Family-friendly holiday rentals in New Buffalo Township

4.99 out of 5 average rating, 532 reviews

A charming, rustic cabin is nestled among vibrant autumn foliage, showcasing a wooden exterior and a sloped metal roof. The cabin is partially obscured by trees, with golden leaves creating a warm frame around the structure, signaling a serene woodland retreat.

Farm stay in La Porte

Cabin on Swede Hill

Welcome to "Cabin on Swede Hill". Our family has farmed this land since 1871. My great grandparents, Swan and Johanna Johnson immigrated to America in the 1860's, found this land which was similar to Sweden. They raised their family here. Approximately 65 Swedish families settled in this community, became to be know as the "Swede Hills". We just received the Hoosier Homestead Award from Indiana celebrating the Sesquicentennial Award. We invite you to come...... and experience country life.

Indoor spacesFamilyView

4.98 out of 5 average rating, 225 reviews

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

New Buffalo retreat - Perfect year-round getaway!

Located in the heart of New Buffalo and walking distance to everything, this recently remodeled cottage is the perfect place for an escape. With an open kitchen/porch concept, leading out to a massive natural wood deck, your entry to a huge fenced in corner lot, there is no shortage of space for any summer activity or just to get back to a quieter, more relaxing pace. In winter months New Buffalo is just as charming with fewer visitors and plenty of opportunities to explore the area. CR23-0048

Indoor spacesFamilyWi-Fi

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, 211 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

KitchenFamilyAccuracy

4.93 out of 5 average rating, 105 reviews

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.

Home in Union Pier

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!

Indoor spacesKitchenComfort

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.

4.94 out of 5 average rating, 224 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

KitchenIndoor spacesNearby

4.95 out of 5 average rating, 368 reviews

A retro living area features a curved beige sofa paired with a rust-colored armchair. A floor lamp provides lighting, and a framed wall art piece is displayed nearby. A wooden table holds colorful items, while a soft area rug adds comfort to the space.

Apartment in New Buffalo

Peach by the Beach! Retro Apt Close to Downtown

The Peach by the Beach is a one-bedroom retro apartment that sleeps two people. It's a two-minute walk to downtown New Buffalo and a ten-minute walk to the beach! It 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, beach towels and chairs, a record player, two arcade games, and a full kitchen!

KitchenFamilyValue

4.97 out of 5 average rating, 296 reviews

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

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!

FamilyKitchenGetting around

4.96 out of 5 average rating, 130 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.

Indoor spacesFamilyOutdoor spaces

Guesthouse in New Buffalo

A compact guest house features a light green exterior with white trim, set within a grassy area. A welcoming front porch includes two chairs and a small bench, surrounded by flowering plants. Large windows allow ample natural light to enter.

4.98 out of 5 average rating, 940 reviews

"Tiny House" Guest House - No Cleaning Fee

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

Indoor spacesKitchenHospitality

The exterior of the home features a two-story white structure with a wraparound porch and a gentle sloped roof. Lush greenery surrounds the property, including trees and shrubs, while a white picket fence complements the inviting yard.

4.96 out of 5 average rating, 105 reviews

Walk to Downtown New Buffalo/Beach, Dog Friendly!

Welcome to La Casa Bianca! This home is perfectly situated in New Buffalo - a short 3 block walk to the downtown and only 1/2 mile to the beach! With it's sprawling porches, open concept living space, firepit outdoors and gas fireplace indoors, you'll have everything you need for an incredible retreat. This home sleeps 7 comfortably, and is dog friendly! Beautiful beaches, incredible sunsets, fantastic dining, breweries, cocktail bars, shopping, golf - New Buffalo has it all!

FamilyIndoor spacesAccess

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, 486 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!

KitchenFamilyBiking

The vintage cottage is framed by lush greenery, featuring a welcoming front porch with a bright yellow door. A landscaped pathway leads to the entrance, with decorative stonework and potted plants accentuating the outdoor space.

