
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.

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.

McComb's Cabin, Union Pier, MI
Giant trees welcome you down the drive back to the cabin in the woods. The cabin, along with my house and a small cottage reside on the 2 1/2 acre property. A contemporary cabin of steel and pine with vaulted ceiling and sky lights. Open living space, inviting queen size bed, luxury rain shower, full kitchen but no stove. A wood burning fireplace- fall through end of March and outside fire pit. Public beach a 5 minute drive away. Couples check out the cabin for anniversaries & special days.

House of Zen: Peaceful Modern Cabin on Tryon Farm
The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

Casa Gitana - Boutique Style Stay in Three Oaks
Casa Gitana is a Boutique style stay in the quaint town of Three Oaks, MI. Just a short drive to the pristine beaches of Lake Michigan and walking distance to downtown, our home offers an eclectic & contemporary feel that is perfect for a relaxing getaway any time of the year. We personally manage & oversee the home before every stay, & take pride in putting thought & intention into every detail. We want our guests to feel at home, and most importantly enjoy a comfortable and relaxing stay. :)

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.

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

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!

Private Entrance Guest Suite on the River
Stay in our studio apartment suite with private exterior door entrance. Hosts live in the rest of the house. From the backyard you can fish, kayak/canoe, paddle board, enjoy a bonfire, grill, and relax by the river. There's a king memory foam bed, sleeper sofa, and 49" TV. Remote work friendly with spacious workspace desk, fast WIFI, and coffee. The closet has a mini food prep area with mini fridge and microwave, and grill out on back patio. It's a quick 15 min drive to Notre Dame.

Steps to the Beach! Screened in Porch & Firepit!
Experience the ultimate Harbor Country getaway! Just a 90-second stroll to a public beach access and under 5 minutes to another, this location is unbeatable. Spend your day soaking up the sun, kayaking, paddle-boarding, antiquing, golfing, or climbing majestic dunes. Discover endless local breweries, wineries, and top-rated restaurants. Unwind in the evening on the spacious screened-in porch or by the cozy firepit. Your perfect retreat awaits - adventure and relaxation all in one!

J’s Beach House: Hot Tub & short walk to beach!
J's Beach House is < a 5 minute walk to the beach! My cottage is equipped with a private hot tub and fireplace. Enjoy the walkable town or jump in your car for a quick drive to any Harbor Country activity! Potential for rental with adjacent cottage "Riley's Retreat". *Please inquire about our other Airbnb cottage near downtown Union Pier. This cottage is a 2-bedroom plus kids loft, screen porch, hot tub, fire pit, plus walking distance to Townline Beach!
Popular amenities for holiday rentals near Four Winds Casino
Apartment rentals with wifi

Beautiful top floor condo- river view- near beach

Downtown NB Suite 1A, Walk to Beach, King Bed

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

Updated Cottage Downtown, walk to Beach

Spacious Riverfront Condo (3BR/2BA) | Marina Views

2026 Open Perfect Location Condo Pools Walk to all

New Buffalo Condo with Association Pool and Beach!

Live the marina life in New Buffalo!
Family-friendly house rentals

South Shore Studio Apartment {National Park}

Visit LakeMichigan Beach-Brewery-Casino-OutletMall

Sq Toe's Last Resort:Pet-Friendly*Fenced* GameRoom

Cheerful home with free covered parking onsite.

Winter & Holiday Couples getaway Pvt Hot tub

Dunefarmhouse Modern Country Escape

CASA TICA Serenity Amongst Nature Dog Friendly

Lakeside Retreat Nestled Among the Trees
Apartment rentals with air conditioning

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours

Michigan City Getaway "Unit D"

The Studio @ Portage Lion

Clover Haven | High Rise | Down Town South Bend ND

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

Cozy 1 bed, 2nd floor with private bath & kitchen.

Modern Gem- 5 Minutes to downtown & 10 to ND

Midtown Apt 1 Bed, 1 Sleeper Couch Upstairs Apt
Other great holiday rentals near Four Winds Casino

SoulShine Inn • Pets Welcome•Fully fenced backyard

Heron's Rest Hideaway, nature lovers' dream

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

Harbor Country Michigan Hide-Away

Cabin in the Woods - Trails & Pet Friendly!

Your SW Michigan Modern Farmhouse Cottage Awaits

The Studio at the Dunes

New Buffalo retreat - Perfect year-round getaway!
Destinations to explore
- Lincoln Park
- Millennium Park
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- University of Notre Dame
- Warren Dunes State Park
- Oak Street Beach
- Lincoln Park Zoo
- Museum of Science and Industry
- Willis Tower
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- Chicago Cultural Center
- Chicago History Museum
- DuSable Museum of African American History
- Adler Planetarium
- University of Illinois At Chicago
- Maggie Daley Park




