking trails, a fishing pond & tree swing. One mile to Shady Creek Winery, close to beaches, and brewery’s.

A cozy cottage is surrounded by vibrant yellow daffodils and lush greenery, showcasing the beauty of the garden. The structure features multiple windows that invite natural light, complemented by the rustic charm of its design.

Cottage in Valparaiso

4.88 out of 5 average rating, 554 reviews

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking the channel a that leads to Flint lLake.The lake can be acce - 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

Top guest favorite

A private in-ground swimming pool is surrounded by lush greenery. Several white lounge chairs are positioned around the pool's edge, with a shaded dining area featuring a table and umbrella nearby. The clear water reflects sunlight under a bright blue sky.

Guesthouse in Michigan City

4.99 out of 5 average rating, 116 reviews

“Treetops” Charming Country Coach House

Second-floor comfortably furnished coach house. Stylish and airy space with full kitchen. Great views. Private in-ground 20' x 40' swimming pool reserved exclusively for you and your guests. Basketball half-court. Softball diamond. Bocce court. Great for bicyclists. 20 acres of woods. Hiking trails on property and pond with wildlife. Centrally located between New Buffalo, MI, and Michigan City, IN. Close to the Indiana Dunes, and Lake Michigan. 70 minutes to Chicago, 45 minutes to South Bend.

Top guest favorite

The screened-in porch is visible, surrounded by tall grasses that add a natural element. Soft ambient lighting is seen, enhancing the inviting space within. The porch features large screens, allowing views of outdoor greenery and tree silhouettes in the background.

Cottage in Union Pier

4.97 out of 5 average rating, 274 reviews

B's Retreat: Hot Tub & 10-min walk to Beach!

B's Retreat is a 1940's 700 sq ft cottage on a quiet dead-end street. It is 1 block from downtown UP! B's is sandwiched between rentals and vacation homes, so perfect for a family of 4 or 1-2 couples/friends looking to unwind. B's best attributes are the vaulted ceilings, wide-plank pine floors, bonus kids loft, hot tub, fire pit & the 23-foot wide screened in porch! B's is a .4-mile / 10-minute walk down Townline Rd. to the public beach. Parking is available at beach for early birds!

A charming home is nestled among lush greenery, surrounded by vibrant flowering plants. Red and purple-leaved trees frame the view, creating a serene and inviting outdoor space. The porch is visible, enhancing the sense of comfort in this peaceful setting.

Cabin in Rolling Prairie

4.88 out of 5 average rating, 152 reviews

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

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 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! .

Top guest favorite

A cottage surrounded by lush trees features a spacious wooden deck with a gentle ramp. The structure's sloped roof and various window designs contribute to its unique charm. Grass covers the property, providing a natural, serene setting.

Home in Rolling Prairie

4.96 out of 5 average rating, 199 reviews

Pure Michiana - Rustic & Cozy - near the stateline

NO EVENTS. 10 person max on property at all times. It puts too much wear on the septic/well and deck. Dining table seats 8. 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.

The modern tree-house structure is illuminated by warm lighting, showcasing large windows that reflect the surrounding trees. A screened porch with seating is visible, extending from the main building, creating a connection with nature.

Home in Michigan City

4.95 out of 5 average rating, 287 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.

Top guest favorite

A modern house is situated amidst lush greenery. A wooden walkway leads to the entrance, framed by trees and underbrush. Large windows reflect natural light, blending the structure harmoniously with its surroundings while offering a glimpse of the cozy interior.

Cabin in Michigan City

4.97 out of 5 average rating, 262 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!

A charming cottage is surrounded by lush green landscaping and vibrant flowers. A screened-in porch is adorned with lights, leading to an inviting entryway. A separate storage garage is visible in the background, complementing the colorful exterior of the cottage.

Cottage in Union Pier

4.93 out of 5 average rating, 350 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!

A modern two-story home constructed from wood is nestled among trees in a wooded area. Large windows allow natural light to brighten the interior. A deck is visible at the back, surrounded by a carpet of fallen leaves and greenery.

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."

A comfortable living area showcases a sectional sofa adorned with decorative pillows. The space is complemented by a light-colored area rug and wall decor featuring framed images. A bright kitchen area is visible in the background, enhancing the open layout.