4.86 out of 5 average rating, 242 reviews

Cozy Vintage Cottage Near the Lake

We have a lovely, vintage cottage in New Buffalo. We are located 10 minutes walk from Lake Michigan, 5 minutes walk from downtown shops and restaurants, and on a quiet street. Come enjoy our bit of paradise and unwind in Pure Michigan! The cottage is fully equipped for your stay with a full kitchen, outdoor seating, linens, towels, and cable wifi. There is ample space outdoors to enjoy, too. Licensed with the City of New Buffalo: CR22-0123

FamilyIndoor spacesNearby

Popular amenities for New Buffalo Township family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 160 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

KitchenIndoor spacesSleep quality

4.95 out of 5 average rating, 220 reviews

A private cottage is surrounded by lush greenery and features a wooden deck adorned with several blue planters. Steps lead up to the entrance, which is framed by large windows allowing natural light to fill the interior.

Guesthouse in Valparaiso

Private Cottage in Gated Nudist Community

Indoor spacesFamilyCleanliness

4.94 out of 5 average rating, 180 reviews

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

New Hot tub Heated Pool Union Pier

FamilyKitchenCheckout

Tiny home in Michigan City

The exterior of a red tiny house is framed by greenery, showcasing a wooden deck with railing. A hot tub is positioned on the deck, while a door and windows illuminate the structure, providing a welcoming atmosphere in a private yard.

4.99 out of 5 average rating, 252 reviews

The Studio at the Dunes

Indoor spacesFamilyView

4.99 out of 5 average rating, 157 reviews

A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.

Guesthouse in Valparaiso

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

KitchenFamilyDecor

4.98 out of 5 average rating, 114 reviews

Home in Goshen

Hidden Log Cabin | Hot Tub | Ping Pong | Family |

FamilyKitchenQuiet

4.95 out of 5 average rating, 348 reviews

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

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

FamilyIndoor spacesLocation

4.97 out of 5 average rating, 237 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

KitchenFamilySkiing

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 606 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

KitchenFamilyDecor

4.95 out of 5 average rating, 241 reviews

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

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

Indoor spacesKitchenGetting around

4.86 out of 5 average rating, 118 reviews

Condo in New Buffalo

Updated Cottage Downtown, walk to Beach

Indoor spacesFamilyLong stay

4.95 out of 5 average rating, 565 reviews

Cabin in Michigan City

Cabin in the Woods - Trails & Pet Friendly!

KitchenIndoor spacesHeating

4.92 out of 5 average rating, 393 reviews

Cabin in Watervliet

Riverview Cabin on 150 Acres of Nature

KitchenFamilyCondition

Superhost

A well-maintained camper is set on a grassy area, featuring a wooden deck with colorful chairs. A hammock is strung between trees, inviting relaxation. The bright red awning provides shade, and a peaceful outdoor setting is framed by lush greenery.

Campervan/RV in Chesterton

4.83 out of 5 average rating, 133 reviews

South Shore RV National Park.

KitchenFamilyAccess

5 out of 5 average rating, 148 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

Indoor spacesFamilyValue

4.97 out of 5 average rating, 122 reviews

Home in Buchanan

-The District 5 Schoolhouse-

KitchenIndoor spacesAmenities

Family-friendly home rentals with a pool

5 out of 5 average rating, 19 reviews

Walk to Beach & Downtown | Pool Access

Indoor spacesFamilyNearby

4.94 out of 5 average rating, 109 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

FamilyIndoor spacesCondition

4.86 out of 5 average rating, 111 reviews

A large screened front porch is furnished with several wooden rocking chairs and a wicker seating area. Natural light filters through the screens, showcasing the surrounding greenery. A small table sits centrally, creating an inviting space for relaxation and conversation.

Cabin in Three Oaks

Cabin with POOL in family resort!

FamilyKitchenAir conditioning

4.95 out of 5 average rating, 110 reviews

NB Getaway with HotTub, Pool & Priv Screening Room

Indoor spacesFamilyOutdoor spaces

Superhost

Cottage in New Buffalo

4.63 out of 5 average rating, 8 reviews

New Buffalo Home with Association Pool.

FamilyNearbyCleanliness

Superhost

5 out of 5 average rating, 4 reviews

Marina's Edge

Wi-FiLocationLayout

4.98 out of 5 average rating, 119 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

FamilyIndoor spacesHospitality

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.