Family-friendly vacation 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, 228 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

Guesthouse in Benton Harbor

A charming green cottage is nestled among trees, surrounded by well-kept landscaping and flower pots. A red umbrella shades a picnic table nearby, creating a welcoming outdoor space. The gravel path leads to the cottage entrance, framed by large windows for natural light.

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.

4.94 out of 5 average rating, 212 reviews

4.94 out of 5 average rating, 244 reviews

A cozy living room is featured with a soft beige sofa and an armchair in navy blue. A light rug with earthy tones is placed under a white coffee table, which holds magazines. A fireplace is surrounded by decorative mirrors, enhancing the welcoming environment.

Cottage in Stevensville

Cheerful Stevensville cottage, GREAT LOCATION!

Right in the prettiest area of Stevensville, Glenlord Cottage is an ideal location for your Southwest Michigan stay. Down the road you will find Glenlord Beach Park, a beautiful Lake Michigan overlook. Around the corner, an award-winning bakery. In Stevensville with its variety of restaurants, beaches, and shops, Glenlord Cottage is also within easy reach of many SW Michigan attractions and is well placed for visits to wineries, golf courses, and downtown St. Joseph with its shops and festivals.

5.0 out of 5 average rating, 117 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 St. Joseph

4 Bedroom home w/pool in St. Joseph

This home is all about having fun with the family. Open concept kitchen, living room & dining room. Deck off the dining for eating al fresco. Family room & game room area with large screen TV, Nintendo switch, game table with lots of board games & a dart board. Walkout to the pool (unheated) and fire pit area for fun in the sun and evening campfires to roast marshmallows. Outdoor games include bag toss, ladder ball, ring toss. Home is five miles to Silver Beach and downtown Saint Joseph.

4.92 out of 5 average rating, 376 reviews

An open living area features exposed brick walls, large windows allowing natural light, and a cozy gray sofa facing a low wooden coffee table. A decorative globe and a tall plant add character, while shiny hardwood floors enhance the space.

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.

4.85 out of 5 average rating, 104 reviews

Serenity House on the River

Serenity House is an adult only retreat as it is on the bluff and no child safety equipment in place. This is A place to be serene". Escape the hustle & bustle of the city to this gorgeous, mid century modern, retreat on the river. Built in the 1950s, this midcentury modern beauty boasts 3300SQ ft, fireplace, pool table, four season room, outdoor hot tub overlooking the river, fire-pit and the property is just minutes away from the beach, downtown, restaurants, & other attractions.

4.86 out of 5 average rating, 177 reviews

Cottage in Benton Harbor

Hot tub! Blue Bird Cottage of Harbor Country!

The Blue bird is located in a revitalizing part of Benton Harbor close to Harbor Shores golf course and all of the action of downtown St. Joseph, Benton Harbor Arts district and the beach! Enjoy grilling out after the beach, watching a movie on our 120” projection movie theater, or catching up around the firepit and 2-person hot tub. Blue Bird is 1 mile from one of the best beaches in the region, Jean Klock beach, and a short drive to award-winning beaches, wineries & restaurants!

4.98 out of 5 average rating, 144 reviews

LakeMichigan•Beach•Hot Tub•Sauna•Amazing Views

Welcome to Spyglass! If you are looking for a perfect place for that a visit to Lake Michigan any time of year, then The Spyglass has you coved. Whether you’re there for couple's retreat, family vacation or girlfriend’s weekend this gorgeous Lake front property with private beach has it all. Being located not too far off the beaten path, only 5 minuets to downtown St. Joseph the Spyglass is a perfect landing zone for all the nearby activities Southwest Michigan has to offer.

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.

4.8 out of 5 average rating, 123 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.

4.85 out of 5 average rating, 139 reviews

2 min drive to 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.

5.0 out of 5 average rating, 220 reviews

Barn in Stevensville

The Blue Barn - A cozy country getaway!

Welcome to “Blue Barn” vacation home, a country retreat located between beautiful St. Joseph beaches and several Baroda wineries. A welcoming, open floor plan makes it easy for your group to spend time together. Enjoy the crisp white bedding, fully stocked coffee and wine bar, and private fire pit to unwind with friends and family. Grand Mere State Park, Weko Beach, and several local breweries are all just a short drive from this ideally located property.

Guesthouse in Stevensville

An inviting kitchen features wooden cabinetry and granite countertops. A black 'welcome' sign is placed on the countertop next to a vase of fresh flowers. Kitchen appliances, including a coffee maker, are neatly arranged, creating a functional and welcoming space.

The Shire

Nestled on five secluded, tree-lined acres, with a pond, waterfall, fire pit, tree swing, basketball court and walking trails, The Shire feels a million miles away from it all - but isn't! We are only minutes away from wineries, breweries, amazing beaches, restaurants and shopping. (Notre Dame is an easy 30 minute drive). Southwest Michigan is a beautiful place to live! We'd LOVE to share it with you.

4.99 out of 5 average rating, 279 reviews

Popular amenities for Benton Harbor family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.9 out of 5 average rating, 258 reviews

A well-maintained single-story home is seen alongside a spacious driveway leading to a two-car garage. The home features a charming front porch and neatly landscaped yard, with green grass surrounding the property and trees lining the background.