Home in New Buffalo

4.89 out of 5 average rating, 449 reviews

Eagle's Beach Nest: Pet-Friendly*Fenced*Walk2Beach

Nestled in New Buffalo's heart, this cozy retreat is a stone's throw from key attractions. The beach, Marina, and esteemed Bentwood Tavern lie within a mile. Venture a tad further to Stray Dog or the town center. Four Winds Casino is a quick 10-min drive, with Blue Chip Casino just 15 mins away. Ideally positioned amidst Harbor Country, nearby renowned wineries beckon. Perfect for girls' getaways, family trips, or group gatherings, and pet-friendly to boot!

A bright living room features high ceilings with a chandelier above a central wooden coffee table. Comfortable dark gray sofas are positioned around the table, complemented by decorative cushions. Large windows allow natural light to fill the space, and a stone fireplace adds a cozy focal point.

Cottage in Union Pier

4.96 out of 5 average rating, 210 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, pool, hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax and unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today! Create lasting memories!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Grand Beach family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A cozy living area is filled with natural light from large windows, featuring a sectional sofa adorned with various cushions. A warm glow emanates from an elegant lamp beside a round coffee table. A small fireplace, with a contemporary design, adds a touch of comfort.

Cottage in Union Pier

4.87 out of 5 average rating, 102 reviews

August dates now available! Union Pier Cottage

A comfortable living area is presented with a light grey sofa adorned with blue accent pillows. A glass coffee table sits in front, displaying a few books and decor. A television is positioned on a wooden media console, with warm natural light coming through large windows.

Home in Three Oaks

4.96 out of 5 average rating, 182 reviews

The Getaway - Hot Tub - 3 BR 1.5 Bath

An outdoor patio area features a stone surface with several black chairs arranged around a central space. A grill is positioned nearby, and the background is complemented by tall greenery and trees, creating a private ambiance.

Bungalow in Bridgman

4.63 out of 5 average rating, 529 reviews

Warren Dunes on Lake Michigan-Hot Tub-WBFPL

An open great room features a large dining table at the center, surrounded by colorful chairs. A striking stone wall with a fireplace adds character, while large windows provide ample natural light. Cozy seating areas can be seen in the background, contributing to the inviting layout.

4.94 out of 5 average rating, 160 reviews

Beautifully eclectic Sawyer cottage

The bi-level home features a beige exterior with dark shutters, set against a colorful evening sky. A stone pathway leads to the front entrance, flanked by green grass and landscaping. A garage is visible on the right side of the house.

Home in Bridgman

4.85 out of 5 average rating, 151 reviews

Private Retreat w/Hot Tub - Beaches & Wine Tours

A view of a lush garden area is presented, featuring vibrant flowers and greenery. Comfortable seating is visible in the background, inviting relaxation. Nature's tranquility is evident with soft textures of grass and foliage surrounding the space.

Cottage in Three Oaks

4.87 out of 5 average rating, 188 reviews

Blueberry Fields/ House and Retreat

A landscaped yard surrounds a custom-built home, characterized by a combination of brick and stone. Colorful flower beds, including yellow daffodils and blue flowers, enhance the outdoor space, set against a backdrop of bare trees and a clear blue sky.

Home in New Buffalo

4.88 out of 5 average rating, 26 reviews

Dogwood Delight Hot Tub Rest, Relax & Reconnect.

A bright sunroom features large windows overlooking the beach and lake. A white slip-covered sofa and chair provide seating, while a small table stands nearby. Natural light highlights the warm tone of the ceiling, creating a serene environment that emphasizes the coastal view.

Home in Union Pier

5 out of 5 average rating, 41 reviews

Modern Beachfront Home With Hot Tub , The Nest

Family- and pet-friendly home rentals

Top guest favorite

The exterior of a mid-century industrial building is illuminated at night, showcasing large floor-to-ceiling windows. The modern facade features a central dark door and simple geometric shapes visible inside. Vintage brick streets and neighboring buildings create a quaint urban atmosphere.

4.93 out of 5 average rating, 184 reviews

Wine Country Creative Live / Work

Top guest favorite

A living area is presented with a dark sofa and a red armchair, positioned near a coffee table and a large television. Bright light fills the space from nearby windows, highlighting a dining area in the background with a dark wooden table and black chairs.

Home in New Buffalo

4.95 out of 5 average rating, 242 reviews

Anna's Cottage

A sandy beach extends along the water's edge, where visitors enjoy the sun under bright umbrellas. A lighthouse stands prominently on a nearby pier, while another lighthouse is visible in the background, marking the landscape. The calm water reflects the clear sky.

