Family-friendly vacation rentals in New Buffalo

5 out of 5 average rating, 276 reviews

The open main living area features a stone fireplace underneath a wooden mantel. A circular dining table is set near large windows, while a plush sectional sofa and unique coffee table enhance the cozy atmosphere. Natural light floods the space, accentuating earthy tones.

Cabin in Michiana

Romantic Getaway in the Dunes for a Couple—Hüüsli

Cozy, charming, romantic and modern. Huusli is the perfect place for a couple to getaway, not too big, not too small. Soaring ceiling with wood burning fireplace greets you in the main living area with an updated kitchen, remodeled bathroom and two adorable bedrooms. Bonus is the four-season room where you can have all your meals or enjoy your morning coffee surrounded by nature, but without the fear of bugs. Make new memories, celebrate an anniversary or just relax in this magical place.

The exterior of the cottage features vibrant blue siding and a covered porch with white railings. Lush greenery and landscaped beds surround the entrance, creating a serene and welcoming façade. A pathway leads to the front door, inviting guests into the home.

5 out of 5 average rating, 208 reviews

Designer Cottage - walking distance to downtown

Dream cottage getaway just over an hour from downtown Chicago. Walking distance from the beach, restaurants and all of downtown New Buffalo. Close to the casino, wineries and breweries. Whether driving in or taking the train, The Bradford is a relaxing yet sophisticated getaway. Eat, drink, and enjoy the beach, the pool, the shops and incredible summer sunsets, all within walking distance! Please note pool/bathhouse open late May - September and is shared with our association.Permit C22-0051

A modern bedroom features a spacious bed with a gray quilted coverlet and a mix of decorative pillows. A striking wall art piece is displayed above the bed, complemented by a mounted decorative deer head. A textured rug and a metal folding chair are visible in the room.

4.93 out of 5 average rating, 101 reviews

Designer's Own Cozy Cottage

Kick back and unwind in this stylish getaway, ideally located in Union Pier and just a five-minute drive to New Buffalo. Tucked on the lake side of Red Arrow Highway, the Casita offers the perfect balance - close to all the action, yet a quiet retreat to call your own. Guests love visiting nearby beaches, indulging in baked goods, ice cream, local restaurants and wineries. Bike trails, hiking, pickle ball, golf and kayaking all nearby. Endless opportunities for relaxation and adventure await!

A stylish living area features a blue sofa with throw pillows, situated on a patterned rug. Natural light streams through a skylight, illuminating the open layout that includes a dining space and kitchen with modern appliances. Minimalist decor enhances the inviting ambiance.

4.95 out of 5 average rating, 221 reviews

Steps to Beach & Starbucks! Private Yard, Firepit!

Walk to Starbucks! Walk to beach, cafes, shops, ice cream, grocery! 2 queen bed 2 bath home is perfect to enjoy fenced yard, grill, fire pit, & yard games! Take a few days to explore wineries/breweries, art galleries, antique stores, kayaking, casino and more! Live bands Fridays/Saturdays till around 2am Memorial Weekend to Fall, New Year's at Casey's (behind property). Noise machines in each bdrm. Pet fee $100, 2 dogs MAX. Exterior areas have video/audio cameras w/live feeds. Wp#bcnbwmech

4.99 out of 5 average rating, 153 reviews

A cabin exterior is presented, featuring a screened-in porch that offers comfortable seating. The structure, painted in a muted green tone, is surrounded by trees and foliage. A set of steps leads to the porch, creating easy access to the welcoming retreat.

Cabin in Union Pier

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace

Tucked away sophisticated cabin in the heart of Downtown Union Pier. Killer location that's just steps away from dining and drinks: Black Current Bakery, Neon Moon Gelato, Union Pier Market, and Union Pier Social. Townline Beach is a 10 minute walk, and the cabin is right off the bike path. Seeds Brewery is just down the road and local Wineries are 1 mile away. Back home enjoy a relaxing hot tub (available year round), wood burning fire place, spacious screened in porch & outdoor fire pit.

4.94 out of 5 average rating, 379 reviews

A comfortable living area features a soft pink sofa complemented by a round, woven pouf and a natural wood coffee table. A patterned area rug adds texture to the floor, while a collection of records decorates the wall. Natural light enters through a large window.

Apartment in New Buffalo

Peach by the Beach! 1 Bdrm Apt close to downtown

The Peach by the Beach is a one-bedroom private apartment that sleeps two people. It's a two-minute walk to downtown New Buffalo and a ten-minute walk to the beach! This chic apartment is close to the beach, restaurants, shopping, and all kinds of fun! This location is perfect for couples, singles, and business travelers. It is the perfect getaway from the hustle and bustle of daily life. This location includes free wifi, coffee and tea, beach towels and chairs, and a full-service kitchen.

