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Windy City Suite At The Stewart

Enjoy the best view of the Arts District perched high above the streets below with 180 degree views from the bay windows. Sleep in tranquility in the soft king size bed in the master bedroom. Cook a classic continental breakfast of scrambled eggs, bacon or waffles (provided) or grab one of the best breakfasts around at Mason Jar or coffee at Forte Coffee! Walk to The Livery, Houndstooth Restaurant, Larks BBQ, Pipestone Indoor Golf or Harbor Shores Golf Course too! Industrial, elegant, romantic.

Lake Mi./Beach Pvt./Game Room/Hot Tub/4mi. St. Joe

Welcome to the Highcliffe! Whether you are planning a Relaxing Couples Getaway, Family Vacation, or just Catching up with Friends, this beautiful Lake Front property is the perfect choice! Offering Captivating Views, Private Beach, Bluff-level Viewing Decks, Hot Tub, and Entertainment Space all overlooking Lake Michigan's Blue Waters. Conveniently located within 4 minutes of downtown St. Joseph/ Benton Harbor Arts District and Harbor Shores, The perfect landing spot in SWM for any ocassion.

The Gathering Place! Studio/Hot Tub/Patio Igloo

The Gathering place is a "barndominium" studio that sleeps 4 comfortably, just 10 miles to South Haven beaches and SW Michigan wine trails. Relax in the studio and private patio with family or invite some friends and park a camper right outside! This unique space offers a full hookup for friends to join! The studio feature a king size bed with a full size mattress that slides underneath. Stay comfortable with AC, electric fireplace, WIFI, TV, gas grill, patio with firepit and hot tub!

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.

Stay in the "Heart of Niles."

This Historic District upstairs apartment is in the heart of downtown Niles. The 19-mile IN+MI River Valley Trail passes 2 blocks west along the St. Joseph River. Within 4 blocks are Wonderland Theatre, restaurants, 2 antique malls, 4 gyms, Veni's chocolates, Swirley's frozen yogurt, retail shops and an outdoor summer concert bandshell. Notre Dame and downtown South Bend are 8 miles/16 mins. to the south. This special place is close to everything, making it easy to plan your visit.

Private! Warren Woods Pool Retreat

2025 Summer Open: July 11-18, and July 18-25 Escape to Michigan on this private 5-acre, yet close to beaches, open concept home with 4 bedrooms (2 are primary en suites) and 3 full bath, large heated pool, outdoor hot tub, firepit and game room. We take pride in offering a great experience to our guests. See our reviews for Cherry Beach Pool House. Property is adjacent to 108-acre wildlife preserve. Three-minute drive to Berrien Public Beach and five-minute drive to Cherry Beach.

2 blocks to Journeyman, 12 mins to Beach, King Bed

Highlights: ✔ Designer rehab in 2022 ✔ Sleeps 8 ✔ Outdoor firepit ✔ Relaxing back porch ✔ 5 min walk to Journeyman ✔ Easy 5-10 min walk to Three Oaks dining + shopping ✔ 8 min to wine tastings ✔ 10 min to New Buffalo, Union Pier, Sawyer ✔ 12 min to beach ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Fabulous front foyer for wedding photos ✔ EV charger ✔ Luxury custom-designed home ✔ 3 vehicle parking ✔ Computer workstation ✔ High speed wifi ✔ Fully stocked

Lodge Home + HotTub, Pool-Theater-Clubhouse Access

Vaulted ceilings, wood floors, and beams enhance this 4 BR/2.5 BA home! Stylish Great Room with stone fireplace. 2 enclosed patios with wood views. Kitchen features a wraparound granite countertop + high-end appliances. All 4 BRs are cozy and well-appointed, with 2 King beds, a Queen, and 2 bunk beds. Each floor has a couch-and-wide-screen-TV area. Enjoy an EV charger, hot tub, and patio with a fire pit. Access to pool, outdoor theater, and clubhouse. Near Lake Michigan beaches!

Darling Home + Hot Tub by Warren Dunes + Wine Bar

Cozy up to this darling get-away right next to the cutest wine bar in the midwest (Out There) and just a short walk to Warren Dunes State Park and the beach. This family-friendly home is ready for you to explore all the treasures of Southwest MI: biking, hiking, beaching, and more. Then come back "home" to this newly remodeled house for playing games, firepit, and dipping in the hot tub. 3 bedrooms + small office, 2 full baths, a great room, eat-in kitchen, and big backyard.