House holiday rentals in Benton Harbor

Four wooden chairs are positioned on a deck overlooking Lake Michigan. The sun is rising in the sky, creating a shimmering reflection on the water's surface. Trees frame the scene, adding a touch of greenery to the picturesque view.

4.98 out of 5 average rating, 206 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

4.96 out of 5 average rating, 290 reviews

A modern kitchen is visible, featuring white cabinetry and stainless steel appliances. The living area includes a comfortable couch and a round table with a decorative runner. Natural light fills the space, highlighting the open layout and ceiling beams.

Home in Lakeside

Couples alert! PVT beach access, hot tub, firepit!

ADORABLE LAKESIDE COTTAGE W/YEAR-ROUND HOT TUB AND A GUEST FAVORITE - ACCESS TO SEMI-PRIVATE LAKE MICHIGAN BEACH SHARED BY JUST 10 HOMES SO IT'S NEVER CROWDED! BEACH ACCESS GATE IS 7 MIN WALK FROM COTTAGE. LOFT LIKE HOME IS SUPER CLEAN WITH VERY COMFY KING SIZE BED AND ONE PULL-OUT COUCH FOR 4 GUEST (MAX). FIREPIT SUPPLIED WITH WOOD, AN OUTDOOR PATIO AND WEBER GRILL - YOU WILL LOVE IT! Bike/walking path out front and just 10 mins to New Buffalo, Whistle Stop, coffee - just steps away!! HURRY!

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.

4.85 out of 5 average rating, 126 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.

4.97 out of 5 average rating, 120 reviews

Home in Buchanan

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

4.98 out of 5 average rating, 163 reviews

A two-story cabin exhibits a charming exterior with dark blue siding and white trim. A spacious deck wraps around the upper level, leading down to a well-kept grassy yard. Steps are visible, framed by mature trees, providing a peaceful outdoor environment.

Home in Coloma

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

4.99 out of 5 average rating, 110 reviews

A charming cottage sits nestled among trees, featuring light green siding and a welcoming front porch. A gravel pathway leads to the entrance, with a detached garage visible to the left, all surrounded by lush greenery.

Home in Stevensville

Secluded Lake Escape w/ Hot Tub!

Get away to our cozy Michigan home! A peaceful retreat that is perfect for relaxing while being just minutes away from the most beautiful beaches Michigan has to offer! Our secluded location surrounded by woods is the perfect backdrop for unwinding in the hot tub after a day at the beach or fun touring wineries, hiking, fishing and shopping nearby. Our family-friendly space sleeps up to 5 guests with a fully equipped kitchen, outdoor patio, grill, fire pit, Netflix, games and more!

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.

4.82 out of 5 average rating, 119 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.

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.

4.87 out of 5 average rating, 130 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.

A single-story house is presented with a gray exterior and white trim. A welcoming front porch features seating and flower arrangements. The surrounding property is characterized by a large grassy area and trees, creating a peaceful setting.

4.92 out of 5 average rating, 238 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.

4.87 out of 5 average rating, 142 reviews

Home in Three Oaks

Pool & Hot Tub • Walk to Lake

Set in a quiet, wooded setting, this spacious home is ideal for relaxed getaways in every season. In cooler months, the open floor plan and warm interiors make it easy to gather, unwind, and enjoy time together. As the weather warms, forest views, outdoor spaces, and easy access to the pool and nearby beach invite you to slow down, soak up the sunshine, and enjoy a more laid-back pace.

A comfortable living area features two blue sofas adorned with patterned cushions. A dark wooden coffee table is centered on a spacious tan carpet. Colorful wall art adds visual interest, while a ceiling fan provides airflow. Barstools are positioned by a breakfast counter in the background.

