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Family-friendly holiday rentals in Long Beach

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Top-rated family-friendly rentals in Long Beach

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

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Top guest favourite
A spacious living area showcases a light-colored sectional sofa adorned with plush pillows. Large windows allow natural light to fill the room, revealing wooden flooring and eye-catching artwork on the walls. A dining table is visible in the background, complemented by a minimalist plant.
Home in Michigan City
4.98 out of 5 average rating, 325 reviews

House of Zen: Peaceful Modern Cabin on Tryon Farm

The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

Top guest favourite
The cabin's exterior is framed by colorful autumn foliage, with vibrant red leaves and dappled sunlight filtering through the surrounding trees. Stone steps lead to the entrance, enhancing the rustic charm of the well-maintained landscape.
Cabin in Michiana
4.95 out of 5 average rating, 223 reviews

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.

Guest favourite
An inviting living space is showcased, featuring a light-colored sectional sofa with colorful throw pillows. A wooden coffee table sits in front, while a dining area with white chairs is visible. The kitchen is equipped with modern appliances, and a ceiling fan adds a touch of comfort.
Cottage in Michigan City
4.96 out of 5 average rating, 224 reviews

The White Cottage Home

This cottage home was built less than 5 years ago. The space is modern and open. It’s located less than 10 mins walk to Lake Michigan beach access. Guests can walk a few minutes to enjoy nearby restaurants such as Dune Billies for breakfast and Cool Runnings Jamaican restaurant. There’s a nearby park and a small dune for short hikes. Other nearby attractions include the Washington park and zoo (5-10 min walk), Blue Chip casino (2 min drive), the Indiana Dunes National Park (20 min drive)

Guest favourite
A dining area showcases a long, dark wooden table paired with a bench and a stylish chair. An industrial-style light fixture hangs above, illuminating the space. A decorative plant and artwork add warmth to the setting, accented by textured wall coverings and natural light.
Home in Michigan City
4.93 out of 5 average rating, 384 reviews

Lake Michigan Farm Retreat w/ Yoga Shed & Hot Tub

Luxury farm retreat on 7 wooded acres with hot tub, yoga shed, fire pit, fully fenced yard & pond! This home is a five minute drive to the beach, blueberry picking, Burn 'Em Brewing, Shady Creek Winery, next to Tryon Farm or 10 minute drive to downtown, the casino, and the outlet mall, but our guess is that you won't want to leave the property! This designer home has super comfy beds, 800 thread count sheets, a gourmet coffee bar, screened in porch, and even a tiny library in the laundry room

Guest favourite
A doorway leads into a softly lit bedroom featuring a spacious bed adorned with light blue bedding and decorative pillows. A round mirror hangs on the wall, reflecting the room, while a console table displays decorative items and a small potted plant.
Home in Michigan City
4.91 out of 5 average rating, 241 reviews

✦Cozy Bungalow✦ Central location, 2.4mi to Beach

Relax in our charming & cozy bungalow close to beach, hiking trails, breweries, & conveniences like restaurants & grocery stores. A great getaway year-round. 20 mins to cross-country ski trails at the State Park! 2.4 miles from Lake Michigan to enjoy a day at the beach. 2 miles to Outlet Mall and Casino. 3 miles to Mount Baldy & Indiana Dunes National Park to explore 50mi of dunes, beaches, wetlands, prairies, rivers & forested trails. Perfect hub for a day trip to Michigan or South Bend!

Top guest favourite
An outdoor fire pit area is surrounded by six teal chairs, arranged in a circular formation on a stone patio. The backdrop features a cozy brown cottage partially shaded by tall trees, with a gas grill visible nearby.
Cottage in Michiana Shores
4.96 out of 5 average rating, 184 reviews

2026 Dates Now Open @ The Birchwood Cottage!

Time is now to hurry & book your 2026 dates @ THE ONE & ONLY BIRCHWOOD COTTAGE IN MICHIANA SHORES...where only good things happen & memories are made! Reviews tell our story & we are constantly upgrading to enhance your experience. It is a slice of heaven just 75 minutes from downtown Chicago be it for glorious summer beach days, long walks or napping on the screen potch. Once settled in this cozy cottage, you have everything you need on the property and in the area for a perfect vacation!

Top guest favourite
A serene beach sunset is captured, with warm colors of orange and pink blending into the sky as the sun sets over the calm water. The horizon meets gentle waves, creating a peaceful coastal scene.
Villa in Michigan City
4.9 out of 5 average rating, 209 reviews

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.

