Family-friendly holiday rentals in New Buffalo Township

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.

4.98 out of 5 average rating, 237 reviews

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

KitchenIndoor spacesBarbecue

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, 214 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

KitchenIndoor spacesCleanliness

4.96 out of 5 average rating, 246 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

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.

KitchenFamilyCondition

A screened-in porch features a cozy seating arrangement with two navy blue chairs and a matching sofa set around a narrow coffee table. Skylights and large windows create a bright space with views of the surrounding wooded area.

4.99 out of 5 average rating, 304 reviews

The Birdhouse – quiet luxury, walk everywhere

The Birdhouse is on a quiet wooded ravine steps from restaurants, shopping and a lovely 0.7 mile walk to the beach. This home hosts 4 guests only, including infants. Enjoy a screened-in porch with views to the woods, an outdoor eating area with grill, lovely terrace with firepit and laundry room. Bedrooms are cozy and comfortable. The bathroom features a luxurious rain shower with hand shower for junior guests. To allow our cleaning crew time to prepare, we're unable to offer early check-ins.

FamilyIndoor spacesHospitality

Cottage in Michiana Shores

A charming cottage is nestled among tall pine trees, partially obscured by greenery. The natural surroundings create a tranquil setting, while the rustic stone chimney adds character to the cozy structure.

4.98 out of 5 average rating, 128 reviews

1930’s Cozy Cottage in the Woods.Walk to the beach

Come fall in love with Michiana Shores, we promise you'll love the peace and quiet. Our charming cottage sits back tucked away, nestled among pine trees and twinkle lights. Roast marshmallows while sitting around the fire with 6 modern adirondack chairs, take a stroll to the beach, ride bikes, BBQ, watch the sunset along lakeshore drive. Play tennis or pickle at the local park. 10 minute walk to the beach. Far away enough to relax yet close enough to new Buffalo, Union Pier or Long Beach

KitchenFamilyLayout

A spacious backyard is enclosed by wooden fencing, featuring a green lawn, a sandbox for children, and a colorful outdoor mural on the shed. A seating area with patio furniture is visible, complemented by landscaped flower beds. The sky is bright with scattered clouds.

4.97 out of 5 average rating, 210 reviews

In-town Lovely Home! Steps to Starbucks & Beach!

Spacious 3 bed/1.5 bath home in-town! Walk to beach, Starbucks, Stray Dog, grocery! Enjoy the fully fenced yard playing outdoor games from the shed, and a sand box for the kids! Grill and enjoy fire pit after a day of wineries, shopping in the local shops, galleries, antiquing, and casino. Outdoor live music starts Memorial Weekend on weekends to Fall until around 2 am at Casey's behind property as well as New Year's. Noise machines in each bedroom. Pet fee $150, 2 dogs MAX. Wp#acnbwmech22

FamilyIndoor spacesParking

4.94 out of 5 average rating, 100 reviews

A cozy living area features a curved pink sofa, positioned beside a wooden media console with a television on top. A vintage-style arcade game stands prominently in the corner, while warm light filters through the window, illuminating a beige area rug.

Apartment in New Buffalo

Peach by the Beach! Groovy 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.

KitchenIndoor spacesBreakfast

4.99 out of 5 average rating, 157 reviews

A bright bedroom features a spacious bed adorned with white linens and decorative pillows, flanked by two nightstands. Natural light enters through two windows with woven shades. Wall art depicting foliage adds a touch of nature to the cozy space.

Home in Trail Creek

Perfect for the dunes! Summer dates available now

*Minutes To Dunes & Beaches*Restaurants*Pet Friendly* Free Coffee Bar Free Snacks Free Wi-Fi Free Parking Enjoy a peaceful getaway to the centrally-located Leo Lodge. It is the perfect getaway spot if you are visiting The Dunes National Park or just looking to explore the area! Located approximately 4 miles from the shores of Lake Michigan, the Washington Park Zoo, Lighthouse Premium Outlets, fine dining, local wineries, and so much more! * Close to Franciscan Health & Notre Dame

FamilyIndoor spacesAccess

4.96 out of 5 average rating, 137 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.

FamilyKitchenPets

4.92 out of 5 average rating, 155 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.

KitchenIndoor spacesBeach

4.94 out of 5 average rating, 141 reviews

New buffalo Farmstead main home pool hot tub

5 bedroom 2 bath 2200 sq ft modern farmstead , 2 minutes to new buffalo and beach and all its offerings , 18x36 new heated shared pool open 5/20 to 10/ 20 and hot tub open year round maintained at 104 f . Property on 3 acres with plenty of room for kids to play , 26 apple trees and woods , ride host bikes to new buffalo .. Best of both worlds in country , close to town .There’s 1 other home on 3 acre property, this home and 1 guest home ( rented separately) .