4.97 out of 5 average rating, 153 reviews

Country home near 6 beaches and Harbor Shores Golf

Convenient and close to the following attractions: Harbor Shores Golf Club - 4.9 mi Silver Beach County Park - 7.2 mi Tiscornia Park Beach - 7.0 mi Roadside Park Beach - 5.5 mi Rocky Gap Beach - 4.9 mi Hagar Park Beach - 3.0 mi Riverside Kayak Park - 2.0 mi Third Coast Paddling - Kayak Rental, Paw Paw River - 5.9 mi Whirlpool Corporation Headquarters - 3.5 mi

A hanging wire planter displays a small potted plant on a woven placemat. The table surface shows a rustic blue and brown finish, while natural light filters through the surrounding windows, highlighting the greenery.

4.97 out of 5 average rating, 137 reviews

Cozy Modern Home Near Lake Michigan

Come enjoy your stay and the best Southwest Michigan has to offer in this adorable ranch style home near Lake Michigan that offers 6 beaches within 5 miles. Your hosts are young, active professionals with a vast knowledge of the area and all it has to offer. We are happy to share our knowledge with you and hope to help make your stay amazing!!

Popular amenities for house rentals in Benton Harbor

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.83 out of 5 average rating, 187 reviews

A secluded in-ground pool is surrounded by lush greenery and landscaped gardens. Several lounge chairs are arranged near the pool, which reflects the sky above. Flowering plants and shrubs frame the scene, creating a peaceful outdoor retreat.

Home in South Haven

Experience Nature-Charming Cottage

4.98 out of 5 average rating, 118 reviews

The heated in-ground pool features a diving board and a slide, surrounded by a spacious deck with lounge chairs and a shaded patio area. The inviting turquoise water reflects the clear sky, creating a relaxing outdoor space for leisure and enjoyment.

Home in Milford

Summer of fun Pool, Hot Tub, Huge Game Room CLEAN

4.94 out of 5 average rating, 179 reviews

A private hot tub is set in a wooden enclosure, surrounded by a serene natural landscape. Steps lead up to the hot tub, offering easy access. Two white Adirondack chairs are positioned nearby, inviting relaxation in the peaceful outdoor setting.

Home in Union Pier

New Hot tub Heated Pool Union Pier

4.98 out of 5 average rating, 150 reviews

A private in-ground swimming pool is surrounded by lush green grass and tall trees, offering a serene outdoor setting. Sun loungers are positioned nearby, with an umbrella providing shade. A colorful inflatable unicorn floats on the water, inviting relaxation in the sunny atmosphere.

Home in Douglas

Rustic Mid Century Pool Oasis. Steps from town!

4.86 out of 5 average rating, 223 reviews

A spacious green house features a traditional design with multiple windows on the upper level, bordered by well-maintained landscaping. A large driveway extends in front, accommodating parking for several vehicles, leading to a three-car garage with white doors.

Home in Union Pier

New Buffalo / Union Pier Pool Hot tub 7 Bedroom

4.92 out of 5 average rating, 336 reviews

A backyard oasis is showcased at dusk, with a heated pool reflecting warm lights strung overhead. Colorful pool floats gently rest on the water's surface, while a fire pit table is positioned nearby surrounded by Adirondack chairs, enhancing the inviting atmosphere.

Home in South Bend

Pool | Hot Tub | Backyard Oasis | Game Room | Fun

4.77 out of 5 average rating, 124 reviews

A wooden deck features two lounge chairs positioned for relaxation, overlooking a 24-ft above-ground pool surrounded by lush greenery. The deck showcases steps leading down to the pool area, enhancing outdoor accessibility.

Home in South Bend

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar

4.85 out of 5 average rating, 106 reviews

A spacious outdoor area features a hot tub beside a well-maintained pool. Lounge chairs are positioned around the pool, with a covered seating area in the back. A wooden pergola provides shade, while string lights add a touch of ambiance.

