Holiday rentals in Benton Harbor

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Top-rated holiday rentals in Benton Harbor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A serene outdoor deck features three black Adirondack chairs, positioned to face a stunning view of Lake Michigan. The sun glistens off the water, casting a warm light on the scene, while bare trees frame the picturesque landscape.
Home in Benton Harbor
4.97 out of 5 average rating, 193 reviews

Lake Michigan Views • Private Hot Tub • King Bed

🌊 Spectacular Lake Michigan views 🔥 Year-round private hot tub 🌅 Deck overlooking Lake Michigan 🛏️ King bed 🌳 Private, quiet setting with outdoor seating ♾️ Infinity gaming table ⭐️ Top rated home in St. Joe ☕️ Complimentary coffee & tea- Keurig duo 🧑‍🍳 Fully stocked kitchen ⚡️ High speed internet 📍 Minutes to downtown St. Joe & Silver Beach ✨ Magical fire pit space 🧺 Washer & dryer 🏖️ 5 Lake Michigan beaches within 5 miles 🌞 Beach necessitates included 🍷 Close to The Lakeshore

Top guest favourite
A charming green cottage is nestled among trees, surrounded by well-kept landscaping and flower pots. A red umbrella shades a picnic table nearby, creating a welcoming outdoor space. The gravel path leads to the cottage entrance, framed by large windows for natural light.
Guest house in Benton Harbor
4.94 out of 5 average rating, 194 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
A welcoming porch is featured, showcasing a comfortable seating area with a navy blue cushion sofa and two matching chairs. Lush greenery surrounds the entrance, and natural light illuminates the space through large windows.
Home in Saint Joseph
4.84 out of 5 average rating, 118 reviews

Silver Beach 2bd -1 block to downtown State Street

The historic McNeil House is located on State Street just one block from Downtown restaurants, shops, and the Bluff. You won't find a better or more convenient location when visiting this beautiful city! We're offering smaller groups an opportunity to stay in our historic home by renting the main floor that sleeps up to five guests. The upstairs will not be rented during your stay, so you'll have the house to yourself but won't have access to the upstairs. Only available during the off season.

Top guest favourite
A cozy living room is featured with a soft beige sofa and an armchair in navy blue. A light rug with earthy tones is placed under a white coffee table, which holds magazines. A fireplace is surrounded by decorative mirrors, enhancing the welcoming environment.
Cottage in Stevensville
4.93 out of 5 average rating, 211 reviews

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.

Top guest favourite
An open living space features a combination of wood-paneled walls and ceiling with a polished hardwood floor. A spacious dining table and chairs are positioned beside a seating area, which includes a couch. A large bed is visible in the background, complemented by various window treatments.
Farm stay in Benton Harbor
4.99 out of 5 average rating, 106 reviews

Fogarty’s Flying Diamond Ranch

A unique and beautiful, newly added bunkhouse on the upper level of a barn on a working cattle ranch! Completely private and peaceful, you'll hear birds chirping and tractors running. Overlook and explore 152 acres of trails, horses, cattle and much more. Guests are encouraged to experience a tour of the ranch with Rancher Tom free of charge! 10 minutes from Silver Beach/Downtown St. Joseph and Hagar Beach, both on the gorgeous Lake Michigan. Bonfires welcome with wood provided & pet friendly!

Top guest favourite
A light-filled living area features a black leather sofa with decorative pillows and a wooden coffee table. Natural light enters through large sliding glass doors that open to a balcony, offering views of the outdoors. A circular woven pouf adds textural contrast to the floor.
Flat in Saint Joseph
4.97 out of 5 average rating, 133 reviews

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.

Top guest favourite
A charming lake cottage is showcased, featuring a light-colored exterior and large windows that invite natural light. A welcoming front deck is visible, with steps leading down to a landscaped yard and the surrounding greenery, enhancing the serene outdoor environment.
Home in Benton Harbor
4.99 out of 5 average rating, 179 reviews

Panoramic Views/Beach/Hot Tub/Sauna/Cold Plunge

Welcome The Windover! • Private Beach • Panoramic Lake Michigan Views • Hot Tub, Sauna, Cold Plunge, Outdoor Shower •Expansive Yard /Outside Activities • 4 minutes to downtown St. Joseph, The Benton Harbor Arts District, and Harbor Shores • Centrally located Close to 6 Local Beaches Fine and Casual Dining World Class Golfing Wineries Breweries Nature Parks Mountain Bike Trail Park 1/4 from Property Curious Kids Museum Compass Fountain Silver Beach Carousel St. Joseph Lighthouse

Guest favourite
The A-frame cottage is nestled among tall trees, featuring a blend of stone and wood in its design. Large glass windows create a connection with nature, inviting natural light into the living spaces. A pathway leads toward the entrance, surrounded by lush greenery.
Cabin in Stevensville
4.95 out of 5 average rating, 104 reviews

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.

