Holiday rentals with a patio in Benton Harbor

Charm + Walkability! Key Lime House Harbor Country

Welcome to The Key Lime House of Harbor Country! Beautifully decorated and featuring an ornate staircase, original woodwork and stained-glass windows, this charming historic 1900s home combines original character and updates throughout for style and comfort. Located atop a hill, walking distance from the darling town of Stevensville, The Key Lime House is set on half an acre providing a peaceful retreat after a day of play and within minutes of award winning beaches, restaurants and attractions!

Cheerful Stevensville cottage, GREAT LOCATION!

Right in the prettiest area of Stevensville, Glenlord Cottage is an ideal location for your Southwest Michigan stay. Down the road you will find Glenlord Beach Park, a beautiful Lake Michigan overlook. Around the corner, an award-winning bakery. In Stevensville with its variety of restaurants, beaches, and shops, Glenlord Cottage is also within easy reach of many SW Michigan attractions and is well placed for visits to wineries, golf courses, and downtown St. Joseph with its shops and festivals.

Cozy Cabin in the Woods

Just under two hours from Chicago and only 1/2 mile from Hagar Beach, this beautifully updated 100-year-old cabin offers a peaceful retreat in the woods. Surrounded by tranquil landscapes and towering trees, you’ll enjoy the perfect blend of rustic charm and modern comfort. Tucked along a quiet dirt road, the cabin is ideally located 15 minutes from South Haven and 10 minutes from St. Joseph making it close enough for dining, shopping, and activities, yet far enough to unwind in nature’s calm.

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. :)

Charming Cottage w/ Hot Tub

This delightful cottage boasts a bright "eclectic" vibe, perfect for a cozy retreat near Warren Dunes State Park (Lake Michigan). Unwind in the 3-season porch, soaking in stunning nature views, or relax in the bubbling hot tub after a day at the beach. Located centrally between two of Michigan's cutest 1 street beach towns: Sawyer & Bridgman. Within in minutes of the world class wineries and breweries that occupy southwest Michigan's wine country- This is a must visit! Book your stay today:)

Luxury Waterfront Condo

A gorgeous top-floor 1200 sq ft condo is located in downtown Saint Joseph with a view of the Saint Joseph River. The condo is beautifully decorated and furnished with comfortable beds and spa-quality linens and toiletries. Both bedrooms have black-out curtains and flat-screen smart TVs loaded with Netflix. The open concept kitchen is supplied with everything you need to prepare a meal. The building has an elevator and dedicated underground parking. The roof has Instaworthy views. Free WIFI.

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

Stunning-Magical- Secluded-Creekside-Private-Warm

*Escape to your private couple’s retreat. *Whether sipping coffee at sunrise or star gazing, The Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug to reconnect

Cheerful 3BR 2BA Country Cottage Near Attractions

Your family will be close to everything when you stay at this centrally-located place. We have sought to equip our home to a high standard and to anticipate your needs by providing all the things you might want for a relaxing stay. There are games in the back yard that will interest all ages. Close to beaches, wineries, Four Winds Casino, cross country ski, South Bend football, South Haven and many other locations. We also provide a pass to Silver Beach and all other county parks.

Idyllic A-frame in Michigan’s Harbor Wine Country

Follow a wooded path to a secluded mid-century modern cottage constructed of stone and wood reclaimed wood from a historic St Joe's rollercoaster. Retro pink ceramic tiles line an open-plan main floor surrounded by sliding doors. You will be surrounded by the great outdoors while sitting cozy inside by our electric fireplace. Located about 10 minutes south of downtown St. Joe, our Idyllic A-frame is a perfect location for the escape to SW Michigan that you've been dreaming about.

Morton's Retreat Cozy 1 Bedroom Apartment

Cozy comfort close to Michigan's most popular state park, breweries, wineries, antique malls and farm-to-table restaurants. Morton's Retreat has plenty of room to relax. Charcoal grill and fire pit (shared with Morton’s other retreat) for use in a spacious yard. Private entrance with keyless entry makes check-in a breeze. One other Airbnb located next door in same building. Two complimentary local beers, seltzer water and a snack are provided to help kick off your stay.

cozy new buffalo cabin, hot tub, 14m walk to beach

Kick back and relax in this calm, and cozy stylish space , Brand new home . Full of windows to gaze into the forest , very private. This is the guest home behind main home . Heated polished concrete floors and a screen porch highlight the experience along with the hot tub and ultra private setting of home . 3 large bedrooms, large great room and kitchen , dinning upscale gathering area . Small train tracks next door , it runs 3-5 times a day ( usually short train ).