Holiday houses in Benton Harbor

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Top-rated holiday rentals in Benton Harbor

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Guest favourite

Guesthouse in Benton Harbor

4.94 out of 5 average rating, 151 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.

Guest favourite

Loft in Benton Harbor

4.91 out of 5 average rating, 303 reviews

Urban Loft in Arts District

Stunning upstairs loft features exposed brick walls, local art, and a cozy modern feel in downtown Benton Harbor. 1 br, 1.5 baths, features beautiful KitchenAid appliances, dual-head shower with river rock, and skylights throughout. Need to work while you're here? Melt into our new Herman Miller Embody chair and get to it. ** During stays from May 18 - Aug 18, our friendly cat Nomi will be on site. She’s easy - just set out a can of food in the AM and one in the PM (all supplies provided). **

Guest favourite

Apartment in Bridgman

4.97 out of 5 average rating, 167 reviews

Beachcomber Suite - Beaches, Dunes, Golf, Wine Tr

The Beachcomber suite has one bedroom with a queen bed and a queen sofa bed. A small dining area is off the kichenette. Kitchen includes a microwave, coffee maker, toaster, and electrical griddle. Full size refrigerator. Bathroom has a full size bathtub and shower. Unit has been completely remodeled and updated with new furniture, fixtures, and appliances. This is a second floor suite accessed from the front entryway of the home. Owners live on the main floor. No pets allowed.

Guest favourite

Condo in St. Joseph

4.9 out of 5 average rating, 115 reviews

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

Modern and beautiful condo on the river going into the mouth of Lake Michigan near Silver Beach. Immediately next door to Clementine’s restaurant and within walking distance to many shops, bars, downtown, and the beach. Right next to Pier 33 Marina and docks and water rentals. You can eat, drink, fish, shop, and enjoy the beautiful scenery all at one spot! The condo also has a rooftop for corn hole games, a grill, and tanning. Silver beach/the pier is literally a short walk away!

Guest favourite

Guesthouse in New Buffalo

4.98 out of 5 average rating, 703 reviews

"Tiny House" Guest House Under the Oak Trees

"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.

Guest favourite

Guesthouse in Sodus Township

4.78 out of 5 average rating, 138 reviews

Farm Cottage

Sweet cottage on our farm: Fully equipped kitchen and furnished living/sleeping area, washer/dryer. Sleeps 4: queen bed and queen sofa bed. Lots of privacy and next to our 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 is reseeded.

Guest favourite

Loft in Shipshewana

4.98 out of 5 average rating, 114 reviews

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space. Enjoy some of the most picturesque landscape Northern Indiana has to offer. We are just a 10 min walk from Stone Lake and have kayak rentals available upon request. We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

Guest favourite

Guesthouse in New Buffalo

4.96 out of 5 average rating, 477 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!

Guest favourite

Home in Benton Harbor

4.99 out of 5 average rating, 124 reviews

Lake Michigan Panoramic View/Hot Tub

Welcome The Windover! • Panoramic views of Lake Michigan • Hot Tub • 4 minutes to downtown St. Joseph, The Benton Harbor Arts District, and Harbor Shores • Centrally located attractions: Close to 6 Local Beaches Fine and Casual Dining World Class Golfing Wineries Breweries Nature Parks and Trails Mountain Bike Trail Park 1/4 from Property Curious Kids Museum Compass Fountain Silver Beach Carousel St. Joseph Lighthouse and Pier

Guest favourite

Cabin in Middlebury

4.99 out of 5 average rating, 204 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Guest favourite

Home in Benton Harbor

4.93 out of 5 average rating, 163 reviews

The QT

Newly remodeled cozy country retreat. Whether you are visiting to explore Lake Michigan beaches (15 minutes away), the Lake Michigan Shore Wine Trail, the Makers Trail, or if you are invited to a wedding at the Blue Dress Barn (5 minute walk) or Sundance Studios (1 mile) this is the place for you! Fall asleep under the stars (skylight) in our brand new king size bed and wake up to a cup of coffee in a cheerful kitchen.

Guest favourite

Home in Benton Harbor

4.99 out of 5 average rating, 106 reviews

Lake Michigan Views | Hot Tub | 4mi to St. Joe

🤩 Spectacular Lake Michigan views 🔥Year-round hot tub 🌅 Deck overlooking Lake Michigan 🏖️ 5 Lake Michigan beaches within 5 miles 📍 Minutes to downtown St. Joe ✨ Magical fire pit space ⛳️ Near Harbor Shores Golf Course 🌞 Beach necessitates included 🏓 Ping pong table 🍷 Close to The Lakeshore Wine Trail 🧑‍🍳 Fully stocked kitchen ☕️ Keurig Duo ⚡️ High speed internet 🚗 90 mins from Chicago