Top guest favourite
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, 309 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 favourite
The exterior of the cottage is surrounded by trees, with a designated seating area featuring two blue Adirondack chairs and a wooden table. A firepit sits in the gravel yard, offering a natural gathering space among green foliage.
Cottage in Union Pier
4.97 out of 5 average rating, 150 reviews

Beach Bird Cottage- 5min walk to the lake! 3BR/1BA

Dear friends, Welcome to Beach Bird Cottage, situated on a quiet street with other vintage cottages in the heart of Union Pier. It is an easy 5-minute walk to an association beach. The cottage has many updates, including a new kitchen, bathroom, washer/dryer, outdoor shower and a wood stove. The master and second bedroom each have queen-size beds and the children's bedroom has two twin beds. Enjoy an early swim before breakfast or have an evening beach picnic under the sunset.

Top guest favourite
An open-plan living area features a spacious kitchen island with a warm wood finish. Modern stainless steel appliances are situated in the kitchen, while a cozy seating arrangement is highlighted by a vibrant red sofa and a stylish area rug. Natural light fills the space from nearby windows.
Flat in Michigan City
4.87 out of 5 average rating, 153 reviews

Perfect 3 Bedroom Steps To Beach With 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 3 bedroom 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.

Top guest favourite
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, 421 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 favourite
A private backyard features a patio space with a table surrounded by four chairs. The area is paved with stones and includes a raised wooden deck, a grill on the deck, and flower beds adding a touch of greenery. The house is painted in a warm peach color.
Home in Michigan City
4.95 out of 5 average rating, 168 reviews

Midcentury marvel steps from beach! Pups

Year-round beach fun an hour from Chicago!Welcome to Barefoot Bungalow, a mid-century marvel with modern amenities. Your group will love the game room with pool table, ping pong. Private dog-friendly fenced backyard with grill, patio & firepit. Short stroll to Stop 7 to beach (Beachwalk boardwalk, wagon provided). Quiet relaxation far from the madding crowds. So many excellent restaurants, shopping, brew pubs, wineries, hiking, biking. Off-street parking, Wave bus

Popular amenities for Long Beach family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favourite
A modern kitchen is visible, featuring white cabinetry and stainless steel appliances. The living area includes a comfortable couch and a round table with a decorative runner. Natural light fills the space, highlighting the open layout and ceiling beams.
Home in Lakeside
4.96 out of 5 average rating, 277 reviews

Couples alert! PVT beach access, hot tub, firepit!

Guest favourite
A charming yellow cottage is framed by a white picket fence and greenery. An American flag decorates the front, while a welcoming pathway leads to the entrance. Large windows with shutters provide light to the interior, complemented by a modest porch and seating.
Cottage in New Buffalo
4.95 out of 5 average rating, 171 reviews

The Lemonade Cottage, New Buffalo. Walk to beach!

Top guest favourite
Home in La Porte
4.98 out of 5 average rating, 222 reviews

Aunt Betty's Lakeside Abode, Hot Tub Steam Shower

Top guest favourite
The exterior of a farmhouse is displayed, featuring a two-story structure with a red roof and white siding. A spacious deck with seating overlooks the manicured lawn, which is surrounded by trees. Bright red chairs are arranged on the ground, inviting relaxation.
Farm stay in Galien
4.98 out of 5 average rating, 141 reviews

FARM 10 acres, pond, Hot tub, king bed 30 min ND

Top guest favourite
An inviting cottage exterior features a wooden fence and a screened porch. Surrounding greenery showcases tall grasses and autumn foliage, creating an appealing atmosphere. A chimney and part of the roof can be seen, indicating the cozy interior space.
Cottage in Union Pier
4.95 out of 5 average rating, 333 reviews

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

Guest favourite
An aerial view showcases the spacious outdoor area, featuring a blue tennis court adjacent to a rectangular pool surrounded by lounge chairs. Lush greenery and trees frame the property, while a well-maintained lawn offers additional recreational space.
Villa in Niles
4.97 out of 5 average rating, 127 reviews

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

Guest favourite
A large hot tub is positioned in a well-maintained backyard, surrounded by lush trees. Nearby, a sandy firepit area is complemented by seated benches, while a swing set is visible towards the rear, all enclosed by a tall wooden fence.
Home in Michigan City
4.93 out of 5 average rating, 106 reviews

Singing Sands Trl | Hot Tub Retreat | Dogs OK

Top guest favourite
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
4.97 out of 5 average rating, 231 reviews

Designer Cottage Relax Pool Beach & Spa—Windjammer

Family- and pet-friendly home rentals

Guest favourite
A multi-level house is set on a grassy area, featuring a stairway leading to a deck adorned with flower pots. Vibrant red canopies provide shade, and bicycles are stationed nearby, creating an inviting environment. The exterior showcases a mix of wooden and painted surfaces.
Home in Chesterton
4.82 out of 5 average rating, 374 reviews

South Shore Studio Apartment {National Park}

Top guest favourite
A logo representing 'The Blue Barn' vacation home features a stylized illustration of a blue barn set within a circular design. The text 'THE BLUE BARN' is prominently displayed in bold letters, with 'VACATION HOME' positioned below. The design has a rustic, textured finish.
Barn in Stevensville
4.99 out of 5 average rating, 185 reviews

The Blue Barn - A cozy country getaway!

