Holiday rentals in Benton Harbor

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Top-rated holiday rentals in Benton Harbor

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Guest favourite

Guest house in Benton Harbor

4.94 out of 5 average rating, 176 reviews

Cozy Green Cottage with Private Beach

Cozy cottage hidden away in a quiet neighborhood 1.5 blocks from Lake Michigan, featuring a screened back porch perfect for morning coffee. Near the Benton Harbor Arts District, downtown St Joe, this cottage is surrounded by local restaurants, breweries, wineries, golf courses and shops. The beach is a year round destination, each season has its own wonders. Note: no TV, and WiFi can be spotty due to hills. Expect 90+ tiered steps to the sandy beach below. AC upstairs, original claw footed tub.

Top guest favourite

Farm stay in Vandalia

5 out of 5 average rating, 200 reviews

One of a kind•HotTub•Fire Pit• Private•Lux•Charm

*Escape the ordinary and experience rural country luxury *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 and un

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Tiny home in Coloma

4.8 out of 5 average rating, 221 reviews

-Shingle Diggins Cottage-

Enjoy whimsical luxury in quaint cottage. Steeped in the History of charming Coloma once called Shingle Diggins in the early 1800's for the wooden shingles manufactured in the area. Cozy comfort with everything you need. Nestled in the heart of the stunning Great Lakes Region, Southwest Michigan Wine Trail, and the Fruit Belt. Full kitchen, 100% linen sheets, fully enclosed private backyard for fur babies, easy access to lakes, beaches, dining, wineries, breweries, outdoor adventures, and more.

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Loft in Benton Harbor

4.89 out of 5 average rating, 199 reviews

Sunbay Suite At The Stewart

Central location in the middle of the Arts District with a beautiful view of it all from any window, but especially the front bay window! There is street parking right next to the door or parking lot adjacent to the building. Walk to The Livery Brewery, Harbor Shores Golf Course, Mason Jar Cafe, Hounds Tooth Restaurant, Sweenies Weenies, Forte Coffee, Piggin 'n' Grinnin BBQ and more! Wifi throughout, laundry facilities on same floor (2nd). Just minutes from St. Joe shopping, beaches, and more

Guest favourite

Guest house in Sodus Township

4.78 out of 5 average rating, 256 reviews

Farm Cottage

Sweet cottage on our farm: Fully equipped kitchen and furnished living/sleeping area 14’x15' approx., washer/dryer. Sleeps 4: queen bed and queen sofa bed. Lots of privacy and next to organic garden, fields, stable and fruit orchards. All utilities, TV and WI-FI included. Well water with new water softener and water heater. Pet friendly; no pet fee. Lots of farm paths to walk your pet. Encourage off leash if trained. Horses have moved to another farm while pasture and stable rehabbed.

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Loft in Benton Harbor

4.92 out of 5 average rating, 335 reviews

The Candy Loft in Arts District - 1BR/1.5BA Luxury

Welcome to The Candy Loft in Benton Harbor's Arts District! This 1BR/1.5BA condo boasts exposed brick, a king bed, and an oversized river rock shower in a spa-like bathroom illuminated by a skylight. The chef’s kitchen features a luxe Kitchenaid gas range, and an air mattress adds extra sleeping space. Housed in a historic candy factory, with an office in a former elevator shaft, it’s walking distance to restaurants, a brewery, and a coffee shop. Note: on the 2nd floor, stairs required.

Top guest favourite

Guest house in New Buffalo

4.98 out of 5 average rating, 838 reviews

"Tiny House" Guest House - No Cleaning Fee

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

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Loft in Benton Harbor

4.94 out of 5 average rating, 144 reviews

Historic Arts District Gastro Loft

This newly renovated loft was re-created from a long-neglected space in the historic Sheffield building. A perfect getaway for two, the loft is located above the area’s hottest new restaurant, the Houndstooth. Classic urban finishes - high ceilings, exposed brick, hardwood floors...and an expansive view of City Center Park. Houndstooth draws diners from as far away as Chicago - a visit to Benton Harbor will not be complete without experiencing the big city fare of this hot spot.

Guest favourite

Home in Benton Harbor

4.97 out of 5 average rating, 104 reviews

Lake Michigan•Private Beach•Amazing View•Hot Tub

Welcome to Spyglass! If you are looking for a perfect place for that a visit to Lake Michigan any time of year, then The Spyglass has you coved. Whether you’re there for couple's retreat, family vacation or girlfriend’s weekend this gorgeous Lake front property with private beach has it all. Being located not too far off the beaten path, only 5 minuets to downtown St. Joseph the Spyglass is a perfect landing zone for all the nearby activities Southwest Michigan has to offer.

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Flat in Benton Harbor

4.79 out of 5 average rating, 129 reviews

Lovely 2 bedroom apartment minutes from the lake

You’ll walk through your own private entrance to this spacious first floor apartment & see tall ceilings, exposed duct work, an open living room & kitchen for fun family gatherings. You can relax on the couch & watch Netflix, enjoy a warm beverage together around the table or lounge in your own Queen-sized bed. There are many options for casual & fine dining, shopping, walking trails, enjoying stunning sunsets at Lake Michigan & wine tours just minutes away.

Top guest favourite

Guest house in New Buffalo

4.97 out of 5 average rating, 591 reviews

Rainbows End 🌈 Plensa

Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

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Tiny home in Lake Michigan Beach

4.83 out of 5 average rating, 126 reviews

Sand Castles Cottages #6 Tiny House 1 Mile Lake MI

Welcome to Sand Castles Cottages, Cottage 6. (See all nine at www.airbnb.com/p/scc) We are close to two public beaches and located between St. Joseph & South Haven, MI. Our property is unique in that we have 9 vacation rental cottages on one acre. Built between the 1930s-50s, it is one of the last properties of this type along Lake Michigan in this area. We have tried to keep the old charm while adding modern amenities. This listing is for cottage 6.