Home in Michigan City

4.87 out of 5 average rating, 121 reviews

Lakeshore Manor

Top guest favorite

The exterior of the converted barn is shown, featuring a rustic red facade with multiple windows on the upper level. Lush green grass and large decorative plants frame the building, while a charcoal grill is positioned on a patio area, providing space for outdoor gatherings.

Guesthouse in Stevensville

4.98 out of 5 average rating, 314 reviews

Red Barn Lodge

A sleek entertainment area is presented with a mounted flat-screen TV against a marbled feature wall. A wooden media console below holds decorative items and media storage. Greenery from a potted plant complements the modern aesthetic, contributing to a harmonious living space.

Home in St. Joseph

4.89 out of 5 average rating, 313 reviews

Cozy & Clean Entire Home in Saint Joseph

A charming cottage is depicted with a large deck featuring outdoor seating and a blue umbrella. The surrounding area showcases a well-maintained lawn and lush trees, with a barbecue grill visible in the background.

Home in Lakeside

4.92 out of 5 average rating, 116 reviews

Secluded Garden New Buffalo/Lakeside MI

The exterior of the cottage is shown, featuring a mix of siding in varying shades of gray. Two potted plants in black containers frame the entrance, while a porch with a railing adds a welcoming touch. Lush greenery surrounds the property, enhancing the inviting appearance.

Cottage in Union Pier

4.81 out of 5 average rating, 234 reviews

The Koi Cottage - Union Pier- Dog Friendly!

A circular stone fire pit is situated on a stone patio overlooking the lake. Flames flicker from the center, providing a warm glow against the twilight sky. The serene water reflects the evening colors, creating a peaceful waterfront setting.

Apartment in La Porte

4.93 out of 5 average rating, 499 reviews

Second Floor Apartment sitting on Pine Lake

Family-friendly home rentals with a pool

The multi-story townhome features a light exterior with spacious balconies on each level. Large windows illuminate the structure, enhancing its architectural details. Staircases lead up to the front entrance, inviting guests into the living space.

Townhouse in New Buffalo

4.93 out of 5 average rating, 104 reviews

Dunescape Beach Retreat, Downtown New Buffalo

A spacious outdoor pool is framed by a wooden deck, equipped with lounge chairs for relaxation. The cottage, featuring light grey siding and large windows, overlooks the pool area. Shade is provided by a canopy above the seating area, enhancing the outdoor experience.

Cottage in Lakeside

4.61 out of 5 average rating, 80 reviews

Cozy Cottage Steps to Beach, Pool, Hot Tub & More

A screened-in porch features a wooden hot tub, surrounded by sunlight filtering through the trees. A round glass table with two chairs is positioned nearby, providing a space for relaxation. Lush greenery and a barn are visible in the background.

Home in Buchanan

4.92 out of 5 average rating, 202 reviews

Beautiful RETREAT in the country

The exterior of a multi-level house is depicted, featuring a combination of siding and stone accents. Large windows are present, along with balconies on the upper levels. A paved driveway leads to a garage, surrounded by greenery and a clear blue sky.

Home in Michigan City

4.92 out of 5 average rating, 109 reviews

Beautiful home with Beach views in Beachwalk

The image illustrates a serene in-ground pool set within a landscaped yard, featuring vibrant blue water. Surrounding greenery provides privacy, while a wooden deck is adjacent to the pool, equipped with a ladder for easy access.

Home in Michiana Shores

4.77 out of 5 average rating, 13 reviews

Private Heated Pool and Pet Friendly!

Top guest favorite

Home in New Buffalo

4.98 out of 5 average rating, 85 reviews

Modern Farmhouse - Walk to Downtown, beach & pool!

A vibrant swimming pool is surrounded by a fenced area, featuring colorful lounge chairs in shades of pink and blue. Four guests enjoy the water, with two floating on pool toys and one seated on the edge. Sunlight creates shimmering reflections on the pool surface.

Condo in New Buffalo

4.93 out of 5 average rating, 81 reviews

Nightingale Dunes - Modern beach town retreat

The spacious living area features a large leather sectional couch facing a cozy gas fireplace and a wall-mounted television. A dining table with chairs is set for a meal, complete with dishes and centerpieces, while natural light floods in through the large windows.

Home in Union Pier

5 out of 5 average rating, 19 reviews

River's Edge- 30 acres w/ Pool/River/Kayaks/Trails

Quick stats about vacation rentals that are family-friendly in Grand Beach

Total rentals
70 properties
Total number of reviews
1.2K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi

Destinations to explore