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.

4.97 out of 5 average rating, 197 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, 283 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!

4.96 out of 5 average rating, 110 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.

A bright living area is furnished with a green velvet sofa and a wooden coffee table, complemented by two yellow chairs. Large windows allow natural light to fill the space, highlighting the dark hardwood flooring and decorative plants.

4.97 out of 5 average rating, 127 reviews

Lavish Lakeside Historic Downtown Home-Beach 1.5mi

This historic 2,000 sqft home will surely impress with its undeniable charm, character, comfort & convenient location. Walk across the street to Watermark Brewing, Red Coach Donuts, or The Solarium. 4 person arcade with 100's of games. High-speed WiFi with ALL streaming platforms. Full laundry & kitchen with everything you need to feed an army. Sip coffee on the porch swing or catch up around the fire pit. Relax after a long day at the beach/winery. Spacious private yard with parking galore.

4.92 out of 5 average rating, 119 reviews

Key Lime House Harbor Country! Location/Walkable!

Welcome to The Key Lime House of Harbor Country! Beautifully decorated and featuring an ornate staircase, original woodwork and stained-glass windows, this charming 1900s home combines original character and updates throughout for style and comfort. Walkable to the darling town of Stevensville and USA Today's #1 Beer Garden- Watermark Brewery! The home sits on half an acre providing a peaceful retreat after a day of play and within minutes of award winning beaches, restaurants and attractions!

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.

4.97 out of 5 average rating, 155 reviews

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.

4.97 out of 5 average rating, 130 reviews

A Home with a Forest Scent and the Sound of Waves

Escape to Pure Michigan! This charming home is a short walk to Hagar Beach and just a quick 10-minute drive to Silver Beach. Love golf? Tee off at Harbor Shores, Lake Michigan Hills, or Paw Paw Lake Golf Club. Sip and savor at Contessa Wine Cellars and Filkins Vineyards, or pick fresh fruit at Jollay Orchards and Fruit Acres Farm—all just a short 15-minute drive or less! After a day of adventure, relax by the cozy outdoor fireplace—the patio glows beautifully at night with string lights.

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.

4.99 out of 5 average rating, 105 reviews

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.

4.81 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.

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, 128 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, 232 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.

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, 152 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

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, 185 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

4.88 out of 5 average rating, 104 reviews

Home in Watervliet

Private Pool-150 Acres of Nature, Red House

4.96 out of 5 average rating, 189 reviews

The charming two-story home features a wide front porch with ample seating and decorative lighting. White railings and a wooden design enhance its appeal. Flanking trees provide some greenery, and the entryway is welcoming with its open doors and stylish decor.

Home in Michigan City

5 Bedroom Luxury Home In Heart of Beachwalk Resort

4.94 out of 5 average rating, 174 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, 149 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!

4.87 out of 5 average rating, 140 reviews

Home in Three Oaks

Harbor Country Pool Oasis | Hot Tub • Walk to Lake

4.84 out of 5 average rating, 102 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 Sawyer

Play @ The Hideaway - hot tub, sauna, gymnasium

4.92 out of 5 average rating, 110 reviews

A sparkling saltwater pool is surrounded by a spacious wooden deck, featuring lounge chairs and a shaded seating area beneath a roof. Lush green trees and vibrant landscaping provide a natural backdrop, while a fire pit is visible nearby, creating a relaxing outdoor retreat.

Home in Niles

Bibi's Retreat- Grand 7 Bedroom Private Escape

Weekly house rentals

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, 94 reviews

Serenity House on the River

5 out of 5 average rating, 3 reviews

Home in South Haven

Evergreen Acres • Woodland Preserve • Pool • Beach

4.96 out of 5 average rating, 54 reviews

A modern home is framed by vibrant lavender fields, with varying heights of blooming plants creating a rich purple carpet. A patio features an umbrella providing shade, alongside black lounge chairs arranged on the lush green lawn. Trees and a clear sky complement the serene setting.

Home in Fennville

Summerhouse Lavender Farm

A spacious living area is highlighted by a large sectional sofa and a wooden coffee table. Exposed wooden beams add character to the open floor plan, with the kitchen visible in the background featuring modern fixtures and seating. Natural light fills the space, enhancing its welcoming feel.

4.96 out of 5 average rating, 74 reviews

The Farmhouse

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.

5 out of 5 average rating, 14 reviews

Stylish Lakeside Retreat - walk to the beach!

5 out of 5 average rating, 15 reviews

Beaches & Bunkers | Golf Course | King Bed | Games

A charming older home with a gray exterior is surrounded by a lush green lawn. A wooden deck with railings extends from the front, offering access to the house. Large windows allow natural light to enter, and potted plants are placed near the foundation.

4.71 out of 5 average rating, 35 reviews

2-bedroom house close to Lake Michigan!

4.94 out of 5 average rating, 33 reviews

A spacious yard features a well-maintained green lawn under a bright sky. The house, displaying a combination of red and beige exterior, is complemented by large windows. Mature trees provide shade, enhancing the outdoor setting.

Home in Watervliet

Hennessey Hideaway

Private house rentals

The exterior of a single-story cottage is shown, featuring light-colored siding and green shutters. A set of steps leads to a covered porch with a white door. The front yard showcases well-maintained grass, and trash bins are positioned nearby.

5 out of 5 average rating, 40 reviews

Cozy Cottage Near Paw Paw Lake

A circular stone patio features a fire pit surrounded by five white Adirondack chairs, offering a comfortable space for relaxation. A lush green lawn leads to a tranquil view of Lake Michigan, with trees positioned in the background under a clear blue sky.

4.93 out of 5 average rating, 95 reviews

Coastal Living, Hot Tub, Firepit & Lakeside Deck

A grand historic house is framed by tall, dark-leafed trees, creating a serene ambiance. A well-maintained lawn leads to a decorative wrought iron fence, providing a glimpse of the inviting architecture. The home is set against a clear blue sky, enhancing its tranquil setting.

4.83 out of 5 average rating, 100 reviews

Nestled in History

5 out of 5 average rating, 12 reviews

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.

Home in Saint Joseph

Rhain Rentals 3 Bed in St. Joe

4.85 out of 5 average rating, 74 reviews

A clear view of the pool area is presented, showcasing a refreshing blue pool surrounded by a concrete patio. Lounge chairs and a dining set with an umbrella are positioned nearby, while a trampoline is visible in the background. The house features a deck with steps leading down to the pool.

Home in Saint Joseph

Updated 3 bdrm house w/ pool near beach & country

5 out of 5 average rating, 18 reviews

Home in Valparaiso

Secluded Lakefront A-frame House.

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.

4.83 out of 5 average rating, 24 reviews

Cozy 2 bedroom minutes from St. Joe River access

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.