Vacation Rentals

ELEVATE YOUR NEW BUFFALO EXPERIENCE. Perched on the top floor of the prestigious Bridgewater Condominiums, A Skyline Lake View offers the ultimate "Park-and-Walk" lifestyle in the heart of New Buffalo. This is one of the rare luxury buildings in town featuring elevator access, making your arrival and beach trips effortless. THE LOCATION: WALK TO EVERYTHING Park your car in our secure, gated lot and leave it there. You are literally steps away…

2026 NOW OPEN (ONLY 4 NIGHT MIN. IN THE SUMMER) Nestled on a quiet road just minutes from downtown Union Pier, this newly built 3-bedroom, 2-bathroom home offers a perfect blend of comfort and privacy. Thoughtfully designed across two levels, it provides ample space for guests to relax. Enjoy the outdoors from the covered front porch or the screened-in patio, perfect for summer and fall stays. Whether you're a single family looking…

2026 JUST OPENED (SAT.-SAT. RENTALS ONLY JUNE 19th-AUG. 23rd.) Walk to downtown New Buffalo shops, restaurants, hotels, and the Amtrak Train Station. A fabulous Bridgewater three-bedroom, end unit, on the second floor is filled with natural light. Panoramic views include a waterfront marina, a partial view of Lake Michigan, and downtown New Buffalo. An open floor plan with seating on the covered porch for 6. Located a block from the beach this…

YOUR PRIVATE 6-BEDROOM ESTATE IN PRESTIGIOUS GRAND BEACH. Welcome to Grand Beach Gold & More, an elegant 6-bedroom, 7-bath retreat spanning a full acre of privacy. This is where multi-generational memories are made. Whether you’re hosting a milestone family getaway or a sophisticated reunion, this estate offers the space, luxury, and amenities of a private resort. THE OUTDOOR OASIS Step outside to your own personal playground. Our private acre is designed for…

THE ULTIMATE "PARK & PLAY" DESTINATION IN NEW BUFFALO. Welcome to the Heart of New Buffalo, a sophisticated 2-bedroom retreat located in the premier Bridgewater complex. This is one of the rare properties in Harbor Country where a car is completely optional. Whether you’re arriving by rail or parking in our secure gated lot, you are perfectly positioned to experience the best of the lakefront. THE LOCATION: CHICAGO’S FAVORITE GETAWAY - Located…

ESCAPE TO A SUN-DRENCHED CEDAR SANCTUARY IN UNION PIER. Discover the perfect Harbor Country hideaway at the Hidden Gem. This elegant 3-bedroom, 2-bath cedar-sided cottage is nestled on a quiet street just three blocks from the pristine shores of Lake Michigan. With vaulted ceilings and transom windows that flood the open floor plan with natural light, this home is designed for effortless coastal living. THE OUTDOOR LIFESTYLE - The "Gem" experience extends…

2026 NOW OPEN (4 NIGHT MIN. DURING PEAK SEASON) HOT TUB!! Go 'Just Off the Beaten Path' and escape with this charming 3BR/2.5BA farmhouse-style home, perfectly situated just minutes from downtown New Buffalo. Tucked away on a serene wooded lot, this inviting retreat features an open floor plan, a cozy screened-in porch, and a private hot tub—ideal for relaxing after a day of adventure. Conveniently located near Four Winds Casino Resort, Lake…

2026 JUST OPENED UP! INDOOR AND OUTDOOR POOL ALONG WITH A GYM (SUN-SUN RENTALS ONLY JUNE19th-AUG. 23rd.) Relax—you’re on lake time! No car? No problem. This modern 2BR/2BA condo is just a short walk from the Amtrak station, making it a perfect getaway for Chicago travelers. Located in the heart of New Buffalo, you’ll be steps from restaurants, shopping, the marina, and the beach. Inside, you'll find everything needed for a stress-free…

YOUR PRIVATE WATERFRONT OASIS ON MAGICIAN LAKE. Experience the ultimate Sister Lakes getaway at Magician Lake Breeze. This stunning 4-bedroom, 2-bath retreat is designed for families who want to live life on the water. With high-end décor and panoramic lake views from nearly every room, this is where your Michigan summer memories begin. THE WATERFRONT LIFESTYLE This property is built for outdoor entertaining and direct lake access: - The Private Dock: Bring…

(4 NIGHT MIN. ONLY DURING THE SUMMER MONTHS) This charming 1940s vintage cottage is one of the original homes in what is now Michiana Shores, a serene beach community nestled between Michigan City, IN, and New Buffalo, MI. Surrounded by towering trees and just a short stroll from Lake Michigan, this cozy retreat blends rustic charm with modern comfort. Inside, the knotty pine interior and lofted ceilings create a warm, inviting atmosphere.…

