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 cozy fire pit area is framed by six adirondack chairs arranged in a circle on a grassy lawn. Warm string lights illuminate the space, creating a welcoming ambiance. A vibrant sunset can be seen in the background, blending hues of orange and purple against the darkening sky.
Home in Benton Harbor
4.98 out of 5 average rating, 201 reviews

Lake Michigan Views | Mins. to St. Joe | Hot tub

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

Top guest favourite
The outdoor deck features a spacious picnic table shaded by a red umbrella, surrounded by lush green foliage and trees. A small grill is positioned nearby, and vibrant potted flowers add a touch of color to the tranquil setting.
Guest house in Benton Harbor
4.94 out of 5 average rating, 195 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
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, 141 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
The exterior of a circular, dark-hued building is illuminated by warm string lights during twilight. A private hot tub and a fire pit with chairs are visible, while the surrounding natural landscape emphasizes the peaceful setting.
Farm stay in Vandalia
5 out of 5 average rating, 280 reviews

Best Couples Vacation, Private, Hot Tub, Creek,

*Imagine soaking in your private hot tub under the stars while a gentle creek flows just steps away. You are surrounded by trees and natural beauty. *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

Guest favourite
An open living area features exposed brick walls, large windows allowing natural light, and a cozy gray sofa facing a low wooden coffee table. A decorative globe and a tall plant add character, while shiny hardwood floors enhance the space.
Loft in Benton Harbor
4.92 out of 5 average rating, 368 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.

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, 109 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
A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.
Cottage in Sawyer
4.97 out of 5 average rating, 177 reviews

Hot tub open year round in modern/rustic cottage!

Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

Guest favourite
Flat in Benton Harbor
4.94 out of 5 average rating, 125 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.

Superhost
An open living area features hardwood floors and a spiral staircase leading to an upper loft. Comfortable seating is arranged around a coffee table, with a gray sofa and a chair visible. Large windows invite natural light, creating a bright and inviting space.
Home in Benton Harbor
4.81 out of 5 average rating, 118 reviews

Harbor House near Lake Michigan

Welcome to Harbor House- Your ideal beach adventure awaits! 3 bedroom home close to many exquisite beaches, wine country, dune hikes, and Harbor Shores Pro PGA golf course. Just a few miles from downtown St. Joseph, MI! We have a large backyard and huge deck for outdoor entertaining. Can sleep 6 adults comfortably, and 1-2 kids on a futon. Please note there is only one bathroom currently. 2 paddleboards for rent- beach is 2 miles away. Small dogs by approval only, with fee.

Guest favourite
Cottage in Benton Harbor
4.87 out of 5 average rating, 210 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!

Guest favourite
A ranch-style house is presented, featuring a welcoming front porch with two chairs. Colorful flowerpots and vibrant blooms adorn the entrance, complemented by a neat lawn. The exterior showcases a blend of subtle hues, highlighting the inviting atmosphere of the home.
Home in Benton Harbor
4.87 out of 5 average rating, 129 reviews

2 mins from beach/monthly stays available

1200 sq ft ranch style house w 2 bedrooms, 1 bath. Main bedroom has 1 queen size bed, 2nd bedroom has twin size bunk beds w twin size rollaway bed which enables a total of 5 guests. Appliances available for use are stackable washer/dryer, fridge, stove, over the range microwave, and dishwasher. Newer propane grill is available for use. *bunk bed will be difficult for older individuals due to lower bunk being low. Bunkbeds are really designed for smaller children.

Guest favourite
A serene sunset is captured over a calm lake, with hues of orange and pink blending in the sky. Silhouetted trees frame the view, while a hanging chair is visible in the foreground, offering a cozy perspective of the tranquil scene.
Cottage in Benton Harbor
4.93 out of 5 average rating, 115 reviews

Lake Bluff cottage, Unforgettable view and sunsets

We have recently renovated and brought this charming cottage, located less than 10 mins to the heart of St. Joes, back to life! It is perched atop a beautiful bluff, high above the Lake Michigan shores- highlighting expansive views and stunning sunsets. Come stargaze with us (starting this spring) at our wonderful Lake Michigan Cottage. Bring your fur baby to enjoy the getaway! ($150 pet fee) 5 night minimum for Holiday weeks (Thanksgiving, Christmas, 4th of July)

Popular amenities for Benton Harbor holiday rentals

When is the best time to visit Benton Harbor?

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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 30 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 $40 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 apartment rentals in Benton Harbor have wifi?

    Absolutely! We offer over 20 apartment 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 80 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 20 homes with a bbq area, over 10 homes with a gym, over 20 homes with self check-in, over 80 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Benton Harbor

  • Total holiday rentals

    Explore 150 holiday rentals in Benton Harbor

  • Nightly prices starting at

    Benton Harbor holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 7,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 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

    150 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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