A light-filled living area features a comfortable sofa adorned with decorative pillows. A wooden coffee table sits in the center, placed on a soft area rug. Large windows allow natural light to stream in, highlighting the open floor plan that leads to the kitchen.

4.96 out of 5 average rating, 128 reviews

Lux home, sauna, hot tub, firepit, 5 min to beach

WELCOME TO GOLDIE’S BEACH HOUSE, a cheeky stay somewhere between home and hotel. GOLDIE'S is decked out with everything you need to feel right at home. From top-notch coffee for lazy mornings to sippy cups for the kiddos, we've got you covered. We’re a 3 bedroom 2 bath ranch designed for families who love a little luxury and a lot of sunshine. The sauna and hot tub don’t take seasons off and are available all year. If you’re looking for a quiet spot close to town THIS IS THE PLACE.

4.91 out of 5 average rating, 140 reviews

The exterior of a modern tiny house is seen surrounded by trees. Soft lighting strings hang above a fire pit with four Adirondack chairs arranged around it. Smoke rises from a fire, creating a cozy outdoor space.

Tiny home in Sawyer

Modern Minimalist Tiny House | Firepit | Nature

Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.

4.97 out of 5 average rating, 179 reviews

A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.

Cottage in Harbert

Hot tub open year round in modern/rustic cottage!

Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

An open-concept space displays a cozy living area with a stone fireplace and a wall-mounted TV. A large wooden dining table with blue chairs contrasts with white cabinetry and stainless steel appliances in the kitchen. Sunlight fills the room through multiple windows.

4.98 out of 5 average rating, 176 reviews

Walk to Beach/Dining/Drinks + Patio with Firepit!

Our newly built home is located in the heart of Union Pier - one block to the downtown and a 10 min walk to the closest beach! Stroll out the door for your morning coffee/pastry at Black Currant Bakehouse. Grab your beach rentals at Red Arrow Ride, groceries at Union Pier Market, and unwind with live music at Union Pier Social or a beer at Seedz. Spend a lazy day at the beach or head out to explore the area - there's no limit to amazing breweries, wineries, and restaurants!

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.

4.9 out of 5 average rating, 482 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!

4.98 out of 5 average rating, 123 reviews

A cottage exterior is showcased with blue siding and a welcoming porch. Lush greenery and colorful flowers surround the home, adding to its appeal. Large windows offer ample natural light, while trees enhance the privacy of the property.

Cottage in Lakeside

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. Checkout our sister cottage next door - Morning Dove Cottage

Popular amenities for New Buffalo family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 202 reviews

Four wooden chairs are positioned on a deck overlooking Lake Michigan. The sun is rising in the sky, creating a shimmering reflection on the water's surface. Trees frame the scene, adding a touch of greenery to the picturesque view.

Home in Benton Harbor

Lake Michigan Views | Mins. to St. Joe | Hot tub

5 out of 5 average rating, 281 reviews

The exterior of a circular, dark-hued building is illuminated by warm string lights during twilight. A private hot tub and a fire pit with chairs are visible, while the surrounding natural landscape emphasizes the peaceful setting.

Farm stay in Vandalia

Best Couples Vacation, Private, Hot Tub, Creek,

4.99 out of 5 average rating, 272 reviews

A cozy sleeping area features a spacious bed adorned with neutral-toned blankets and decorative pillows. A large mural of outlined palm leaves decorates the wall above. Two pendant lights hang symmetrically on either side, providing soft illumination, and wooden nightstands are positioned on each side.

Bungalow in Sawyer

The Harbert Bungalow-Hot Tub-Walk to Beach

4.84 out of 5 average rating, 141 reviews

The kitchen features white cabinets and modern appliances, including a microwave and stove. Sturdy wooden chairs sit outside the window, providing a comfortable spot for relaxation. The three-season porch showcases a cozy couch, a vibrant accent piece, and a convenient hot tub in the corner.

Home in Bridgman

Charming Cottage w/ Hot Tub

A spacious family room features a large sectional sofa with dark upholstery, positioned near a set of windows that provide natural light. A modern coffee table sits in front, and a dining area is visible in the background, enhancing the open layout.

4.89 out of 5 average rating, 109 reviews

Quiet Nature Escape in New Buffalo

4.91 out of 5 average rating, 283 reviews

A bright and inviting living area features a striped sofa paired with two white armchairs, arranged around a wooden coffee table on a textured rug. Natural light streams through large glass doors, leading to an outdoor space, while a cozy throw blanket drapes over the sofa.