EXPERIENCE OCEANFRONT LIVING WITHOUT THE WAIT. Leave the elevator lines behind and walk straight to the sand. Located on the 1st floor of Ocean Creek Tower North, this 2-bedroom, 2-bath condo offers the ultimate "to-the-beach" convenience paired with resort-style luxury. THE LOCATION Wake up to the rhythmic sound of the Atlantic. From your private 1st-floor balcony, you’ll enjoy panoramic views of the ocean, the saltwater creek, and the natural dunes. Because you’re…

THREE LEVELS OF LUXURY IN THE HEART OF NEW BUFFALO. Welcome to the New Buffalo Rooftop Retreat, a sprawling three-story townhome designed for those who want the perfect balance of downtown energy and serene relaxation. Whether you’re traveling with family or a group of friends, our multi-level layout ensures everyone has space to unwind in style. THE ROOFTOP EXPERIENCE The namesake of this property is the private rooftop deck—your personal sanctuary for…

YOUR PRIVATE SANCTUARY IN THE HEART OF NORTH BEACH RESORT. Experience the best of both worlds: the sprawling amenities of a world-class resort paired with the privacy and space of a two-story townhome. North Beach Oasis is a beautifully appointed 3-bedroom, 2.5-bath retreat designed for families and groups who want room to breathe. THE OUTDOOR UPGRADE Unlike standard condos, this townhome offers a private, fenced-in backyard—your own personal sanctuary for afternoon BBQs.…

DIRECT OCEANFRONT END-UNIT: 11TH FLOOR PRIVACY AT OCEAN CREEK. Experience a direct oceanfront sanctuary in this rare 11th-floor end unit at the exclusive Ocean Creek Resort. With no neighbors above or to the west, this is a premier high-rise retreat defined by quiet and unobstructed Atlantic views. This isn't a typical high-traffic rental; it is a meticulously remodeled 3-bedroom residence designed to feel like a private home. Nestled within a 57-acre gated…

Weekly rentals (Sat-Sat) required during peak summer season (June 19th-Aug. 23rd). This modern 3-bedroom, 2-bath home is located in one of New Buffalo’s most sought-after neighborhoods. Guests enjoy access to a communal pool, outdoor theater, and clubhouse. The home also features a private 6-person hot tub, open year-round. Just a short walk away, you'll find a playground, tennis courts, and a skate park. Explore downtown New Buffalo’s great restaurants, ice cream shops,…

MODERN WOODED ELEGANCE IN THE EXCLUSIVE WALDEN ENCLAVE. Experience the best of Harbor Country at Tallgrass Cottage, a serene 3-bedroom, 3-bath sanctuary tucked away in the private, wooded community of Walden Woods. Located just 70 miles from Chicago, this architectural retreat offers a "deep forest" feel while remaining a short walk from the vibrant energy of downtown New Buffalo and the beach. DESIGNED FOR LIGHT & SPACE Step inside and feel the…

AN ELEVATED ESCAPE ABOVE THE GALIEN RIVER VALLEY. Perched high atop a rugged ridge, this one-of-a-kind log cabin sanctuary offers the most dramatic views in Harbor Country. Featured in premier vacation rental magazines, this estate sits on six private, heavily wooded acres with over 500 feet of the Galien River winding through the valley below. THE "EAGLE’S NEST" PERSPECTIVE This is the ultimate retreat for those who value privacy and a grand…

(4 NIGHT MIN. ONLY DURING THE PEAK SEASON) 5 BEDROOM HOME WITH ROOM TO RELAX!! Nestled among the trees, this well-maintained, multi-level retreat offers 5 bedrooms, 2.5 baths, and a peaceful setting just minutes from New Buffalo, MI, and Michigan City, IN. Whether you're relaxing by the fireplace, enjoying the three-season porch, or gathering around the outdoor fire pit, this home is designed for comfort and connection. Conveniently located between two vibrant…

(5 NIGHT MINIMUM from June 19th-Aug 23rd.) HOT TUB!! QUIET TREE-LINED ROADS Located in the charming village of Grand Beach, just minutes from New Buffalo, this beautifully designed 3-bedroom, 2-bathroom home offers the perfect blend of relaxation and modern comfort. With two levels of living space, soaring 20-foot ceilings, and a cozy gas fireplace, you'll feel right at home from the moment you arrive. Step outside to enjoy the private fire pit,…