Guest favourite
Flat in Benton Harbor
4.94 out of 5 average rating, 116 reviews

Cozy apartment minutes from lake

Enjoy your stay in a cozy, yet spacious apartment. Full bath tub for warm baths during the chilly season and shower to wash sand off your feet from trips to the beach only 9 minutes away. You can relax on the couch & watch Netflix, enjoy a warm beverage with your guests 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.

Guest favourite
An outdoor area is shown featuring a hot tub positioned on a wooden deck. The red exterior of the cottage contrasts with the surrounding green grass and wooden fencing. A glass door leads into the main structure, enhancing the inviting rural charm.
Cottage in Benton Harbor
4.87 out of 5 average rating, 204 reviews

Hot tub! Red Tin Cottage of Harbor Country!

Welcome to The Red Tin Cottage of Harbor Country! Nestled in a quiet, rural setting Red Tin is a character-filled, country-chic escape in beautiful Southwest Michigan. Within minutes of award winning beaches, golf courses, wineries, breweries, and restaurants you can be close to it all and retreat back to peace. Take a dip in the hot tub on a starry night, relax in the claw foot tub after a day of play, or enjoy stories around the firepit with family and friends. Come gather!

Top guest favourite
A logo representing 'The Blue Barn' vacation home features a stylized illustration of a blue barn set within a circular design. The text 'THE BLUE BARN' is prominently displayed in bold letters, with 'VACATION HOME' positioned below. The design has a rustic, textured finish.
Barn in Stevensville
4.99 out of 5 average rating, 188 reviews

The Blue Barn - A cozy country getaway!

Welcome to “Blue Barn” vacation home, a country retreat located between beautiful St. Joseph beaches and several Baroda wineries. A welcoming, open floor plan makes it easy for your group to spend time together. Enjoy the crisp white bedding, fully stocked coffee and wine bar, and private fire pit to unwind with friends and family. Grand Mere State Park, Weko Beach, and several local breweries are all just a short drive from this ideally located property.

Top guest favourite
A spacious living area is featured, showcasing a modern dark sectional sofa and a unique round chair. A glass coffee table sits at the center, complemented by decorative wall art and mirrors. Natural light fills the room through large windows with blinds.
Apartment in Saint Joseph
4.91 out of 5 average rating, 211 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. Silver beach/the pier is literally a short walk away!

Popular amenities for Benton Harbor holiday rentals

When is the best time to visit Benton Harbor?

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Avg. price$193 SGD$166 SGD$179 SGD$191 SGD$235 SGD$333 SGD$378 SGD$311 SGD$241 SGD$224 SGD$212 SGD$206 SGD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Benton Harbor?

    Yes! Work meets play with ease at over 80 vacation rentals in Benton Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Benton Harbor?

    Four-legged friends are welcome in Benton Harbor. Choose from more than 40 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Benton Harbor?

    Experience the best of Benton Harbor with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Benton Harbor house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Benton Harbor, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Benton Harbor have self check-in?

    Absolutely! We offer over 20 house rentals with self check-in in Benton Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Benton Harbor have wifi?

    Absolutely! We offer over 80 house rentals with wifi in Benton Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Benton Harbor have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Benton Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Benton Harbor have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Benton Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Benton Harbor?

    Benton Harbor has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Benton Harbor?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 80 homes with wifi, over 20 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Benton Harbor

  • Total holiday rentals

    Explore 140 holiday rentals in Benton Harbor

  • Nightly prices starting at

    Benton Harbor holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 7,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    140 of Benton Harbor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Benton Harbor rentals

  • 4.8 Average rating

    Benton Harbor stays are highly rated by guests – averaging 4.8 out of 5!

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