Indoor spacesFamilyBathroom

4.9 out of 5 average rating, 182 reviews

A screened-in porch is featured, showcasing a round table surrounded by four black, mesh chairs. Natural wood flooring enhances the space, while large windows provide a view of the outside. A sense of openness is created by the surrounding screens.

Townhouse in New Buffalo

WalnutHouse! Walk Beach- private XL screen Porch

If you love being in the heart of everything with easy off-street parking and every shop, restaurant and the beach just a short walk away, you’ve found your perfect spot! This bright, freshly remodeled two-story home has 2 bedrooms and 2 baths and comfortably sleeps up to 6. You’ll love the cozy queen in the primary bedroom, twin-over-twin and twin-over-full bunks in the guest room, plus two big flat-screen TVs. It feels like your own little downtown retreat

Indoor spacesKitchenLaundry

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, 175 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

Indoor spacesKitchenHot tub

4.96 out of 5 average rating, 302 reviews

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

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

FamilyIndoor spacesComfort

4.96 out of 5 average rating, 100 reviews

Home in Sawyer

Atomic Acres-POOL, Summer 2026 Awaits!

Indoor spacesFamilyOutdoor spaces

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.

4.94 out of 5 average rating, 187 reviews

The Lemonade Cottage, New Buffalo. Walk to beach!

Indoor spacesFamilyWalkability

4.94 out of 5 average rating, 182 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

FamilyKitchenAmenities

4.98 out of 5 average rating, 318 reviews

A comfortable living area features a neutral gray sofa adorned with patterned cushions, complemented by a wooden coffee table and a stylish armchair. A minimalistic wall hanging and a clock enhance the decor, while soft lighting creates a welcoming ambiance.

Home in Three Oaks

Sycamore Cottage - Hot Tub - Steps to Downtown 2BR

Indoor spacesFamilyHospitality

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, 120 reviews

Quiet Nature Escape in New Buffalo

FamilyIndoor spacesLaundry

4.97 out of 5 average rating, 246 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

Indoor spacesFamilyCheckout

Family- and pet-friendly home rentals

4.83 out of 5 average rating, 423 reviews

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

South Shore Studio Apartment {National Park}

KitchenFamilyBarbecue

4.96 out of 5 average rating, 610 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

Indoor spacesKitchenAccess

4.88 out of 5 average rating, 146 reviews

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

Barn of Three Oaks near Lake Michigan/Journeyman

FamilyIndoor spacesTV

4.87 out of 5 average rating, 221 reviews

The exterior of the barn showcases a vibrant red facade adorned with greenery. Large overhanging vines and trees frame the entrance, creating a welcoming atmosphere. A paved area leads to the barn, with side windows visible on the left. This setting hints at a rustic charm.

Cottage in Sawyer

Northwind Llama retreat 'Loft Cottage'

KitchenIndoor spacesLocation

4.96 out of 5 average rating, 277 reviews

Home in Three Oaks

Casa Gitana - Boutique Style Stay in Three Oaks

FamilyKitchenParks

Superhost

A white lighthouse with red stripes stands on sandy beach land. The sky is filled with dramatic clouds, and the sun is setting on the horizon, casting warm hues in the sky. The surrounding area appears tranquil, enhancing the seaside atmosphere.

Condo in New Buffalo

4.76 out of 5 average rating, 200 reviews

Lake Condo in the heart of Downtown New Buffalo

FamilyIndoor spacesBeach

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.

4.97 out of 5 average rating, 499 reviews

Twin Cottage B- Walk to Beach & Town!

KitchenFamilyBarbecue

4.92 out of 5 average rating, 118 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

KitchenFamilyCleanliness

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 228 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 spacesKitchenBathroom

4.87 out of 5 average rating, 120 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!

KitchenIndoor spacesHiking

A comfortable living room features a sleek stone fireplace with a mounted television above. Dark leather sofas and a patterned rug create an inviting atmosphere. Natural light filters through two windows, while decorative shelves and a clock add functional charm to the space.

4.92 out of 5 average rating, 61 reviews

Luxury Cottage with pool; summer will book fast

FamilyKitchenQuiet

4.96 out of 5 average rating, 201 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

KitchenFamilySleep quality

4.98 out of 5 average rating, 130 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 - Luxury Home, Pool, Hot Tub, Arcade

KitchenIndoor spacesWi-Fi

Superhost

A private pool is surrounded by a spacious patio, featuring lounge chairs for relaxation. The area is enclosed by a wooden fence, offering privacy, and a storage shed is visible in the background, complemented by a lush green landscape.

4.83 out of 5 average rating, 102 reviews

Secluded Pool Playhouse: Hot Tub, Game Room, Fire

Indoor spacesKitchenPets

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.

4.96 out of 5 average rating, 107 reviews

Modern Farmhouse - Walk to Downtown, beach & pool!

KitchenFamilyOutdoor spaces