
Places to stay near Four Winds Casino
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Four Winds Casino
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Romantic Getaway in the Dunes for a Couple—Hüüsli
Cozy, charming, romantic and modern. Huusli is the perfect place for a couple to getaway, not too big, not too small. Soaring ceiling with wood burning fireplace greets you in the main living area with an updated kitchen, remodeled bathroom and two adorable bedrooms. Bonus is the four-season room where you can have all your meals or enjoy your morning coffee surrounded by nature, but without the fear of bugs. Make new memories, celebrate an anniversary or just relax in this magical place.

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.

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!

1 Block to Journeyman | Pets | Dunes & Beaches
Our newly built (2022) home is located just 1 block to Journeyman Distillery and the quaint downtown of 3 Oaks. Our home has been thoughtfully designed to create a serene and memorable stay for our guests. Eclectic shops, restaurants, and galleries are a short walk away. Drive to local beaches in less than 15 minutes. Spend your day exploring Harbor Country - wineries, breweries, hiking, biking, golf, beaches, blueberry picking, antiquing, and so much more. 3 Oaks is at the center of it all!

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

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace
Tucked away sophisticated cabin in the heart of Downtown Union Pier. Killer location that's just steps away from dining and drinks: Black Current Bakery, Neon Moon Gelato, Union Pier Market, and Union Pier Social. Townline Beach is a 10 minute walk, and the cabin is right off the bike path. Seeds Brewery is just down the road and local Wineries are 1 mile away. Back home enjoy a relaxing hot tub (available year round), wood burning fire place, spacious screened in porch & outdoor fire pit.

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country
Immerse yourself in nature inside this charming cabin featuring all of the necessary amenities, including a queen-sized bed, kitchen basics, fire pit, grill, and deck. Surrounded by 40 acres of woodlands, this cabin offers a quiet retreat while being only twenty minutes from Michigan's Harbor Country. Relax inside with a book or head out to enjoy golden sand dunes, art and antiques, locally-sourced food, hiking trails, and over twenty wineries along the windy, tree-lined Red Arrow Highway.

Peach by the Beach! 1 Bdrm 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.

TRYON FARM MID-MODERN SPA IN THE WOODS
Come, enjoy our Tryon Farm modern spa. A Sustainable luxurious open concept tree-house in the woods. Minutes from the beach with an outdoor sauna, Hottub, shower, and Mr. Steam. Perfect for two or a family/group adventure. A true destination with Yoga studio, Mirror by LuLu lemon and wellness elements. The house is a perfect balance of art and nature and luxury and spiritual. Treat yourself to a farm to table, hand made, locally sourced chef services for an extra special experience.

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!

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.
Popular amenities for holiday rentals near Four Winds Casino
Condo rentals with Wi-Fi

Beautiful top floor condo- river view- near beach

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

Updated Cottage Downtown, walk to Beach

Spacious Riverfront Condo | Marina Views

Perfect Location Condo Pools Walk to all Beach 1.5

Nightingale Dunes - Modern beach town retreat

Live the marina life in New Buffalo!

Modern 2BR/2BA, 8 min Walk to ND, 2 Parking Spots
Family-friendly house rentals

The Heartwood House<3 : DT Three Oaks w/Game Room

Dunefarmhouse Modern Country Escape

Aunt Betty's Lakeside Abode, Hot Tub Steam Shower

Cozy Vintage Cottage Near the Lake

The Walnut House, Michigan Woods Retreat

Lakeside Retreat Nestled Among the Trees

-The District 5 Schoolhouse-

cozy new buffalo cabin, hot tub, 14m walk to beach
Apartment rentals with air conditioning

Luxury Waterfront Condo

Heart of Historical Dist.*King*Parking*A/C*#1

Cozy Chalet by Lake MI&Dunes with Fire Pit

Historic Studebaker Carriage House- Lower Level

Morton's Retreat Cozy 1 Bedroom Apartment

Lake Breeze Suite - Beaches, Dunes, Golf, Wine Tr

The Loft at the Acorn Theater

Second Floor Apartment sitting on Pine Lake
Other great holiday rentals near Four Winds Casino

SoulShine Inn • Pets Welcome•Fully fenced backyard

Idyllic A-frame in Michigan’s Harbor Wine Country

Northstar Retreat & Wood Fired Hot Tub

Dog Friendly Downtown Three Oaks Cottage! Fenced!

Harbor Country Michigan Hide-Away

Cabin in the Woods - Trails & Pet Friendly!

Quiet Nature Escape in New Buffalo

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes
Destinations to explore
- Lincoln Park
- Millennium Park
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Warren Dunes State Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- University of Notre Dame
- Union Park
- Lincoln Park Zoo
- Washington Park Zoo
- Museum of Science and Industry
- Oak Street Beach
- Indiana Dunes State Park
- Willis Tower
- Silver Beach Carousel
- Chicago History Museum
- Potato Creek State Park
- Auditorium Theatre
- Chicago Theatre