Cottage in Benton Harbor

Cottage near Hagar Beach Pet friendly with Hot tub

4.97 out of 5 average rating, 119 reviews

An outdoor area features a hot tub with illuminated turquoise water, surrounded by a patio adorned with string lights. The modern house showcases large windows, providing ample natural light, and a dining area with a table and chairs set under a nearby umbrella.

Home in Stevensville

Family Fun House: Hot Tub*Ping Pong*Nintendo*Fire

4.97 out of 5 average rating, 197 reviews

A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.

Cottage in Harbert

Hot tub open year round in modern/rustic cottage!

4.96 out of 5 average rating, 103 reviews

Home in Sawyer

Atomic Acres- Pool, Hot tub, Fire pit & more

4.98 out of 5 average rating, 109 reviews

The exterior of the lake house features a multi-level design with a spacious patio area, highlighted by a fire pit surrounded by stone borders. A hot tub sits nearby, and comfortable seating is arranged under a covered balcony. Lush greenery provides a serene backdrop.

Cottage in Benton Harbor

Cheerful Sister Lakes 4 BDR Lake Hse w/ Hot tub.

Guest suite in St. Joseph

A well-appointed kitchen and dining area are presented, featuring white cabinetry and essential appliances. A wooden dining table with six chairs invites gatherings, while ample natural light brightens the space through a nearby window. The warm-toned flooring complements the overall inviting ambiance.

Charming 2BR St Joseph Retreat Peaceful Setting

4.86 out of 5 average rating, 263 reviews

4.97 out of 5 average rating, 234 reviews

Bungalow in Harbert

Family Getaway with Year Round Hot Tub!

4.98 out of 5 average rating, 129 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!

Family- and pet-friendly home rentals

4.85 out of 5 average rating, 129 reviews

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.

Home in St. Joseph

Silver Beach 2bd -1 block to downtown State Street

Apartment in Benton Harbor

Cozy apartment minutes from lake

4.94 out of 5 average rating, 159 reviews

5.0 out of 5 average rating, 153 reviews

A bright living area features a comfortable gray sofa adorned with decorative pillows, paired with a light brown armchair. Large windows provide views of lush greenery, while a striped rug anchors the space. A coffee table with a bowl sits at the center, enhancing the cozy atmosphere.

Home in Sawyer

The treehouse at Warren Dunes

Guesthouse in Sodus Township

A spacious outdoor view is presented from a deck, overlooking expansive green fields and wooden fencing. In the distance, a large barn is visible, along with a few horses grazing nearby. A tree branch frames the scene, creating a peaceful country atmosphere.

Farm Cottage

4.83 out of 5 average rating, 384 reviews

4.98 out of 5 average rating, 177 reviews

Home in Sawyer

Luxe Cabin Minutes to Lake Michigan

4.96 out of 5 average rating, 121 reviews

The A-frame cottage is nestled among tall trees, featuring a blend of stone and wood in its design. Large glass windows create a connection with nature, inviting natural light into the living spaces. A pathway leads toward the entrance, surrounded by lush greenery.

Cabin in Stevensville

Idyllic A-frame in Michigan’s Harbor Wine Country

Guest suite in Berrien Springs

A small entrance area features a floral-patterned sofa against a light wall. A door leads to a connecting room, while natural light filters in through nearby windows. A textured rug lies beneath, complementing the wooden floor.

Green Place

4.84 out of 5 average rating, 174 reviews

4.87 out of 5 average rating, 353 reviews

A sleek entertainment area is presented with a mounted flat-screen TV against a marbled feature wall. A wooden media console below holds decorative items and media storage. Greenery from a potted plant complements the modern aesthetic, contributing to a harmonious living space.

Home in St. Joseph

Cozy & Clean Entire Home in Saint Joseph

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 102 reviews

Apartment in Coloma

Awesome Family Escape with pool and private beach

4.98 out of 5 average rating, 100 reviews

A charming ranch-style house is situated on a spacious green lawn, surrounded by mature trees. The front features a welcoming porch with seating, and a driveway leads to an attached garage on the right. Lush landscaping enhances the tranquil setting.

Home in Bridgman

Cozy Ranch | Huge Fenced Yard| Fall Fun

4.97 out of 5 average rating, 250 reviews

A bright living room features high ceilings with a chandelier above a central wooden coffee table. Comfortable dark gray sofas are positioned around the table, complemented by decorative cushions. Large windows allow natural light to fill the space, and a stone fireplace adds a cozy focal point.

Cottage in Union Pier

Designer Cottage Relax Pool Beach & Spa—Windjammer

4.97 out of 5 average rating, 139 reviews

An aerial view showcases the spacious outdoor area, featuring a blue tennis court adjacent to a rectangular pool surrounded by lounge chairs. Lush greenery and trees frame the property, while a well-maintained lawn offers additional recreational space.

Villa in Niles

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

4.94 out of 5 average rating, 143 reviews

Home in New Buffalo

New buffalo Farmstead main home pool hot tub

4.96 out of 5 average rating, 206 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, 139 reviews

An inviting outdoor area is featured, showcasing a heated pool beside a vibrant garden filled with blooming flowers. Stylish lounge chairs are positioned near the pool, while a shaded bar area is adorned with ferns and colorful blossoms, creating a relaxing retreat.

Home in South Haven

The Oasis Retreat