Holiday houses in Benton Harbor

Guesthouse 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

4.89 out of 5 average rating, 199 reviews

Loft in Benton Harbor

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

Guesthouse 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.

4.92 out of 5 average rating, 335 reviews

Loft in Benton Harbor

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

Guesthouse 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.

4.94 out of 5 average rating, 143 reviews

Loft in Benton Harbor

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.

4.98 out of 5 average rating, 158 reviews

Lake MI views: King bed: Mins to St. Joe: Hot tub

🤩 Spectacular Lake Michigan views 🌅 Deck overlooking Lake Michigan 🔥 Year-round hot tub 📍 Minutes to downtown St. Joe ✨ Magical fire pit space 🏖️ 5 Lake Michigan beaches within 5 miles 🌞 Beach necessitates included 🍷 Close to The Lakeshore Wine Trail 🏓 Ping pong table ⭐️ Top rated home in St. Joe ⛳️ Near Harbor Shores Golf Course 🧑‍🍳 Fully stocked kitchen ☕️ Keurig Duo w/ complementary k-cups ⚡️ High speed internet 👶 Highchair & portable crib 🧺 Washer & dryer

4.83 out of 5 average rating, 104 reviews

Harbor House near Lake Michigan, Ping Pong/Deck

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.

Apartment 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.

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.

4.93 out of 5 average rating, 209 reviews

The QT

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.

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Convenient locations with everyday essentials

Popular amenities for Benton Harbor holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Benton Harbor's top sights

Silver Beach88 locals recommend

Silver Beach Carousel33 locals recommend

Harbor Shores Golf Club40 locals recommend

Other great holiday rentals in Benton Harbor

4.98 out of 5 average rating, 55 reviews

N Shore Bungalow-close to beaches, wineries, golf

LauraRating, 5 stars2 weeks ago

We loved this property. We had a bigger group (5 adults and a toddler) but it didn’t feel crowded at all. Plenty of room to spread out and it was a very kid friendly space. This was also very close to St Joseph and the beach. Quick and easy to go back and forth a couple times a day. I definitely recommend staying here.

4.94 out of 5 average rating, 18 reviews

Home in Stevensville

Cozy Bluebird Cott. w/ Hot Tub!

RossRating, 5 stars2 days ago

This property is immaculate. We had a lovely time visiting wineries in the nearby vicinity. Make sure you buy a croissant at the nearby bakery.

Cottage in Benton Harbor

4.82 out of 5 average rating, 163 reviews

Beach Bliss | Pet Friendly Cottage Near Lake MI

AsiaRating, 5 stars2 days ago

Very accommodating host and quick to respond. Wonderful location, as it was only a 3 minute drive to the wedding venue we needed to go to.

4.94 out of 5 average rating, 72 reviews

Barn in Benton Harbor

Updated Pool House with Private Pickle Ball Court

ShelbyRating, 5 stars3 days ago

We had THE BEST TIME here! We loved swimming, playing pickleball, and our family favorite—watching the chickens and collecting eggs. The location was perfectly situated, close to beautiful beaches and lots of fun activities. It was a quiet, private area surrounded by nature, which made it feel like a true retreat. Amy was so kind and hospitable. We cooked all of our meals at the house throughout the week, and the kitchen had everything we needed—it was well stocked with utensils, dishes, and cookware. The beds were also very comfortable. We can’t wait to come back!

4.94 out of 5 average rating, 65 reviews

5Br FamilyFriendly Home on Lake MI! Near St Joe

EthanRating, 5 stars1 month ago

Awesome home with a beautiful scenic view. Quiet secluded neighborhood with a private beach. Would absolutely recommend to anyone! We loved our stay and would love to stay at Jodi’s home on our next trip to Benton Harbor!

4.83 out of 5 average rating, 138 reviews

Napier House-Romantic Private Luxury mins to Beach

LenitaRating, 5 stars3 weeks ago

Super cute place! We loved the attention to detail and uniqueness of the decor. Also, the flexibility for an earlier check in time was very much appreciated! I would definitely stay again.

Top Guest favourite

5 out of 5 average rating, 27 reviews

Updated-Private Beach-Lake Views-Hot Tub-Fire Pit

LauraRating, 5 stars2 weeks ago

Beautiful views right on the coast of Lake Michigan. The place feels very cared for and has lots of great nooks to retreat to and just relax. We absolutely loved our stay and wouldn’t hesitate to return. Fair warning there are a lot of steps (my kids counted 169 to be exact) to get down to the beach but that didn’t deter us from going and the beach felt very private - we were literally the only ones there. It did limit our ability to send the kids without us for the younger ones which was fine but something to note if you were hoping to just watch them from the porch. We ate out pretty much the whole trip - highly recommend the Copper Pot and the cute market next door to it (pick out a charcuterie board from the cheese lady!). Overall a lovely trip! Thanks for having us!