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, 199 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, 112 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.

4.92 out of 5 average rating, 119 reviews

Home in Stevensville

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!

4.93 out of 5 average rating, 100 reviews

A modern bedroom features a spacious bed with a gray quilted coverlet and a mix of decorative pillows. A striking wall art piece is displayed above the bed, complemented by a mounted decorative deer head. A textured rug and a metal folding chair are visible in the room.

Home in Union Pier

Designer's Own Cozy Cottage

Kick back and unwind in this stylish getaway, ideally located in Union Pier and just a five-minute drive to New Buffalo. Tucked on the lake side of Red Arrow Highway, the Casita offers the perfect balance - close to all the action, yet a quiet retreat to call your own. Guests love visiting nearby beaches, indulging in baked goods, ice cream, local restaurants and wineries. Bike trails, hiking, pickle ball, golf and kayaking all nearby. Endless opportunities for relaxation and adventure await!

4.98 out of 5 average rating, 338 reviews

A spacious living area is featured with a warm-toned sofa and two light gray chairs. Natural light floods in through multiple windows, highlighting the wooden beam ceiling. A small dining table and well-equipped kitchen are visible, creating an inviting atmosphere for relaxation.

Home in Vandalia

Couples Retreat, Secluded, Creek, Private Hot Tub

Imagine soaking in a private hot tub under a star filled sky, while a gentle creek flows just steps away. Surrounded by trees and pure country quiet. This secluded couples' retreat in Southwest Michigan is your escape from everything. Enjoy a meal, book, or game while watching our feathered friends at the bird feeder right outside your door. Leave the noise behind and reconnect in a quiet setting. Lake Michigan, Amish Country Shipshewana, and Wine Country are all within 45 minutes of us.

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, 156 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.

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, 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.

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, 234 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

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, 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

4.92 out of 5 average rating, 119 reviews

A modern dining area features a wooden table surrounded by sleek black chairs. Behind it, a vibrant mural of South Bend adds color to the space. A cozy living area with a large sectional sofa and ample natural light can be seen through the open layout.

Home in South Bend

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

4.98 out of 5 average rating, 113 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, 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

5 out of 5 average rating, 92 reviews

The exterior of a two-story home is visible, featuring a welcoming front entrance. A large tree provides shade, with a swing hanging from one of its sturdy branches. Ferns line the landscape, creating a natural border around the property, complemented by a well-maintained lawn.

Home in Saint Joseph

4 Bedroom home w/pool in St. Joseph

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!

4.87 out of 5 average rating, 141 reviews

Home in Three Oaks

Pool Opens May 25! | Hot Tub • Walk to Lake

4.96 out of 5 average rating, 136 reviews

An aerial view showcases a spacious backyard with a fenced, in-ground pool surrounded by lounge chairs. A patio area with outdoor seating is visible next to the house, which is set amidst green grass and trees. The nearby road and horse ranch add to the serene landscape.

Home in Holland

The Splash Pad- a secluded pool/hot tub oasis

Weekly house rentals

4.95 out of 5 average rating, 19 reviews

NEW! Sprawling Home - Lake Michigan Views -3BR/2BA

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 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, 32 reviews

Cozy Home Near Lake Mich

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, 20 reviews

Home in South Haven

Dog & Family Friendly SoHa Oasis

4.84 out of 5 average rating, 85 reviews

Charming cottage with private beach access.

A cozy living area showcases a light-colored sofa adorned with various cushions. Natural light filters through large windows, with softly draped curtains framing the view of greenery outside. A stylish side table and decorative plants add inviting touches to the space.

4.98 out of 5 average rating, 47 reviews

Stylish Lake MI Getaway• Fire Pit• Patio

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

4.93 out of 5 average rating, 96 reviews

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.

Home in Stevensville

Coastal Living, Hot Tub, Firepit & Lakeside Deck

A collage of images features the welcoming exterior of the cottage with blue siding and a metal roof. A detailed map of Paw Paw Lake is displayed. Scenic views showcase lush greenery along the shoreline and a serene body of water, perfect for leisure activities.

4.91 out of 5 average rating, 46 reviews

Herons Nest Cottage - #2 Erie | Lake Access!

4.95 out of 5 average rating, 57 reviews

A cozy living room is presented, featuring a light-colored sectional sofa adorned with a green and floral throw. A natural wood coffee table sits centrally, complemented by a round pouf. Bright curtains with floral patterns frame a large window, allowing ample natural light.

Home in Stevensville

Cozy Bluebird Cott. w/ Hot Tub!

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

A cozy bedroom is presented with a wooden headboard and layered bedding. Decorative pillows in blue tones add texture. A painting of a serene beach scene hangs above the bed, complemented by an anchor-shaped wall decor. A bedside lamp offers soft lighting.

4.95 out of 5 average rating, 76 reviews

Cozy & pet friendly cottage great for a family

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

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!

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.