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

Designer Cottage Relax Pool Beach & Spa—Windjammer
Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, private resort-style neighborhood pool, private hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax & unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today! Create lasting memories!

New Buffalo retreat - Perfect year-round getaway!
Located in the heart of New Buffalo and walking distance to everything, this recently remodeled cottage is the perfect place for an escape. With an open kitchen/porch concept, leading out to a massive natural wood deck, your entry to a huge fenced in corner lot, there is no shortage of space for any summer activity or just to get back to a quieter, more relaxing pace. In winter months New Buffalo is just as charming with fewer visitors and plenty of opportunities to explore the area. CR23-0048

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.

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.

Landmark Home 1 Blk from Lake MI Game Rm & EV Chgr
Sumptuous 4 BR/2.5 BA vacation home, just 1 block from Lake Michigan. Fully refurbished with reclaimed flooring, antique beams, custom doors, and fixtures. High-end kitchen, dining, and living areas with French windows. Living room features a stone fireplace, stylish couches, and a wide-screen TV. Three ground-floor bedrooms and baths with a second-floor bunk bed loft. Detached garage is a posh game room with high-end tables and a big TV. Covered patio, 4-seat dining, and bluestone courtyard.

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"

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! Retro Apt Close to Downtown
The Peach by the Beach is a one-bedroom retro apartment that sleeps two people. It's a two-minute walk to downtown New Buffalo and a ten-minute walk to the beach! It 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, beach towels and chairs, a record player, two arcade games, and a full 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 treehouse at Warren Dunes
Looking for the perfect Harbor Country getaway? We've got you covered! Just 90 miles from Chicago and adjacent to Warren Dunes State Park, this beautifully remodeled home hidden in the trees is the perfect escape. With accommodations up to 6 on four levels of living space, you'll enjoy an indoor/outdoor living experience like no other. Conveniently just 200 yards from the beach with walking path access at the end of the street and easy access to all the activities this area has to offer.

luxe new buffalo lodge, hot tub, 12m walk to beach
Relax with family or friends at our peaceful place to stay. Located in the heart of Union Pier , walking distance to Beach and lots of attractions. Easily will sleep 16 , chill modern lodge vibe to it , high ceilings, heated concrete floors , 2500 sq ft , new construction , 5 bedroom/ 2.5 bath .Set on front porch overlooking forest year round , stroll to patio and enjoy your private hot tub . Home is spacious, 70 ft long so plenty of room to spread out and or host a large gatherings .

Hot tub open year round in modern/rustic cottage!
Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 3 bikes! So close to boutiques, coffee shops and cute restaurants!
Popular amenities for holiday rentals near Four Winds Casino
Condo rentals with Wi-Fi

Updated Cottage Downtown, walk to Beach

Nightingale Dunes - Modern beach town retreat

New Buffalo Getaway Condo

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

Premium Dunes Villa: Family Luxury Near Beaches

Perfect Location Condo Pools Walk to all Beach 1.5

Beautiful top floor condo- river view- near beach

(3 Nt Min!) New Buffalo Condo With Association
Family-friendly house rentals

Lakeside Retreat Nestled Among the Trees

Designer Cottage - walking distance to downtown

Modern Farmhouse - Walk to Downtown, beach & pool!

Luxe Cabin Minutes to Lake Michigan

Eagle's Beach Nest: Pet-Friendly*Fenced*Walk2Beach

5BR on 5 Acres w/ Hot Tub, Pickleball, Arcade

White Corner Cottage

Home near the lake with an inground pool
Apartment rentals with air conditioning

The Loft at the Acorn Theater

Cozy Chalet by Lake MI&Dunes with Fire Pit

Morton's Retreat Cozy 1 Bedroom Apartment

Second Floor Apartment sitting on Pine Lake

Country feel near beaches and Dunes!

King Bed Retreat, Minutes to Beach & Dunes

Quiet Grand Mere Coach House on Lake Michigan

Honeymooner's Hut: Stylish/Stocked Studio for Two
Other great holiday rentals near Four Winds Casino

Barn of Three Oaks near Lake Michigan/Journeyman

Twin Cottage B- Walk to Beach & Town!

Romantic Getaway in the Dunes for a Couple—Hüüsli

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace

Beach Bird Cottage- 5min walk to the lake! 3BR/1BA

Debs Michigan hot tub house, open all year

"The Pines" in Union Pier: Year-round getaway

Quiet Nature Escape in New Buffalo
Destinations to explore
- Soldier Field
- Lincoln Park
- Grant Park
- Warren Dunes State Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Notre Dame
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Washington Park Zoo
- Oak Street Beach
- University of Illinois At Chicago
- Museum of Science and Industry
- Chicago Theatre
- Silver Beach Carousel
- Potato Creek State Park
- Wintrust Arena





