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, 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

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, 125 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.

4.96 out of 5 average rating, 114 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.

4.93 out of 5 average rating, 121 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!

5 out of 5 average rating, 162 reviews

A welcoming entrance features a bright yellow door against a mint green facade. Brick steps lead to a patio area, adorned with potted plants and a vintage cooler. The sun casts a warm glow over the peaceful lakeside view.

Home in La Porte

UncleLarrysLakePlace HotTubKayaksPingPong

A tribute to our favorite world traveler-he's the first to stay at our properties and give us the good, bad and ugly so we can fine-tune the ultimate experience for YOU. This newly remodeled lake home boasts 4 sleeping areas, year-round hot tub, game room with a ping pong table and large screen TV, large gathering spaces in and out, new kitchen and your own kayaks to explore the area. Enjoy sunsets and lake views from the hot tub on the expansive deck or while grilling on the Weber gas grill.

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, 176 reviews

The living room features a modern design with a mounted television above a sleek fireplace. Two comfortable armchairs flank a wooden coffee table, while natural light filters through the large windows, complemented by light-colored shades. A neutral rug adds warmth to the space.

Home in Three Oaks

1 Block to Journeyman | Pets | Dunes & Beaches

Our newly built (2022) home is located just 1 block to Journeyman Distillery and the quaint downtown of 3 Oaks. Our home has been thoughtfully designed to create a serene and memorable stay for our guests. Eclectic shops, restaurants, and galleries are a short walk away. Drive to local beaches in less than 15 minutes. Spend your day exploring Harbor Country - wineries, breweries, hiking, biking, golf, beaches, blueberry picking, antiquing, and so much more. 3 Oaks is at the center of it all!

4.97 out of 5 average rating, 157 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.

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, 107 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!

The cottage features a welcoming facade with blue shutters and a vibrant red front door. A decorative flag is displayed on the porch railing, surrounded by neatly manicured greenery and blooming flowers, contributing to the inviting outdoor space.

4.87 out of 5 average rating, 193 reviews

Cheerful 3BR 2BA Country Cottage Near Attractions

Your family will be close to everything when you stay at this centrally-located place. We have sought to equip our home to a high standard and to anticipate your needs by providing all the things you might want for a relaxing stay. There are games in the back yard that will interest all ages. Close to beaches, wineries, Four Winds Casino, cross country ski, South Bend football, South Haven and many other locations. We also provide a pass to Silver Beach and all other county parks.

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, 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.

Popular amenities for Benton Harbor house rentals

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, 120 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

4.96 out of 5 average rating, 190 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, 175 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

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.

5 out of 5 average rating, 92 reviews

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

4.85 out of 5 average rating, 105 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

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 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

4.95 out of 5 average rating, 19 reviews

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

5 out of 5 average rating, 17 reviews

Beaches & Bunkers | Golf Course | King Bed | Games

4.95 out of 5 average rating, 80 reviews

Cozy & pet friendly cottage great for a family

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

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 exterior of a two-story home is framed by well-maintained landscaping. A welcoming porch, complete with steps leading to the front door, is supported by white railing. Adjacent seating areas are visible on the porch and in the yard, surrounded by small trees.

4.98 out of 5 average rating, 48 reviews

Welcome to the Shore Thing!

Private house rentals

5 out of 5 average rating, 14 reviews

Sweetheart Hideaway: Hot Tub, Fireplace, Theater

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.

4.81 out of 5 average rating, 105 reviews

Nestled in History

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.

4.95 out of 5 average rating, 59 reviews

Cozy Bluebird Cott. w/ Hot Tub!

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

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

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

4.96 out of 5 average rating, 74 reviews

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.

Home in Coloma

The Farmhouse