Cabin in Sawyer

Cozy Cabin by Lake MI & Dunes with private Hot Tub

4.97 out of 5 average rating, 131 reviews

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

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

4.97 out of 5 average rating, 235 reviews

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

Designer Cottage Relax Pool Beach & Spa—Windjammer

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 109 reviews

The A-frame cottage is nestled among tall trees, featuring a blend of stone and wood in its design. Large glass windows create a connection with nature, inviting natural light into the living spaces. A pathway leads toward the entrance, surrounded by lush greenery.

Cabin in Stevensville

Idyllic A-frame in Michigan’s Harbor Wine Country

4.96 out of 5 average rating, 602 reviews

A charming two-bedroom house presents a welcoming exterior, featuring a white facade and arched windows. The front porch is lined with steps leading to a yellow door. A well-maintained lawn and surrounding trees enhance the property's inviting appearance.

Tiny home in New Buffalo

SoulShine Inn • Pets Welcome•Fully fenced backyard

An open living space showcases a blend of modern and rustic design elements. A spacious kitchen features stainless steel appliances, with bar stools positioned at the counter. Natural light filters in through large windows, illuminating the polished hardwood floors.

4.9 out of 5 average rating, 261 reviews

CASA TICA Serenity Amongst Nature Dog Friendly

4.96 out of 5 average rating, 104 reviews

The modern two-story house is surrounded by landscaped grounds, featuring a mix of wood and dark paneling. A spacious deck extends from the upper level, with seating and hanging planters. A pathway leads to the outdoor dining area, bordered by vibrant flower pots.

Home in Miller

Steps from the beach and a mile from National Park

5 out of 5 average rating, 146 reviews

A bright living area features a comfortable gray sofa adorned with decorative pillows, paired with a light brown armchair. Large windows provide views of lush greenery, while a striped rug anchors the space. A coffee table with a bowl sits at the center, enhancing the cozy atmosphere.

Home in Sawyer

The treehouse at Warren Dunes

4.98 out of 5 average rating, 169 reviews

Home in Sawyer

Farmhouse · Pond · Fire Pit · Minutes to Beach

4.98 out of 5 average rating, 256 reviews

A cabin-style home is nestled among tall pine trees, featuring a large facade with distinctive tall windows that allow natural light to flood the interior. Colorful chairs are positioned on the screened porch, surrounded by well-maintained greenery and flower beds.

Cottage in Union Pier

"The Pines" in Union Pier: Year-round getaway

4.97 out of 5 average rating, 483 reviews

The entrance features a solid gray exterior enhanced by a bright turquoise door. White trim outlines the windows, while a covered porch is adorned with a white bench. Clean lines and a welcoming atmosphere characterize the overall design.

Cottage in New Buffalo

Twin Cottage B- Walk to Beach & Town!

Family-friendly home rentals with a pool

5 out of 5 average rating, 18 reviews

Walk to Beach & Downtown | Pool Access

4.94 out of 5 average rating, 108 reviews

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

Dunescape Beach Retreat, Downtown New Buffalo

4.96 out of 5 average rating, 92 reviews

A swimming pool is situated in an outdoor space with a concrete deck. Two lounge chairs are positioned beside the pool. Inflatable rings float in the water. Sun umbrellas provide shade over seating areas equipped with a barbecue grill in the background, set against lush greenery.

Home in Sawyer

Atomic Acres-POOL, Summer 2026 Awaits!

4.96 out of 5 average rating, 190 reviews

The charming two-story home features a wide front porch with ample seating and decorative lighting. White railings and a wooden design enhance its appeal. Flanking trees provide some greenery, and the entryway is welcoming with its open doors and stylish decor.

Home in Michigan City

5 Bedroom Luxury Home In Heart of Beachwalk Resort

4.98 out of 5 average rating, 115 reviews

The heated in-ground pool features a diving board and a slide, surrounded by a spacious deck with lounge chairs and a shaded patio area. The inviting turquoise water reflects the clear sky, creating a relaxing outdoor space for leisure and enjoyment.

Home in Milford

Summer of fun Pool, Hot Tub, Huge Game Room CLEAN

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.

4.94 out of 5 average rating, 176 reviews

New Hot tub Heated Pool Union Pier

A charming cottage exterior is shown with large windows allowing ample natural light. Lush landscaping surrounds the entrance, featuring ornamental grasses and rocky accents. The inviting covered porch provides a welcoming entry point to the home.

4.97 out of 5 average rating, 102 reviews

Modern Farmhouse - Walk to Downtown, beach & pool!