Condo holiday rentals in Indiana Dunes National Park

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.

GLORIOUS GOLD COAST GETAWAY

Welcome! Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier. We look forward to hosting you!

Lake Michigan Shoreline Retreat: Charming One-Bedr

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 lakefront 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.

Sunset Pointe Chalet #31: Beach+ Pool + Games

***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! It is a 1 minute walk to the beach and right next to the heated pool!

*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!

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.

Updated Cottage Downtown, walk to Beach

Welcome to your newly renovated sanctuary in Downtown New Buffalo! Nestled amidst shops, restaurants, and spas, this private haven offers convenience at every turn. With a fully stocked kitchen, plush linens, and beach gear aplenty, relaxation is inevitable. After a sun-soaked day at the nearby beach, unwind with a crackling fire on the patio. Your perfect getaway awaits!

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.

Comfy 2 Bedroom Apartment w/ Office

Located a few blocks from the University of Chicago and 1 mile west of Chicago's beautiful lakefront, this 1st floor Condo offers plenty of comfort and space. 2 Bedrooms include firm Queen-size mattress and plenty of space. Dedicated office space