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, 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.

15–22 Sep

€ 262 per night

Guest favourite

Tiny home in Coloma

4.83 out of 5 average rating, 112 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.

8–15 Jul

€ 160 per night

Guest favourite

Guest suite in Berrien Springs

4.98 out of 5 average rating, 259 reviews

BrightWood House

We offer a private and comfortable unit in lovely south west Michigan. Location convenient to the heart of Michigan wine country, and several beaches and only 3 miles to Andrews University. Also 20-25 minute drive from the South Bend. The 900 s.f. downstairs apt. is completely separated (by locked doors) from the rest of the house and comes with a full bath and kitchen. Enjoy the peaceful forest views. We didn’t need a pandemic to do full disinfecting between guests. Always have. :)

15–22 Sep

€ 115 per night

Guest favourite

Loft in Benton Harbor

4.91 out of 5 average rating, 298 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). **

2–9 Jul

€ 226 per night

Guest favourite

Apartment in St. Joseph

4.9 out of 5 average rating, 114 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!

5–12 Jan

€ 198 per night

Guest favourite

Guest house in New Buffalo

4.98 out of 5 average rating, 693 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.

30 Apr – 7 May

€ 104 per night

Guest favourite

Home in Benton Harbor

4.99 out of 5 average rating, 123 reviews

Lake Michigan Private Beach Panoramic View Hot Tub

Welcome to the Beach Cottage at The Windover! • Panoramic views of Lake Michigan • Private Beach • 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

22–29 Dec

€ 794 per night

Guest favourite

Guest house in New Buffalo

4.96 out of 5 average rating, 470 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!

28 Feb – 7 Mar

€ 156 per night

Guest favourite

Guest house in Sawyer

4.92 out of 5 average rating, 148 reviews

Heron's Rest hideaway close to beaches, breweries

Privacy on 11 acres of conservancy-protected land including woods, two ponds, and a river. Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Fish on site. Kayak, bike, hike nearby. Ideal for nature lovers. Separated from our home by breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible.

3–10 May

€ 116 per night

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.

22–29 Nov

€ 176 per night

Guest favourite

Home in Benton Harbor

4.99 out of 5 average rating, 104 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

27 Nov – 4 Dec

€ 478 per night

Guest favourite

Cabin in Benton Harbor

4.99 out of 5 average rating, 238 reviews

Charming Cabin-Private Beach & Golf

Why the rave reviews? This cabin is a unique and charming 2 bedroom retreat that sits atop a hill and is surrounded by elegantly sculpted terrain of Harbor Shores golf course and walking trails. The private beach on Lake Michigan is steps away. It is located in a quiet neighborhood and is close to family fun activities in St. Joe/Benton Harbor, fantastic restaurants, wine tasting, art galleries and quaint shops.

26 Sep – 3 Oct

€ 306 per night