Home in Three Oaks

Play @ The Hideaway - hot tub, sauna, gymnasium

Weekly house rentals

5 out of 5 average rating, 15 reviews

Sweetheart Hideaway: Hot Tub, Theater & Karaoke

A five-person hot tub is positioned on a wooden deck, surrounded by tall trees. The bubbling water reflects light, while a glimpse of the river can be seen through the branches. The serene outdoor space features a railing that enhances safety.

4.84 out of 5 average rating, 95 reviews

Serenity House on the River

The exterior of a charming two-story home is showcased, featuring large windows that allow natural light to enter. A wrap-around deck with an umbrella offers outdoor seating, surrounded by well-maintained grass and shrubbery. The street is visible with a nearby view of the beach.

5 out of 5 average rating, 12 reviews

Rhain Rentals 3 Bed in St. Joe

4.92 out of 5 average rating, 12 reviews

Private beach, hot tub, lake views, firepit, golf

5 out of 5 average rating, 15 reviews

An open-concept dining and kitchen area is shown, featuring a long dark table surrounded by light-colored bamboo chairs. Natural light fills the space, highlighting modern kitchen appliances and a sleek countertop. A cozy seating area is visible in the background, enhancing the inviting atmosphere.

Home in Coloma

Stylish Lakeside Retreat - walk to the beach!

A light yellow house is viewed from the front, featuring a welcoming porch with several white chairs. A spacious lawn is well-maintained, bordered by greenery. A gravel driveway leads to a garage situated to the side, with an additional house visible in the background.

4.84 out of 5 average rating, 25 reviews

Cozy 2 bedroom minutes from St. Joe River access

A two-story house is set against a backdrop of lush green trees. The front porch features white railings and a shaded entry, while the light-colored siding complements the metal roof. Vibrant shrubs and small trees surround the yard, creating a welcoming outdoor space.

4.95 out of 5 average rating, 55 reviews

Beachwood Haven at Harbor Shores

The front exterior of the home is framed by lush green grass and trees. Large windows provide an unobstructed view of the lake, while a stone facade adds character. A shaded entryway leads into the spacious retreat, embodying a serene, welcoming presence.

4.95 out of 5 average rating, 63 reviews

Getaway 2026: Retro Charm, Quiet Beach, Family Fun

Private house rentals

A bright living area features a patterned rug beneath a round coffee table, surrounded by a floral sofa and two striped armchairs. Large windows allow natural light, while a ceiling fan adds comfort. The adjoining kitchen and dining space are visible, enhancing the open layout.

4.99 out of 5 average rating, 74 reviews

N Shore Bungalow-close to beaches, wineries, golf

A well-equipped kitchen features wooden cabinetry and white appliances, including a stove, refrigerator, and dishwasher. Sunlight enters through a window dressed with patterned curtains, illuminating the countertops. A neutral tile floor complements the space, enhancing functionality for meal preparation.

5 out of 5 average rating, 33 reviews

Cozy Home Near Lake Mich

4.9 out of 5 average rating, 84 reviews

Home in Niles

Riverfront Haven: Hot Tub, 5 Beds, Kayaks & More

4.98 out of 5 average rating, 50 reviews

A spacious living area features a large gray sectional sofa adorned with patterned throw pillows. A wooden coffee table sits on a colorful geometric rug, while beams accentuate the high ceiling. Natural light streams through skylights, creating a bright and inviting atmosphere.

Home in Three Oaks

Schoolhouse- Fenced Yard & Pet Friendly, Game Room

4.92 out of 5 average rating, 72 reviews

Home in Elkhart

Treehouse Acres

5 out of 5 average rating, 3 reviews

Home in Dowagiac

Peaceful Cable Lake Getaway w/ Dock & Views

Home in Shorewood-Tower Hills-Harbert

5 out of 5 average rating, 26 reviews

Movie & Game Room•Hot Tub•Sunroom•5 Min to Beach

A tranquil outdoor space showcases lush green grass and shaded areas, framed by trees. A swing set and a seating area blend harmoniously, while the St. Joseph River reflects the morning light in the background, providing a serene setting for relaxation.