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Live the marina life in New Buffalo!

Enjoy the unique experience of living in the center of a marina and in the heart of the waterfront district walking distance to the beach, restaurants & shops in downtown New Buffalo! Our penthouse 2bed/2 bath condo w 2 large balconies is thoughtfully outfitted for everything you need to enjoy your stay with water views from any window. We ask that guests do not smoke inside the home/ first floor marina. Pets & parties are also not welcome. Follow us on IG at "themarinalifenewbuffalo"

Beautiful top floor condo- river view- near beach

This beautiful, top floor 3-bedroom condo overlooking the St Joseph River is the perfect place to enjoy all that St Joe has to offer. It is just minutes from Silver Beach, many shopping and dining options and Harbor Shores Golf Club. With 2 king beds and 1 queen, the unit is perfect for 6 guests. The kitchen is fully-equipped for dining in, while the living area has comfortable leather seating and sliding doors that lead to a private balcony. Two on-site parking spots are also included.

Nightingale Dunes - Modern beach town retreat

Spacious beach condo with crisp white shiplap and midcentury modern style. Great beaches nearby and a heated pool (open Memorial Day to Labor Day) just steps from your door! Perfect for families or groups. Well-stocked kitchen, gas grill, free cable or log into your own apps. Smart TVs in both LRs and all bedrooms. Upstairs loft doubles as a 3rd bedroom. Bonus office! Easy walk or drive to shops, dining & the marina in our quaint beach town. New Buffalo rental permit #26-001.

Lakeside Serenity: One-Bedroom Villa

Escape to Sunset Dunes Vacation Villas on Lake Michigan's tranquil shores. Nestled in Bridgman, enjoy our well-designed accommodations with fully-equipped kitchens just a short walk from pristine beaches. Perfect for romantic getaways or family retreats, explore Southwest Michigan's wineries, restaurants, and outdoor adventures. Gather around our community fire pit under starlit skies. Available year-round, create timeless memories at our premier vacation destination.

UChicago Condo | 2 Baths, Private Parking & Entry

Enjoy the convenience of a dedicated private parking space with direct access to your own private entrance. This upgraded and spacious 1-bedroom, 2-bathroom condo near the University of Chicago features hardwood floors, stainless steel appliances, in-unit laundry, two Smart TVs, a cozy reading nook, and a large outdoor patio. Conveniently located near Hyde Park, Lake Michigan, Jackson Park, and the Obama Presidential Center. Perfect for extended stays and remote work.

Lake Condo in the heart of Downtown New Buffalo

AMAZING LOCATION steps away from New Buffalo beach! Be near all the action in this newly renovated, spacious 2br condo! Breweries, restaurants, shopping, Amtrak & Grocery all within 2 blocks. Located right on Whittaker Street in the heart of downtown New Buffalo. This unique condo is a stand alone unit above a storefront so guests will have privacy and peace. Washer/Dryer in unit along with a full kitchen and private patio.

*Luxury condo on water in St Joseph, 2 queen beds*

Modern and beautiful condo on the river going into the mouth of Lake Michigan near Silver Beach. Immediately next door to Clementine’s restaurant and within walking distance to many shops, bars, downtown, and the beach. Right next to Pier 33 Marina and docks and water rentals. You can eat, drink, fish, shop, and enjoy the beautiful scenery all at one spot. Silver beach/the pier is literally a short walk away!

Luxe Loft vibe | King Suite |4BR 3Ba

Stay in style near Chicago’s best! This luxe 4BR, 3BA loft is perfect for families, professionals, or UChicago guests. Enjoy a king suite with jacuzzi, 3 queen bedrooms with desks, and an open layout with smart TVs, exposed ducts, and dining for 10. Walk to the Obama Presidential Center, Museum of Science & Industry, and lakefront. Adjacent to Hyde Park with quick downtown transit—just 50 min to Indiana Dunes!

A Stones Throw from U Chicago South Campus!

This spacious 2 bedroom garden unit is located in a lovely renovated vintage World's Columbian Exposition-era graystone. Located across the street from the University of Chicago campus, this comfortable and quiet unit is also within walking distance of the Obama Presidential Center, lakefront beaches, golf courses, the Museum of Science and Industry, public transportation, and Jackson Park. No pets allowed.

Gatsby Place | Beaches | Grand Mere | Wineries

Welcome to Gatsby Place brought to you by Book N' Gather vacation rentals. Experience the glamour of the Roaring Twenties in our Gatsby-themed unit, just a stone's throw away from several local wineries (ask about wine tours) and popular beaches. Enjoy delicious meals at nearby restaurants like the Grand Mere Inn (walkable) and explore Grand Mere State Park, located less than 2 miles away.

Sunset Pointe Chalet #32: Beach + Pool+ Sports

***Superhost*** Book with confidence! This Our privately owned vacation rentals have more then 100 5 star reviews. Book now for an off season getaway or summer of 2026! This Chalet is completely remodeled and has gorgeous panoramic views of Lake Michigan! This unit is in the exclusive beach block section of this fun family resort. Enjoy beautiful sunsets right on your deck!

The Modern Woodlawn 2 Bed 2 Bath

Enjoy a stylish experience at this centrally-located place. Minutes from University of Chicago, the upcoming Obama Presidential Library, Golfing at the South Shore Country Club, Lake Michigan, Public Transportation and Downtown Chicago. There is an ALDI grocery store around the corner. Jewels Grocery Store is a few minutes drive by car. Free Street Parking.