Guest favourite
The exterior of a charming barn-style home is showcased, featuring a distinctive arched roof, large double doors, and black shutters. Two potted plants frame the entrance, with a welcome sign visible above the door. A grassy area and gravel pathway lead to the entrance.
Barn in Three Oaks
4.88 out of 5 average rating, 134 reviews

Barn of Three Oaks near Lake Michigan/Journeyman

Guest favourite
A spacious outdoor deck offers serene views of the surrounding greenery and a tranquil lake. A hammock is suspended between two trees, inviting relaxation, while potted plants add subtle touches of color to the area. The scene is illuminated by soft, natural light.
Home in La Porte
4.97 out of 5 average rating, 105 reviews

Renovated french country lake home. 6bedroom/4bath

Top guest favourite
Chalet in La Porte
4.93 out of 5 average rating, 473 reviews

Pet friendly, lakefront home directly on Pine Lake

Top guest favourite
A spacious wooden deck is adorned with soft string lights overhead, creating a cozy ambiance. Two comfortable chairs and a small table are positioned for relaxation. A potted plant with bright yellow flowers adds a touch of color to the inviting outdoor space.
Cottage in New Buffalo
4.98 out of 5 average rating, 215 reviews

New Buffalo retreat - Perfect year-round getaway!

Guest favourite
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.
Flat in La Porte
4.93 out of 5 average rating, 517 reviews

Second Floor Apartment sitting on Pine Lake

Top guest favourite
A cozy cottage interior features a warm-toned wooden structure with a spacious bed adorned with a patterned coverlet. A microwave is placed on a cart near a door painted in a muted tone, while books are neatly arranged on a dark shelf. Natural light enters through a window with light curtains.
Guest house in New Buffalo
4.97 out of 5 average rating, 481 reviews

Rainbows End 🌈 Puryear

Family-friendly home rentals with a pool

Guest favourite
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
4.94 out of 5 average rating, 108 reviews

Dunescape Beach Retreat, Downtown New Buffalo

Guest favourite
A private hot tub is set in a wooden enclosure, surrounded by a serene natural landscape. Steps lead up to the hot tub, offering easy access. Two white Adirondack chairs are positioned nearby, inviting relaxation in the peaceful outdoor setting.
Home in Union Pier
4.94 out of 5 average rating, 172 reviews

New Hot tub Heated Pool Union Pier

Guest favourite
A living room features a soft, textured sofa and a vintage armchair, accompanied by a wooden coffee table and a decorative cabinet. Natural light filters through sheer curtains, illuminating the warm wood flooring and the built-in shelving unit with television.
Home in Michigan City
4.92 out of 5 average rating, 87 reviews

Home near the lake with an inground pool

Guest favourite
The two-story cottage features a dark blue exterior accentuated by a prominent white star and porch. The front steps lead up to a welcoming entrance door framed in soft pink. Large windows allow natural light to fill the space, surrounded by lush green trees.
Cottage in Michigan City
4.92 out of 5 average rating, 72 reviews

Beachwalk’s Cozy Cottage - Farmhouse decor

Top guest favourite
A newly constructed beach house features a spacious front porch with multiple seating areas, surrounded by a white picket fence. Large double doors lead into the home, while light-colored siding complements the nearby colorful residences.
Home in Michigan City
4.99 out of 5 average rating, 81 reviews

5BR Beachwalk Gem | Pool Beach Lake Michigan View

Guest favourite
A multi-purpose court is set in a spacious backyard, featuring velvety blue surfacing with lines for both basketball and pickleball. Beyond, a sandy beach is visible, with gentle waves lapping at the shore under a clear blue sky. Lush greenery frames the scene.
Home in Michigan City
4.91 out of 5 average rating, 23 reviews

Home with private pool & steps from private beach!

Guest favourite
A serene pool area features a heated in-ground pool surrounded by lush greenery. Lounge chairs with red umbrellas provide shaded seating. Colorful flowers and tropical plants enhance the peaceful outdoor setting, creating an inviting place for relaxation.
Home in Miller
4.94 out of 5 average rating, 149 reviews

Bayless Dune Lodge at West Beach - Indiana Dunes!

Superhost
A spacious outdoor area features a hot tub beside a well-maintained pool. Lounge chairs are positioned around the pool, with a covered seating area in the back. A wooden pergola provides shade, while string lights add a touch of ambiance.
Home in Three Oaks
4.85 out of 5 average rating, 100 reviews

Play @ The Hideaway - hot tub, sauna, gymnasium

Destinations to explore